Dinner Cruise

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Captain’s Sunset Dinner Sail
Captain’s Sunset Dinner Sail
From: $145^.00
Sail the coast of Maui under the setting sun. Experience a romantic 4-course gourmet dinner and drinks while moored in a private cover. Sail back under the stars

Incredible Sunset Views

Romantic Seating & Atmosphere

4-Course Gourmet Dinner

2.5-Hour Cruise From Lahaina or Maalaea
$145^.00VIEW DETAILS
Deluxe Kaanapali Sunset Sail
Deluxe Kaanapali Sunset Sail
From: $89^.00
Take a Maui sunset sail aboard Trilogy’s safe and comfortable ocean sailing catamaran. Our sunset cruise provides the most romantic way to experience the beauty of a Maui sunset.

Departs from Kaanapali Beach

50′ sloop rigged Catamaran

49 seat + Crew

Deluxe Appetizers/Drinks
$89^.00VIEW DETAILS
Maui Princess Dinner Cruise
Maui Princess Dinner Cruise
From: $129^.95
Departing from Lahaina, enjoy a memorable evening of dancing and dining aboard Maui’s largest and most stable 120 foot yacht, the Maui Princess.

Depart from Lahaina Pier

120 ft. Maui Princess

All Premium Seats

Dinning and Dancing
$129^.95VIEW DETAILS
Sunset Catamaran Dinner Cruise
Sunset Catamaran Dinner Cruise
From: $119^.95
Welcome aboard the newest Maui Dinner Cruise vessel, the Calypso. Relax and have fun on board the 65 ft. three-deck catamaran. Over 4000 square feet of table seating and three restrooms await on this large, stable vessel.

Departs from Maalaea Harbor

65′ Three Deck Catamaran

Mon, Wed, Fri, Sun only

Prime Rib Dinner
$119^.95VIEW DETAILS

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We know our islands and we love working with everyone from travel agents to celebrities. We specialize in all inclusive Hawaii vacation packages for bands, schools, and businesses.

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Our Mercedes sprinter fleet and local guides serve you in style and comfort. Letʻs create a memorable experience that everyone in your party will love.

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Book with confidence as we have great pricing for all our tours. We will match the price of any identical tour or activity on any of the Hawaiian Islands.