yacht rental key west fl

Experience the yacht lifestyle on the Mia in beautiful Key West, FL.

Mia Yacht Key West

Key West Yacht rentals is more than a brokerage service. We are a wealth of local knowledge with superior service to ensure your Key West Yacht experience is one to remember. We love making new friends and creating awesome memories. The MIA is a well-appointed 90 ft Cortenzo yacht built in 2009 and completely refitted in 2020. It is berthed at beautiful Stock Island Marina village with all its great amenities. The MIA with its 4 staterooms beautiful salon and comfortable media center is cozy comfortable which lends itself to all that Key West and its beautiful water offer. We pride ourselves on building custom packages for all our guests. Our attention to detail is paramount in allowing you to sit back and relax and enjoy all that Key West and its surrounding unique lifestyle.

The Mia Services

All cruises are BYOB for alcoholic beverages, food or snacks. A chef can be provided if desired to prepare your special meal, additional info and cost will be provided upon request. Full galley, grill, coolers, ice, bottled water, sodas, glasses and place settings, utensils, blender, and crew is provided. ​Sunset times vary throughout the year, for times available click please send a request for your desired dates.

All cruises and routes are subject to change due to docking, weather or current conditions, USCG restrictions or Captains' discretion.

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The Mia Yacht in Key West was a wonderful experience for our family, beautiful memories were made. Top notch service, would highly recommend to anyone. A trip out to Boca Grande Island is a must if you’re visiting...The atmosphere of Stock Island Marina was amazing, lots of amenities. Truly a wonderful place to gather on any occasion. We definitely will be returning.

Best Day Ever!! Owner Mike and Captain Ryan and crew are the pinnacle of service and professionalism. If you like 1st class service and beautiful accommodations, Mia is the boat for you.

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Yachting in Key West, FL

Located at Florida's southern tip, Key West captivates with azure seas, vibrant coral reefs, and a relaxed vibe. Experience the island's allure and enjoy luxury yachting in Key West, FL. Perfect for leisurely cruises or thrilling adventures, Key West is ideal for sun-filled coastal experiences. Discover its beauty from the deck of your private yacht.

52' Viking Princess

80' FF Pendleton

75' Luxe Catamaran

Why charter a yacht in key west, fl, traverse hidden treasures with key west luxury yacht charters, boat rental in key west, .css-1uazooj{display:-webkit-box;display:-webkit-flex;display:-ms-flexbox;display:flex;-webkit-align-items:center;-webkit-box-align:center;-ms-flex-align:center;align-items:center;width:100%;outline:2px solid transparent;outline-offset:2px;transition-property:var(--chakra-transition-property-common);transition-duration:var(--chakra-transition-duration-normal);font-size:1rem;-webkit-padding-start:var(--chakra-space-4);padding-inline-start:var(--chakra-space-4);-webkit-padding-end:var(--chakra-space-4);padding-inline-end:var(--chakra-space-4);padding-top:var(--chakra-space-2);padding-bottom:var(--chakra-space-2);padding:10px 16px;}.css-1uazooj:focus-visible,.css-1uazooj[data-focus-visible]{box-shadow:var(--chakra-shadows-outline);}.css-1uazooj:hover,.css-1uazooj[data-hover]{background:var(--chakra-colors-blackalpha-50);}.css-1uazooj[disabled],.css-1uazooj[aria-disabled=true],.css-1uazooj[data-disabled]{opacity:0.4;cursor:not-allowed;} .css-1pkhz46{font-size:var(--chakra-fontsizes-sm);font-weight:600;-webkit-flex:1;-ms-flex:1;flex:1;text-align:left;} how do i book a yacht on yachtlife .css-g5ledl{width:1em;height:1em;display:inline-block;line-height:1em;-webkit-flex-shrink:0;-ms-flex-negative:0;flex-shrink:0;color:currentcolor;vertical-align:middle;font-size:8px;}, when is my payment collected is it refundable.

Once you confirm your reservation, your broker will process your payment.

• If you are booking for a single day and your reservation is confirmed more than 7 days in advance, a deposit of either $1,000 USD or 50% of the total cost of the reservation (whichever is greater) is processed immediately in order to hold the yacht. Once your embarkation date is 7 days away, the remainder of the amount due is processed.
• If you are booking for a single day and your reservation is made 7 days or less in advance, the total price of your reservation is processed immediately.
• If you are booking for a multi-day charter and your reservation is confirmed more than 30 days in advance, a deposit of 50% of the cost of the yacht is processed immediately in order to hold the yacht. Once your embarkation date is 30 days away, the other 50% is collected for the price of the yacht, plus the APA, plus the taxes due.

Terms of refunds are dictated by the Charter Agreement. Generally, once a payment is collected, it is non-refundable. In certain circumstances, as dictated by the Charter Agreement, credits can be provided so you will be able to enjoy your yacht charter at a future date that is convenient for you.

Why is there a 3% credit card convenience charge?

Are my payment details saved on the app, what if your servers get hacked is my payment information really safe.

Rent the best Key West yachts

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Our top yacht rentals

Stock Island, FL

Luxury 46' Sailing Catamaran! Offers day, overnight, & sunset charters

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Luxurious Private Yacht Charter

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The Happy Prince 53' Luxury Yacht Rental Key West Florida

Fountaine Pajot Elba 45

Charter a luxurious double decker catamaran style yacht

Marathon, FL

48' Daytona Sport Fisher with Captain

Luxury 45’ Sea Ray! Offering private day, overnight, & sunset charters

Pristine 72' Luxury Yacht! Offering day, overnight, & sunset charters

Duet - 2023 Seawind 1260 - 3 cabin/2 bath

Leopard 44 sailing catamaran, 4 cabin/4 bathroom

40' Luxury Sailing Catamaran! Offering 4 hr, 8 hr, & 10 hr charters

48' SAILING CATAMARAN! Offering day, overnight & sunset charters

Key West Sport Fishing

Beautifully restored sailing ketch in Key West

Classic 1939 John Alden Schooner Yacht

How to rent a yacht in key west, find the perfect boat.

Enter your desired location and date to explore our fleet of yachts.

Select a captain

Choose to drive yourself or select a USCG licensed captain.

Book with ease

Connect with your boat owner and complete your booking online.

Enjoy your day on the water with friends and family!

Why Boatsetter?

As the global leader in peer-to-peer boat rentals, Boatsetter offers an easy, safe and accessible way to experience on-the-water adventure. With boat rentals in 600+ locations, finding a boat is easy and with the option to tap into the largest network of USCG licensed captains, boating experience is not required.

Get out on the water worry-free, knowing our insurance covers every boating trip

Choosing the right boat rental platform is essential to your peace of mind while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

Got questions?

Frequently asked questions

What makes Boatsetter different from other boat rental platforms?

What makes Boatsetter different is peace of mind. Boatsetter is the first and only boat rental marketplace to offer insurance on every peer-to-peer boat rental. We know choosing the right boat rental platform is essential to your experience while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

How to rent a boat on Boatsetter?

