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Tradewind Charters

4.7 • 160 reviews

Tradewind Charters creates relaxed, memorable private sailing experiences on the waters of Oahu. Led by Captain Ken, who brings more than 25 years of local sailing experience, the team is known for warm hospitality, attentive serv...

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Tradewind Charters

4.7 • 160 reviews

Honolulu, HI

Book Tradewind Charters

Honolulu Proposal Cruise

Set the scene for your proposal with roses and champagne on a private sail

From$1,242

Waikiki Friday Fireworks Sailing Charter

Private Friday-night sail with sunset, city lights, and Waikiki fireworks views

From$1,312

Friday Fireworks Cruise in Waikiki

Private catamaran views of Waikiki’s Friday fireworks

From$2,075

Honolulu Private Snorkeling Charter

Cruise Waikiki waters with snorkeling gear, expert instruction, and space to relax

From$2,082

Honolulu Snorkel Sailing Charter

Private catamaran sailing with reef snorkeling off Waikiki

From$1,381

Waikiki Friday Night Fireworks Cruise

Watch Waikiki fireworks from a private catamaran at sea

From$3,124

Reef Fishing & Snorkeling Charter in Honolulu

Cast, snorkel, and swim from a private power catamaran off Honolulu

From$3,401

Private Reef Fishing & Snorkeling Charter in Honolulu

Catch-and-release reef fishing with snorkeling and swimming

From$1,659

Review summary

4.7

Excellent

160 reviewsGoogle Maps

Captain Mikey and his crew consistently earn praise for creating memorable experiences on the water. Guests mention the spacious, well-maintained boats and the crew's genuine hospitality that makes everyone feel welcome. The snorkeling trips seem particularly popular, with multiple people raving about encounters with sea turtles and even large pods of dolphins. Several reviews highlight the Friday night fireworks cruises as a fantastic way to see Honolulu from the water. What really stands out is how the team handles special occasions with care and professionalism. From engagements to a deeply moving memorial ceremony, Captain Mike and crew bring thoughtfulness to meaningful moments. People who've done multiple boat tours in Hawaii say this ranks among their best experiences. The combination of local knowledge, genuine warmth, and attention to detail keeps impressing visitors, making this a solid choice for anyone looking for a charter experience in Honolulu.

What people are saying

We had a fantastic ride today on the SeaScape for our family of 9! Gehrig and Wes took us to a great snorkeling spot where we saw tons of sea turtles that came up near us. And on the way back there was a pod of dolphins with babies that swam alongside! The boat was clean and comfy and it was a fantastic ride. Highly recommend doing this, especially if you have a larger party.