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Premier Snorkel Sail

catamaran sunset sail maui

West Maui Adventure Snorkel Sail

catamaran sunset sail maui

TURTLE REEF AFTERNOON SNORKEL

catamaran sunset sail maui

Holo Holo Sunset Cocktail Sail

Two couples smiling and relaxing on a Teralani Tours main holo-holo sailboat

Ka'anapali Sunset Dinner Sail

Two couples enjoying a scenic sail and dinner together

4th of July Sail

Two Teralani boats peacefully sailing on the open sea

Premium Whale Watch

Thrilling main mid-day whale watch adventure with breathtaking views of majestic whales in the ocean

Classic Whale Watch

An up-close encounter with magnificent whales at sea

Discount Whale Watch

incredible marine giants in their natural habitat.

DOLPHIN WATCH

the sunlight sparkles on the ocean waves, enhancing the dolphins' energetic performance

KA'ANAPALI SURF CLUB

A bright yellow kayak rests on the sandy shore beside the calm, blue sea

AQUALANI WATERSPORTS WAILEA

Two individuals are kayaking on the serene blue waters near Teralani.

SUNSET SAILS

Our commitment to luxury goes beyond aesthetics, creating an environment of utmost comfort and enjoyment.

Our team of knowledgeable professionals shares their passion and expertise, enriching your journey with valuable insights.

Witness spinner dolphins, snorkel pristine reefs, and encounter humpback whales up close for truly unforgettable memories.

Each adventure is thoughtfully designed to showcase Maui's marine wonders, from snorkeling to whale watching.

OUR SUNSET SAILS

Holo holo sunset cocktail sail.

A romantic couple toasting to love during a Teralani sunset cruise

KA'ANAPALI SUNSET DINNER SAIL

A couple clinking their glasses as they savor the Teralani sunset

4TH OF JULY SAIL

A breathtaking scene on the open sea

WHAT TO EXPECT

From our customers.

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Kai Kanani

Adventure Sunset Sail

Quick details.

  • User Ages: All ages

Offered Monday  – Friday

Includes: Three-course appetizers, plated and served; Open Bar; Sparkling wine toast at sunset

Beach load at Maluaka Beach in Makena

Ages 13 and up

Soak in the golden hour on a wailea sunset cruise.

There’s nothing quite like a Maui sunset, with Molokini silhouetted on the horizon and the presence of friends and loved ones and the best crew on Maui taking care of your every need.

Kai Kanani’s Adventure Sunset Sail is a two-hour sail featuring live music, a stellar menu from Wailea’s own Spoon & Key Market , and an open bar full of local spirits such as Ocean Vodka and Kula Rum , as well as wine from Ulupalakua’s MauiWine . At sunset, we pour their sparkling wine for a sunset toast. 

As the only catamaran in South Maui, we sail alone with the ocean, our canvas, and the wind as the brush.* Our captain and crew are there to serve you and your friends and make the tour as comfortable as possible. Sit back and enjoy what we think will be the best evening of your Maui vacation.

We offer a shuttle service from Wailea Resorts to and from our check-in location at Maluaka Beach . Space is limited, so contact us to reserve your spot. We look forward to seeing you aboard!

* All tour locations are subject to weather and at the captain’s discretion. Safety is our top concern at Kai Kanani, and we apologize if there is any inconvenience due to weather-related cancellations or changes.

Explore the Enchanting Wailea: A Sunset Cruise Like No Other

Maui, a part of the Hawaiian archipelago, is synonymous with paradise, and for a good reason. Its enchanting landscapes, friendly locals, and diverse marine life make it a prime destination for travelers seeking both relaxation and adventure. However, among its various attractions, the Wailea sunset cruise is a jewel that offers a unique way to experience the island’s beauty.

Embarking on a Journey: The Wailea Sunset

The Wailea sunset is not just a visual feast; it’s an experience that touches every sense. The gentle lapping of the waves, the salty breeze, and the kaleidoscope of colors in the sky create a symphony of sensations, making every sunset cruise a journey to remember. Wailea, with its pristine beaches and luxury resorts, provides a tranquil setting to witness the day’s end, where the golden sun meets the azure sea, leaving a trail of amber and rose hues in the sky.

Whether you are a photographer looking to capture the perfect shot or a romantic soul yearning for a serene escape, the Wailea sunset cruise offers something for everyone. It’s a place where time seems to slow down, and the worries of the world fade away, leaving only the beauty of the moment.

