catamaran trips florida keys

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Catamaran Cruises in Key West, FL

Escape the downtown crowd - cruise with billy.

Key West’s nautical history is all based on its proximity to the world’s 3rd largest living coral reef. From pirates and privateers to ship wreckers and fisherman the draw has always been the sanctuary provided by the Florida Great Barrier Reef.  Key West’s coral rock islands trace a contiguous pathway from the Atlantic Ocean & Gulf of Mexico intersect all the way to mainland Florida. To this day our primary industry, tourism, celebrates our unique natural ecosystem in the shadow of the reef. 

Whether you want to cruise a couple of hours, island-hop all day, or see our beautiful wildlife, Billy has you covered! Bring your reef-safe sunscreen, and we’ll take care of the rest!

Ticketed Tours

• Kid Friendly!
• Clock 3.5 hours
• Info Up to 36 people
• Users All ages

Dolphin Watch & Snorkel Tour

Search for wild dolphins in their natural habitat and snorkel Key West’s backcountry waters off the Seabreeze!

• Most Popular Cruise
• Clock 2 hours
• Info Up To 38 People

Key West Sushi & Sunset Cruise

Dine on fresh sushi while taking in the famous Key West sunset. You will cruise past the southernmost point of the U.S., tropical beaches and a Civil War era Fort Zachary Taylor Historic Sate Park.

Private Experiences

• Our Newest Boat
• Clock 2 to 8 hours
• Info 1-6 People

Barefoot Private Charters

Create the perfect outing for up to 6 with a custom charter! Cast off from the island and explore the unique nature surrounding the Florida Keys!

• Clock 3 Hours
• Info 1 to 40 people

Morning Island Charter

Spend your morning at the sandbar and experience the turquoise waters surrounding Key West at a slower pace on this private charter.

• Clock Varies

Seabreeze Charters

Snorkel, see Dolphin, or visit a sandbar with an open-air cruise for up to 40 people. Create the perfect escape with a private adventure aboard our 45-foot Corinthian catamaran!

What Should I Bring?

• Directions to Echo, Cruise Ship & K.W. Passenger Info

Key West Info

• Cancellation Policies, Terms and Conditions
• Catamaran Echo Videos
• Echo 2 Private Day Charters
• Echo 3 Private Day Charters
• ECHO Upgrades
• Tasting Notes
• Echo 2 Sunset Cruise
• Echo 3 Sunset Cruise

ECHO Fall 2024 specials!

Book during august and september for any future date for great promo code discounts., $200 off all echo 3 private charters – use promo code “200echo3”, $100 off all echo 2 private charters – use promo code “echofall100”, $20 off all echo 2 and echo 3 public trips (by the seat) – use promo core “echofall20”.

Catamaran ECHO 2

Current public & private trips – book here online, (free shuttle to the echo 2 dock from the perry hotel).

Catamaran ECHO 3

Premium public and private trips – book here online, (free shuttle from downtown key west, free parking, easy uber), …is a fast and comfortable sailing machine, providing the most stable ride on the water. naturally it’s a catamaran.

And with our big bimini top, you can get all the Key West sun or shade that you want. The fresh water shower on deck comes in handy on those hot days. A private bathroom in the cabin makes a day in the wildlife refuge civilized and helps protect our tropical waters.

ECHO 2 is located at the “Key West Historic Seaport” which is downtown in Old Key West at the famous Key West Bight. The Historic Seaport “Harbor Walk” goes right around the water’s edge and leads right to ECHO’s dock along side the famous “Boat House Restaurant at Turtle Kraals”. Spend the day on the Harbor Walk before and after your ECHO trip and visit all the great shops, restaurants and bars and galleries. This is where all the locals hang out!

So come and hang out in the coolest part of town and cruise with us at Catamaran ECHO ..

ECHO'S Official Website

Wild Dolphin

Snorkeling & Sailing Adventure

Click here to read more!

Private Day Charters

Echo 2 – Downtown Key West Echo 3 – Uptown Key West

Sunset Cruise - Adults Only

Private Trips Available (all ages welcome)

Towel (day trips), Sun screen applied (no oil), Hat, Camera, Sunglasses (polarized best), a jacket in fall, winter, spring (even if you think it’s warm out), a small bag to secure your things, a few bucks and a Big Smile!

Echo Upgrades

Please reserve upgrades in advance while reserving here online, or by phone or email before the trip.

