Oahu · OAHU SAILING TOURS

Oahu Sailing Tours: The 15 Best Catamaran Days

62 tours  ·  from $23 a head

Most Oahu catamarans push off the sand at Waikiki itself, which makes them the easiest boat on the island to catch. These 15 are priced and compared on swim time, drinks and how crowded the deck gets.

Oahu's Waikiki Coast: Moana’s Sunset Cocktail Sail - Waikiki’s shore, seen from the deck
Cruises & Boat Tours, Evening Experiences, Honolulu Sunset Cruises, Oahu Sailing Tours, Tour Reviews, Tours in Oahu

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

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

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

Set sail from Kewalo Basin Harbor for a two-hour barefoot catamaran cruise along Waikiki and past Diamond Head. The crew serves one complimentary premium drink, with additional drinks at $8 each. From November to May, you may spot humpback whales; dolphins are also possible. The boat returns to the harbor.

“Do not book this trip thru Viator. Cost less booking on your own. And DO NOT upgrade to VIP tix. A complete waste of money. All you get is on boarding first. But I am giving this cruise a 5 Star rating b/c the crew was outstanding! Very attentive and friendly. We saw whales which was a big plus since there were clouds and no sun this evening. Very relaxing and great views of Diamondhead and the coast line of Waikiki.”

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Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed - What Turtle Canyon is, and what to expect there
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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 to Turtle Canyon aboard the Honu Lani, then snorkel with a guide among green sea turtles and reef fish. The midday trip includes a deli-style lunch and complimentary drinks. Crew members named on this tour include Chris, Natalie, Greta, Joey, Whitney, and JoJo, though your crew may differ.

“The catamaran was beautiful, the staff was very friendly, accommodating, very knowledgeable and did everything they could to make sure we saw turtles!”

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Waikiki Turtle Snorkel and Sail on Hawea Catamaran - Getting ready for the water
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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

Sail from Waikiki to Turtle Canyon aboard the Hawea catamaran for a 2.5-hour snorkeling trip. The crew supplies gear and guides you to the reef, where you may see green sea turtles, tropical fish, and other marine life. After snorkeling, sail back along Oahu’s coast. Tours run in the morning or afternoon, with drinks and snacks included.

“The crew of Hawea was very friendly and knowledgeable. We saw whales for the first time today as well as dolphins and sea turtles. Love the fact that pickup is on fhe beach and happened to be directly across from my hotel. I would definitely book again!”

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Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed - What the Crew Adds in the Water
Cruises & Boat Tours, Oahu Sailing Tours, Oahu Snorkeling Tours, Oahu Turtle Tours, Tour Reviews, Tours, Tours in Oahu

Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed

4.Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed

★★★★★★★★★★5.0 · 1,420 reviews · 2 hours (approx.) · from $49

Sail from Honolulu to Turtle Canyon Reef for a two-hour catamaran outing with snorkel gear and refreshments included. The crew guides you in the water, helps you spot Hawaiian green sea turtles and fish, and may look for dolphins or whales on the way back. Captain Krash, guides Lucy and Shannon, and the dog Sushi have all been part of trips, though the crew can vary.

“Great tour for the price! You got to get out on the water for a couple of hours and see Lots of turtles. The had free snacks and drinks available as well. The snorkel was also a guided tour as the 2 girls that snorkeled with us to show us the turtles were very knowledgeable”

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Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure - Snorkeling at Turtle Canyon
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Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

5.Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

★★★★★★★★★★4.5 · 936 reviews · 2 hours 30 minutes (approx.) · from $76

Sail from Kewalo Basin Harbor to Turtle Canyon on a 2.5-hour Moana catamaran trip. Snorkel with provided gear while lifeguards keep watch, then relax on the ride back with a complimentary first drink. Morning departures are available, and crews have included Jenna, Ethan, Bella, Sophia, Kyle, and Bridget.

“The experience was exceptionally well organized and truly enjoyable! It was our first time snorkeling, and we absolutely loved it. Watching turtles and the variety of colorful fish was an extraordinary highlight that made the trip unforgettable.”

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Waikiki Signature Sunset Catamaran Sail - Turning at Diamond Head for the sunset
Cruises & Boat Tours, Evening Experiences, Honolulu Sunset Cruises, Oahu Sailing Tours, Tour Reviews, Tours in Oahu

Waikiki Signature Sunset Catamaran Sail

6.Waikiki Signature Sunset Catamaran Sail

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

Cruise from Honolulu toward Diamond Head aboard a 53-foot catamaran, then pause for sunset views and a look for turtles, dolphins, or seasonal humpback whales. You get a light appetizer box, two alcoholic drinks, and unlimited nonalcoholic beverages. Crews have included Chris, Phil, Keoni, and Andrea, though staff can vary.

