1.5 Hour Tradewind Sail in Waikiki

Glide along Oahu's coast on a breezy afternoon sail for panoramic views of Diamond Head, Waikiki beaches, and distant Molokai.

From$50/ person

Duration

1.5 hours

Highlights

Set sail on a 1.5-hour afternoon cruise that rides the reliable trade winds along Oahu's south shore. Enjoy sweeping ocean views of Diamond Head, Waikiki, and, on clear days, Molokai.

Follow steady northeast trade winds for a smooth, scenic ride
Capture photos of Waikiki Natatorium and Diamond Head Lighthouse
Admire rugged coastlines at Black Point, Koko Head and Koko Crater
Relax on deck while the crew handles the sails and navigation
Spot Molokai 40 miles away when visibility is clear

Cancellation policy

Cancel at least 24 hours in advance for parties of 8 or fewer and 48 hours for parties of 9 or more to receive a full refund. Bookings made within 24 hours of the sail are non-refundable. No-shows are non-refundable. If the operator cancels due to weather or unforeseen circumstances, you may reschedule or receive a full refund.

Meeting location

2169 Kālia Road Honolulu, HI 96815

Experience provided by Holokai Catamaran

Handpicked for you, so you can book with confidence

Best local prices
Flexible cancellation
Private and secure

Each booking directly supports small businesses in our community.

1.5 Hour Tradewind Sail in Waikiki

Glide along Oahu's coast on a breezy afternoon sail for panoramic views of Diamond Head, Waikiki beaches, and distant Molokai.

From$50/ person

Duration

1.5 hours

Highlights

Set sail on a 1.5-hour afternoon cruise that rides the reliable trade winds along Oahu's south shore. Enjoy sweeping ocean views of Diamond Head, Waikiki, and, on clear days, Molokai.

Follow steady northeast trade winds for a smooth, scenic ride
Capture photos of Waikiki Natatorium and Diamond Head Lighthouse
Admire rugged coastlines at Black Point, Koko Head and Koko Crater
Relax on deck while the crew handles the sails and navigation
Spot Molokai 40 miles away when visibility is clear

Cancellation policy

Review summary

4.9

Excellent

638 reviewsGoogle Maps

The crew consistently stands out here as genuinely friendly, professional, and fun. Captain Ryan, Cole, and Kevin get specific shoutouts for making trips memorable with their relaxed, hilarious energy. People love the open bar with good drink selections, the clean and newer boat, and the chill music vibe. The sunset and Friday fireworks cruises are particular favorites, with many saying the 1.5-hour duration feels just right. One honest note: Turtle Canyon can get crowded with multiple tour boats sharing the same snorkeling spot, which some found chaotic rather than peaceful. If you've done catamaran tours in quieter locations, this may feel more mass-tourism oriented. That said, guests still spot plenty of turtles (up to seven at once), dolphins, and colorful fish. A few mention rougher waters on the way out, so seasickness-prone visitors might want to take precautions. Overall, this is a solid, well-run operation with a crew that genuinely makes the experience special.

What people are saying

Great staff, beautiful day, saw lots of turtles; up to 7 at once. Catamaran cruise was a fun way to see the Waikiki shoreline, saw some dolphins as well. Lots of different fish, the only bummer was it got pretty crowded with other tours being around. Our tour only had 8 people it was great we had lots of space on our boat