Directions, Cruise Ship & K.W. Ferry Passenger Info

Certificate of Excellence 2019

Read Reviews

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1-888-579-4782.

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Our Activities

Catamaran Echo - Wild Dolphins! Snorkel & Sailing Adventure

Catamaran Echo - Sunset & Moët Cruise

Catamaran Echo - Private Day Charters

Catamaran Echo - Private 2 Hour Champagne Celebration Sunset Sail

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Key West Sailing Charters

Experience the beauty and wonder of an unspoiled tropical paradise without ever leaving the Continental United States. Our Key West sailing charter destination is located minutes from all the downtown Key West attractions and Duval Street night life, yet a short sail away from pristine reefs, underwater nature preserves, and uninhabited island locations such as the stunning and secluded Marquesas. Kayak, paddle board, and snorkeling excursions will open to you the offshore beauty offered only in the Florida Keys. Our native Floridian staff knows how to find the best activities on land or at sea, to guide you as you plan a unique and customized getaway.

Our Key West Sailing Charter Fleet

Sailing cats.

Southern Cross

Fountain Pajot Elba 45

Dream Reach

Sugar Magnolia

Seawind 1260

Second sight.

Stay Glassy

Nautitech 40 open.

Ever Summer

Fountaine pajot my44, key west attractions.

Historic Duval Street

One of the most popular destinations on the island of Key West is Duval Street. Visit the Ernest Hemingway Home and Museum where you can take in some history about the writer and meet a legendary six toed cat. If you feel like taking in some nature, visit the Key West Butterfly and Nature Conservatory where there are 50 - 60 different species of live butterflies from around the world. On Duval Street, you can simply take a stroll and hear live music, see art galleries, enjoy coffee shops and great restaurants, or find unique souvenirs at one of the many boutiques.

Romantic Sunsets

Beautiful sunsets are what Key West is all about. Enjoy the soothing ocean breeze, a glass of wine, and relax to the backdrop of the setting sun on your own private catamaran cruise. Watching the sunset has become an integral part of everyday life in paradise. This is one tradition you don’t want to miss!

Crystal Clear Snorkeling

Key West offers many beaches and reefs where you can experience snorkeling in warm crystal-clear water. At Cottrell Key, see the unique sponge garden and large coral reefs. It is also an excellent place to see dolphins, sharks, stingrays, and Goliath groupers. Fort Zachary Taylor is considered one of the best offshore snorkeling spots in Key West where there are a variety of tropical fish species and living coral to see. A favorite among snorkeling enthusiasts is Sand Key Lighthouse Reef. With a remote location and strict no-take policy, the Sand Key Lighthouse Reef is one of the healthiest coral gardens in Florida.

Pristine Sandy Beaches

Craving a drink in your hand and your toes in the sand? Check out the turquoise waters at Smathers Beach. Rental shops are available with beach chairs, shade umbrellas, kayaks, jet skis and much more. Try South Beach for calm, shallow waters that are excellent for swimming and great for families. Higgs Beach is unique for its historical significance. Take a wander around, and you'll find monuments dedicated to the 19th-century slave cemetery located on the site. There is also a pier at Higgs Beach, where visitors can often spot stingrays and other marine species.

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Florida Keys Catamaran Yacht Charter

Catamaran yachts for charter in florida keys.

Browse a unique selection of Florida Keys Catamaran Yacht Charter and embark on the most exclusive luxury retreat. The tranquillity of cruising, coupled with the warm crew’s services, gourmet cuisine, and tailored itineraries, encapsulates the essence of opulence that Florida Keys is renowned for, creating unforgettable memories on the gentle Florida Keys tides.

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Ahoy, sailors!  In an effort to provide the best experience for our guests, we would love to hear from you! How was your experience? Would you book with us again? Please leave us a review!

Adventures to Get You Inspired

Sail Away With Us

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!

The Gallery

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

First prize, second prize, third prize, let's set sail.

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

(361) 459-7245

 [email protected]

Let's Set Sail!

Florida Keys Best Yacht Sales and Charters

Charter a  catamaran plan your own private key west sailing adventure, day charters, 4-8 hours ​, multi-day charters, bare boat charters, crew available ​.

Buy or Sell A Catamaran

Brand New Build

Power or Sail

Vessels in any category

Sailing School

Take a learning vacation! 

