Under sail · HONOLULU SAILING TOURS

Where to Sail in Honolulu: 4 Top Trips

4 sailing trips  ·  seats from $44 each

The coast of Honolulu from the water: 4 sailing trips with their prices, how long each is out and what is served on deck.

Waikiki Beach: Turtle Snorkeling and Sailing on Hāwea - Meeting Hāwea behind the Duke Kahanamoku Statue
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Waikiki Beach: Turtle Snorkeling and Sailing on Hāwea

1.Waikiki Beach: Turtle Snorkeling and Sailing on Hāwea

★★★★★★★★★★4.7 · 656 reviews · 2h 30m · from $84Top of the fleet

Spend 2.5 hours aboard Hāwea, a hand-built 50-foot catamaran, snorkeling at Turtle Canyon with green sea turtles and reef fish. The crew provides gear, safety guidance, and float belts, followed by a sail along Waikiki. Morning departures include cold brew from ARVO Café and Anahola Granola bars.

“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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Oahu: Waikiki Sunset Catamaran Sail and Swim - The swim stop in open Pacific water
Catamaran Sailing Trips, Catamaran Sailing Trips in the USA, Honolulu Sailing Tours, Sailing Tours, Sailing Trips with a Swim Stop, Sunset Sailing Cruises, Sunset Sailing Cruises in the USA, Tour Reviews, USA Sailing Tours

Oahu: Waikiki Sunset Catamaran Sail and Swim

2.Oahu: Waikiki Sunset Catamaran Sail and Swim

★★★★★★★★★★4.7 · 519 reviews · from $44Lowest fare aboard

Join Pink Sails Waikiki for a two-hour sunset catamaran trip from Waikiki. You can swim in the Pacific before sunset, then watch Diamond Head and Waikiki’s lights glow from the water. English-speaking crew members such as Jamie, Alex, John, and Morgan have helped with photos, drinks, and swim support, though boats and crew can change.

“Incredible crew from the captain to Alex and John were all friendly and entertaining. Lovely sunset”

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Board from Waikiki Beach: Scenic Sunset Sail on the Hāwea - What the 90-minute sail feels like
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Board from Waikiki Beach: Scenic Sunset Sail on the Hāwea

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

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

Board the hand-built 50-foot Hāwea near the Duke Kahanamoku Statue for a 90-minute sunset sail along Waikiki. Expect Diamond Head views, onboard music, nonalcoholic drinks, and a cash bar with cocktails, beer, wine, and seltzers. Hawea Premium adds all-inclusive cocktails. Arrive 30 minutes early.

“The activity was incredible! The sunset was so beautiful and the water was peaceful and a perfect evening for sailing. All 3 crew members were extremely professional and made the cruise the best experience possible for everyone on board! Highly recommend!”

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Best Waikiki Sunset Cruise:BYOB Sunset Sail with Swimming - Sailing past Diamond Head
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Best Waikiki Sunset Cruise:BYOB Sunset Sail with Swimming

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

★★★★★★★★★★5.0 · 191 reviews · 2 hours (approx.) · from $71Best loved

Spend about two hours sailing from Honolulu past Diamond Head, the Royal Hawaiian Hotel, and Magic Island, with a swim stop off Waikiki before sunset. Three Tiki Sailing keeps the boat relaxed and BYOB, so bring drinks, cups, ice, snacks, and your own towel. Music plays onboard, and the crew handles the sailing and safety.

“This is relaxing, amazing staff, great views and easily accessible. You cannot go wrong with an amazing staff while watching a gorgeous sunset”

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Other ways to get on the water

Sunset Sailing CruisesCatamaran Sailing TripsSailing and Snorkeling TripsPrivate Sailing ChartersIsland Hopping Sailing TripsTall Ship and Schooner Sailing
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