What to Expect

Kick back, relax and take in the stunning views of paradise. Oahu’s sailing tours allow you the freedom to move through the water at phenomenal speeds while getting close glimpses of marine life. Watch for manta rays underwater or schools of dolphins playfully chasing one another. Bask in the sun and embrace your remote surroundings. Amid miles of crystal clear, turquoise water, you’ll suddenly have a new perspective of Waikiki Beach, Diamond Head and many more captivating sights.

Tradewind Charters

We offer private day and evening cruises and can accommodate parties of 2–75. Captain Ken Middleton, a self-proclaimed “sailing refugee from the mainland,” will work with you to create an unforgettable experience....


Royal Hawaiian Catamaran

Ride with style and grace aboard the luxury catamaran Royal Hawaiian. Oahu-bred Captain Kelly Faulkner promises to show you the true meaning of aloha....


Makani Catamaran

Unlike any other charter boat on Oahu, Makani offers the exhilaration of Grand Prix speed sailing with the extravagance of a five-star hotel....


Honolulu Sailing Co.

Our wide selection of yachts gives our customers virtually unlimited potential for special events. Need room for two or 200 people? We’ll take care of you....


Holokai Catamaran

Get soaking wet on the nets or kick back and relax on our comfortable main deck seating and watch everyone else get soaking wet. Snorkel with an abundance of giant green sea turtles and a variety of ocean critters or drink like pirates as y...


Hawaii Nautical

One of Hawaii’s largest ocean activity providers, we provide unbeatable guarantees. If you don’t see dolphins and sea turtles on our tours, come again FREE....