Save up to 14%
Hawaii Nautical – West Oahu Signature Sunset Sail (Waianae Harbor)
Sail from Waianae Harbor aboard Ko Nau Lani on a West Oahu sunset cruise with pupus, soft drinks and adult bar drink tickets.
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Waikiki Sails and Sunset Water
Oahu Sailing
Oahu sailing puts the island on the horizon, with catamarans leaving from Waikiki, west shore sunset sails from Waianae Harbor and North Shore cruises aboard the Hoo Nanea. Pick an afternoon sail, a cocktail cruise, a Friday fireworks ride or a quiet sunset out past the beach.
About this experience
Oahu Sailing
Your Oahu Sailing Tour
Oahu sailing has a different feel than a larger cruise. The boat sits closer to the water, the breeze does more of the talking and the shoreline feels close enough to follow as Waikiki, Diamond Head or the North Shore moves beside you.
Current sailing options include Maitai Catamaran rides from Waikiki, Makani Catamaran afternoon and sunset sails, Port Waikiki Cruises, Hawaii Nautical sunset sails from Waikiki or Waianae Harbor, North Shore Catamaran rides aboard the Hoo Nanea and Star of Honolulu's Mai Tai Sunset Cocktail Cruise.
Choose by departure area, sail time, drink inclusions, sunset timing, fireworks schedule or whether you want Waikiki, West Oahu or North Shore water. Bring sun protection for daytime sails and a light layer for evening wind.
Choose your experience
Oahu Sailing
Save up to 14%
Save up to 13%
Maita’i Catamaran – Sunset Mai Tai Sail
Sail from Waikiki Beach on the Maita'i Catamaran at sunset, with ocean views and complimentary Mai Tais, beer, wine, champagne, juices and soft drinks.
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Save up to 13%
Maitai Catamaran – Afternoon Delite Sail
Sail from Waikiki Beach aboard the Maita'i Catamaran on a 1.5-hour afternoon cruise with south shore views and beverages included.
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Save up to 13%
Maitai Catamaran – Friday Night Fireworks Sail
Sail from Waikiki Beach aboard the Maita'i Catamaran for Friday night fireworks views with complimentary beverages included.
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Save up to 8%
Maitai Catamaran – Tradewinds Sail
Sail from Waikiki Beach aboard the Maita'i Catamaran on a 1.5-hour cruise with Diamond Head views and bar drinks for purchase.
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Save up to 15%
Makani Catamaran – Friday Night Fireworks Sail
Sail along Waikiki Beach aboard the Makani Catamaran for Friday night fireworks views with open bar drinks included.
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Save up to 14%
Makani Catamaran – Fun in the Sun Sail
Sail along Waikiki Beach aboard the Makani Catamaran on a 2-hour afternoon cruise with one complimentary drink included.
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Save up to 14%
Makani Catamaran – Sunset Sail
Sail along Waikiki Beach aboard the Makani Catamaran on a 2-hour sunset cruise with Honolulu and Diamond Head views.
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Save up to 8%
North Shore Catamaran – Sunset Sail
Sail along Oahu's North Shore aboard Ho'o Nanea on a 2-hour sunset cruise with snacks, refreshments and coastal views.
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Save up to 14%
Port Waikiki Cruises – Spirit of Aloha Morning Adventure Sail (Hilton Pier – Waikiki)
Sail from Hilton Pier aboard the Spirit of Aloha on a 1-hour Waikiki cruise toward Diamond Head with soft drinks included.
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Save up to 14%
Port Waikiki Cruises – Spirit of Aloha Sunset Cocktail Cruise (Hilton Pier – Waikiki)
Sail from Hilton Pier aboard the Spirit of Aloha on a Waikiki sunset cocktail cruise with pupus, soft drinks and adult bar drink tickets.
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Save up to 13%
Tradewind Charters – 50′ Motor Catamaran Wedding Package
Celebrate your wedding or vow renewal aboard a private 50-foot motor catamaran with a sunset cruise, ceremony, toast and keepsakes.
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Save up to 11%
Tradewind Charters – Sailing Yacht Wedding Packages
Say your vows at sea aboard My Sunshine with a private Waikiki sunset cruise, captain-led ceremony, toast and wedding keepsakes.
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