Aboard · SAILING TRIPS IN OAHU

4 Sailing Trips in Oahu Worth Booking

4 tours  ·  from $90 a head

Good sailing trips in Oahu fill up weeks ahead in season and the great ones go first. Below: the 4 to book early, what each includes and how they differ.

Oahu's Waikiki Coast: Moana’s Sunset Cocktail Sail - The sunset and the changing light
Boat Tours, Evening Experiences, Oahu Boat Tours, Sailing, Sailing Trips in Oahu, Sailing Trips in the USA, Sunset Cruises, Sunset Cruises in Oahu, Sunset Cruises in the USA, Tour Reviews, USA Boat Tours

Oahu’s Waikiki Coast: Moana’s Sunset Cocktail Sail

1.Moana’s Sunset Cocktail Sail

★★★★★★★★★★5.0 · 2,205 reviews · 2 hours (approx.) · from $89Our pick

Sail the Waikiki Coast aboard the Hawaii-built Moana Catamaran for about two hours. You’ll get a complimentary first drink from the premium bar, then pay $8 per drink. Look for Diamond Head, dolphins, and seasonal humpback whales, with crew members such as Viv helping make the evening run smoothly.

“We would definitely do this again. The crew was professional and made it a very fantastic experience.”

Check availability →Read our full review

Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed - Turtle Canyon: A Natural Cleaning Station
Boat Tours, Catamaran Cruises, Catamaran Cruises in Oahu, Lunch Experiences, Oahu Boat Tours, Sailing, Sailing Trips in Oahu, Sailing Trips in the USA, Snorkeling, Snorkeling Trips in Oahu, Snorkeling Trips in the USA, Tour Reviews, USA Boat Tours

Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed

2.Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed

★★★★★★★★★★4.5 · 2,109 reviews · 2 to 3 hours (approx.) · from $134

Sail from Kewalo Basin aboard the 40-person Honu Lani for a guided Turtle Canyon snorkel. Look for green sea turtles, reef fish, dolphins, and winter whales. The midday trip includes a deli lunch, beer, wine, and cocktails. Morning departures include unlimited soft drinks.

“The catamaran sail was very enjoyable but the snorkeling was very crowded. Lunch was simply a deli wrap.”

Check availability →Read our full review

Waikiki Turtle Snorkel and Sail on Hawea Catamaran - A simple Waikiki meeting point
Boat Tours, Catamaran Cruises, Catamaran Cruises in Oahu, Oahu Boat Tours, Sailing, Sailing Trips in Oahu, Sailing Trips in the USA, Snorkeling, Snorkeling Trips in Oahu, Snorkeling Trips in the USA, Tour Reviews, USA Boat Tours

Waikiki Turtle Snorkel and Sail on Hawea Catamaran

3.Waikiki Turtle Snorkel and Sail on Hawea Catamaran

★★★★★★★★★★5.0 · 1,655 reviews · 2 hours 30 minutes (approx.) · from $89

Meet at the Duke Paoa Kahanamoku Statue for a 2.5-hour Hawea catamaran trip to Turtle Canyon. Your crew provides gear, points out turtles, fish, octopus, and reef life, then raises the sails for a scenic ride back toward Waikiki. Swimming ability is required.

“Awesome and Safe! They were very attentive, polite, experienced and they knew how to keep everyone safe and entertained in and out of the water. 10 out of 10.”

Check availability →Read our full review

Waikiki Signature Sunset Catamaran Sail - The bento box is light, not dinner
Boat Tours, Catamaran Cruises, Catamaran Cruises in Oahu, Evening Experiences, Oahu Boat Tours, Sailing, Sailing Trips in Oahu, Sailing Trips in the USA, Sunset Cruises, Sunset Cruises in Oahu, Sunset Cruises in the USA, Tour Reviews, USA Boat Tours

Waikiki Signature Sunset Catamaran Sail

4.Waikiki Signature Sunset Catamaran Sail

★★★★★★★★★★4.5 · 890 reviews · 1 hour 30 minutes (approx.) · from $89

Board Hawaii Nautical’s 53-foot catamaran in Honolulu for a 90-minute sunset sail toward Diamond Head. You’ll receive a light bento box, two alcoholic drinks, and unlimited nonalcoholic beverages while the crew shares local wildlife tips. Pickup is available from selected Waikiki hotels for an added fare.

“Great boat; great crew; great views. Will definitely do this again. Probably will bring off-island friends, too. The lights coming up in Honolulu were spectacular.”

Check availability →Read our full review

Scroll to Top

Find your boat

Pick a river, a coast or a harbour.