The Wailea Sunset Cruise Experience

What sets the Wailea sunset cruise apart is not just the stunning views but also the exceptional service and attention to detail. The crew is dedicated to making every journey special, providing insights about the island’s history, flora, and fauna, and ensuring every guest’s comfort and enjoyment.

As the boat sails smoothly over the clear waters, guests can savor delicious local cuisine, sip on exotic cocktails, and immerse themselves in the panoramic beauty of the seascape. It’s a celebration of the senses, where every flavor, sound, and sight is amplified by the surrounding natural beauty.

Diversity of Marine Life

Maui’s rich waters are home to a diverse array of marine life. During the cruise, it’s common to encounter playful dolphins, majestic whales (during the migration season), and colorful schools of fish. The Wailea sunset cruise provides a unique opportunity to witness these creatures in their natural habitat, adding another layer to the enchanting experience.

The island’s coral reefs, teeming with life, are a testament to the richness of Maui’s marine ecosystem. The vibrant underwater world, with its myriad of colors and shapes, is a paradise for divers and snorkelers. Those interested in exploring this aquatic wonderland can opt for Maui snorkeling tours , where expert guides help uncover the secrets of the deep, introducing the fascinating inhabitants of the reef.

Other Enchanting Experiences in Maui

While the sunset cruise is a highlight, Maui offers a plethora of other experiences that cater to different interests and preferences. For those who prefer active adventures, sailing tours in Maui allow the exploration of the island’s diverse coastlines, discovering secluded beaches, hidden coves, and dramatic cliffs.

The sunrise snorkel in Maui is another must-try experience, where the early rays of the sun illuminate the underwater world, revealing the vibrant colors and intricate patterns of the coral reefs. It’s a refreshing start to the day, filled with wonder and discovery.

For those who seek relaxation, Maui’s spas and wellness centers offer traditional Hawaiian healing practices and massages, using local ingredients like volcanic clay and coconut oil to rejuvenate the body and soul. The island’s farm-to-table dining experiences are a feast for the palate, showcasing the rich flavors of locally sourced ingredients prepared with culinary finesse.

The Essence of Aloha: Conclusion

Maui encapsulates the spirit of Aloha, a philosophy that goes beyond a greeting to represent love, compassion, and kindness. It’s this spirit that permeates every experience on the island, making each moment special.

Whether it’s the warmth of the locals, the breathtaking landscapes, the diverse activities, or the enchanting Wailea sunset cruise , Maui invites everyone to embrace the Aloha spirit, to connect with nature and each other, and to create memories that last a lifetime.

So come, explore the enchanting Wailea, embark on a sunset cruise, and discover the myriad treasures of Maui. Let the island’s beauty and charm captivate your heart and soul, and experience the true essence of paradise.

Discover the Magic of a Wailea Sunset Cruise

Experience the breathtaking beauty of Maui’s coast with a Wailea sunset cruise , a must-do for any visitor to the island. As the sun dips below the horizon, the sky transforms into a canvas of fiery oranges, pinks, and purples mirrored by the crystal-clear waters of the Pacific. But a sunset cruise in Wailea is more than just a visual spectacle; it’s an immersive experience that combines relaxation, romance, and adventure into one unforgettable journey.

Why Choose a Sunset Cruise in Wailea?

Wailea, located on Maui’s south shore, is renowned for its stunning beaches, luxurious resorts, and, most notably, its incredible sunsets. Opting for a sunset cruise in Maui Wailea provides not only spectacular views but also the chance to see marine life, enjoy live music, and savor gourmet appetizers and cocktails. It’s an all-encompassing experience that highlights the best of Maui’s natural beauty and hospitable culture.

What to Expect on Your Journey

From the moment you step aboard, you’ll feel the magic of the Hawaiian islands. Each sunset sail in Maui is designed to offer a unique experience. You’ll be greeted with a traditional Hawaiian welcome, complete with lei and a smile from the friendly crew who will be your guides through this journey.

As you sail along Wailea’s coastline, keep your eyes peeled for playful dolphins, majestic humpback whales (during the winter months), and sea turtles gliding through the waters. The crew, knowledgeable about Maui’s marine life and culture, will share fascinating stories and facts, making this cruise not only enjoyable but also educational.

Customize Your Experience

No two sunset cruises are the same, and with options for customization for sunset cruise Wailea , you can make your trip truly unique. Whether you’re seeking a romantic outing with your partner, a fun evening with friends, or a private family gathering, there’s a package that fits your needs. From private charters to intimate group settings, the emphasis is on creating moments that will be cherished for a lifetime.

