OAHU
The good sunset sailing cruises in Oahu fill up weeks ahead and the small boats go first. Below: the 6 to book early, what each includes and how they differ.
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 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 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 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 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.