We offer 101, 103, 104, 114, 106

SERENITY NOW

Private Charters Key West Florida

Private crewed sailing packages.

Set sail on your own private catamaran and explore the only living coral reef in the continental United States.  Sail the pristine turquoise waters of the Florida Keys and enjoy a relaxing afternoon on a secluded beach.  As a private charter you, and up to 5 of your guests, have the option to customize your adventure.

Full Day Sail  Adventure Lunch and Optional Snorkeling

Starting at $1200

Half Day Sailing Adventure with

Optional lunch and snorkeling.

Starting at $600

Sunset Sailing Adventure with  Appetizer  and optional Snorkeling

Sailing catamaran "serenity now".

Up to 6 Passangers max

S/V "Serenity Now"  is a Fountaine Pajot Lipari 41.  She has a large comfortable trampoline on her bow and a spacious covered cockpit on her stern. Inside you will find a settee with seating for six along with four cabins and two large heads.

About Your Crew

Captain Tom and his wife Denise have been sailing for over two decades.   Over the course of the last three years they have sailed over 4,000 nm along the east coast of US and the Caribbean Sea.  Tom holds a USCG OUPV Captain's License.  Prior to their most recent adventure, Tom was a Research Physicist and his wife a Public Relations Manager.  Bow and Harry our French Hounds server at the pleasure of our guest or vacation at a nearby pet resort during charters.

6810 Font Street

Key West FL 33040

[email protected]

410-849-9199

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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

💥 $125 Two Year Advanced Ticket Sale - Buy NOW  💥

• Fares, Fees & Schedule
• Going to Key West
• Going to Fort Myers Beach
• Going to Marco Island
• Raving Fans

The Key West Express Catamaran

   Length: 170 ft.   |   Beam: 38 ft.   |   Cruising Speed: 34 knots   |   Draft: 5.5 ft.

Key West Express Catamaran

The 170 foot Key West Express Catamaran is our flagship vessel that is based out of the Ft. Myers Beach port of call. Built by Gulf Craft of Patterson, Louisiana , this jet drive-powered boat cuts through the Gulf waters at an average cruising speed of 34 knots. It has 3 decks of comfortable indoor and outdoor seating and is crewed by a highly skilled crew that is ready to take care of your every need.

Make sure to book your trip early and enjoy these on board amenities:

• Air-Conditioned Interiors
• Two Exterior Sun Decks, with seating
• Interior Couches, Table-Top and Reclining Airline-Style Seating or Outside Seating, to enjoy the fantastic views
• Full Service Galley and Bar
• Flat screen TVs with Satellite Television
• State-of-the-Art Electronics and Navigation Equipment
• All Aluminum Body Construction
• Turbo Diesel Engines with Jet Propulsion
• Expert Crews with Years of Experience and Knowledge
• Complete Coast Guard Certification

  Click on any photo at right to see more.

Prepare, Plan & Go!

Places To Go

Shopping, museums, tours, water activities

Explore Now

Places To Stay

Resorts, B&Bs, Waterfront

Places To Eat

Famous Bars, Fresh Seafood, Waterfront

• Gift Certificate
• Pay Balance

 100 Grinnell Street  Key West, FL 33040

  239-463-5733

Fort Myers Beach

 1200 Main Street  Ft. Myers Beach, Florida 33931

Marco Island

 951 Bald Eagle Drive  Marco Island, FL 34145

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!

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Trip duration, multiple days (less than 1 week), weekly trip show boats that have weekly prices. most weekly boats outside of the us are available only saturday to saturday., boat length: 5ft -, manufacturer, boat build year: -, weekly trip, price: $ - $, 3 catamaran charters in key west, florida.

Key West, FL

boating guide

In addition to the best offers we have for boat and yacht charters in Key West, FL, see also options available for rent in these nearby locations:

• 11 boat rentals in Key West, FL
• 11 boat rentals in Stock Island, FL
• 11 boat rentals in Key Haven, FL
• 11 boat rentals in East Rockland Key, FL
• 11 boat rentals in Cudjoe Key, FL
• 11 boat rentals in Summerland Key, FL
• 11 boat rentals in Little Torch Key, FL
• 11 boat rentals in Big Pine Key, FL

Catamaran Charters in Key West, FL | Sailo Boat Rental

Looking for a catamaran charter in Key West? Boat rental in Key West, Florida   is always a great way to enjoy sailing trip experience in Florida. Choose your perfect catamaran charter with Sailo and set a course for adventure! When you rent a boat in Key West, you can choose your own itinerary and explore at your leisure. Want to relax on deck? Prefer to do some fishing? Or maybe you just want to escape the crowds? Find your ideal yacht rental in Key West with Sailo.

