Special Occasion · This Weekend

(8 activities)
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    Winery Tasting

    Ever tasted pineapple wine? If not, here's your chance to try it! You'll start off with a complimentary tasting at Maui Wine's 18-foot bar crafted from mango wood. As you indulge your senses, you'll be transported back in time, learning about the rich culture of this location. In fact, the last king of Hawaii, King Kalākua, used to visit the slopes of ‘Ulupalakua where this winery is located to relax, entertain, and enjoy a little royal vacation time. Indulge in the home-grown hospitality of this winery! You'll also get a guided tour of the historic estate, production area, and wine cellar -- all of it nestled within the beautiful tropics of Maui.
    Winery Tasting

    14815 Piilani Hwy, Kula

    • Enjoy a complimentary tour of Maui Wine, located in a historic site
    • Discover more about modern grape growing and winemaking
    • Taste delicious wines at an 18-foot bar, including pineapple wine
    • Learn more about the history, culture and people of Maui
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    Morning Aloha Horseback Ride

    Don’t listen to all the neigh-sayers -- this tour is incredible! The morning oceanfront trail ride begins at the Mendes Ranch Corral and will take you down the edge of the scenic valley to the coastline where you’ll have an opportunity to view the magnificent waters of the Pacific Ocean before heading back up to the Corral. At the coastline, the trail guides will take photos of you with the majestic seascape in the background. Best part? You get to satisfy your wanderlust without getting your feet tired! Quit horsin’ around and reserve your spot today!
    Morning Aloha Horseback Ride

    3530 Kahekili Hwy, Wailuku

    • Enjoy a horseback ride on the Mendes Ranch
    • Travel down to the scenic coastline to see the majestic view of the Pacific Ocean
    • Meet the Mendes “ohana” (family) and learn about this charming family-owned and operated business
    • See the beauty of Maui County without wearing out your feet
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    Captain's Sunset Dinner Sail

    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

    2525 Kaanapali Pkwy, Lahaina

    • 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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    Afternoon Aloha Horseback Ride

    Don’t listen to all the neigh-sayers -- this tour is incredible! The afternoon oceanfront trail ride begins at the Mendes Ranch Corral and will take you down the edge of the scenic valley to the coastline where you’ll have an opportunity to view the magnificent waters of the Pacific Ocean before heading back up to the Corral. At the coastline, the trail guides will take photos of you with the majestic seascape in the background. Best part? You get to satisfy your wanderlust without your feet getting tired! Quit horsin’ around and reserve your spot today!
    Afternoon Aloha Horseback Ride

    3530 Kahekili Hwy, Wailuku

    • Enjoy a horseback ride on the Mendes Ranch
    • Travel down to the scenic coastline to see the majestic view of the Pacific Ocean
    • Meet the Mendes “ohana” (family) and learn about this charming family-owned and operated business
    • See the beauty of Maui County without wearing out your feet
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    Maui 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.
    Maui Dinner Cruise

    101 Maalaea Boat Harbor Rd, Wailuku

    • 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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    Helicopter Tour over Haleakala Crater

    Take to the air and enjoy Maui's diverse landscape of dormant volcanoes, rugged lava flows, lush tropical rainforest and deep valleys filled with cascading waterfalls. Maui helicopter rides are perfect because around 75% of Maui is inaccessible on the ground due to the extreme terrain and rainforest. Climb onboard your luxury, air-conditioned A-star helicopter. Each helicopter has six forward-facing seats providing each passenger unobstructed 180-degree views. Recline on leather seats, listen to the stereo CD music and hear descriptive narration from your friendly, professional pilot. Enjoy enchanting waterfalls and the awe-inspiring Haleakala Crater, Maui's own sleeping volcano with a summit extending into the heavens more than 10,000 feet (3050 meters) and admire the tropical Hana Rainforest.
    Helicopter Tour over Haleakala Crater

    1 Airport Rd, Kahului

    • Relax in style as you tour East Maui from the skies above
    • Learn about Maui’s history and geology from a professional tour guide
    • Travel over dormant volcanoes and rugged lava flows
    • Visit tropical rainforest and cascading waterfalls that can only be seen from the sky
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    Whale Watching

    Whale, whale, whale, what do we have here? Learn about the humpback whales from local whale experts -- the captain and crew of the stable, comfortable Super Raft. Hear the “songs of the humpback whales” from the hydrophones on board. Do they actually sound like tapes played in slow motion? You won’t know until you hear it for yourself! With a smaller vessel, you’ll avoid the large crowds and get a great view from every seat on board! Bond with a few friends, instead of trying to see over the heads of 100 strangers. There’s no better way to go whale watching!
    Whale Watching

    675 Wharf St, Lahaina

    • Learn about the majestic humpback whale during this up-close and personal whale watching adventure
    • Hear the songs of the humpback whales from hydrophones on board the raft
    • Sip on ice-cold refreshments while getting a great view of the whales in their natural habitat
    • Take remarkable photos of these creatures as they breach the surface of the water in a graceful, captivating dance
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    Sunset Dinner Landing

    Riding off into the sunset is pretty nice, but what about FLYING into the sunset? Come try it out, with this incredible combo helicopter-dinner package. You’ll take off in a state of the art chopper, enjoying a prime seat for the best show in town: Maui’s gorgeous sunset. Along the way, you’ll see incredible views of rare locations, pointed out by your expert pilot. You’ll then be taken to an exquisite island for an elegant dinner. Relaxing on an intimate, private deck, you’ll dine while enjoying exclusive views of the lovely West Maui resorts at Kapalua and Kaanapali, with views of Lanai and Molokai in the background, just across the Pailolo Channel. This is Hawaii the way it’s meant to be experienced.
    Sunset Dinner Landing

    1 Kahului Airport Rd, Maui

    • Take a helicopter ride over gorgeous Maui, with the best seat in the house for a lovely sunset
    • Catch rare views of the beautiful landscape that can only be seen way up in the sky
    • Have the ultimate date night, as you land on an exclusive island and enjoy an elegant dinner
    • Relax while enjoying scenic views of West Maui resorts
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