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Top Maui Sunset Sails & Cruises Activities and Tours based upon popularity:

(Arranged in Alphabetical Order)
Royal Sunset Dinner Sail

Alii Nui Sailing Charters

Royal Sunset Dinner Sail

Adults 21 Years and Up Only

Come aboard the Ali'i Nui catamaran and experience a memorable evening of sailing and a unique buffet dining experience while you..

  • Premier Dinner Cruise on a 65' luxury catamaran.
  • Adults Only
  • Table seating in spacious cabin
  • Departs from Maalaea Harbor
  • Access from the dock to keep guests dry.
  • Full Open bar with Premium brands.
  • Plenty of room.  Coast Guard certified for 100 passengers. Only takes 50 passengers for maximum comfort.
  • 2.5 hours  
  • Extensive menu includes Starters, Dinner Entrees, Dessert. (View 'Trip Details').
  • Two oversized clean bathrooms
  • Cruise Ship Compatible - Sunday
  • Hotel pick-up and return at select South and West Maui resorts.  Drink without worrying about the drive home.
  • Private Charters Available
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Malolo Sunset Whale Watch
Save 22.68%

Frogman Charters

Malolo Sunset Whale Watch

SPECIAL 2 For 1 $39.95
Children Ages 0-12

Enjoy a beautiful sunset on the water and two hours of whale watching with expert narration by the captain and crew. We guarantee..

  • CLOSED due to COVID-19 pandemic (30-days from March 19- April 17).
  • Whale Watch December through April
  • 55' power catamaran
  • 50 passengers
  • Monday, Friday, Sunday
  • 4:00 pm
  • 2 hours
  • Cash bar
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Tradewind Sunset Sail

Gemini Charters

Tradewind Sunset Sail

Adults 18 Years and Up
Children Ages 2-12

Set out from Ka'anapali Beach aboard the 64' catamaran "Gemini". See the beautiful Hawaiian sunset as well as the tri-island view..

  • Wonderful sunset cruise along the West Maui coastline with beautiful views of 4 islands.
  • Departs from the beach at Kaanapali.
  • 64' Sea Runner Catamaran.
  • 2 hours
  • 49 passengers
  • Pupu's including fresh crudites and dip, cheese platter with crackers, BBQ chicken, veggie summer rolls, tortilla chips with avocado and salsa.
  • Beer, wine, Mai Tai's, rum, vodka and club soda and juice.
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Maui Princess Dinner Cruise
Save 17.01%

Hawaii Ocean Project

Maui Princess Dinner Cruise

Adult 13 Years and Up
Children Ages 4-12

Enjoy 2.5 hour sunset dinner cruise on board Maui Princess offering topside dinner seating and stunning scenic views. Guests dine..

  • 2.5 hours of oceanfront dining, live music and dancing under the stars. Check in at 4:30 PM.
  • All upper deck table seating with waiter service and amazing sunset & outer islands views.
  • 120' Maui Princess – Lahaina’s largest, most luxurious and comfortable yacht.
  • Choice of Carved Prime Rib, Macadamia Nut Mahi, Roasted Chicken or Vegetarian entree.
  • Table-side Service
  • Includes MaiTais, cocktails, beer or wine (3)
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Kainani 43' Private Sunset Sail 3 Hour

Makai Adventures

Kainani 43' Private Sunset Sail 3 Hour

3 Hour Sunset Sail

Set sail in the calm leeward waters of Lahaina and discover the beauty of catching the wind. Relax and enjoy 360 degree views as..

  • Catch the wind in a Private Sunset Sail along the peaceful Lahaina Coast
  • 'Kainani' is a 43' sailing monohull yacht.
  • 2 cabins, 2 on-board resterooms, shaded cockpit and large swimstep
  • 3 hours
  • Late Afternoon Kaanapali Beach departure
  • 6 passenger maximum
  • Includes Guide, appetizers and beverages.
  • BYOB for those 21 yrs+ with valid ID
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