At Boatsetter, our mission is to make getting out on the water as easy as possible. With our intuitive booking system, you can rent a boat as soon as today. -First, you must determine your budget and the type of boat you want to rent. -Next, decide where you would like to boat and the kind of boat you would like to spend the day on. -Finally, determine if you will be needing a boat captain and reach out to the boat owner. That’s it! You’re officially on your way to a fantastic day out on the water.

How much does it cost to rent a boat?

The cost to rent a boat depends on whether you are renting for a half-day or a full day, the boat features and the boat size can impact your boat rental price. Rental prices can range from $200 to $1,000 plus depending on the boat rental itself and the length of time of the rental.

How many people can fit on the boat rental?

The number of people who can fit on boat rental largely depends on the boat’s size and how many life jackets are on board. Currently the coast guard allows a maximum of 10-12 people on a Boatsetter boat rental.

How much does it cost to rent a yacht?

The cost of renting a yacht depends on the boat’s size and the amount of time you’ll use the yacht. The onboard amenities and luxurious accommodations also dictate the price. You can contact our yacht specialists for a custom quote by visiting https://www.boatsetter.com/luxury-yacht-charters .

How old do you have to be to rent a boat?

You must be 18 years old to rent a captained boat and 25 years old if you would like to rent a bareboat charter.

Do I need a boating license to rent a boat?

Boating license requirements vary from state to state. As a renter, you are responsible for understanding local state requirements.

Can you rent a yacht for the day?

Boatsetter allows you to rent a yacht for the day. Single-day yacht rentals are available for a select number of yachts. To chat with a yacht specialist please visit https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the week?

Boatsetter allows its customers to rent a yacht for the week. Renting a yacht for a week gives you more access to the wide range of yachts available on our platform. You can either book a rental directly through the site or connect with one of our charter specialists to plan your trip here: https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the month?

Booking a month-long yacht rental is a detailed and hands-off process when working with our team of yacht charter specialists. We tailor each yacht charter to our client's specific wants and needs. Our luxury yacht charter specialists can be reached at (954) 715-4114 or by visiting https://www.boatsetter.com/luxury-yacht-charters .

How to rent a private yacht?

Renting a private yacht is a very detailed experience that caters to your exact needs while onboard one of our luxury yachts. To plan your private yacht rentals experience please visit https://www.boatsetter.com/luxury-yacht-charters .

How much does it cost to rent a pontoon boat?

The cost of renting a pontoon boat depends on the size, location, and rental time of the boat. Prices can range anywhere from $200 for a half-day rental or just under a $1,000 for longer rentals.

How much does it cost to charter a yacht?

The cost to charter a yacht varies depending on the boat size and the length of the charter. Prices typically range from less than $1,000 to $5,000 plus if you’re wanting to charter the yacht overnight.

How much does it cost to rent a boat for the day?

The cost of renting a boat for the day on average ranges from $200 to $1200. The cost to rent a boat varies depending on the size of the boat and the length of time that you will be using the boat.

How does the boat insurance work?

Boat insurance typically covers loss caused by things such as fire, sinking, storms, and collisions. The extent of the coverage varies depending on the policy.

Do I need my own insurance to rent a boat?

You do not need boat insurance when renting with Boatsetter. Coverage is provided under the Peer-to-Peer Boat Rental Policy, which is underwritten by GEICO Marine Insurance Company. The policy was written from the ground up as a stand-alone recreational boat rental insurance policy covering the period of time that the boat is being rented and is available for all non-commercially insured boats.

Does Boatsetter screen renters?

Yes. We use a system called Cognito to ensure that payment information matches the renter's identity. We also require renters taking out a captained boat to be at least 18 years old and on a bareboat to be at least 25 years old.

Is listing my boat on Boatsetter free?

Yes! Listing a boat is completely free. We only take a commission when your boat is rented. We only make money when you do!

What if I'm not comfortable having a renter drive my boat?

If you are not comfortable having a renter drive your boat, we have an expansive network of licensed and experienced captains. Once your boat is listed, you can filter through our network of captains and favorite captains in your area that you would like to operate your boat.

Top destinations for yacht rentals

Top yacht rentals reviews in Key West, FL

Luxury 51' Power...

Absolutely amazing time and crew great boat

40' Luxury...

Jason and Drew made our birthday celebration with 4 couples and amazing experience. Highly recommend private boat ...

Luxurious Private...

We had a great afternoon on the water with Brian and Liz! We were 6 friends on a girls trip and even though I've...

The Captain was great, the boat was awesome & the trip was fantastic. Highly recommend this boat!!

48' Daytona Sport...

Our family had a good time fishing with Captain David. Captain and crew are knowledgeable of the area, fish and we...

Perfect booking. Everything was fantastic. Brian and Rachel were outstanding! Highly recommend!

Luxury 45’ Sea...

Everything about our boat renting experience was handled very professionally. We are very happy and would refer...

It seemed too good to be true but wasn’t - our experience surpassed expectations! Capt James and his crew, Pam,...

Fountaine Pajot...

We had a fantastic time!! The boat was clean, comfortable and the perfect size. The booking process was super easy. I...

We had more than 13 people in our group so we had to rent 2 boats. We had Captain Jeff on this boat and Captain Jason...

Amazing trip. Highly recommend captain Jason.

We went out on a 4-hour sunset cruise and had a great time on the charter! Captain Rob was great pointing out some...

Yacht Rentals in Key West, FL

Browse by make.

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Boatsetter lets you make money renting out your boat. Peace of mind and insurance is included in every rental, and you choose who rents your boat.

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Welcome to the Best Private Yacht Charter in Key West

Boating is a way of life in southern Florida. When you’re visiting on vacation, you can elevate your experience by spending time on the water. At After Hours, we provide a selection of boat tours with private boat charters in Key West to give you the boating experience you need to enjoy true vacation bliss during your time in the Keys. Whether you’ve been searching for the best sunset cruise or want to take a day trip to enjoy fun in the sun with the opportunity to see dolphins and other marine life, we have the options you need for the ultimate experience.

Enjoy Our Specially Designed Boat Tours

Whether you’re interested in a sunset cruise to enjoy the tranquility of a beautiful sunset in the Keys or want to take a day trip that introduces you to local wildlife while you take in the sights from a unique perspective, our boat tours will give you the ultimate experience. Our experienced captains know the best places to take you to walk on pristine private beaches, swim in crystal clear waters, or even snorkel with sea turtles. We work hard to give you and your group the most amazing experience possible. We even include customized catering while you’re onboard with us.

Get a Private Boating Experience

When you book a private yacht charter with us, we will pamper you with the best experience you could dream of. We’ll help you leave the real world and the crowds behind, so you feel like you’re the only person on the planet. A private boat charter is ideal for heading out for some solitude or sharing an intimate experience with that special someone, your family, or a close group of friends. We customize each experience based on your preferences, so you’ll have the time of your life!

