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Discount Hawaii Activities & Things to do



Oahu Sailing

Go sailing during your vacation on Oahu. Much more intimate than a standard dinner cruise, sailing gives you the chance to be closer to the water's surface and enjoy a fun glide across the azure blue Hawaiian waters.

Hawaii Discount offers several popular Oahu sailing tours at discounted rates. Come aboard the Makani Nui or Maitai Catamaran or enjoy a sailing adventure on Oahu's North Shore. From families or couples to singles and groups of friends, Oahu sailing tours are for everyone. Find great deals on Oahu's best sailing tours on Hawaii Discount.

Popular Oahu Sailing Tours

SAVE UP TO 10%
Holokai Adventures - Hobie Catamaran Sailing Adventure
Enjoy a breathtaking sailing adventure in Kaneohe Bay on an 18-foot Hobie Getaway Catamaran. Sailing sites include Coconut Island (made famous in the TV show Gilligan's Island), Kaneohe Sandbar, Barracuda Alley and Chinaman's Hat Island.
DURATION: 4 HOURS
from $149.00
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SAVE UP TO 13%
Makani Catamaran - Friday Night Fireworks Sail
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!
DURATION: 2.5 HOURS
from $94.43
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SAVE UP TO 13%
Makani Catamaran - Sunset Dinner Sail
View the setting sun from the Makani Catamaran in Waikiki. Sit back and relax on this luxurious sail. Includes a delicious dinner and a drink served on board!
DURATION: 2 HOURS
from $85.76
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SAVE UP TO 13%
Makani Catamaran - Afternoon Sail
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.
DURATION: 2 HOURS
from $77.10
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SAVE UP TO 6%
Maita'i Catamaran - Tradewinds Sail
Hop on board the Maita'i, a state-of-the-art catamaran for a fun sail along the Waikiki coastline.
DURATION: 1.5 HOURS
from $35.19
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SAVE UP TO 7%
Maita'i Catamaran - Sunset Mai Tai 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.
DURATION: 1.5 HOURS
from $42.25
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SAVE UP TO 7%
Maita'i Catamaran - Mahina Moonlight Sail
Shimmering water and twinkling lights make up the scenery as you glide across the deep blue sea with mahina (Hawaiian for "moon") guiding the way.
DURATION: 1.5 HOURS
from $42.25
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SAVE UP TO 6%
Port Waikiki Cruises - Waikiki Adventure Sail
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.
DURATION: 1 HOUR
from $37.00
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SAVE UP TO 8%
Hawaii Nautical - Waikiki Friday Fireworks Dinner Sail
Enjoy a relaxing barefoot sunset sail along Waikiki Beach. A gourmet dinner is included! Another highlight of the evening is the Aloha Friday fireworks show.
DURATION: 2 HOURS
from $135.00
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SAVE UP TO 8%
Hawaii Nautical - Waikiki Sunset Cocktail Sail
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.
DURATION: 1.5 HOURS
from $82.00
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SAVE UP TO 2%
North Shore Catamaran - 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.
DURATION: 2 HOURS
from $58.50
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