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Maui Sailing

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Hawaii Hawaii Hawaii Hawaii Hawaii Hawaii Hawaii Hawaii HawaOur various sailing tours on the island of Maui offer a wide range of activities to suit a number of interests and curiosities. Some of our trips take you out on an adventurous outing in the Pacific Ocean, some offer time to swim and snorkel in the gorgeous blue waters, some take you out for the fun activity of whale watching, and some are more casual and intimate. Depending on the kind of mood and trip you are looking for, you are likely to find it in our list of sailing tours. You can even go out on a sailing vessel and work towards an American Sailing Association certification.

Sailing is one of the most enjoyable and popular activities in Hawaii. Hawaii and the island of Maui offer excellent sailing conditions with moderate winds allowing you to enjoy a smooth and tranquil ride. You will be able to see the beautiful view of Maui from out in the ocean, passing past pristine beaches and stretches of coastline. You will also be able to experience the amazing Hawaii sunset aboard our sailing vessels, while sipping on a delicious mixed drink.


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Trilogy Kaanapali Sunset Sail

Trilogy Kaanapali Sunset SailBring your significant other as this Maui tour is ideal for the most romantic night of your lives. This tour is scheduled right at sunset when you can witness the vibrant colors of the sky during a Hawaiian sunset which can not be duplicated.

This tour departs from: Maui
Quick Tags: Appetizers Included

TOUR PRICE

Adult: $64.23
Child (3-15): $32.61


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Trilogy Kaanapali Whale Watch

Trilogy Kaanapali Whale WatchJust off the coast of Maui, whale watching has become an increasingly popular excursion that takes participants up close to one of nature’s most exciting phenomena – the migration of humpback whales. Come see it for yourself!

This tour departs from: Maui
Quick Tags: Guided Tour

TOUR PRICE

Adult: $42.79
Child (3-15): $21.90


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Trilogy Maalaea Whale Watch

Trilogy Maalaea Whale WatchNowhere in the world can one experience the most mysterious and majestic creatures in the world like you can on the Trilogy Maalaea Whale Watch. See many different species of whale as well as various other marine animals.

This tour departs from: Maui
Quick Tags: Guided Tour

TOUR PRICE

Adult: $42.79
Child (3-15): $21.90


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Trilogy Discover Lanai Sunset Sail

Trilogy Discover Lanai Sunset SailSail away to the small island of Lanai. This excursion will be a carefree day that includes swimming, snorkeling, playing beach volleyball, and more. At the end of the day, you’ll sail back to Maui and enjoy a magnificent sunset.

This tour departs from: Maui
Quick Tags: Lunch Included- Equipment Included- Dinner Included- Breakfast Included

TOUR PRICE

 Adult: $207.54
Child (3-15): $106.27

Upgrade with Blue Water Adventure Rafting Add:
Adult: $48.22
Child (3-15): $24.11


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Trilogy Discover Kaanapali Snorkel Sail

Trilogy Discover Kaanapali Snorkel SailCome enjoy the beauty and adventure of Ka’anapali, a tourist hotspot on the northeast coast of Maui. Spend the day walking the beach, and snorkeling among Hawaii’s tropical marine life. This special place is a must-see for the entire family.

This tour departs from: Maui
Quick Tags: Lunch Included- Equipment Included- Breakfast Included

TOUR PRICE

Adult: $120.88
Child ( 3-15): $61.94


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Trilogy Discover Molokini

Trilogy Discover MolokiniIf you want to really discover Molokini off the Maui coast, this is the tour for you. This excursion is everything you want rolled up into one colorful experience. From snorkeling to diving, the possibilities are endless!

This tour departs from: Maui
Quick Tags: Lunch Included- Equipment Included- Breakfast Included

TOUR PRICE

 Adult: $120.88
Child (3-15): $61.94

Scuba Upgrade Add:
One Tank Cert Dive: $62.64 Please bring your certification card with you
One Tank Intro Dive: $73.95


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Trilogy Discover Lanai Sunrise Sail

Trilogy Discover Lanai Sunrise SailWant to experience a day jam-packed with adventure while on vacation in Hawaii? Tour the world-renowned Lanai Harbor and more. See the most beautiful sights the area has to offer and indulge in the most flavorful foods, as well.

This tour departs from: Maui
Quick Tags: Lunch Included- Equipment Included- Breakfast Included

TOUR PRICE

Adult: $207.54
Child (3-15): $106.27

Upgrade with Blue Water Adventure Rafting Add:

Adult: $48.22
Child (3-15): $24.11


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Trilogy Ultimate Seafari

Trilogy Ultimate SeafariWe combined two of the most popular tours to create one unbelievable experience for you. From snorkeling to white water rafting, this excursion among the natural Hawaiian wonder world will leave you breathless from its picturesque sights.

This tour departs from: Maui
Quick Tags: Lunch Included- Equipment Included- Breakfast Included

TOUR PRICE

Adult: $218.26
Child: $111.63