If you’re looking to make your Key West vacation extraordinary, we have the solution. After Hours is a private yacht charter that can take you and your guests to vacation bliss.

Why Choose After Hours?

Key West Yacht Charter on After Hours

Welcome aboard After Hours

You work hard. Your vacation days are precious. Why spend them in a crowd?

Your perfect day in paradise is custom-made to give you the pampering you need. This is your chance to break away from the masses and go beyond the ordinary.

On A Private Yacht

You left your hectic life behind to take a vacation. Why spend it in a crowd? Let us pamper you with a day, evening, or extended cruise in private luxury. Onboard After Hours, you’ll enjoy food and drink tailored to your tastes as you leave the real world (and its crowds) behind.

With Your Special Guests

Imagine hosting your closest friends and family for an amazing outing that they’ll remember for years. Or show your important clients or colleagues how much they are valued with a one-of-a-kind experience. Or even pop the question in a way that almost guarantees a “YES!” with a romantic proposal trip. Life’s big moments deserve special treatment. 

Your Trip, Your Way

Sunset cruise.

Key West sunsets are legendary. But, imagine a private sunset cruise during your visit to Key West. Sunsets are one of the most romantic experiences in Key West. Get away from the crowds and make it special on your own private charter.

You’ll never forget your After Hours day trip in Key West, FL. Cruise to a secluded island with crystal clear waters. We can be your escape to adventures based on what you want. Walk on a secluded beach? We know the best ones. Snorkle with sea turtles? Let us introduce you.

Key West Events

There’s always a festival or holiday being celebrated in Key West. What better way to participate than aboard After Hours private yacht charter. Sunset cruises or day trips, you’ll never forget this private yacht charter in Key West.

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Basic Information

Key West Yacht Rental

Welcome to Anchor Yacht and Boat Rentals, your premier destination for the ultimate Key West boating experience. Nestled in the heart of Key West, Florida, our fleet of luxurious yachts and boats awaits, ready to provide you with an unforgettable adventure on the crystal-clear waters of the Gulf of Mexico and the Atlantic Ocean.

At Anchor Yacht and Boat Rentals, we take pride in offering a diverse selection of vessels to suit every taste and occasion. Whether you're seeking a romantic sunset cruise, a thrilling deep-sea fishing expedition, or a relaxing day of snorkeling and swimming, our boats and yachts are equipped to make your dream day on the water a reality. Our team of experienced captains and crew members are dedicated to ensuring your safety and enjoyment throughout your journey.

Our Key West boat and yacht rentals are not just about transportation; they're about creating memories that will last a lifetime. Picture yourself sipping champagne on the deck of one of our elegant yachts as the sun dips below the horizon, casting a golden glow on the sea. Imagine the thrill of reeling in a trophy fish or the wonder of exploring vibrant coral reefs teeming with marine life. These are the experiences that await you when you choose Anchor Yacht and Boat Rentals.

Whether you're a seasoned sailor or a first-time boater, our team is here to make your adventure exceptional. So, why wait? Contact us today to book your Key West boat or yacht rental and embark on an unforgettable journey with Anchor Yacht and Boat Rentals. Your dream day on the water is just a click or a call away.

SEVERAL BOAT OPTIONS!

25′ SINGLE DECK PONTOON

UP TO 12 PEOPLE Half, Full & Multi-Day Rates

Optional Add On: Snorkeling, Paddleboard, LillyPad, Sandbar Adventure, Mangrove Tour, Dolphin Cruise, Booze Cruise, Sunset Cruise*, Wine and Sunset Experience*

*Sunset Cruise & Wine & Sunset Experiences require a Captain. Captains can be requested upon checkout. (Renter is required to pay captain directly).

25′ DOUBLE DECKER PONTOON BOAT W/ DOUBLE SLIDES

UP TO 15 PEOPLE Half, Full & Multi-Day Rates – Two Slides – Two 70qt Coolers

30′ DOUBLE DECKER PONTOON BOAT W/ THREE SLIDES

UP TO 15 PEOPLE Half, Full & Multi-Day Rates – Three Slides – Two 70qt Coolers

RELEASE PANGA FISHING BOATS

UP TO 7 PEOPLE Half, Full & Multi-Day Rates -Rent a Release PANGA fishing boat for your off-shore and back country fishing excursion -Live wells, GPS & More -Brand new boats for 2023 -Medium to advanced boating operator skills required -Fishing equipment not included

Optional Add On: Snorkeling, Paddleboard, LillyPad, Sandbar Adventure, Mangrove Tour, Dolphin Cruise, Booze Cruise, Sunset Cruise, Wine and Sunset Experience

27′ LUXURY CENTER CONSOLE FISHING BOAT

Half, Full & Multi-Day Rates -Rent a 27′ Boston Whaler center console fishing boat and add a captain for your off-shore and back country fishing excursion. -Twin 225 -Starting at $800 -Live wells, GPS & More -Fishing equipment not included & pricing does not include fuel, tax, or captain.

*Please Note:  A Captain is required to rent the Luxury Center Console.

21′ BOSTON WHALER

Half, Full & Multi-Day Rates -Rent a 21′ Boston Whaler fishing boat for your fishing excursion. -Spacious and comfortable seating, complete with a sizable sun lounge on the bow -Equipped with cutting-edge GPS, Bluetooth Stereo, swim ladder, and additional amenities -Immaculate, brand new vessel of the 2023 model year -Can accommodate up to 9 People or 1488 LBS -Discover unparalleled luxury aboard our esteemed family day boat.

*Please Note:  This vessel necessitates medium to advanced boating operator skills.

Optional Add On: -Enhance your experience with available snorkeling gear and Lily Pads. -For detailed rates, availability, and further inquiries, please reach out to us.

Key Features:

I’M READY TO BOOK MY BOATING ADVENTURE!

Beach Weekend Key West is located just outside of Key West on Stock Island on the Ocean Side of US1. We are a full-service marina with wet slips, high and dry forklift service, as well as a full ship’s store.

Our brand new fleet of pontoon rentals will include 25′ Harris Cruisers, 25′ Solid Craft Double Decker with Double Slides, and 30′ Solid Craft Double Decker with Double Slide Pontoons, featuring a restroom and freshwater shower. Fuel is also available to the public and conveniently located.

LEARN ABOUT OUR BOAT CLUB

All the great things about boating | none of the bad.

Our brand new boat club in Key West gives you access to the pristine waters without all of the hassles of maintenance, expense, and time squandered maintaining a boat. Also, our custom “Beach Weekend Boat Club App”, offers you the convenience of scheduling your reservations, as well as adding additional services, such as ice, water sport activities, and more!

Boat Club membership is the premier way to experience the boating lifestyle! You will enjoy all the advantages of boat ownership without the enormous sticker shock of a boat!

Reserve Boat Storage!

We’re building brand-new boat storage! Call for details and  make your reservation today!

What Our Customers Say

My family came into town for a short trip. Decided to rent a pontoon boat for the day. Nicest boat we have ever rented. The staff was out of this world. Would recommend them to everyone!