Memorable Moments Await

As the cruise returns to shore, the fading light of the day sets a serene backdrop for reflection and relaxation. It’s a moment to take in the beauty of the islands, the warmth of the people, and the joy of life’s simple pleasures. A sunset cruise in Maui is more than just an activity; it’s a highlight of any Hawaiian vacation, a story to be told, and an experience that will be remembered forever.

Ready to embark on this magical journey? Explore our options for a Wailea sunset cruise and book your adventure today. Let the beauty of Maui’s sunsets captivate your heart and create memories that will last a lifetime.

  • Chevron down Food Menu

All Courses are plated and served to our guests.

First Course: Hummus and crudités, assorted cheese and charcuterie

Second Course: Seared ahi with chimichurri sauce (lemon, garlic, herbs)

Third Course: Baked Pasta (three cheese, marinara, and herbs), Caprese Salad  (tomatoes, mozzarella cheese, basil pesto, balsamic drizzle)

Dessert: Kai Kanani Signature chocolate cake with berry compote

  • Variety of juices and soft drinks
  • Cocktails, premium liquor, Maui Brewing on tap, MauiWine and Champagne, and a Lokélani Sparkling Rosé toast at sunset

* Menu items may be substituted based on availability

Related Activities

  • Most Popular
  • Hour Glass 3.5-4.25 Hours
  • User All ages

Signature Deluxe Snorkel

Snorkel Molokini and enjoy up to 200 ft. of visibility on our classic Maui adventure. An open bar, Maui Brewing beers, and a full-service deli lunch in three courses complete the perfect day!

Sunrise Deluxe Snorkel

The most exclusive tour on Maui, snorkeling Molokini before any other snorkel boats arrive. Hot cinnamon rolls, a three-course breakfast, plus an open bar make this the best morning of your visit to Maui.

  • Hour Glass 2-2.75 Hours

Adventure Whale Watch

Sail with our attentive crew and naturalists as we welcome Pacific humpback whales to their winter home. Our beach-loading location gets you on the water and in nature easily.

Sea Maui

  • Most Popular!

Original Sunset Cocktail Cruise on Maui

Quick details.

Hour Glass Duration: Approx 2 hours

Calendar Availability: Daily

Tuesdays & Thursdays Includes Live Music!

Info Includes:  Pupus (appetizers) and Open Bar Provided

Binoculars Whale Watching: Enjoy whale watching on your sunset trip from Dec. 15 – April 15

Adult (Ages 21+)

Teen (ages 13 - 20), child (ages 3 - 12), young child (ages 2 and under), starting price for private charter, seize your stay at hawaii with a sunset cocktail cruise on maui.

Get on board Ka’anapali’s classic, Sea Maui Original Sunset Cocktail cruise. Nothing is more perfect than watching the sun set down into the ocean while sailing or whale watching in the vast Pacific sea. So start your big night on a Maui sunset cocktail cruise with friends before continuing your night in town. Be ready to get overwhelmed by the spectacular view of pastel colors painted in the sky as you sail while enjoying pupus prepared by none other than Chef Jai.

The majestic scenery you’ll see while you sail will not only be the breathtaking view of the sunset that spreads widely over the horizon but also experience and participate in Maui whale watching. Witness the great spotting of the humpback whales that swim over the ocean on their annual winter migration. Always ready your camera to capture every moment you spend on the cruise and have something you can reminisce about as you finish your vacation trip to Hawaii. 

What to Expect on Your Sunset Cocktail Cruise on Maui

What’s included in our sunset cocktail cruise on maui.

Raise your glass and cheer for a unique sunset experience in paradise with Sea Maui. We offer two exclusive sunset sail’s daily that provide various availability than other boat cruises. Enjoy a premium bar with local craft beers and handcrafted premium cocktails during the entire duration of your trip. Devour everything that is provided on this trip, including the following:

  • Suit yourself with any non-alcoholic and alcoholic drinks beverages during the cruise.
  • Avail of unlimited alcoholic drinks in Sea Maui’s open bar.
  • Have a validated parking space for 4 hours. 
  • Enjoy heavy appetizers. 
  • Tuesdays & Thursdays enjoy live music on board!

Departure and return details of the cruise

You can check in at the Sea Maui kiosk on the beach walk at Whalers Village, located between Leilani’s and Hula Grill, 30 minutes before departure time. You are given 4 hours of parking space for the parking structure at Whalers Village. 

After your sunset cocktail cruise, you will return to the original departure location. Your sunset dinner cruise will end right where it all started. 

