Experience a Hawaii Sunset Cocktail Sail or Booze Cruise and drift away into the fading Hawaiian sun while sipping on tropical cocktails and nibbling on delicious appetizers. Then just sit back and relax as the cooling ocean breezes surround you. Claim your seats early as seats sell out quickly.
21Activities
1/2 pages
  1. Set sail on the popular Holokai Catamaran direct from Waikiki Beach. With convenient access, relax on board with a drink and let your cares fade with the sun.

    USD55.00

    Combo
    Daily
    2 hour(s) (evening)
  2. Set sail from Waikiki Beach on a laid-back cruise, with views of Waikiki, filled with cocktails, a brilliant sunset and local crew, plus Fireworks on Fridays.

    USD45.00

    Daily
    2 hour(s) (evening)
  3. Set sail from Waikiki's Hilton Pier on a coastal cruise along Waikiki and witness the stunning beauty of the perfect Hawaiian sunset aboard a luxury catamaran.

    USD82.72

    Sun, Mon, Tue, Wed, Thu, Sat
    2 hour(s) (evening)
  4. A pirate themed sunset dance cruise for adults only! Sip some grog and sail Waikiki with a crew of swashbuckling pirates and a live DJ with fireworks on Fridays!
    Pick-up Provided

    From USD64.73

    Fri, Sat
    2 - 3 hour(s) (evening)
  5. Have an evening to remember as you set out on a semi-private sunset cruise with delicious fruit and sushi, and then snorkel among the majestic giant manta rays.

    USD115.00

    Daily
    2 hour(s) (evening)
  6. Take an unforgettable cocktail and appetizer sail across the crystal clear waters of Kohala as you sip on cocktails while Big Island sun dips below the horizon.
    Pick-up Provided
    Accessible

    USD138.25

    Wed, Fri, Sat
    (afternoon, evening)
  7. Set sail into the sunset along the romantic Kaanapali coast of West Maui and enjoy a few cocktails and an intimate moment with that special someone.

    USD99.83

    Mon, Tue, Wed, Thu, Sat
    2.5 hour(s) (afternoon, evening)
  8. Set sail aboard this open-bar catamaran cruiser and chase the sun as it sinks into the distant horizon. Alii Nui is Maui at her finest!
    Pick-up Provided

    USD125.80

    16%
    OFF
    Sun, Mon, Wed, Fri
    2.5 - 5.5 hour(s) (evening)
  9. North Shore Sunset Catamaran Sailing (from Haleiwa) Oahu / Waikiki
    Instant Confirmation
    A casual BYOB (Bring-your-own-beverages) sunset sail from Oahu's North Shore, where the aloha spirit is strong, everyone is family and the sunset is extra special!

    From USD64.63

    Daily
    2.5 hour(s) (afternoon, evening)
  10. With a convenient Kaanapali departure, sip on a cocktail from the open-bar, nibble on tasty appetizers and relax as you watch the sun dip below Maui's horizon.

    From USD68.59

    Daily
    2.5 hour(s) (afternoon, evening)
  11. Watch as the sky and sea illuminate every Friday night with a glass bottom boat cruise and fireworks show. A fantastic evening with lights above and below!
    Pick-up Provided

    USD83.33

    Fri
    2 - 3.5 hour(s) (evening)
  12. Relax on a glass bottom boat over the clear waters of Hawaii as the sunset lights up the Hawaiian sky, and view the ocean below with fish, turtles and more.
    Pick-up Provided

    USD77.08

    Sun, Mon, Tue, Wed, Thu, Sat
    2 - 3 hour(s) (evening)
  13. Set sail from Lahaina along Maui's west coast, watching the sky break into an array of colors at sunset while enjoying open bar drinks or a full luau buffet.
    Special

    From USD75.88

    Sun, Mon, Tue, Wed, Thu, Fri
    2.5 - 3 hour(s) (afternoon, evening)
  14. The Leila, a 50' authentic sailing catamaran, is waiting to spirit you off to the Poipu Coast, where you can watch the sun fade over the rim of a mai tai glass.
    Meal Provided

    From USD74.67

    18%
    OFF
    Wed, Fri
    2.5 hour(s) (afternoon)
  15. Experience 5-star service on this luxury sunset sail featuring the beautiful and unique west Oahu coast and sunset! Free pick-up from from Ko Olina hotels.
    Pick-up Provided

    USD85.88

    Weekday
    (evening)
  16. Enjoy an unforgettable sail along the beautiful Garden Isle coastline with Captain Andy and enjoy tropical cocktails as the sun dips below the Pacific Ocean.

    USD73.60

    13%
    OFF
    Daily
    2.5 hour(s) (afternoon, evening)
  17. Sail along the Waikiki Coastline and enjoy the brilliant colors of a Hawaiian sunset and scenic city views on this elegant sailing catamaran!
    Pick-up Provided

    USD85.88

    Combo
    Sun, Mon, Tue, Wed, Thu, Sat
    2 - 3 hour(s) (evening)
  18. Catch a magnificent show put on by Humpback Whales on a morning or sunset whale watching adventure catamaran sail from Kaanapali Beach.

    From USD64.30

    Daily
    2.5 hour(s) (morning, afternoon)
  19. The hottest nightlife on Maui can be found out at sea. Board the Alii Nui catamaran, where the drinks flow, the music pulses and everyone is out to have fun.
    Pick-up Provided

    USD99.00

    Wed, Fri
    2.5 - 3.5 hour(s) (evening)
  20. Get ready for a relaxing sunset sail with Holo Holo Charters along Kauai's breathtaking Na Pali Coast with refreshing cocktails and delicious appetizers.
    Meal Provided

    USD137.60

    Combo
    Daily
    3.5 hour(s) (afternoon)