Oahu · SAILING
27 reviewed
Below are the 15 best sailing cruises on Oahu right now: what each one costs, how long it runs, and which kind of traveller it suits. Start at number one; it is there for a reason.
Waikiki catamaran snorkel to Turtle Canyon with turtle sightings guaranteed, plus lunch and drinks on the midday sail.
“Lovely, fun, safe, just wow, fish, turtles, drinks, views, awesome, gorgeous, Chris, Gretchen, and Natalie.”
Sail to Turtle Canyon from Waikiki for a 2.5-hour snorkel with green sea turtles, fish, snacks, and a relaxed catamaran return.
“Great fun. The crew was awesome. Friendly, attentive. Saw three turtles. The boat was great. Family had a great time.”
Oahu catamaran snorkel from Waikiki to Turtle Canyon Reef. Premium gear, snacks, and a 100% turtle sighting guarantee in 2 hours.
“You’re literally out in the ocean !!! Saw tons of turtles it was awesome 🐢🌴🌈❤️ not for the float and see though lol you def gotta swim!”
Catamaran turtle snorkel off Waikiki to Turtle Canyon with gear, lifeguard, turtles, and drinks. Family-friendly 2.5-hour tour for $76.49.
“The crew was really accommodating and the boat spacious with a small number of guests. We were able to see turtles and fish and lucked out and saw a monk seal. Also had several dolphins ride the boats bow wake for several minutes. Spectacular!”
Glide from Waikiki to Diamond Head on a 53-foot catamaran for the best kind of sunset: bento bites, two drinks, and lots of ocean time.
“Did the sunset catamaran cruise. Gorgeous boat, clean, comfortable and attentive crew. Boxes charcuterie and free drinks. Loved the experience, would highly recommend”
Waikiki sunset cruise on a 40-foot catamaran with Diamond Head views, complimentary pupus, and BYOB options in a small group.
“Captain Carlos and Lucy were outstanding. The cruise was gorgeous. I would highly recommend. Captain Carlos is one of the only Captains that uses his sail not just the motor.”
Fast 2-hour luxury catamaran from Waikiki with dolphins, turtles, and seasonal whales plus sunset food and Friday fireworks options.
“We thought this was a sunset dinner cruise Only one table to sit. No narration of the area, just loud music. Did not care for the food either. The restrooms. Don't use them unless it is absolutely necessary. If you are over 55, think again before going.”
A 2-hour Waikiki catamaran whale watch from Kewalo Basin with expert narration, snacks, and a full bar, plus a re-ride if no whales.
“The crew were super nice and competent. The cruise was super fun. They gave us vouchers since we didn’t see any humpbacks during the time out. Would absolutely do again, whales or not.”
Sail a 53-foot catamaran from Ko Olina, snorkel with provided gear, and enjoy lunch plus cocktails for a comfortable 3-hour Oahu outing.
“Wonderful activity. Captain and crew were super warm and welcoming, professional and knowledgeable. We had all ages on the boat and everyone seemed to have a great time. We did this same excursion 3 years ago and we all agreed it was worth a repeat.”
Friday night catamaran cruise from Waikiki with a front-row view of the Hilton fireworks, Diamond Head scenery, and upbeat crew.
“Boat crew was great! Very helpful and gave great information. Boat ride got a little bumpy and the crew was great about giving information to make you feel comfortable. Fireworks show was very underwhelming and disappointing.”
Waikiki sunset on a stable catamaran with a full premium bar, light snacks, and views of Diamond Head and Honolulu.
“Very good, everything I expected. Drinks flowed well. Good box meal. Very nice staff onboard. Clean vessel. The captain was informative and took time to ensure we saw the sunset.”
Swim with wild dolphins and snorkel at Makaha on Oahu. Lunch, snorkeling gear, a 21-ft waterslide, and more are included.
“The crew was fantastic from the moment the bus picked us up from our hotel to the moment they dropped us off. Our whole family had a blast. This was an experience we'll remember for a lifetime.”
Cruise Waikiki on a luxury catamaran for 3 hours, snorkel for sea turtles, then try SUP, kayak, sea scooters, and more.
“I thought the whole crew did an amazing job. They were detailed oriented and had safety in mind first which was great for this trip as we were on our honeymoon. Dustan Brewer happened to be a crew member who just so happened to go to school at Blue Springs south which I worked at back in Kansas City. He did a great job at communicating with us throughout our trip. Thank you!”
Private 2-hour catamaran to Diamond Head and offshore Waikiki with snorkeling gear, wildlife sightings, and a BYOB cooler setup.
“Fantastic time. Great crew. Very knowledgeable. Went to a great spot to see turtles and other wildlife. Very pleasant and relaxing. Next time we are going to book for a longer time on water.”
BYOB Hokulani trimaran sunset sail from Waikiki with a swim, snorkeling gear, and Diamond Head views, in about 2 hours.
“Beautiful sunset cruise on a very roomy & stable boat. Captain & crew were fun! Go on Friday evening for the HV fireworks…. Highly recommend!”
