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Maui Catamaran Sailing

Maui Catamaran Sailing

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  1. Trilgy Kaanapali Beach Whale Watch
    Trilogy Kaanapali whale watch Maui Hawaii Map

    Trilogy Kaanapali Whale Watch


    Offered December 15 thru April 15
    ~ 10:00 am | ~ 1:30 pm | ~ 4:00 pm


    * Duration: 2 hours.
    * Check-in 15 minutes prior to departure
    * Leaving from Kaanapali Beach
    * Guaranteed Humpback Whale sighting
    or next whale watch tour is free!


    Boarding from Kaanapali Beach (also from Maalaea Harbor, and Lahaina). We limit the number of passengers on our wide, stable catamarans so everybody has a front row seat to the whale watching activity. On board naturalists provide education.

    Captain Coon says, "guaranteed Humpback Whale sighting or next whale watch tour is free!"

    Learn More
  2. Trilogy Kaanapali Sunset Sailing Catamaran
    Trilogy Kaanapali Sunset Sail map maui hawaii

    Trilogy Kaanapali Deluxe Sunset Sail


    Offered Year Round: ~ 4:00 pm | ~ 4:30 pm

    * Duration: 2 hours.
    * Check-in 15 minutes prior to departure
    * Leaving from Kaanapali Beach
    * Breathtaking views of Moloka‘i and Lana‘i and Maui!


    Experience the beauty of a Maui sunset on our 2 hour sail. Our chefs prepare an assortment of hot and cold appetizers that are guaranteed to satisfy the most discriminating gourmet. Our sail is relaxing, delicious and fun for the whole family.

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  3. Trilogy Discover Molokini Crater
    Trilogy discover Molokini Crater map maui hawaii

    Trilogy Discover Molokini Tour


    Offered Year Round: ~ 7:00 am | ~ 8:00 am

    * Duration: 6.5 hours.
    * Check-in 15 minutes prior to departure
    * Leaving from Ma'alaea Harbor
    * Snorkeling and Snuba instruction available!


    Trilogy offers the best Molokini crater snorkeling tours by limiting passengers*, providing 2 snorkel sites (for variety and to help avoid crowds), and by providing a shorter travel distance from Maalaea Harbor** so you can spend more time at Molokini. On our Maui Molokini snorkel cruise we provide all snorkel gear as well as offering the popular sport of Snuba.

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  4. Trilogy Discover Kaanapali Beach Loading
    Trilogy discover Molokini Crater map maui hawaii

    Trilogy Discover Kaanapali Tour


    Offered Year Round: 8am departure.

    * Duration: 5 hours.
    * Check-in 15 minutes prior to departure.
    * Leaving from Ka'anapali Beach
    * The calmest water times are in the morning!


    Ready to discover the beauty of West Maui? Conveniently loading directly from Kaanapali beach, this tour quickly gets you to some of the best snorkeling and dive sites in Maui. The dedicated crew are masters at teaching first time snorkelers.

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  5. Trilgy Maalaea Harbor Whale Watch

    Trilogy Maalaea whale watch Maui Hawaii Map

    Trilogy Maalaea Whale Watch

    Out of stock


    ~ 1:30 pm from Ma‘alaea Harbor.
    Duration: 2 hours
    * Check-in 15 minutes prior to departure.


    Boarding from Maalaea Harbor (also from Kaanapali Beach, and Lahaina). Trilogy limits the number of passengers on their wide, stable catamarans so everybody has a front row seat to the whale activity. On board naturalists provide education.

    Captain Coon says, "guaranteed Humpback Whale sighting or next whale watch tour is free!"

    Learn More
  6. Aloha Friday Kaanapali Sunset Sailing Catamaran
    Trilogy Aloha Friday Sail map maui hawaii

    Trilogy Aloha Friday Sunset Sail

    Out of stock


    Offered Year Round.

    * Duration: 2 hours.
    * Check-in 15 minutes prior to departure 4 or 4:30pm
    * Leaving from Kaanapali Beach
    * A truly laid back experience and a great way
    to enjoy Aloha Friday!


    "Aloha Friday" refers to a feeling of laid-back happiness and leisure in anticipation to the weekend. Unwind from the day and enjoy an authentic Aloha Friday as we sail along West Maui while you enjoy live Hawaiian music.

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  7. Trilgy Maalaea Harbor Whale Watch

    Trilogy Maalaea whale watch Maui Hawaii Map

    Trilogy Maalaea Whale Watch


    Offered December 15 - April 15: ~ 1:30 pm.

    * Duration: 2 hours.
    * Check-in 15 minutes prior to departure
    * Leaving from Ma'alaea Harbor.
    * Trilogy limits the number of passengers on their
    wide, stable catamarans so everybody has a front
    row seat to the whale activity.


    Boarding from Maalaea Harbor (also from Kaanapali Beach, and Lahaina). Trilogy limits the number of passengers on their wide, stable catamarans so everybody has a front row seat to the whale activity. On board naturalists provide education.

    Captain Coon says, "guaranteed Humpback Whale sighting or next whale watch tour is free!"