Our finest collection of catamaran charters in Key West, FL

Key West, FL is a well-known boating destination in the US, perfect for a memorable experience on a Sailo boat. The catamaran rentals are popular for both locals and tourists and a great choice if you want to spend some quality time with your family or friends. 7 charters are currently available with or without captain, lined up in the Key West’s marinas, waiting for their guests. Rent a private catamaran in Key West with Sailo: it’s easy, quick, secured and the best choice for a fun experience in the waters of Florida.

How to find the ideal catamaran charter in Key West, Florida?

Sailo has the most advanced filters to help you find the perfect boat rental for an amazing experience on the water in Key West, FL. Start your search by choosing your start trip date, duration and number of guests. For a great day trip with your family or friends, you have the option to select 2, 4 hours or full day rentals. Depending on your preferences and budget, you may narrow your results by boat type and price range. The 'crew' filter allows you to check the boat rentals with the captain included in the price, skipper optional (paid as extra) or bareboats that you’ll captain yourself (boating resume required). Once you have laid your eyes on a boat you like in Florida, click on it to read the description, reviews and see more pics. We also recommend using our direct 'Message Owner' feature that allows you to start a conversation with the boat representative to ask away everything you want to know before you submit a booking request.

How much does it cost to charter a catamaran in Key West for a day?

Whether you are looking to rent a catamaran yacht in Key West for a city sightseeing tour, a romantic sunset cruise or an active day on the water with your family or friends, we're confident you’ll find the best one for you on Sailo. The average starting price to charter a yacht in Key West is $1100. You can however find excellent affordable rentals from $250 and also elegant yacht charters that can go up to $6500 (service fee and mandatory extras not included).

Can I pay in installments for my Sailo catamaran rental in Key West?

A lot of our boat owners allow payment in installments, particularly for the weekly charters. First installment is always charged at the time the booking is confirmed. To find out if a boat has an installment plan, reach out to the boat representative and ask details via 'Message Owner' before you submit the booking or check out the Payment Schedule at top of the booking page.

Guidelines to responsible yachting

If you’re looking to explore our beautiful planet, a yacht charter is a great place to start. Explore coral reefs with your snorkel, discover hidden bays and islands and generally enjoy the view of nature. Remember, that sailing motto:  'Take only photos, leave only wake'  (OK, so we paraphrased). To be a responsible sailor, remember:

• Don’t disturb coral or sealife
• Take your trash home (and don’t throw anything in the sea)
• Respect the locals and their customs wherever you go

Read more about responsible boating.

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Sail the Florida Keys

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Get Away to Key West and Explore the Florida Keys by Sailboat

Did you know there's an international airport perched out in the Gulf of Mexico at Key West? Serviced by all major US airlines and with frequent flights from main airports in the East and South, Key West is so easy to get to. That's where you'll find our boat charter operators, who have a range of sail and motor boats for you to explore this unique corner of the USA.  

Along the Florida Keys the holidaymaking options are numerous. Enjoy the aquatic environment with countless opportunities to snorkel, swim, kayak, paddleboard and more, while totally relaxing on board, or ashore on one of the Keys' beautiful beaches. Enjoy an evening meal in one of the upmarket restaurants that dot the Keys, shop and enjoy the nightlife in the major centers of population, and get close to nature at one of several locations designated State Parks. 

While pandemic concerns are limiting travel options, consider Key West as your next boat charter vacation destination. Local ordinances reflect the need to keep everyone protected and make this a safe destination. The communities are welcoming and open for business. 

Some of the highlights to experience on a Florida Keys Sailing Charter Vacation 

Your Florida Keys adventure likely begins and ends at Key West, which is closer to Cuba than Miami yet connected to the US mainland by the 90-mile long Overseas Highway that's an experience in itself. Most sailing charter visitors arrive by air and take the short transfer to one of the charter bases located on the island. Famous for its coral reefs, local architecture, historic sites and nightlife, charming Key West is well worth some time before or after your charter.  