Required clothes to wear and items to bring on Maui’s sunset dinner cruise

  • You are expected to wear comfortable clothes.
  • Bring preventative medicine or a kit if you are prone to motion sickness.
  • Bringing of light jackets, cardigans, and sweaters is recommended as the temperature on the open water decreases at night.
  • All alcoholic drinkers must bring a valid or government-issued photo ID. 
  • Wearing sandals and flip tops are suggested for easy removal as all footwear will be collected and placed in a bin during the trip.

Cancellation Policy

  • You will not get a refund for what you paid if you cancel the trip less than 24 hours prior to its starting time.
  • All cut-off times are based on experience local time. 
  • All changes made less than 24 hours prior to the trip will not be accepted.
  • You are to receive a full refund of what you spend if you cancel at least 24 hours before your trip’s starting time. 

Restrictions

  • The sunset cocktail cruise on Maui is not accessible for a wheelchair. 
  • All children can join and enjoy the sunset cocktail cruise.
  • Guests with mobility issues or people who have difficulty walking with assistance are not recommended to join the trip. As this is a beach-loading catamaran, walking a few steps is required to reach the dropdown staircase and get into the vessel. 

Additional Information

  • All guests must have a moderate physical fitness level.
  • Sea Maui can accommodate a maximum of 48 guests. 
  • All confirmation bookings will be received once booking is paid in full.
  • Maui sunset cocktail cruise schedule is subject to cancellation or changes due to traffic and weather conditions. 
  • Gratuity for crews is not included in what you paid during booking. 
  • All crews of Sea Maui are lifeguards, and CPR certified.
  • The menu of appetizers is subject to daily changes. Rest assured that every appetizer is made of allergen and gluten-free, if requested. However, any specific restrictions must be noted during your booking. 
  • The minimum drinking age allowed to drink alcoholic beverages is 21 years old. 

Enjoy feeling the peaceful waters as you relax and go with the sailing flow, seizing every moment spent during your tour. A sunset cocktail cruise on Maui is an excellent way to kick off your day before heading off the town to continue enjoying the rest of Hawaii’s nightlife. Our crews will immediately answer any queries and concerns, so do not hesitate to reach out and contact us at Sea Maui. We are happy to make your vacation stay in Hawaii a memorable one. So contact us to book your spot on a sunset cocktail cruise on Maui today!

  • Chevron down What's on the menu?

PUPU MENU (Appetizers)

CRISPY PORK SLIDERS (Pork)

CHICKEN PARMESAN SALAD

CRUNCHY ASIAN SLAW

FRIED CHICKEN w/ UNAGI & SPICY CHILI GARLIC AIOLI (Soy)

  • Chevron down What drinks are included?

All of our trips include a full open bar for guests that are 21+ years of age with proper ID.

We offer domestic & local beers, High Noon Hard Seltzers, Chardonnay, LaMarca Prosecco, Redemption Rye Whiskey, light rum, dark rum and Meili Vodka. We can create many different cocktails such as Maitai’s, Maui Mules, etc.

Our non-alcoholic beverages include soft drinks, lemonade, passion orange guava juice, water and coffee.

  • Chevron down More Information
  • Easy-to-find check-in location at The Whaler’s Village Shopping Center and the only boat with a physical location on the beach. Our kiosk is located along the beach walk at Whaler’s Village between Leilani’s and Hula Grill.
  • The only boat with 4 hours of free parking validation, savings of $20 or more!
  • Exceptional staff & service/certified naturalists for whale watches
  • All crew members are lifeguard and CPR certified.
  • Premium open bar
  • Complimentary juice, water, Coke, Diet Coke, Sprite, and lemonade
  • Kama’aina rate available with Hawaii ID, please call  (808) SEA-MAUI  to book.
  • Private charters also available
  • Don’t see your answer here? Check out our FAQ page, or just give us a ring (808) SEA-MAUI

Related Adventures

  • Hour Glass Approx 2.5 hours
  • Calendar Daily , Includes Live Music on Wednesdays and Saturdays!

Premium Maui Sunset Cruise with Dinner

Are you looking for a unique dining experience to leave behind the hustle and bustle of the land? Sea Maui’s Sunset Dinner Sail is our premium dining and sailing experience.

Sea Maui Surf & Paddle Board Lessons

Check out Sea Maui Surf for lessons, rental boards, and beach gear!

  • Hour Glass 2.5 hours
  • Calendar Daily / April 15th - Dec 14th

Xpress Snorkel Tour on Maui

This one-of-a-kind Maui snorkeling adventure is the perfect option for customers who want to get to the snorkeling quickly at one of the most unique spots around the island!