    Learn More
  8. Quicksilver catamaran Maalaea Harbor
    Quicksilver Maalaea Harbor map molokini crater

    Quicksilver Catamaran Molokini Snorkeling


    Daily departure: 8 a.m
    Check-in: 45 minutes before departure time


    * Molokini Crater and Turtle Town (weather permitting).
    * Leaving out of Ma'alaea Harbor Slip 44
    * PLUS SOUTH COAST DOLPHIN ENCOUNTERS (Nature Permitting).


    The Quicksilver is a 55' power catamaran with a waterslide and glassbottom. This trip includes breakfast, BBQ lunch, 2 snorkel sites, and a great crew. Leaving out of Ma'alaea Harbor Slip 44, Quicksilver departs daily to 2 snorkel sites with a maximum of 122 people.

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  9. Quicksilver catamaran Maalaea Harbor
    Quicksilver Maalaea Harbor map for dinner cruise

    Quicksilver Catamaran Dinner Cruise


    Days Available: Mondays, Wednesdays, Fridays, and Sunday
    Winter Schedule (9/01 to 5/31) Check-in 4pm, Departure 4:30pm, Return 6:30pm
    Summer Schedule (6/01 to 8/31) Check-in 4:30pm, Departure 5pm, Return 7pm


    * Leaving out of Ma'alaea Harbor Slip 44
    * Free Parking available.


    The Quicksilver is a 55ft power catamaran that holds up to 149 passengers. Leaving out of Ma'alaea Harbor Slip 44, Quicksilver departs with only 78 people at the maximum for the dinner cruise - Free Parking also available!

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  10. Trilgy Lahaina Harbor Whale Watch
    Trilogy Lahaina whale watch Maui Hawaii Map

    Trilogy Lahaina Whale Watch


    Offered December 15 - April 15
    ~ 9:45 am | ~ 1:15 pm | ~ 3:45 pm


    * Duration: 2 hours.
    * Check-in 15 minutes prior to departure
    * Leaving from Lahaina Boat Harbor
    * A truly spectacular experience for the whole family!


    Boarding from Lahaina Town (also from Kaanapali Beach and Maalaea Harbor) and heading to the The Hawaiian Islands Humpback Whale National Marine Sanctuary. We limit the number of passengers on our wide, stable catamarans so everybody has a front row seat to the Lahaina whale watching activity. On board naturalists provide education.

    Captain Coon says, "guaranteed Humpback Whale sighting or next whale watch tour is free!"

    Learn More
  11.  Trilogy Original Discover Lanai Tour
    Trilogy discover lanai map maui hawaii

    Trilogy Original Discover Lanai Tour


    Offered Year Round: ~ 10:00 am | ~ 6:30 am

    * Duration: 8.5 hours.
    * Check-in 15 minutes prior to departure
    * Leaving from Lahaina Harbor
    * A truly laid back and the best way to visit the Island of Lanai!


    Back in 1973, following two years of sailing through the South Pacific on the first Trilogy, we wanted to create a trip that was as close to those idyllic cruising days as possible. From that simple idea the original Discover Lana‘i was born.

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  12. Trilogy Lanai Seafari Catamaran Dolphin Tour
    Trilogy Lanai Seafari Maui Map

    Trilogy Lanai Seafari Tour


    Offered Year Round: ~ 8:00 am

    * Duration: 8.5 hours.
    * Check-in 15 minutes prior to departure.
    * Leaving from Lahaina Boat Harbor.
    * A truly spectacular experience for the whole family!


    Sail to Lanai and visit a snorkel destination where Ali'i (Hawaiian royalty) once played—home to one of Hawaii's largest school of spinner dolphins. After snorkeling you'll head back to land for a cultural eco-island tour of Lanai.

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  13. Molokini Snorkeling Frogman II Snorkeling Discount Deal
    Frogman II Catamaran Maalaea Harbor map molokini

    Frogman II Catamaran Molokini Snorkeling


    Check in is at 6:00 a.m - Boat returns at approximately 12:30 p.m.

    * Ma’alaea Harbor, Slip # 87.
    * Marine Naturalist onboard.
    * Molokini Crater and Turtle Town (weather permitting).


    Frogman II is a 55ft power catamaran that holds up to 66 passengers. Leaving out of Ma'alaea Harbor Slip 87, near the Coast Guard Station, Frogman II departs Monday - Saturday to 2 snorkel sites. (Weather Permitting.)

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  14. Molokini Snorkeling Frogman II Snorkeling Discount Deal
    Frogman II Catamaran Maalaea Harbor map molokini

    Frogman II Catamaran Molokini Afternoon Snorkel


    Check in is at 1:00 p.m - Boat returns at approximately 5:00pm.

    * Ma’alaea Harbor, Slip # 87.
    * Marine Naturalist onboard.
    * Molokini Crater and Turtle Town (weather permitting).


    Frogman II is a 55ft power catamaran that holds up to 66 passengers. Leaving out of Ma'alaea Harbor Slip 87, near the Coast Guard Station, Frogman II departs daily to 2 snorkel sites. (Weather Permitting.)

    Learn More

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