Like most charterers however, you will probably be keen to go sailing and start exploring the chain of cays that make up this most southerly part of the Continental USA. Two great things about sailing here are that distances between attractions can be as short as you'd like them to be, and anchorages are plentiful, if shallow in places. A seven-day charter Key West to Key Largo and return is easily achievable. 

Travelling out of the Stock island marina, it's less than 30 nautical miles to Baihia Honda Key, a popular stopover. In the vicinity there's a variety of stunning beaches, some say the best in the world. Looe Key has some of the best snorkelling you'll experience on your vacation. 

A similar distance to that travelled above will take you from Bahia Honda Key to Long Key, via Marathon, a major sport fishing town of 10,000 people surrounded by the bountiful sea. Stop a while and enjoy a seafood lunch, or you may prefer to do Marathon on the return. At Long Key enjoy the natural surroundings, the greenery and the birdlife. 

Perhaps after two days of sailing that have taken you from Key West more than half way to the mainland, you're ready to take it a bit easier. Less than ten nautical miles onward you'll come to Indian Key Historic State Park at Islamorada. Nearby is the San Pedro Underwater Archeological Preserve, another one of the numerous state parks along the Keys. The San Pedro was a Dutch ship sunk during a hurricane in 1733. What remains lies in 18 feet of water 1.25nm south of Indian Key, easily accessible to good swimmers. 

From Indian Key, it's a further 20nm sailing distance to Key Largo. Apart from the shops, bars and restaurants, most of the attractions are aquatic-based as they are all along the Keys. A visit to the Florida Keys Wild Bird Rehabilitation Center can be rewarding, a reminder of the fragility of nature in this delicate place. 

If you enjoy walking while on vacation, the Florida Keys Overseas Heritage Trail is accessible to many points along your sailing route. 

Browse our yachts for charter in Florida Keys

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We will match any discount website offer on charter boat price, and still provide our customary high level of service.

The Essential Guide to Sailing Holiday Charters

The Sail Connections Essential Guide to Bareboat and Crewed Sailing Holiday Charters is packed full of useful tips for getting the most out of your next boat charter. And it is FREE to download.

Enquire about a charter...

For a personal proposal structured to meet your needs, with advice on all aspects of your sailing charter.

• John Pennekamp Coral Reef State Park
• Snorkeling Tours
• Scuba Tours
• Glass Bottom Boat
• Kayaks and Paddleboards

Glass Bottom Boat Reservations

Glass Bottom Boat Tour

Or reserve by phone: 305-451-6300

Reservations

Thank you for submitting your reservation for John Pennekamp State Park.

City & State*

All Reservations need to be made online, click here to Book Now! For the most up-to-date info call (305) 451-6300 .

Glassbottom Boat Tours

Limited wheelchair accessibility is also available on the glassbottom boat Spirit of Pennekamp .

Please call for special group rates and payment information for 25 or more passengers.

For reservations please call (305) 451-6300

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Bridging the space between reality & paradise.

A luxury sailing catamaran charter with an emphasis on fun and adventure.

Sailing from Ft. Lauderdale, The Keys & The Bahamas.

Come sail with us!

Meet The Crew

Captain -  Scott Clark

He is most at home when on the water.  He enjoys tinkering with everything, but has a flair for all things electrical. He loves sharing stories, creating videos and spending time with his wife and 2 sons.

First Mate - Holly Clark

She is most at home when she is spending time with friends and family. She enjoys cooking, meeting new people, yoga and snuggling with her granddog, Pugsly.

Check Out Our Latest Video!

The Ultimate Guide to an Unforgettable Key West Sailing Vacation

Fort Lauderdale Boat Charter Tours Made Easy, Fun & Affordable

Family Vacations are Incomplete without a Catamaran in the Bahamas

Boat Charter Rules That You Must Be Aware of!

A Day in the Life of a Charter Cat Owner

Mission Accomplished!

Our Mission

Tel. SAIL-TSB-DMB

(724) 587-2362, p.o. box 7696, sebring, fl 33872, ​ [email protected].

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Florida Keys Sailing

The Spanish first found the Keys during Ponce de Leon's expedition in 1513. They mapped and named the Keys principally as an aid to their ships, which, full of gold and silver, used the Florida Straits to go from the New World back to the Old. The first settlement was at Key West, in 1882, a little more than two decades before Florida became a state. The other Keys pretty much stayed deserted until 1874, when the government surveyed them. After the survey, the government plotted land for businesses and homes. The early homes were primitive. They were built from the local beaches, made of wood and other materials washed up from shipwrecks. In 1912 Henry Flagler built a railroad to Key West. This greatly increased human settlement of the Keys. The railroad was destroyed by a hurricane in 1935, but in 1938 the longest over-water road in the world was built on the railroad's foundation. It includes 42 bridges--one that is seven miles long! This opened the Florida Keys up to a growing tourist trade.