Great company! Easy to talk to and the staff really does everything they can to make it an enjoyable vacation. I will be booking through them for years to come.

Vinnie Chulk

The staff at beach weekend are beyond amazing. My family has such a great time and the pontoons were all new and looked great. All the staff was so helpful with anything that we needed. We will definitely be booking again.

Ruth Halpine

We had an awesome day out on the water. The staff are some of the nicest people you’ll ever meet. The boats are brand new, and the facilities are incredible. We’ll definitely be back soon!

Brett Divine

The staff at beach weekend are beyond helpful. Alexis was such a pleasure to talk with over to the phone and answer all my silly questions! My family has such a great time and the pontoons were all new and looked great. We will definitely be booking again.

Bailey Miller-Hollenbeck

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Private & Shared Sailing Charters

Sunset sail key west.

Have the sea to yourself with Sunset Sail Key West—chartered sailing trips led by us, tailored to you.

Get inspired with our most popular trips!

Private sunset sail.

Chillout Lilypad Sail

Key West Daysail

Sunset Sail on When & If

Privates Charters

Discover your perfect private charter.

Set out on a snorkeling, stargazing, or sunset sail, or build your own custom trip. Romance, relax or unwind from the privacy of your own chartered sailboat.

Shared Trips

Come together on a shared charter.

Rise above the crush of the crowds and set sail on a unique shared sunset charter, with a few friends you haven’t met yet. A personable local crew and captain will treat you to a stunning sunset view from the deck of an unforgettable vessel– General Patton’s elegant, private schooner When and If.

Three Classic Boats

View our fleet.

We sail a fleet of three vintage sailboats, each with their own unique charm and appeal. A custom sloop, a classic ketch, and a historic schooner are waiting to make memories with you on the crystal clear waters of Key West. Each boat is suited to different types of outings, so take a moment to get acquainted with our vessels.

Real. Fun. Sailing.

When And If is back at beautiful Stock Island Marina!

Check Out Our Ship's Store!

Wreckers' Race Season Is Back!

Hello, Sailor! Don’t miss out on the latest Sunset Sail news & offers.

Friends of SSKW

Legal & safety.

Key West Boat Rentals

The original est. 2005, boat rentals kw key west florida, making memories to last a life time.

It’s your day and your way!

Book 305-797-8954

Our family owned business, since 2005, is crazy about boating in the Florida Keys !

Offering the widest selection of Pontoons, Deck Boats, Center Consoles and Charters for any occasion.

Deck boat Rentals

We have you covered.

• Tiki Boat Charters

Eco Tours & More!

• Center Console Rentals

Choose from different sizes

Sandbar & Kayak Watersports

Eco Adventures!

• Island Charters

Are you ready to relax?

Pontoon Boat Rentals & Tritoons

Check out these rental options for a fun day!

Book Direct and Save!

Rent a Boat KW

What makes us different?

Key West has beautiful Back Country . You can find your own private fishing hole, sand bar, or even snorkel on the reef.  Florida Keys Boat Rentals   provides you with a wide range of rentals, charters and watersports to choose from.

We show you the fishing holes, snorkeling spots and local hangouts to make the best of your self guided boating tour on the beautiful waters of Key West, Florida. We have a boat rental for any occasion.

Boat the clear waters of Key West, zip around the Back Country , find your own private fishing hole, scuba dive spot or a snorkel spot on the reef. Florida Keys Boat Rentals makes this all possible. Set your own schedule and choose from a wide range of reliable, comfortable rental boats. All of our rental boats are perfect from a day of diving, snorkeling or private sunset cruises in Key West.

Boat Rentals KW Key West Florida FL.

Key West Boat Rentals and Sandbar Charters reviews

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• Boat Rentals
• Pontoon Boat Rentals
• Deck Boat Rentals
• Rum Runner Tour
• Kayak Eco Adventure
• Luxury Private Charter
• Fishing Charters
• Weddings & Special Events
• Discover Marquesas Keys
• Watersports
• Sunset Dinner Cruise
• All Day Adventure – Do it All
• Key West Parasailing
• Jet Ski & Wave Runner Tour
• Mangrove Boat Tours
• Key West Sip & Sail Sunset Cruise
• Key West Sunset Snorkel Sail
• Key West Dolphin Watch, Snorkel & Sunset
• Guided Kayak Eco tour 2 hour
• Golf Cart Rentals
• Bike Rentals
• Contact Info
• 305 797 8954

COME SAIL WITH US!

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Adventures to Get You Inspired

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We're in a tv show, escape from reality.

In our episodes we are going to explore the places, people, and destinations where it “all went down.” We are here to uncover the true Key West. We hope you join us along the way!

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Now it's your turn, book your adventure today, 3/4 day sail, 1/2 day sail, sunset sail, overnight expedition, dry tortugas adventure, our contest.

Get a chance to win big! On every $25 pledge per month, claim a raffle ticket for a drawing conducted every 90 days. This is your chance to win exciting prizes including a Grand Prize of a three-day trip to Dry Tortugas, worth $15,000.

GRAND Prize

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Historic Seaport, 120 Margaret St C18, Key West, FL 33040

(361) 459-7245

 [email protected]

Let's Set Sail!

Pick A Boat • Call us at 305-296-2554

KEY WEST BOAT RENTALS

Be your own captain, personalize your trip & add a captain for just $250, now $50 off full day rentals, quick   highlights.

Cruise Ship INCLUDES:

Half or Full-Day Rental & Pet Friendly!

Clock START TIME & DURATION:

9am or 1pm, 4 Hour (half Day) or 8 Hours (Full Day)

Map Marker DEPARTURE LOCATION:

Cow Key Marina, 5001 5th Ave, Key West Island

Star Outline REVIEWS:

Over 2,563 5 star reviews, click Here to Read Reviews

NEW PONTOON RENTAL   BOATS

22ft Deluxe Pontoon Boat With Lounge Seating EQUIPPED: 115HP, BIMINI TOP, RADIO, COMFORT SEATING & READY FOR YOUR KEY WEST ADVENTURE.

Online Special: $50 off Full Day

• Full Day Price: $ 625 Now $575
• Half Day Price: $500
• Boat Type: Pontoon with lounge
• Up To 8 People

22ft Premier Pontoon Boat With Lounge Seating & Sun Bed EQUIPPED: 115HP, BIMINI TOP, RADIO, COMFORT SEATING. PERFECT FOR YOUR TRIP TO THE SANDBAR

➔ Half Day – 4 Hours (9AM – 1PM or 1PM – 5PM) ➔ Full Day – 8 Hours (9 AM – 5 PM) ➔ LOWEST Prices Guaranteed ➔ Full-Service Marina Bait, Drinks & More! ➔ 40 Years in Business in Key West ➔ Award-Winning Watersports Company

Book with Confidence

Check available dates:, available rental boats.

