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— Cruises & Sailing
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    Molokini Sail and Snorkel Adventure

    Embark on a 55-foot glass bottom catamaran and take a scenic cruise to Molokini from Maalaea Harbor. On board, enjoy a complimentary continental breakfast of fresh bagels with cream cheese, jams, tropical fruits, Kona coffee and juices. Admire the spectacular views of the stunning white sandy beaches that stretch for miles and the sparkling turquoise ocean water from your boat. Learn about the fascinating history, culture and marine life of Maui from your naturalist expert guide. Arrive at Molokini Crater, and dive into the waters where you'll find abundant sea life and colorful coral reefs. No prior snorkeling experience is necessary -- your local guide will teach you how to snorkel to explore the tropical underwater world. The fun continues on board where you can enjoy the view of the waters from the glass bottom viewing room. You'll have amazing views of the sea creatures all around you. Get a close view of the colorful tropical marine life underneath without getting wet! Choose to relax on the spacious sun deck or slide down the water slide. After snorkeling, enjoy a delicious barbecue lunch, complete with an open bar! Enjoy a choice of chicken breast or pulled pork sandwich, garden burgers, hot dogs, chips and cookies for dessert! Imbibe on beer, wine and soda.
    Molokini Sail and Snorkel Adventure

    Maalaea Harbor, Maalaea

    • Board an exquisite glass bottom catamaran and embark on a scenic cruise from Maalaea harbor to Molokini
    • Enjoy a complimentary continental breakfast with Kona coffee and juices
    • Admire the stunning view of the white, sandy beaches and sparkling turquoise ocean
    • Visit the Molokini Crater where you'll learn how to snorkel to explore the tropical underwater world
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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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    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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    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

    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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    Atlantis Submarine Adventure and Luau

    Your once-in-a-lifetime Atlantis Submarine Adventure takes you into a spectacular aquatic world in a Maui submarine, and an evening luau is a must for any visit to Maui. The Atlantis Submarine Maui adventure begins with a 15-minute cruise to the dive site. Here, you will board an Atlantis Submarine, the world's first and most technologically advanced passenger submarine. On your 45-minute ride underwater adventure in submarine Maui, you'll see colorful coral reefs and exotic marine creatures. From December through May, you may enjoy whale watching during the ship-to-shore journey to the Maui submarine, as humpback whales make their annual migration through the warm Pacific waters. Then, in the evening, complete your Maui experience with a luau. It's an evening packed with traditional Polynesian entertainment, including a lei greeting, Polynesian music and dance, an imu (underground oven) ceremony, an all-you-can-eat buffet, open bar for island beverages, and -of course- a gorgeous Hawaiian sunset. Phew. Your traditional Hawaiian feast will held at Royal Lahaina Luau, a dazzling oceanfront property on Kaanapali Beach. Here is a sample menu:
    • Main Entrees: Kalua Pig, Kalua Turkey, Fresh Island Fish, Island Chicken
    • Accompaniments: Hawaiian Sweet Potatoes, Fried Rice, Corn, Seven Assorted Salads, Fresh Pineapple, Poi, Lomi Lomi Salmon, Taro and Guava Bread
    • Desserts: Coconut Cream Cake, Chocolate Cake, Haupia (Hawaiian Pudding)
    • Kids Buffet: Hot Dogs, Chicken Nuggets, Macaroni and Cheese, Corn on the Cob and Potato Chips
    Atlantis Submarine Adventure and Luau

    Pioneer Inn, Lahaina

    • Explore the amazing aquatic world in a Maui submarine
    • Enjoy the beautiful coral reefs and amazing sea creatures
    • Relax with a traditional Hawaiian luau featuring buffet, open bar, live music, and dancing
    • View the beautiful sunset from dazzling oceanfront property
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