sailing

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    Discover Kaanapali

    (10)
    So you've made it to the breathtaking island of Maui... now what? Snorkeling at Kaanapali Beach, of course! On this tour, you'll be taken to a prime snorkeling site off Kaanapali beach by boat! You'll be served a delicious continental breakfast on board comprised of cinnamon rolls, fresh fruit, brewed Kona coffee, tea, hot cocoa, and pineapple juice. Then, you'll arrive at the snorkeling destination! You can expect a breathtaking experience as you swim amongst Hawaii's teeming marine life. You're sure to have worked up an appetite mingling with the tropical fishies, and Trilogy Excursions wouldn't let you leave hungry! The BBQ lunch menu includes Captain Coon's hot BBQ teriyaki chicken, fresh tossed green salad with Mom's secret dressing, luau fried rice, and assorted rolls. A true first class luncheon experience! On the return sail, you'll enjoy 2 complimentary alcoholic beverages to enhance the fun! Yes, this is the paradise you've always dreamed of.
    Discover Kaanapali

    2525 Ka‘anapali Pkwy, Lahaina

    • Experience the beauty of the Hawaiian waters on a boat and visit a prime snorkel site
    • Snorkel in the protected bays of West Maui after receiving a brief snorkeling lesson
    • Enjoy homemade cinnamon rolls for breakfast and BBQ teriyaki chicken for lunch!
    • Relax on the return sale as you sip on a premium, complimentary alcoholic beverage
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    10 positive reviews
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    Captain's Sunset Dinner Sail (Ma‘alaea)

    Come aboard Maui's newest sailing catamaran for an unforgettable dining experience... with a view! You'll begin your evening in the best way possible -- with cocktails and sailing along the pali sea cliffs. After mooring in a protected cove, you'll be served delectable appetizers that may include smoked salmon wedge with crispy pita and fresh dill, tataki-style beef tenderloin on crostini, freshly baked breadsticks dusted with sea salt and lilikoi butter, or other delicious plates. From there on out, Trilogy Excursions crew will be quick to accommodate your every need and will serve your remaining three courses including an entree of your choice! Whether you decide to order the pan seared steak, the mahi-mahi, or a vegetarian pasta, your tastebuds are in for a treat! Dessert and drinks will be enjoyed as the sun sets on another splendid Maui day. You've never experienced luxury like this before.
    Captain's Sunset Dinner Sail (Ma‘alaea)

    11 Ma‘alaea Boat Harbor Road, Wailuku

    • Experience fine dining with an unbeatable view aboard Maui's newest sailing catamaran
    • Begin your evening with cocktails and sailing along the pali sea cliffs
    • Indulge in a gourmet entree of your choice, freshly prepared by Chef Bailey using the finest ingredients
    • Discover true luxury as you enjoy dessert and drinks as the sun sets on another splendid Maui day
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    Quicksilver Lahaina Dinner Cruise

    Ready to explore the sights of Maui like you never have before? Hop aboard the Quicksilver Dinner Cruise and see the sunset, stars, and beautiful ocean as you move through the waves. Enjoy an amazing steak, fish, chicken, or vegetarian meal while you sip on cocktails and take in the night around you. Bring your dancing shoes because there's sure to be amazing live music and a dance floor waiting. Make the most of your night in Maui with this cruise that is sure to satisfy all of your senses -- plus, you'll be back on land by 7:30 to enjoy the rest of your night in paradise.
    Quicksilver Lahaina Dinner Cruise

    150 Lahainaluna Rd, Lahaina

    • Relax and take in the 360 degree views for sunset
    • Gaze at the islands of Lanai, Kahoolawe, and Molokai in the distance, and during whale season, there is an enormous chance you'll see and hear humpback whales!
    • Enjoy your delicious meal, the unbeatable ocean views, and your fabulous company without interruption
    • Listen to live Hawaiian music as you sip on the two drinks included in your cruise!
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    Dinner Cruise Aboard Calypso