  • Hour Glass 3.5 hours
  • Calendar Daily

Afternoon West Maui Snorkel Tour

Not exactly a morning person? This is the snorkel trip for you. The perfect way to spend the afternoon and not have to wake up early or spend 5 hours on the boat!

  • 808-875-0333
  • Toll Free Phone: 800-542-3483

catamaran sunset sail maui

  • Private Charters
  • Special Events

Makani Sunset Sail

  • ADDITIONAL INFORMATION

Waiver: All guests are required to fill out a waiver prior to boarding Alii Nui. Waivers may be completed using the link in your confirmation email from FareHarbor. They may also be completed Here: https://waiver.smartwaiver.com/v/aliiboat

The best sunset view on the island.

  • Light gourmet bites for a little taste of the islands.
  • Year round sunset timing guarantee.
  • The perfect cocktail hour prior to your favorite dinner reservation.
  • Premium open bar with top shelf spirits, craft cocktails, local beers, seltzers, fine wines and bubbles.

• JACKFRUIT 'CRAB' CAKES crispy garlic F • SPICY AHI POKE* big island ahi with sriracha aioli • Haleakala Beef Satay Skewer with Mango Plum Sauce

• Kula Greens Salad with Candied Macadamia Nuts, Cherry Tomatoes, Shaved Red Onion, and Feta Cheese with Champagne Vinaigrette and House Made Ranch Dressing • Braised Bok Choy with Lemon-infused Olive Oil • Purple Molokai Sweet Potato Puree with Coconut Milk and Ginger • Vegetable Fried Rice with Truffle and Pineapple • Huli Huli Chicken • Ginger Braised Short Rib with Ginger Sake Sauce • Chef's Fresh Catch Special

• Lilikoi Mousse with Whipped Cream • Chocolate Torte • Chocolate Covered Strawberries

• Coffee & Tea Bar • POG, Orange, Pineapple, and Cranberry Juice • Coca Cola Soda products and filtered water • Beer, Wine, Sparkling Wine, and Seltzers** • Open Premium Bar featuring rum, gin, vodka, tequila, and whisky cocktails** **alcoholic beverages for guests 21+ with valid state ID

Additional Information

Related activities.

catamaran sunset sail maui

Request To Book

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Complete this questionnaire as a prerequisite to a recreational scuba diving or freediving course.

Note to women: If you are pregnant, or attempting to become pregnant, do not dive .

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Complete this questionnaire as a prerequisite to a recreational scuba diving or freediving course. Note to women:

Box a – i have/have had:, box b – i am over 45 years of age and:, box c – i have/have had:, box d – i have/have had:, box e – i have/have had:, box f – i have/have had:, box g – i have had:, you're clear to dive we look forward to having you out with us, to ensure a safe and enjoyable dive experience, please complete our diver medical | medical examiner’s evaluation form before your trip..

Thank you for prioritizing safety on your diving adventure with us!

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Catamaran Sunset Cruise

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What to Expect

Our Snorkel, Whale Watching, and Sunset adventures depart right from Ka’anapali Beach in front of Whaler’s Village. Green sea turtles, Hawaiian spinner dolphins, and humpback whales (seasonal) are regularly seen on daily adventures. Sit back, relax, and enjoy great company, food, and drinks while sailing through beautiful blue Hawaiian waters.

West Maui Half Day Snorkel Adventure

  • Breakfast is Served, come hungry to enjoy a delicious breakfast served onboard to start the trip.
  • The Captain will determine the best site to visit that day based upon current water conditions
  • Masks and snorkels for all ages/sizes (Sea Maui does not provide prescription masks and/or masks to fit over glasses. Visit The Snorkel Store for rentals)
  • Once in the water you will experience beautiful tropical fish, honu (Hawaiian green sea turtles), vibrant reef, and hopefully some other wildlife surprises
  • Once back on board you will enjoy a sumptuous lunch prepared by Chef Joey
  • You will be offered access to our premium beers, hand crafted cocktails, and other libations as we take a leisurely site seeing cruise and whale watching (seasonal) back to Ka’anapali Beach
  • Just bring your towel, sunscreen, and sense of adventure! We provide the rest

Lanai Half Day Snorkel Adventure

  • Experience another Hawaiian island on this delightful sailing catamaran, and cruise across the ‘Au’au Channel in style
  • The Captain will determine the best site to visit that day based upon current water conditions, typically renowned Manele Bay or Club Lanai 
  • Just bring your towel, sunscreen, and sense of adventure! We provide the rest!

Sunset Live!

