Oahu Sailing

Sit back and enjoy Hawaii's beauty as you experience a Hawaiian sunset. Complimentary beverages include Mai Tais, beer, wine, champagne, juices and soft drinks.

• From
  $79.00

  Now$69.00
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Hop on board the Maita'i, a state-of-the-art catamaran for a fun sail along the Waikiki coastline.

• From
  $49.00

  Now$45.00
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Enjoy a sail along Waikiki Beach after sunset, just in time for the weekly Aloha Friday fireworks show. Great photo opportunities!

• From
  $79.00

  Now$69.00
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Enjoy a sail along Oahu's North Shore aboard the Ho'o Nanea. Relax in the warm evening sun and watch the spectacular scenery as the sun sets.

• From
  $86.00

  Now$79.50
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Come aboard the Ko Nau Lani and enjoy a romantic sunset cocktail sail along Oahu's beautiful west shore. This is the perfect Oahu sunset cruise if you are staying in the Ko Olina resort area.

• From
  $114.66

  Now$102.00
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Enjoy a romantic sunset sail along the Waikiki shoreline. There is nothing like a Hawaiian sunset, and nothing beats watching one at sea. This scenic sunset sail takes you south toward Diamond Head.

• From
  $114.66

  Now$102.00
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Enjoy an afternoon sail off Waikiki Beach. Relax in the Makani Catamaran's semi-enclosed cabin or lie down on the sunbathing net and enjoy the sun.

• From
  $133.00

  Now$115.00
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View the setting sun from the Makani Catamaran in Waikiki. Sit back and relax on this fun Oahu south shore sail.

• From
  $133.00

  Now$115.00
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Enjoy a unique vantage point of the Friday night fireworks in Waikiki. Come aboard the Makani Catamaran for an evening sail along Waikiki Beach. An island-style dinner and a drink is included!

• From
  $88.00

  Now$75.00
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Come aboard the Spirit of Aloha and enjoy a sailing adventure along the Waikiki coastline. Sail toward Diamond Head and enjoy the sights of Oahu's scenic south shore along the way.

• From
  $57.80

  Now$52.00
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Come aboard with Port Waikiki Cruises on this relaxing sunset cocktail cruise. This is a barefoot sailing excursion where you will enjoy the views of the ocean, sunset, and enjoy appetizers, snacks, and assorted beverages.

• From
  $160.14

  Now$144.00
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Set sail from Waikiki Beach and enjoy beautiful coastline views of Oahu's south shore, as well as our "delite"ful friends that we often encounter, such as dolphins, turtles, flying fish and whales (seasonal) to name a few.

• From
  $79.00

  Now$69.00
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The Surf Scene Safari with North Shore Catamaran is a scenic cruise along Oahu's legendary North Shore. Sail aboard the Ho'o Nanea to see world-famous surf breaks, golden beaches, and ocean wildlife such as dolphins, sea turtles, and humpback whales in season.

• From
  $79.00

  Now$72.50
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The Mai Tai Sunset Cocktail Cruise is a laid-back evening sail aboard the Star of Honolulu, offering panoramic sunset views of Waikiki and Diamond Head. Sip a Signature Star Mai Tai, enjoy light pupu snacks, and relax on spacious open decks as the sky glows and island music sets the mood. This smooth, social cruise is a simple, memorable way to experience Oahu's golden hour.

• From

  $82.52

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