    Are you looking for the best sunset views Maui has to offer? Consider the Calypso dinner cruise. This stable, comfortable, triple-deck catamaran leaves from centrally-located Ma’alaea Harbor. The relaxing two-and-a-half-hour excursion gives you time to enjoy a delicious meal, explore the incredible craft, listen to great live music, and watch the sun go down from your place on top of the waves! Seating on the Calypso dinner cruise comfortably accommodates any size group, including couples, families, and even large corporate events.After you’ve settled in, follow your nose to the delicious appetizers, and pick up a fizzy soda or tropical juice. Your Calypso dinner cruise includes two free drinks, and once the catamaran has motored out of the harbor, you can order alcohol. A local live musician plays new and old favorites throughout the Calypso dinner cruise. When it’s time for the delicious main meal, our onboard chef Keoni carves the juicy prime rib. Mahi mahi, teriyaki chicken, steamed vegetables, roasted potatoes, and chocolate cake is also ready for you to eat. There is plenty of time to gaze at the islands of Kaho’olawe and Lanai in the distance. Closer to the boat, you’ll see the Kahalawai Mountains of west Maui as they stretch toward the sky. When humpback whales are visiting the Islands from Alaska, chances are excellent that you will see some of the magnificent marine mammals on your Calypso dinner cruise! You and your group will love this fun time on the sea, so follow the sun, love your loved ones, and have a great meal on the Calypso dinner cruise. Aloha!
    Dinner Cruise Aboard Calypso

    101 Maalaea Rd South Ferry Loading Dock, Wailuku

    • Take a sunset cruise around Maui and see some of the best views the island has to offer aboard the brand new Calypso boat
    • Enjoy a delicious dinner as you relax aboard a luxurious triple-deck catamaran
    • Chat and unwind with your family and friends with complimentary drinks and live music
    • If the timing is right, you’ll even see humpback whales during their visit from Alaska!
    • Plus! There is a glass bottom viewing room aboard the Calypso
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    Deluxe Kaanapali Sunset Sail

    (10)
    Up the ante on date night with a romantic sunset sail aboard an ocean sailing catamaran! This cruise provides the most romantic way to experience the beauty of a Maui sunset. On board, you'll enjoy a delicious assortment of hot and cold, gourmet appetizers while marveling at the stunning vistas. You'll be able to see the Moloka'i and Lana'i islands, spinner dolphins, and flying fish all from the comfort of your boat. And, of course, you'll also get to enjoy a variety of alcoholic beverages. In fact, you'll get three complimentary drinks to kick off the fun! Here's to an unforgettable sail with an irreplaceable special someone!
    Deluxe Kaanapali Sunset Sail

    2525 Ka‘anapali Pkwy, Lahaina

    • Experience the beauty of a Maui sunset in the most romantic way possible -- aboard an ocean sailing catamaran
    • Marvel at breathtaking views of spinner dolphins, flying fish, and the Moloka'i and Lana'i islands
    • Enjoy an assortment of hot and cold appetizers and three complimentary alcoholic beverages
    • Indulge in an evening of luxury, delicious food, ultimate relaxation, and beautiful vistas
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    10 positive reviews
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    Group Windsurf

    Want to make learning to windsurf a breeze? This class will get you up and sailing in no time! You and your friends or family will enjoy a private lesson in a great sandy beach location, featuring shallow waves tempered by a protective reef. You'll kick off your adventure with a short on-shore lesson, during which you'll be introduced to the equipment, including how to work the sail to manipulate the wind. Then, you'll be ready to get into the refreshing, turquoise waters, where you'll learn to launch, get up on your craft, and start having fun! Because classes are private, you'll be able to advance at a pace suitable to your group. So nobody gets left adrift!
    Group Windsurf

    Kalama Beach Park, Kihei

    • Learn to windsurf off of a great Maui beach with reef-protected waters perfect for beginners
    • Enjoy a private group lesson designed to give you personalized, hands-on instruction
    • Take advantage of specialized beginner's boards that are stable, strong, and match your height and weight
    • Discover one of Hawaii's most invigorating and beloved watersports and cultures
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  • Give the gift of fun with a Vimbly gift card!
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    Ocean Spirit Sail & Honolua Bay Snorkel

    Cruise along the impeccable Ka'anapali Coastline aboard Ocean Spirt, Maui's luxury sailing catamaran, and get ready to explore, admire, and relax. Your first stop will be the breathtaking waters of Honolua Bay, where you'll enjoy a leisurely snorkel, and discover the underwater beauty that has made this place one of Maui's most popular snorkel spots. Next, you'll cruise to another stunning reef, where, led by certified marine specialists, you can participate in a free guided reef tour. Finally, you'll get to sit back, relax, and take a scenic ride of Maui's tradewinds back to Lahaina Harbor. In between stops, enjoy a continental breakfast and barbecue lunch, plus two complimentary alcoholic beverages per adult and unlimited sodas, juices, and filtered water. And after it's all over, you'll get a free full color marine life poster as a token of your remarkable trip!
    Ocean Spirit Sail & Honolua Bay Snorkel