NEW BOAT: 22ft Deluxe Pontoon Boat With Lounge Seating EQUIPPED: 115HP, BIMINI TOP, RADIO, COMFORT SEATING & READY FOR YOUR KEY WEST ADVENTURE!

NEW BOAT: 22ft Premier Pontoon Boat With Lounge Seating & Sun Bed EQUIPPED: 115HP, BIMINI TOP, RADIO, COMFORT SEATING. PERFECT FOR YOUR TRIP TO THE SANDBAR!

22ft Hurricane Deck Boat With Upgraded Lounge Seating EQUIPPED: 150HP, BIMINI TOP, RADIO, COMFORT SEATING. DECK BOATS ARE PERFECT FOR ALL TYPES OF TRIPS FROM SANDBARS, SNORKELING, DOLPHIN WATCHING & MORE.

• Full Day Price: $ 575 Now $525
• Half Day Price: $450
• Boat Type: Deck Boat

21ft Key West Center Console (Luxury Edition) Sound & Seat Upgrades EQUIPPED: 250HP, BIMINI TOP, RADIO, READY TO FISH. THIS BOAT IS BUILT FOR COMFORT & PERFORMANCE.

• Full Day Price: $ 600 Now $550
• Boat Type: Center Console
• Up To 6 People

(New) 21ft Nautic Star With Comfort Seating & Ready For Fishing EQUIPPED: 115HP, T-TOP, RADIO, UPGRADE COMFORT SEATING & SOUND. THE PERFECT ALL AROUND ADVENTURE BOAT. READY FOR FISHING, SANDBARS, SNORKELING & MORE

• Full Day Price: $ 550 Now $500
• Half Day Price: $400

21ft Contender Performance & Ready For Fishing EQUIPPED: 200HP, T-TOP, RADIO. THIS BOAT IS READY FOR EVERYTHING FISHING, SNORKELING, SANDBARS & MORE. THE CONTENDER BRAND IS BUILT FOR PERFORMANCE

• Half Day Price: $475

22ft Cobia Center Console EQUIPPED: 150HP, BIMINI TOP, RADIO, ROD HOLDERS, ONBOARD COOLER. 

• Full Day Price: $ 525 Now $475

19ft Boston Whaler EQUIPPED: 115HP, BIMINI TOP, RADIO, COMFORT SEATING.

15ft Boston Whaler (Cozy Cruiser) EQUIPPED: 60HP, BIMINI TOP, RADIO, COMFORT SEATING. THE PERFECT RENTAL BOAT FOR UP TO 3 PEOPLE.

•   Full Day Price:  $475  Now $425
•   Half Day Price: $350
•   Boat Type: Center Console
•   Up To 3 People

SEE THE ADVENTURE

KEY WEST BOAT RENTAL   DETAILS

Captain your own Key West adventure. We have the largest fleet of rental boats in Key West. Select the boat that best fits your needs. We have everything from pontoons and deck boats with space to lounge to center console fishing boats, all available from our marina in Key West. Our rental boats range in size and space, based on your rental needs. You can rent a small, personal 2 person boat up to a 12 person pontoon. Our boats are perfect for trips to the sandbar, fishing, snorkeling & more.

Now Available: Reserve a floating lil pad mat, snorkel gear, fishing poles and more from our onsite marina store.

Pet Friendly: Dogs are welcome our your boat rentals. 2 Max

Boats are available for rent for half day (4 hours) or full day (8 hours) rentals. Half-day boat rentals must be scheduled at 9 am and returned by 1, or 1 pm and returned by 5 pm. Please note, renters must be 25+ to drive.

Do you want to rent a boat but not familiar with the Key West waterways? No problem, add one of our experienced, local captains for an additional cost (please call our office to reserve at least 3 days in advance. Full-day captain cost is $350 and half-day cost is $250).

This activity is operated by Sunset Boat Rentals & Tours Inc. Rental boats are proudly powered by Mercury

• Chevron down Rental Requirements
• A Credit Card Authorization for $1000 is required for deposit.

Guests are responsible for gas. The boat will be filled back up at the marina.

You must be 25 years of age to rent a boat & have previous boating experience.

Dive tanks are not allowed on rental boats per Florida state law.

• Rental boats must remain within 10 miles from the marina.
• All guests must be present at check-in to sign liability waivers
• Chevron down Location

• Chevron down Florida Boaters Safety Test

Required – Florida Boaters Safety: Florida Law requires everyone born after Jan 1, 1988 to take a boaters safety test to drive a boat. Each driver must present a passed boaters safety test prior to departure. Tests can be taken online, click here.

• Chevron down Can I Bring Dogs On Your Rental Boats?

Absolutely, feel free to bring your dog with you on your rental boat.

• Chevron down What We Offer
• Pontoon Boats
• Snorkeling Boats
• Fishing Boats
• Knowledgable & Friendly Staff With The Best Spots To Explore
• Great For Family & Group Trips To Local Sandbars & Hotspots
• Lowest Price Guaranteed
• Chevron down Our Fleet

Click HERE to view photos of our boats.

• Half-day – $525 | Full-day – $600
• Up to 12 people
• Equipped: 150hp, bimini top, radio, comfort seating
• Half-day – $500 | Full-day – $575
• Up to 8 people
• Equipped: 60hp, bimini top, radio, comfort seating
• Half-day – $450 | Full-day – $525
• Equipped: 150hp, bimini top, radio, rod holders, on-board cooler
• Half-day – $400 | Full-day – $475
• Up to 6 people
• Equipped: 115hp, bimini top, radio, comfort seating
• Half-day – $300 | Full-day – $375
• Up to 3 people
• Chevron down Full Service Marina
• Stock Rock Cafe
• Live & Frozen Bait & Tackle
• Convenience Store
• Snacks & Beverages
• Snorkel Equipment Rental
• Fishing Equipment Rental

22ft Deluxe Pontoon Boat With Lounge Seating

• Dollar Full Day Price: $625 Now $575
• Dollar Half Day Price: $500
• Cruise Ship Boat Type: Pontoon with lounge
• Users Up To 8 People

22ft Premier Pontoon Boat

26ft pontoon boat.

• Dollar Full Day Price: $650 Now $600
• Dollar Half Day Price: $525
• Cruise Ship Boat Type: Pontoon
• Users Up To 12 People

22ft Deck Boat

• Dollar Full Day Price: $575 Now $525
• Dollar Half Day Price: $450
• Cruise Ship Boat Type: Deck Boat

Key West Center Console

• Dollar Full Day Price: $600 Now $550
• Cruise Ship Boat Type: Center Console
• Users Up To 6 People

21ft Nautic Star

• Dollar Full Day Price: $550 Now $500
• Dollar Half Day Price: $400

21ft Contender

• Dollar Half Day Price: $475
• Dollar Full Day Price: $525 Now $475

19ft Boston Whaler

15ft boston whaler.