“Awesome time tonight with the captain and crew. Great sunset and great drinks. We lucked out with only 8 passengers tonight, so we got a lot of attention (thankfully, the off season)!”

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Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB - From Ala Moana Harbor toward Diamond Head
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Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB

7.Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB

★★★★★★★★★★5.0 · 836 reviews · 2 hours (approx.) · from $44

Board a 40-foot catamaran near Ala Moana Harbor for a two-hour evening sail past Diamond Head and Waikiki. Expect light appetizers, refreshments, and BYOB for adults 21 and over. Captains and crew members such as Krash, Shannon, and Lucy have been praised for a relaxed, attentive style. Wildlife and fireworks are possible, but never guaranteed.

“The sunset cruise was well worth it. Captain Krash did a wonderful job navigating and narrating along the way, and Holly was on top of her game, making sure everyone had a great time.”

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Luxury Catamaran Cruise from Oahu - The Kewalo Basin departure and coastal route
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Luxury Catamaran Cruise from Oahu

8.Luxury Catamaran Cruise from Oahu

★★★★★★★★★★4.5 · 682 reviews · 2 hours (approx.)

Board the Makani Catamaran at Kewalo Basin for a roughly two-hour sail along Oahu’s coast. Choose an afternoon trip or a sunset departure, watch for dolphins and sea turtles, and look for humpback whales in season. Sunset cruises include an island-style buffet and one complimentary beverage; other drinks are available for purchase.

“This was my favorite excursion! There were drinks at the bar, and once the sails were up we whipped through the water, and the large swells made it an exciting ride! My kids really enjoyed it too!”

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Waikiki Beach: Turtle Snorkeling and Sailing on Hāwea - Turtle Canyon: the reason to bring a swimsuit
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Waikiki Beach: Turtle Snorkeling and Sailing on Hāwea

9.Waikiki Beach: Turtle Snorkeling and Sailing on Hāwea

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

Sail from Waikiki on Hāwea, a hand-built 50-foot catamaran, to snorkel at Turtle Canyon among reef fish and, if conditions cooperate, green sea turtles. The 150-minute trip includes mask, snorkel, fins, and a flotation belt, followed by a coastal sail. Morning departures at 8:30 AM and 11:45 AM include cold brew and granola.

“Very nice ! The crew make my family felt super safe . We got to watch turtles and had a great time”

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Waikiki Deluxe Catamaran Whale Watch - The ride, the views, and the bar
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Waikiki Deluxe Catamaran Whale Watch

10.Waikiki Deluxe Catamaran Whale Watch

★★★★★★★★★★4.5 · 638 reviews · 2 hours (approx.) · from $89

Cruise from Kewalo Basin toward Waikiki aboard a catamaran or monohull, watching for humpbacks, tail slaps, and breaches. The crew shares whale migration facts, and a full premium bar serves tropical cocktails, beer, wine, soda, and juice. Bring your own food or have the onboard snacks. If no whales appear, you can take a return trip.

“We had a wonderful time spotting multiple whales. The crew was super friendly and shared their knowledge of the ocean and whale activity. Would definitely recommend this adventure individually or as a group.”

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Ko Olina Catamaran Sail and Snorkel with Lunch - A short sail along the west coast
Cruises & Boat Tours, Ko Olina Tours, Lunch Experiences, Oahu Sailing Tours, Oahu Snorkeling Tours, Tour Reviews, Tours in Oahu

Ko Olina Catamaran Sail and Snorkel with Lunch

11.Ko Olina Catamaran Sail and Snorkel with Lunch

★★★★★★★★★★5.0 · 630 reviews · 3 hours (approx.) · from $195

Cruise the Ko Olina coast aboard a 53-foot catamaran, then snorkel among tropical fish, with dolphins or whales possible along the way. Your three-hour trip includes gear, a turkey or vegetarian sandwich, and three complimentary cocktails for adults 21 and over. Meet at Ko Olina Marina or arrange select-location pickup, including a Waikiki upgrade.

“Our family of 5 had the BEST time! The snorkel location was great..lot of fish to feed. The staff was friendly and helpful, and kept the drinks flowing! The boat was awesome...I loved that we could lay out on the upper deck and there was also shade for anyone wanting to stay out of the sun. Todd even let me steer for a bit..10 out of 10!!!!”