Captain Charter

Sit back and relax on your own private yacht while a professional takes the helm to show you the best of the Florida Keys. We offer multi-night yacht charter vacations. All of our Captain Charters have a minimum of 4 days/3 nights which is the ideal amount of time to experience one of our Florida Keys sailing itineraries . Learn more about what to expect aboard a Captain Charter with Florida Yachts Charters.

Captain Selection

Captains, cooks & mates, life aboard, family friendly & kids aboard.

We are required under USCG regulations that define bareboat charter to allow you to choose your own captain. We will not assign one for you. We can provide more information of those captains who are familiar with our operations, the waters of the Florida Keys and our vessels. Should you already have a captain we require they complete our captain’s application for approval.

Captains, Cooks & Mates, Oh My!

Unless you are on a sailing course, when you interview potential captains to hire for your charter, they will ask you about prior boating experience and your ability in assisting with things like, picking up moorings balls, anchoring, dock lines and ability to manage the vessel in an emergency situation . If no one aboard would qualify to fulfill the role of 1st mate they will require you also hire a mate. Some mates can act as cook for an additional rate while others are only able to act as a mate. Adding a cook means they take care of all the meal planning, provisioning, cooking and clean up, a splendid addition to your experience. If you are unfamiliar with provisioning and cooking aboard a vessel this is a highly recommended choice.

Captains generally charge $450-500 a day, first mates $250 & Cooks $275.00, plus their food & beverages. For Cooks, they charge a full day for planning & provisioning time before your charter start. A 15 – 20% gratuity is industry standard for services well rendered.

Life Aboard a Captain Charter in the Florida Keys

Life aboard a yacht in the Florida Keys can take you to some beautiful anchorages, snorkel sights and secluded beaches. Your yacht will have all the comforts of a boutique hotel. The galley has just about everything your kitchen at home has so cooking aboard will be seamless. Refrigeration aboard vessels is much smaller than at home, and monohulls have very tiny freezer space. While all our vessels are equipped with Generators and ACs for comfort at anchor, while underway you will not be able to run the Generator, therefore you will not have AC until you reach a mooring ball or anchorage for the night. Most guests open the hatches while underway for a nice tropical breeze. As a result of Covid, we have taken the decision to not supply masks & snorkels for safety reasons over sanitation. We do sell good qualify snorkel/masks set and rent fins. We have local companies that can rent paddleboards & kayaks.

Families & Kids Aboard your Captain Charter

Key West & the Florida Keys is a great family friendly boating destination. The captains in this area know all the best places for spotting dolphins, snorkeling and a relaxing night at anchor. For safety reasons there are few things to note about having kids aboard when considering a captain charter with children:

• Bring along or plan to buy children’s life jackets. They are weight specific up to a certain age and we don’t offer them. Children are required to wear a life vest at all times while on deck, if your children have never worn a life jacket we recommend purchasing ahead of time and practice wearing, otherwise they will be stuck below deck with an adult.
• Our captains are professional and great with kids but it is important that a parent, guardian or designated adult keep an eye on them at all times. Your captain and mate will be very busy attending to navigation, sailing, and everyone’s overall safety and should not be relied upon to be watching children should you be absent. There are many things for kids to bump their heads on, interesting buttons to push and lines to grab. An interesting tip we recently read to ensure authority has been passed from one parent/guardian to the next is to use the phrase “Your Jane and John” and make sure the other adult responds “My Jane and John;” inserting your kids names into this phrase of course. This way you know that they know you are no longer watching the kids. If you are a pilot you may be familiar with this tip, as it was modified by parents who were former pilots for around the water safety at home.
• It may also be a good idea to talk with your kids (depending on the age) about power, water and toilet management. You will potentially be away from the dock for several days at a time. All our vessels are equipped with Generators and AC’s but these items are additional amenities and should there be a mechanical failure you may not have access to additional power and AC until it can be repaired. Depending on your itinerary you may also be without WiFi or cell phone access from time to time.

[email protected] 305-934-5295

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