  • Step onboard and enjoy access to our premium beers, hand crafted cocktails, and other libations as we take a leisurely site seeing cruise and whale watching (seasonal) through the ‘Au’au Channel.
  • Light Pupu’s (apetizer) served onboard prepared by Executive Chef Joey.
  • Site Back, Relax with a cold beverage, and enjoy our LIVE musician onboard for a one-of-a-kind catamaran experience.  

Original Sunset Cocktail Cruise

  • Light Pupu’s (apetizer) served onboard prepared by Executive Chef Joey

Whale Watch (Seasonal)

  • Departs daily right from Ka’anapali Beach in front of Whaler’s Village.
  • Step onboard and enjoy access to our premium beers and hand crafted cocktails, as we take a leisurely site seeing cruise and whale watch through the ‘Au’au Channel.

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catamaran sunset sail maui

Gemini is now open for tours 7 days a week and currently in our famous whale season. We are running our regular Snorkel Sail Adventure as well as two Whale Watches (AM & PM) per day at reduced capacity to ensure proper social distancing. We are once again offering our delicious catering from the chefs of the Westin Ka’anapali Beach. Space is limited so please book your tour early. Click HERE to reserve your spot!

Gemini Sailing Logo

  • About the Vessel
  • Morning Snorkel Adventure
  • Snorkel Sail Adventure
  • Maui’s Premier Sunset Dinner Sail
  • Morning Whale Watches
  • Afternoon Whale Watches
  • Exclusive Private Charters
  • 4th of July Fireworks Cruise
  • Private Charters
  • FAQ’s

Gemini Sailing Boat

Premier Sunset Dinner Sail

Tour length and time.

  • April 16 - August 31 5:00pm - 7:00pm (2hrs)
  • September 4:30pm - 6:30pm (2hrs)
  • October 1 - December 14 4:00pm - 6:00pm (2hrs)
  • 24-hour cancellation policy 72-hours for groups of 10 & over and 15-days for Private Charters

Description

Relax as Gemini’s crew set sail for two hours of smooth and exciting Tradewind sailing with phenomenal views of West Maui’s mountains, Molokai and Lanai. Sip a Mai Tai or a Maui Brewed Beer, and lounge on Gemini’s decks or trampolines, as the sun sets on another perfect day in paradise.

* Gemini loads and unloads our guests directly from the sand of Kaanapali Beach. Beach loading is perfectly safe and often time adds an element of fun and adventure to the tour! However, during days with rougher seas and high winds there is a chance you may get a little wet up to your knees. We recommend only wearing pants that you can roll up and avoiding long dresses and jeans when joining us for a sail! Our captains always ensure the sea and conditions are safe for beach loading and if there is any uncertainty we are forced to cancel the tour to ensure the safety of our guests. MAHALO from the Gemini Ohana!

Reserve your Maui Sunset & Dinner Sail today!

Sunset Sail

Your Adventure Includes:

  • Dinner catered by the Westin Maui Resort & Spa
  • Complimentary Bar includes Mai Tais, Chardonnay & Maui Brewing Co. Beers

Hawaiian Style Teriyaki Chicken (Gluten Free) Rice and Quinoa Pilaf (Gluten Free) Crudite Platter with Mediterranean Hummus (Gluten Free) Freshly Baked Rolls Maui Style Potato Chips House Made Chocolate Chip Cookies

Pepsi Diet Pepsi Sierra Mist Root Beer Ginger Ale Lemonade Cranberry Juice Filtered Water Soda Tonic and Passion-Orange-Guava POG – Maui’s favorite!

Complimentary Bar

Gemini Mai Tais Ketel One Vodka Bacardi Silver Rum Bacardi Black Rum Maui Brew Co. Bikini Blonde Maui Brew Co. Big Swell IPA Maui Hard Seltzer Bud Light Stone Cellars Chardonnay Gemini Mai Tais Ketel One Vodka Bacardi Silver Rum Bacardi Black Rum Maui Brew Co. Bikini Blonde Maui Brew Co. Big Swell IPA Maui Hard Seltzer Bud Light Stone Cellars Chardonnay Mont Gravet Rose La Marca Prosseco

Where to Meet & What to Bring:

  • Check-in beachside of the Westin Maui Resort & Spa by the Gemini Check-in Sign
  • Shorts recommended
  • Bring a light jacket
  • Cash or Credit Card for Ship’s Store

Where To Meet

Adults (Ages 18+) $127
Teens (Ages 13-17) $107
Children (Ages 3-12) $97
Infants (Ages 0-2) Free

Save $13-$23 from our usual trips price! All prices listed before taxes and fees.

catamaran sunset sail maui

CAPTAIN'S SUNSET

Dinner sail.

catamaran sunset sail maui

FIRST-CLASS DINING

Guest dine on a chef-prepared gourmet 4-course dinner at intimate two-top tables seated on deck. The courses are fixed with exception to your entree, which you must select when booking. We do not offer vegan/veg appetizers. 

