OAHU
This is the shortlist you would send a friend: 14 oahu sailing tours worth the money, each with its price, what the crew serves and the one thing to know before you pay.
Review of Moana’s Waikiki sunset cocktail sail, with practical tips on cost, timing, weather, drinks, whale sightings, and what to expect.
“Great tour! All woman crew... smooth sailing. Drinks were flowing. Remake of the titanic was comedy and the sunset was one to remember.”
Review the Waikiki Turtle Snorkel and Sail on Hawea Catamaran, with turtle sightings, costs, timing, safety tips, and honest advice.
“Awesome tour. Capt Jenna and her team Julia, Nina and Tommy did a great job of showing us where the turtles were but also keeping us safe as there were alot is boats in the area. Seeing all the turtles and flying sh and the reef was spectacular. Ended with a sail around Waikuki. Highly recommend this tour and team.”
Review of Moana’s Waikīkī turtle snorkel and sailing trip, with family tips, boat details, wildlife expectations, pricing, and booking advice.
“Nice easy time that doesn't take up too much time in your day. Seeing turtles and fish on a great boat that's not crowded at all!!!”
Review the Ko Olina catamaran sail and snorkel tour, with reef views, lunch, drinks, wildlife sightings, pricing, and practical tips.
“The staff was friendly. The boat was clean. We saw lots of fish when we snorkeled. The sandwiches were tasty. The music playlist was great!”
Review of Waikiki’s 1.5-hour sunset catamaran sail, with an open bar, Diamond Head views, barefoot boarding, pricing, tips, and drawbacks.
“I would definitely recommend thus to everyone, no matter the age! Our entire family loved it! The crew were all extremely friendly and the sunset was beautiful! Will definitely do this again the next time we come back!”
Review the Waikiki Beach Sunset Sail, with Diamond Head views, onboard drinks, lively music, practical tips, value, and booking advice.
“It was a fun trip! The staff was friendly and fun and the views were spectacular. Would definitely do again”
Review of Oahu’s West Coast dolphin watch and snorkel sail, with catamaran views, wildlife, meals, drinks, pickup, value, and practical tips.
“The boat itself was awesome. The crew (Anthony, Ian, and Matt) were so genuine and fun. We traveled with two girls (11 and 12) and they made both the adults and kids feel comfortable immediately. We saw tons of dolphins but just one turtle. Snorkeling was great and the whole adventure was so much fun for our family!”
Review of Waikiki’s 90-minute Hāwea sunset sail, with Diamond Head views, drinks, beach boarding tips, price advice, and honest drawbacks.
“We booked the sunset cruise. Cameron, Dez and Kapono all did an amazing job and cultivated a fun, lively atmosphere. My wife and I are both a little introverted and like to just be in our own little world and the crew created an atmosphere that was perfect for us. The view was beautiful and the entire experience was one of the highlights of our trip to Hawaii.”
Review of Holokai’s 3 PM Waikiki tradewind sail, with Diamond Head views, possible wildlife, drinks, practical tips, and honest value advice.
“This was nothing more than a booze cruise. The captain/driver was clearly not looking for whales. He was busy chatting. I understand that whales are fickle and that you cannot count on them. He clearly didn't care or make it look like he was trying. Don't bother with this group. They did honor the no what try again policy. Not Not Not worth the money.”
Sail from Waikiki to Turtle Canyon on a comfortable two-hour trimaran tour with snorkeling, sea turtles, fish, gear, and friendly crew.
“It was great!! Everyone is super friendly and nice and we had a great time. Saw turtles up close and the captain took us sailing and we saw whales too!!”
Review of Moana’s Waikiki Swim’n’Sail, a two-hour catamaran trip with swimming, cocktails, Diamond Head views, and friendly crew.
“I was celebrating my birthday and always wanted to do anything like this. The crew was friendly and professional. It was an awesome experience. I'll definitely do it again.”
Review of Oahu’s 90-minute Honolulu sunset sail from Kewalo Harbor, with Diamond Head views, drinks, music, tips, and honest value advice.
“This is so much fun! The crew was fun, super energetic and kept the drinks flowing NONSTOP! The catamaran was clean, big and had such great spots to sit at! Small FYI, you have to remove your shoes before you get on the boat! Nice, clean feet is a must! lol”
Review of Waikiki’s 90-minute Hāwea catamaran sail, with Diamond Head views, free drinks, friendly crew, marine life, and practical tips.
“Excellent crews and great sail. The view of Waikīkī and Diamond Head is incredibly beautiful. Highly recommended”
Review of Oahu’s 2-hour sunset catamaran sail, with drinks, shrimp cocktail, coastal views, practical tips, value, and honest drawbacks.
“We arrived on time for check-in, but only about 8 of us were there at the required time. The remaining 20+ guests arrived about 10 minutes before departure and were still accommodated, which made the start feel confusing and poorly coordinated. We didn’t expect a sunset sail with nearly 30 people, especially since there were no seats—only nets. With that many people, the boat felt overcrowded, which made the experience feel unsafe and anxiety-inducing. Communication about where to meet was also unclear from the beginning.”
Pick a rig, a coast or an afternoon.