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Waikiki: Friday Night Fireworks Catamaran Cruise - The fireworks, and how to set your expectations
Cruises & Boat Tours, Evening Experiences, Oahu Sailing Tours, Tour Reviews, Tours in Oahu, Waikiki Fireworks Cruises

Waikiki: Friday Night Fireworks Catamaran Cruise

12.Friday Night Fireworks Catamaran Cruise

★★★★★★★★★★4.5 · 610 reviews · 1 hour 45 minutes (approx.) · from $67

Board Pink Sails Waikiki at Ala Wai Yacht Harbor for a 1-hour-45-minute Friday evening catamaran cruise along the Waikiki coast. Take in Diamond Head and city views, then watch the Hilton Hawaiian Village fireworks from offshore. Music and a cash bar are part of the outing; complimentary snacks are advertised, though availability may vary.

“OMG! This was the most exciting adventure! It was more like a party sailboat! The crew was so engaging and the fireworks were absolutely amazing! This is a MUST do!”

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Waikiki Sunset Cocktail Sail with Open Bar - What 90 minutes on the water feels like
Cruises & Boat Tours, Drinking Tours, Evening Experiences, Honolulu Sunset Cruises, Oahu Sailing Tours, Tour Reviews, Tours in Oahu

Waikiki Sunset Cocktail Sail with Open Bar

13.Waikiki Sunset Cocktail Sail with Open Bar

★★★★★★★★★★4.5 · 554 reviews · 1 hour 30 minutes (approx.) · from $84

Set sail from Waikiki aboard Holokai Catamaran for a 90-minute sunset cruise with an open bar, including wine, champagne, beer, nonalcoholic drinks, and the signature Holokai Hooch. Expect barefoot boarding through shallow water, city and Diamond Head views, and a sociable shared-boat atmosphere. Friday departures are for ages 21 and up.

“We had the best time on this beautiful cruise! Chase was an amazing bartender, the views were stunning, the music was great- highly recommend!”

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Oahu: Waikiki Sunset Catamaran Sail and Swim - Diamond Head from the water
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Oahu: Waikiki Sunset Catamaran Sail and Swim

14.Waikiki Sunset Catamaran Sail and Swim

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

Pink Sails Waikiki runs a two-hour evening sail from the Waikiki waterfront, with sunset views of Diamond Head and time for an ocean swim when conditions allow. The crew speaks English and has included Jamie, Alex, John, and Tyler on past trips, though crew assignments vary. Boat type may also change with availability and conditions.

“Great price, good jokes, fun swimming, great guides and sunset was amazing. Definitely will do it again.”

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Waikiki Beach Sunset Sail - What the onboard mood is really like
Cruises & Boat Tours, Evening Experiences, Honolulu Sunset Cruises, Oahu Sailing Tours, Tour Reviews, Tours in Oahu

Waikiki Beach Sunset Sail

15.Waikiki Beach Sunset Sail

★★★★★★★★★★5.0 · 378 reviews · 1 hour 30 minutes (approx.) · from $70

Board the Ke Kai catamaran on Waikiki Beach for a roughly 90-minute sail through Mamala Bay, with views of Diamond Head and Oahu’s south shore. Soft drinks and alcoholic beverages are included, and crew members such as Kyle, Johnny, Justin, and Aiden have helped make the trip lively. Expect music, open-air seating, and a chance of getting splashed near the bow.

“What can I say? This boat ride was EVERYTHING and more! Kyle, Johnny, and Justin made sure everyone felt welcomed and included throughout the whole time. I beat cancer last year, and for them to go above and beyond to make me feel special was life-changing. Justin driving the boat was phenomenal! Don’t waste anytime just BOOK!”

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New in Oahu Sailing Tours

★ 5.0Private Catamaran Sunset Sail in Waikiki10 reviews
★ 5.0Private Catamaran Charter in Waikiki (1-6 Guests)21 reviews
★ 5.0Polynesian Canoe Morning Sail18 reviews
★ 5.0Polynesian Canoe Day Sail29 reviews
★ 5.0Polynesian Canoe Sunset Sail126 reviews
★ 5.0Oahu Small Group Snorkel Tour with Yacht CruiseFrom $33869 reviews
★ 5.02-Hour Oahu Sunset Catamaran SailFrom $130122 reviews
★ 5.0Private Snorkel Trip from Oahu on a Yacht25 reviews
★ 5.0Small Group Yacht Sunset Cruise from OahuFrom $235137 reviews
★ 4.5Waikiki Fireworks Dinner Cruise: Sail & Sparkle on Friday NightsFrom $13947 reviews
★ 5.0Board from Waikiki Beach for Aloha Hour Sail on Hāwea CatamaranFrom $55134 reviews
★ 5.02hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People14 reviews
★ 4.5Diamond Head Sunset Sail15 reviews
★ 5.0Private 90-Minute Sunset Sail Charter (Kewalo Harbor)4 reviews
★ 5.0Board from Waikiki Beach for Friday Night Fireworks Sail on HāweaFrom $7139 reviews

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