Ala’e Sea Salt Breadsticks with lilikoi butter

Smoked Salmon on Crispy Pita with fresh dill

Cucumber Cup with Maui Onion Cream Cheese

Tataki-Style Beef Tenderloin Crostini

Caesar Salad with Blue Cheese Vinaigrette

ENTREE OPTIONS (ONE PER GUEST)

Seared Top Sirloin Steak with herb & garlic crust

Fire-Grilled Chicken with citrus & thyme

Fresh Island Fish, panko-crusted with lemon caper butter

Pasta Primavera with Portobello mushroom & sauteed vegetables in fresh marinara with basil

DESSERT TRIO

Lilikoi Cheesecake

Fresh Island Fruit

Dark Chocolate Truffle

catamaran sunset sail maui

DRINKS & COCKTAILS

Feel the aloha vibes as our Crew serve up a wide variety of alcoholic and non-alcoholic beverages–a little tasty something for everyone on this Dinner Sail.

PREMIUM BAR

Maui Brew Co. -Sunshine Girl Golden Ale

Maui Brew Co. -Seasonal Seltzer

Matua Sauvignon Blanc

Josh Pinot Noir

La Marca Prosecco

Captain’s Mule –  Our thirst-quenching twist on the classic Moscow Mule… New Amsterdam Vodka, splash of soda mixed with Elixir G ginger syrup and lime.*Option to sub Vodka for Tequila or Bourbon

Lana’i Tai –  A Mai Tai done the Trilogy way – Mango Rum, Orgeat, Fresh lime, Elixir G ginger syrup, pineapple juice and a float of Potter’s Dark Rum.

Good Ol’ Fashioned – Redemption Bourbon, agave syrup, splash of water, Watkins bitters.

Lahaina Sunrise – Camarena Reposado Tequila, Ginger ale, POG juice, splash of Elixir G ginger syrup and lime.

808 Margarita – Camarena Reposado Tequila, agave syrup, pineapple juice and a dash of bitters.  (808 is the area code encompassing Hawaii.)

*NOTE: Guests must be 21+ to enjoy our bar beverages.

catamaran sunset sail maui

DEPARTURE TIMES

  • Feb 1 – April 14 | 5:00pm – 7:30pm
  • April 15 – Aug 31 | 5:30pm – 8:00pm
  • Sept 1 – Oct 14 | 5:00pm – 7:30pm
  • Oct 15 – Jan 31 | 4:30pm – 7pm

Check-in time is 15 minutes prior to scheduled departure time, at the loading dock.

TOUR DURATION

  • Approximately 2.5 hours

DEPARTURE LOCATIONS

  • Ma’alaea Harbor | Tuesday, Wednesday, Friday

The dinner sail departs from slip #62 at Ma’alaea Harbor on Tuesdays, Wednesdays, and Fridays . Slip #62 is located on the break-wall (ocean) side of the harbor.

The dinner sail departing from Lahaina Harbor is temporarily suspended due to the Lahaina Fires. 

MA’ALAEA PARKING

  • 11 Ma’alaea Harbor Rd
  • Wailuku, HI 96793

Parking is available within Ma’alaea Harbor for $1 per hr. Please pay via the digital parking kiosks (QR Code) for parking prior to checking in. Trilogy is not responsible for cars that are towed due to a parking error.

WHAT'S INCLUDED

Chef prepared & plated 4-course Dinner with Appetizers, Salad, Entree & Dessert

21+ yrs: Premium Bar

Sodas, Filtered Water, Juices, Mocktails

Sailing & Stargazing (post sunset)

Whale watching (Dec-April)

NOTE: This tour is only available for guests 18 and over

Vegan, Vegetarian, and GF options available. Please make a note in your reservation at check-out

EXPLORE OTHER TOURS

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LANA'I

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MA'ALAEA

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Maui Catamaran Tours

Join us where the horizon meet the sea, current maui catamaran trips.

Our charter boats take you to the best of Maui. Join us for one of our Maui catamaran tours and let our crew take you on the incredible, clear waters of Maui. Book your tour today and experience the best of what this beautiful island has to offer.

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Best catamaran tours on Maui

Best Catamaran Tours on Maui

Sail aboard our performance catamaran vessels to experience the very best sights and sounds on Maui. Our seasoned crew will take you to the most picturesque locations, creating a once-in-a-lifetime opportunity to take in the unique and unbelievable settings only Maui can provide.

