12 Honolulu Sailing Tours Worth Booking

1.Waikiki Beach: Turtle Snorkeling and Sailing on Hāwea

★★★★★★★★★★4.7 · 656 reviews · 2h 30m · from $84Our pick

Review of Waikiki’s Hāwea turtle snorkeling sail, with Turtle Canyon, sea life, boat details, value, tips, and who should book.

“Had a great morning on and in the water. Beautiful clean boat, staff very professional. Everything well explained and safety always was a priority. The staff respected the turtles at all times and directed passengers to allow turtles their space. Saw lots of turtles. Water was beautiful and clear and warm. Enjoyed the sail along Waikiki as well after the snorkelling. Highly recommended.”

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2.Waikiki Sunset Catamaran Sail and Swim

★★★★★★★★★★4.7 · 519 reviews · from $44

Review of Oahu's $44 Waikiki sunset catamaran sail, with ocean swimming, Diamond Head views, crew tips, value, and practical advice.

“Captain Jaime, Big Mike, and Alex did a great job on the cruise. They were fun and interactive with the group. Made it a great experience”

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3.Board from Waikiki Beach: Scenic Sunset Sail on the Hāwea

★★★★★★★★★★4.9 · 217 reviews · 1h 30m · from $68

Review of Waikiki’s 90-minute Hāwea sunset sail, with Diamond Head views, music, drinks, practical tips, and honest value advice.

“Great, friendly crew, beautiful and relaxing way to end our trip.”

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4.Best Waikiki Sunset Cruise:BYOB Sunset Sail with Swimming

★★★★★★★★★★5.0 · 191 reviews · 2 hours (approx.) · from $71Top rated

Review of Three Tiki Sailing’s Waikiki BYOB sunset cruise, with swimming, Diamond Head views, music, practical tips, value, and honest drawbacks.

“Amazing views, amazing team, highly recommend Three Tiki Sailing! We did the sunset sail during fireworks and it was great.”

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5.Board from Waikiki Beach: Friday Night Fireworks sail

★★★★★★★★★★4.8 · 70 reviews · 1 hour · from $71

Sail from Waikiki for one hour of sunset views, city lights, stars, and front-row Friday fireworks from the water.

“There are not enough words to describe the dedication and professionalism and dedication of the captain and his entire crew. They went above and beyond in ensuring my safety as I have llimited mobility and had difficulty in boarding the catamaran. Forever grateful!!”

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6.Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

★★★★★★★★★★4.5 · 68 reviews · 5 hours 30 minutes (approx.) · from $196

Bike through Tantalus, sail from Honolulu, and snorkel with turtles on this scenic five-and-a-half-hour Oahu combo tour.

“The entire experience was awesome, but the Sail & Snorkel was the best, not only did we have a great time snorkeling we got to see a whale and have dolphons swim along side us on the way back to the pier. Would definitely recommend doing this trip.”

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7.90 Minute Catamaran Sunset Sail

★★★★★★★★★★4.8 · 64 reviews · 1h 30m · from $56

Review of Honolulu’s 90-minute sunset catamaran sail from Kewalo Harbor, with skyline views, free drinks, lively music, and practical tips.

“The sunset catamaran sailing experience was absolutely brilliant. The crew were amazing and very entertaining and made sure everyone had a great time. I thoroughly recommend this to everyone.”

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8.Full Day Oahu Bike, Hike, Sail and Snorkel Combo

★★★★★★★★★★4.5 · 33 reviews · 8 hours (approx.) · from $292

Review of Oahu’s full-day bike, hike, sail, and snorkel tour, with rainforest trails, Diamond Head views, practical tips, pricing, and drawbacks.

“This is a great activity if you have the time to do it. We had a great time doing all the activities especially the cycling and the sailing, however my husband particularly liked the snorkelling as he saw the turtles which was a real treat.”

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9.Board from Waikiki Beach for our Aloha Hour Sail

★★★★★★★★★★4.4 · 15 reviews · 1h 30m · from $52

Review the 90-minute Aloha Hour Sail from Waikiki, with Diamond Head views, all-inclusive drinks, practical tips, and honest drawbacks.

“Everything was perfect- friendly service & staff! Amazing drinks & a beautiful trip! Highly recommend!!!”

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10.Sunset sailing in small intimate groups

★★★★★★★★★★5.0 · 7 reviews · 2 hours · from $103

Sail Oahu’s south shore in a six-person yacht, with Diamond Head views, snacks, sunset colors, and Captain Tony’s local stories.

“By far the best way to enjoy an Oahu sunset. Thank you Captain Tony for a wonderful experience. The whole family loved it!”

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11.BYOB Weekend Sightseeing Sail towards Diamond Head

★★★★★★★★★★3.0 · 4 reviews · 1 hour · from $23Best value

Review of the $23 BYOB sail from Prince Waikiki toward Diamond Head, with route details, value, meeting tips, safety limits, and booking advice.

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12.Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles

★★★★★★★★★★5.0 · 3 reviews · 8 hours (approx.)

Review of Oahu’s private island tour with custom sightseeing, Diamond Head sailing, Turtle Canyon snorkeling, and hotel pickup.

“Saw a lot. Learned a lot. JP was knowledgeable in so many areas - we realized he was able to answer EVERY question we had - history, fauna, how to pronounce Hawaiian words, etc. He helped us snorkel on a lovely excursion where we saw hundreds of fish and large sea turtles.”

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