    Slip #2, Lahaina

    • Take a leisurely snorkel, a free guided reef tour, and a scenic, relaxing ride back to Lahaina Harbor
    • Admire the vibrant coral and plentiful marine life beneath the water's surface
    • Enjoy a continental breakfast, barbecue lunch, two complimentary alcoholic beverages per adult, and unlimited non alcoholic drinks
    • Walk away with a free full color marine life poster and lasting memories
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    Discover Olowalu Snorkel Sail

    (1)
    So you've made it to the breathtaking island of Maui... now what? Snorkeling at Maui's Mother Reef, of course! On this tour, you'll have the opportunity to experience one of the largest turtle cleaning stations in Hawaii! You'll depart from Lahaina Harbor in the morning by boat. On board, you'll enjoy a delicious breakfast of fresh fruit, brewed Kona coffee, tea, hot cocoa, and pineapple juice. Then, it's ALMOST time to jump in the turquoise blue waters of Olowalu! First, you'll receive a brief snorkeling lesson to ensure that you have a safe and amazing time. You can expect a breathtaking adventure as you swim amongst Hawaii's teeming marine life. You're sure to have worked up an appetite mingling with the tropical fishies, and Trilogy Excursions wouldn't let you leave hungry! The lunch menu includes BBQ teriyaki chicken, fresh tossed green salad, hot buttered corn on the cob, and assorted rolls. On the return sail, you'll enjoy 2 complimentary alcoholic beverages to enhance the fun! Yes, this is the paradise you've always dreamed of.
    Discover Olowalu Snorkel Sail

    155 Dickenson Street , Lahaina

    • Sail to Maui's Mother Reef and experience one of the largest turtle cleaning stations in Hawaii
    • Receive a brief snorkeling lesson to ensure that you have a safe, enjoyable time
    • Enjoy a complimentary breakfast and lunch while traveling to and from Lahaina Harbor
    • Relax on the return sale as you sip on a premium, complimentary alcoholic beverage
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    1 positive reviews
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    Discover Molokini

    So you've made it to the breathtaking island of Maui... now what? Snorkeling at the Molokini crater of course! Come aboard a spacious catamaran to experience the beautiful Hawaiian waters! You'll be taken to two prime snorkeling locations. The crystal clear waters of Molokini and the remarkable shallows of the Maui coastline are home to plenty of friendly Hawaiian sea turtles awaiting your arrival! You'll benefit from a brief snorkeling lesson before jumping into the turquoise waters and then it's time to explore the island's world-famous marine life. Not to mention you'll also ditch the crowds with these two lesser-known, yet ideal, snorkel sites. Be sure to work up an appetite as you'll feast on homemade cinnamon rolls and BBQ teriyaki chicken -- prepared by the captain himself! And, if you're over 21, you'll get to enjoy two complimentary, premium alcoholic beverages on the return sail. Who could possibly say no to an adventure that is equally scenic, delicious, and boozey?!
    Discover Molokini

    11 Ma‘alaea Boat Harbor Road, Wailuku

    • Experience the beauty of the Hawaiian waters on a spacious catamaran and visit two prime snorkeling locations
    • Snorkel in the crystal clear waters of Molokini, home to many sea turtles
    • Enjoy homemade cinnamon rolls and BBQ teriyaki chicken for lunch, prepared by your captain
    • Relax on the return sale as you sip on a premium, complimentary alcoholic beverage
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    5-Line Zipline Adventure

    (4)
    Find out what birds are always squawking about when you take to the sky for an exhilarating zipline tour. You're in for a truly thrilling adventure as you zip over trees, gulches and green ranchland on the slopes of Haleakala. Going 2 at a time, side-by-side on the dual-line course, you'll start off the adventure with 3 unique lines. The 4th line will take your sailing to the base of Piiholo Hill, where a vehicle will be waiting to shuttle you to the top. There, you'll take in breathtaking 360-degree views of Maui. Then it's off to your final line, a thrilling half-mile long ride that goes as high as 600 feet off the ground. Don't forget to take in the beautiful mountain and ocean views!
    5-Line Zipline Adventure

    799 Piiholo Rd, Makawao

    • Take to the skies for a thrilling zipline adventure
    • Ride along 5 different lines at heights ranging from 42 to 600 feet off the ground
    • See Maui's ranchland like never before, and take in 360 degree views from the top of Piiholo Hill
    • Race against your friend on the dual-line, side by side course
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    4 positive reviews

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