Catamaran Maui Tours

Our fast and powerful charter boats take you to the best of Maui. All three vessels are 43 feet long, with endless comfortable options for drinking, dining sightseeing, or snorkeling. Guest limits are always capped below the maximum for the most authentic Maui catamaran tours available.

Sail Maui Best day trips

The Sail Maui Difference

Whether your Sail Maui tours includes whale watching, sunset cruising or tropical snorkeling, join us for an experience that is second to none. Sit back and  relax – we’ll bring the sunscreen, snorkel gear and beverages!

Featured Crew

Bailey Morris

Home State: Oregon

Patrick Laughlin

Home State: Kansas

Maggie Ensey

Home State: Hawaii

"I would recommend Sail Maui's Paragon II, which caps trips at 38 guests"

catamaran sunset sail maui

IMAGES

  1. Maui Cocktail Sunset Sail with Premium Open Bar & Gourmet Appetizers

    catamaran sunset sail maui

  2. Sunset Sail Trilogy| Deluxe Trilogy Sunset Sail Maalaea Harbor

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  3. Sunset cruise in Maui, Hawaii

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  4. Trilogy Sunset Dinner Sail Review

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  5. Catamaran Sunset & Dinner Sail

    catamaran sunset sail maui

  6. Kaanapali Sunset Cocktail Catamaran Sail

    catamaran sunset sail maui

VIDEO

  1. Sunset Luaus on the Bay return to Catamaran Resort

  2. Sail Maui

  3. Sunset cruise in Maui

  4. Rhiannon First Sail

  5. Sunset sailing Catamaran tour, more videos with the sunset view #sunsetcruise #sunsetsail #caribe

COMMENTS

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  11. Maui's Best Snorkel & Sailboat Company

    51 YEARS. Our Story is a tribute to the dreamers and visionaries: Though our family's legacy began in the 1920's, it wasn't until 1969 that a fateful shipwreck in SE Alaska changed the course of our future. After the disaster, Captain Eldon Coon and his wife, Jeannette, sold everything they had and used the proceeds, with help from their ...

  12. Catamaran Sunset Cruise

    Our Snorkel, Whale Watching, and Sunset adventures depart right from Ka'anapali Beach in front of Whaler's Village. Green sea turtles, Hawaiian spinner dolphins, and humpback whales (seasonal) are regularly seen on daily adventures. Sit back, relax, and enjoy great company, food, and drinks while sailing through beautiful blue Hawaiian waters.

  13. THE TOP 10 Maui Sunset Cruises (w/Prices)

    Board the beautiful and spacious Pride of Maui catamaran for a sunset cruise near the Molokini crater. Enjoy an open bar including craft beer and blended drinks, plus a generous buffet featuring barbecued ribs, honey-glazed chicken, stir fried vegetables, and more. Watch the sun set, take in a live hula show and if you're lucky, you may even ...

  14. Original Sunset Cruise with Open Bar from Ka'anapali Beach

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  15. Tours: 'Alihilani Sunset Sail

    Trip Details. Embark on an extraordinary sunset sail with us aboard our vessel 'Alihilani. The name 'Alihilani captures the place where the horizon meets the sea, a vision we are excited to share with you. We will sail in the beautiful Au'Au inter-island channel, allowing for some incredible views of Maui while watching the sunset out at sea.

  16. Original Sunset Cruise with Open Bar from Ka'anapali Beach

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  17. Maui Sunset Dinner Cruise

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  18. 2024 (Maui) Sunset Cruise with Live Music and Open Bar ...

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  19. Tour: Paragon Sunset Sail, Lahaina

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  20. Sunset Sail from Ma'alaea Harbor 2024

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  21. Sunset Sail in Maui Hawaii

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  22. Captain's Sunset Dinner Sail

    Chef prepared & plated 4-course Dinner with Appetizers, Salad, Entree & Dessert. 21+ yrs: Premium Bar. Sodas, Filtered Water, Juices, Mocktails. Sailing & Stargazing (post sunset) Whale watching (Dec-April) NOTE: This tour is only available for guests 18 and over. Vegan, Vegetarian, and GF options available.

  23. Maui Catamaran Tours

    Best Catamaran Tours on Maui. Sail aboard our performance catamaran vessels to experience the very best sights and sounds on Maui. Our seasoned crew will take you to the most picturesque locations, creating a once-in-a-lifetime opportunity to take in the unique and unbelievable settings only Maui can provide.