• Dollar Full Day Price: $475 Now $425
• Dollar Half Day Price: $350
• Users Up To 3 People

BOAT RENTAL REVIEWS

The boat rental folks at Sunset Watersports were extremely helpful and fun! The crew had winning personalities that made the trip extremely enjoyable and the staff at our boat rental day went out of their way to be helpful during shuttle service and getting us set up with fun GPS coordinates for our pontoon boat rental day. Thank you for the good times!

Absolutely incredible boat rental. The crew were fantastic. Christie and Bridget did a wonderful job at Cow Key Marina. If you want a great boat rental in the Key West area, this is the place to go! We rented a pontoon boat and they directed us to a beautiful sandbar for the best day ever!!

We did a full day rental if the 22 foot center console fishing boat. Service was great before and after rental. I selected the incorrect boat when booking online and called in to change the order. They were very accommodating. Staff was very helpful with pointing out spots to check out and when going over the boat. Built in cooler and swim ladder. Overall a great experience!

Sunset Watersports boat rental crew made it easy to rent. The shop had fishing pole rentals, snorkeling rentals and bait. Helped us download the navionics app on our smartphones and prepared us for what the waterways were like. Great guys!

My wife and I were in Key West to celebrate her birthday. The staff were very helpful. They advised us the 21' center console fishing boat would be a better option due to the weather conditions which was a good choice, as it had been renovated recently and had better equipment. The staff prepared us for our outing, we took their advice and had a great day. We cruised around the entire island. Encountered a group of dolphins who joined us for about 30 minutes, playing in our wake and leaping out of the water. It was fantastic! Went to the sandbar and enjoyed relaxing in the ocean. Big thumbs ups from us!

BOAT RENTAL FAQs

• Chevron down What kind of boats do you have?
• Equipped: 90hp, bimini top, radio, comfort seating
• Chevron down Can I hire a captain?

Yes! Captain hire cost is $350 per Full Day and $250 per Half Day.

• Island Hopping
• Sandbar Excursions
• Explore With A Local Tour Guide
• Remember to bring your bathing suits, sun glasses, sunscreen, towel, hats and favorite beverages

We also have fishing & snorkeling equipment for rent at the marina!

• Chevron down How old do I have to be to rent?
• Chevron down Do your boats have GPS

We have partnered with Navionics, a GPS app that utilizes your phone to provide up to date mobility on the water. Navionics is a cutting-edge navigation app that serves as your ultimate marine companion. With detailed charts, real-time weather, and community-sourced data, it provides boaters and outdoor enthusiasts with the essential tools for safe and enjoyable adventures on the water. You may download Navionics ahead of time to familiarize yourself with the app or our boat rental crew can show you how to use it at time of check-in.

• Chevron down Can I bring dive tanks?
• Chevron down Am I responsible for gas?
• Chevron down What sandbars should we go to in Key West?

Key West is surrounded by some of the Florida Keys best sandbars. Here are some of our favorites. 

Snipes point sandbar boat rentals:.

Located east of the mangrove isles of Mud Keys, its easily one of the favorite local sandbar hangouts. This sandbar gets even more popular on weekends, where you can find tons of locals from the middle to lower Florida Keys. Snipes Point water is crystal clear and shallow.

Jewfish Basin Sandbar Boat Rentals:

Located just 7 miles north of Key West you will find a series of beautiful sandbars tucked away in between the Harbor Keys & Mud Keys. These sandbars are perfect inlets for boat rentals & very close to our marina dock at Cow Key Marina.

Mud Keys Sandbar Boat Rentals:

The only reason this location is number 3 on the list is due to the difficulty navigating. The Mud Keys are a series of mangrove islands and shallow water way passages. This location is much less popular, not because of it’s beauty but due to it’s true seclusion. We highly recommend asking our company for a guide to help navigate these tough passages.

Boca Grande Sandbar Boat Rentals:

Boca Grande is another amazing sandbar located in just off of Key West. Boca Grande is about 15 miles west of Key West and is a 180 acre uninhabited island located in the Mule Keys. This sandbar is great for exploring & socializing among other visitors. This sandbar is outside of the range of our standard boat rental but you can hire a guide with one of our boat rentals to explore this incredible island.

Boca Chica Sandbar Boat Rentals:

The closest and most accessible of Key West’s sandbars is located just off the island of Boca Chica. This sandbar is about a mile from the marina and is frequented by jetski tours, boat rentals and charters alike. This shallow water haven is ideal for your first stop no matter if you are going snorkeling, sandbar hopping or even fishing.

KEY WEST BOAT RENTALS VIDEO

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• TEL: +1 305-209-1331
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Private Charters In Key West

About Make It So Charters

Make It So Charters offers unique private charters in Key West, including our famous sandbar trips.  We let you customize your time exactly as you would want it to be.

Our Sandbar Trips are extremely popular, but we also let you combine the sandbar trips with other activities as well. There’s no better way to have a great day out on the water.

Hangout on a secluded sandbar, do some snorkeling or a little fishing, take a cruise through the Great White Heron National Wild Life Refuge, watch some dolphins playing in the Gulf.

You tell us what your perfect day out on the water would be, and we will… Make It So!

See what our guests are saying about us. Read our reviews on Facebook, Google, TripAdvisor. If you have any questions contact us now.

BOOK ONLINE NOW

Captain’s log.

Think we are excited about having Captain Manda on our team? Just check out a few of her reviews…

It’s Official…Captain Manda has joined our team!

My favorite sandbar is…

Latest collections, make it so charters latest products.

Make It So Buffs

Make It So Trucker Hat

Make It So’s White Long Sleeve Shirt – Big Game

Make It So’s Black Long Sleeve Shirt – Biker’s Edition

Make It So’s Classic Long Sleeve Shirt in Grey Performance Wear

30oz SIC CUP Tumbler

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Overnight Boat Rental Key West

by "Charter Booker" | Dec 23, 2017 | Overnight Yacht Vacation Rentals

Overnight boat rental in Key West, Florida is a popular option.  Many people like to take in a sunset sail or a full day excursion, snorkeling, swimming, relaxing and sailing.  There’s so many reasons why you’ll love an overnight boat rental in Key West, Florida, as alternative accommodation, but here’s 5 of our favorites:

Guaranteed water views!

Forget a room with a view…stay in the view, on a yacht in Key West, Florida! You’re at water level on a yacht in Key West. See fish and other marine wildlife swim right up to your yacht. Manatees are common marine wildlife you can see while staying overnight on a yacht in Key West, Florida.  From time to time it is not uncommon to see a dolphin or two swim by on a boat in Key West, Florida.

Wow factor on an overnight boat rental

Get a slice of laid back luxury in your life on a yacht in Key West, Florida.  It’s common to stay at a hotel or in a house, but how common is it to stay overnight on a vacation rental that floats in Key West?  Book your next vacation rental on a yacht today in Key West. Stay overnight, take a sunset sail, or enjoy a full day excursion out on the water while being in your home on a boat in Key West, Florida.

