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Discount Hawaii Activities & Tours Make Your Vacation Extraordinary

Oahu Sailing

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oahu sailing tours hawaii nautical

Maitai Catamaran - Sunset Mai Tai Sail

Maitai Catamaran Sunset Sail

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.

hourglass_top 1.5 to 2 hours

Maitai Catamaran - Tradewinds Sail

maintai tradewind sail

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

hourglass_top 1.5 hours

Maitai Catamaran - Friday Night Fireworks Sail

maitai fireworks sail

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

hourglass_top 1.5 hours

North Shore Catamaran - Sunset Sail

northshore catamaran summer sunset sail

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.

hourglass_top 2 hours

Hawaii Nautical - Waikiki Sunset Cocktail Sail

Sunset Cocktail Cruise

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.

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Makani Catamaran - Fun in the Sun Sail

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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.

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Makani Catamaran - Sunset Sail

Makani Catamaran - Sunset Sail

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

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Makani Catamaran - Friday Night Fireworks Sail

Aloha Friday Fireworks

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!

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Port Waikiki Cruises - Hilton Adventure Sail

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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.

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Maitai Catamaran - Afternoon Delite Sail

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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.

hourglass_top 1.5 hours

Hawaii Nautical - Waikiki Panorama Sail

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Come aboard the Honu Lani, a beautiful 65-foot sailing catamaran, and enjoy a scenic cruise along the Waikiki coastline. Departing from Kewalo Basin Harbor, just 5-10 minutes from Waikiki, you'll also get to see the Ala Moana shoreline with its scenic beach park as well.

hourglass_top 1.5 hours

Ocean and You - Waikiki Sunset Cruise with Live DJ

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Come aboard our all-new 2020 luxury powerboat for a sunset cruise along the Waikiki coastline. Take in the beautiful city views from the ocean and the glow of Diamond Head at the golden hour.

hourglass_top 2 hours