Family friendly overnight boat rental 

Kids can have their own cabin. Most of our yachts in Key West will sleep a couple families making this amazing stay on a yacht in Key West an incredible vacation. They can jump on many of our yacht’s trampolines, fish, and for those daring, can even jump off the yacht in Key West into the ocean blue water.  Overnight on a yacht in Key West is a vacation rental dream come true.

Quality time

Swap the screens for open skies & stars. There’s nothing better than laying on the deck of your favorite boat in Key West, under the stars, unplugged, and taking all that Mother Nature has to offer staying on a boat in Key West, Florida.

Save money with an overnight boat rental 

All this for less than a hotel room in Key West, Florida. Many hotels in Key West, Florida are over-priced due to the fact that Key West, Florida draws overnight vacation rentals from all over the world.  Vacation rental customers do not know how inexpensive it is to stay on a yacht in Key West Florida.  Whether you are looking to rent a boat in Key West, Florida, the cost savings can be huge. https://blueoceanyachtcharters.com/contact/

Happy Sailing,

“Charter Booker!”

(Charter Booker, manages Blue Ocean Yacht Charters in Key West and writes many of the company’s blogs.  He has experience both on the water and off the water helping customers experience the best possible yacht charter.  Carrying American Sailing Association certifications with extensive knowledge of boat safety and regulations makes him the charter authority.  Call 305-923-4152 and ask for “Charter Booker” when booking your next yacht charter in Key West, Florida.)

Key West Sailboat Charter Aboard the Tamboo

Our Fleet: the Tamboo

Bareboat or captained charter ~ asa sailing courses*, ocean's edge marina key west, florida 2023 bali 4.2 sailing catamaran 4 cabins - 4 toilets w/sinks - 2 showers 8 passengers max. or 6 passengers maximum if charterer selects and pays for a captain., *charterer selects and pays for an asa qualified captain for asa training..

Specifications

Cabins/berths Toilet w/sink Shower stalls

Beam Draft Water Capacity Fuel Capacity Engine

4 - (8 occupants max.)

23'6"

5' 227 US Gal 169 US Gal

2 x 45HP Yanmar

Interior Features

Air Conditioning

Interior Fans

Generator power

Solar power

Fridge/Freezer

Freshwater Filter

3 burner cooktop

Freshwater electric toilets

Exterior Features

Cockpit Cushions

Bimini Over Helm

Dinghy on Boat Lift

Forward Lounge

Swim ladder

Helm Lounge

Built in BBQ Grill

Fully Equipped Galley

Dishware, Silverware, Cutlery, Cooking Utensils

Serving bowls, platters, pitcher, cookware

Cutting Boards (*please provide your own cutting board, filet knife & cooler for fish*)

Small Appliances such as Coffee Maker,

Blender, Toaster, Microwave

Starter supply of paper towels, dish soap, fresh sponge

Linens & Things ​

Bed Sheets & Blankets (beds will be fully dressed upon arrival)

2 Bath, Wash & Hand Towels per guest

Starter supply of marine grade toilet paper

Navigation Equipment

Apparent wind indicator

Depth sounder

RAYMARINE AXIOM+ GPS/chart plotter

Hand Bearing Compass

Parallel rulers

Stereo/cockpit speakers

VHF mic at helm

Local charts

Cruising Guide to Florida Keys

Get 10% off with code BOOK10 when you book through our website.

Sail into Key West Fun

Whether you want to fish, snorkel, or explore, Spencer’s full-service boatyard has your vacation covered!

Boat Rentals for You and Your Family

How it works.

• Browse our fleet and select your boat(s).
• Choose your date(s) – full day, half day, multi-day or more.
• Click “Book Now” to finalize

Boat Repairs

At Spencer’s Boatyard, our experts have countless years of experience! That means we can repair your boat and get you back on the water quickly and cost effectively.

Boat Service

We are proud to serve Key West for over 60 years with a wide array of boat services at affordable prices and convenient 100 or 300-hour packages.

We are proud to be Key West’s only full-service Boatyard, with over 60 years of excellence and customer satisfaction.

• 701 Palm Ave. Key West, FL 33040
• 305-296-8826

Contact Us To Book Now!

6000 Peninsular Ave, Key West, FL 33040

305-393-1322

Call or Text

Top-Rated Key West Private Charter Party Boat

Salty Bottom offers the most customizable private charter Key West has to offer. Whether you’re looking to party at one of Key West’s famous sandbars (including Boca Grande, Snipes Keys, Jewish Basin and Mid Keys), peruse the backcountry, enjoy a romantic sunset cruise or dance the daylight away to our state of the art sound system, you’ve come to the right place.

Your Salty Bottom Key West Private Charter booking includes a trip to your destination(s) of choice - with plenty of optional add-ons to make your trip unique and memorable.

A popular choice for couples, individuals and large groups alike, we offer the choice of 4 or 6 hour cruises designed with tiered pricing that makes us one of the most affordable private charters in Key West.

Bookings go fast, especially during peak season, so don’t wait to secure your seat! If you can’t find exactly what you’re looking for, send us a message or call us at 305-393-1322 so we can do our best to accommodate your individual or group needs.

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Why Book Salty Bottom as Your Key West Private Charter of Choice?

• Because We're Awesome
• You Can Have Groups up to 36 Guests
• You Can Customize Your Own Package
• You Can Choose Your Own Destination
• Onboard Bathroom... Just In Case
• USB Charging Ports When You're Running Low
• And an Incredibly Loud Sound System

Popular Destinations & Excursions Available to You

When you board Salty Bottom, your Captain will inquire about where you’d like to go and how you’d like to spend your time on our Key West Private Charter. These destinations and excursions are of the most popular with our guests and are all included in your booking:

Popular Key West Destinations

• Boca Grande Sandbar
• Snipes Keys Sandbar
• Jewfish Basin Sandbar
• Mud Keys Sandbar
• Backcountry
• Open Waters

Popular Key West Excursions

• Partying on the Sandbar
• Dolphin Watching
• Island Hopping
• Cruising the Backcountry

• Key West Fishing Charters
• Key West Deep Sea Fishing
• Key West Flats Fishing
• Key West Boat Rentals
• Dry Tortugas Charter Trips
• Large Group Charters
• Custom Charters
• Key West Sunset Cruise
• Overnight Charters
• Key West Sailing
• Key West Yacht Rentals
• Key West Lobstering Charters
• Key West Snorkeling
• Key West Scuba Diving
• Key West Jet Ski Rental
• Key West Glass Bottom Boat
• Key West Spearfishing
• Key West To Cuba
• Privacy Policy

Email Address

Phone Number

Charter Type Charter Type Deep Sea Fishing Charter Flats Fishing Charter Private Custom Charter Sailing Charter Large Group Charter Overnight Charter Sunset Charter Boat Rental Dry Tortugas Charter Luxury Yacht Charter Cuba Charter Jet Ski Rental Spearfishing Charter Snorkeling Scuba Diving Glass Bottom Boat Dolphin Watching Corporate Boat Party Lobstering Charter Wedding Charter Film Production Charter Other

Duration Duration Half Day (4hrs) 3/4 Day (6hrs) Full Day (8hrs) Multiple Day

Number Of Participants Number Of Participants 1 2 3 4 5 6 More Than 6

Location Location Key West (Lower Keys) Islamorada / Marathon (Middle Keys) Key Largo (Upper Keys) Dry Tortugas Cuba Other...

Date(s) Of Charter

Best Key West Boat Charters

#1 in key west boat charters.

   Hello and welcome to the best boat charter site in beautiful Key West Florida. With over 100 years of charter experience in the Key West waters, our crews provide that local touch you just can’t find anywhere else. I guess you could say Key West boat charters are just in our blood!

   Private charters, sunset sails, Dry Tortugas, boat rentals, fishing and more, no matter what boat excursion you’re seeking we’ve got you covered. Catering to our guest’s every need is just a part of what makes our Key West boat charters the best in the business.

   So make yourself at home and feel free to browse our site with confidence, knowing you’ve made the right choice.  We make it our personal mission to provide our guests with a charter experience of a lifetime. Thanks for choosing Key West Charter Boat and welcome to the Florida Keys.

(305) 783-2430

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READY. SET. SAIL THE FLORIDA KEYS

At the end of a 110-mile-long chain of islands, stretched like a string of pearls across a Caribbean blue sea lies charmed Key West, it is here you will find Florida Yachts Charters. We are a boutique yacht charter company that specializes in Crewed and Bareboat Charter, ASA Sailing Instruction and Yacht Management. Experience the best of sailing the Florida Keys with a well maintained fleet of yachts, local knowledge and expertise, a warm island welcome and the personal touches of a luxury yacht charter.

Captained Charter

Sit back, relax, and let the professionals do all the work. Charter the yacht of your choice and connect with one of our experienced crew for your carefree sailing vacation in the Florida Keys. Want a full-service chef, we can help with that too!

Learn to Sail

Let us show you the ropes. Do you dream of owning or bareboat chartering your own sailing yacht one day? We are an accredited ASA Sailing School offering fully private courses for high quality one on one time with your instructor. Customize your itinerary and turn your Florida Keys sailing vacation into a great educational opportunity for you and your family.

Bareboat Charter

Raise the sails. With a bareboat charter i f you have the experience, then enjoy the freedom of captaining your own yacht on your own Florida Keys adventure. Explore our fleet of sailing monohulls and catamarans.

Yacht Management

If you are dreaming of enjoying the luxury of keeping your yacht in paradise then join our curated fleet of well maintained charter yachts. We will be happy to consult with you about our yacht management options in the Florida Keys.

[email protected] 305-934-5295

KEEP IN TOUCH

Destination and charter fleet updates, special offers, and more

305-900-7263

HAVANA FLEET

Luxury charters, charter your dream yacht and experience the adventure of a lifetime.

Havana Fleet Key West Luxury Yacht Charters offers guests an unforgettable experience aboard our fleet of luxury charter boats. Our experienced Captain and Crew will treat you and up to eleven guests like true celebrities, ensuring that you have a once-in-a-lifetime experience. At Havana Fleet, no two trips are alike and every charter can be custom-tailored to your needs & specifications. Custom charter options are endless, so whether you want a relaxing 2 1/2-hour Sunset Cruise or a multi-day adventure 90 miles into the Gulf of Mexico, we have you covered. From your secluded anchorage, you can enjoy stunning sunsets and star-lit skies. Plus, with access to world-class snorkeling and beaches on Loggerhead Key, you can explore at your leisure. Water toys, sport fishing, and personal chef options are also available for your enjoyment. Learn more about our fleet of boats and our luxury charters below. 

CHARTER ACTIVITES

Book your adventure.

The Havana Fleet offers a wide selection of activities for everyone. Some of the most popular are snorkeling, fishing, island adventures, sandbar excursions, and sunset cruises. Contact us to plan your luxury charter today.

PRICING & INFO

Havana Fleet offers a wide variety of charter options. We have three different luxury charter boats that offer private luxury charters starting at the price listed below.

2.5 HR CHARTER

Elegant Sunset or Morning Cruises onboard our 36′ Hinckley Picnic Boat, Dolphin Watching, 2 1/2, 4, 6, and 8-hour Custom Island Tour Packages which can include catered onboard or beach picnics. Water toys are available.

2.5 HOUR CHARTER

Your custom charter options are endless! From a relaxing 2 1/2 hour Sunset Cruise 4,6 or 8 hour Island excursion up to a Multi-day and Night adventure 90 miles into the Gulf of Mexico. Explore Fort Jefferson and experience the world-class snorkeling and beaches of Loggerhead Key at your leisure.  

Sunset & Brunch 2.5Hr Cruises are available. Dry Tortugas day trips. Tour Fort Jefferson and snorkel Loggerhead Key. 4, 6, and 8-hour and Multi-day High-end Fishing Charters. Thrilling Sunset Cruises. Express Island Tours and Adventures. Water toys are available.

PRIVATE CHARTERS

Experience the ultimate adventure with Havana Fleet in Key West, Florida. Our luxury charter boats cater to your desires, offering custom trips with tailored destinations and activities for groups of up to 12 people. From half-day to multi-day charters, every detail is addressed by our attentive captain and crew. Explore Fort Jefferson & The Dry Tortugas on our exclusive day trips. Let's plan the charter of your dreams with Havana Fleet today!

3 vessels to choose from

Our fleet of luxury charter yachts offers something for everyone. With options for a group of up to 6 or up to 12 guests on our private luxury charters.

Amazing Destinations

Our fleet offers the chance to experience remote destinations like the Dry Tortugas. Experience untouched locations just for the day or on a multi-day excursion aboard our luxury yacht.

Professional Crew

Our dedicated captains and crew are first and foremost committed to the safety of you and your guests while ensuring an unforgettable experience.

Multi Day Trips

Our fleet offers guests the chance to stay aboard and really get a feel for the yacht life. Our crew can plan an amazing itinerary for your guests. Chefs and catering are available to suit your needs.

2.5 HOUr CHARTER

Looking for adventure but don’t have all day? A 2 1/2 Hour Charter will get you on the water and offer enough time to explore some of the local sights or take in a sunset. Activities include island adventures, or sunset cruises.

4 HOUR CHARTER

Spend an afternoon or morning exploring the uninhabited offshore islands and sandbars. Have time to relax on the water and experience more. Activities include island adventures, sandbars excursions, and sunset cruises.

6 HOUR CHARTER

Spend the day on the water enjoying everything our fleet has to offer. Create a custom itinerary that includes a number of destinations and activities of your choice like a sunset cruise and our sandbar excursion or other combinations.

8 HOUR CHARTER

Have the whole day to see what is out there. A full-day charter opens the door to many remote destinations. Our charter boats can comfortably accommodate up to 6 guests on a day trip to Fort Jefferson & The Dry Tortugas.

START THE JOURNEY

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Key West, FL

boating guide

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Key West, FL could be the ideal yachting playground for you

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