Waikiki Sunset Sailing Tour: Experience Majestic Hawaiian Sunsets in a Small Group

Experience the majestic Hawaiian sunsets on our small group Waikiki Sunset Sailing Tour. Sail towards Diamond Head and enjoy the beauty of Oahu’s south shore as the sun dips below the horizon. Book now!

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • Diamond Head State Monument - Watch a spectacular sunset over the Pacific Ocean, with Waikiki and Diamond Head as an iconic backdrop to a perfect evening on a sailboat with friends and family in small groups
  • Waikiki Beach - Waikiki shoreline Leave with a newfound appreciation for the people and marine life of Hawaii, and then gaze in awe as…
What's Included
  • Carbonated beverages included
Additional Information

Our vessel, The Universe, provides the ultimate means of observing Hawaii’s spectacular sunsets, renowned far and wide. Join us to bask in the orange glow of the setting sun as you create lifelong memories with your dear ones. Why settle for a congested catamaran or speed boat when you could enjoy a more personal voyage in our exclusive 6-people…

Location
Hawaii Yacht Club
Ala Moana Boulevard
Hawaii Yacht Club ALA WAI boat harbor slip 429 it’s about 100 feet before the yacht club just follow the google map to Hawaii yacht club
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.9
(100 Ratings)
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B9964ajmichaelr
Jul 24, 2025
- Excellent experience. Captain Tony was a great host and outstanding narrator. Highly recommended. Boat was clean and in great condition.
Review provided by Tripadvisor
Tl704
Jul 16, 2025
Fantastic sailing experience with personal touch - This was a fantastic sunset sail. Way more laid back and intimate than the crowded cruises we saw. There was a max of 6 people and the other group scheduled cancelled, but Capt Tony kept the reservation and took just us 2. The slip was pretty easy to find and the boat was well maintained and comfortable. The cruise was extremely enjoyable along the Waikiki waterfront. If you’re looking for a true sailing experience with a personal touch, I would highly recommend booking with Captain Tony.
Review provided by Tripadvisor
Kate
Jul 14, 2025
Smooth sailing in Oahu - There are so many reasons to choose this charter over others, but my top two were: Captain Tony and the intimate small-group setting (no more than six guests). It’s rare to find an experience that isn’t packed with dozens of people—which can be fun, but we were looking for something more peaceful and personal. Captain Tony was incredibly professional, friendly, and clearly an expert sailor. His knowledge and laid-back vibe made our time on the water truly relaxing and memorable. We had some great conversations, and even ended up visiting a few of the spots he recommended around the island. We’re so glad we booked this sail—it was exactly what we were hoping for. We’ll definitely be back on our next trip. Mahalo, Captain Tony!
Review provided by Tripadvisor
Jessica_k
Jul 10, 2025
Amazing sunset sailboat!!! - It was really awesome to see Waikiki from the oceans perspective. And it was not on a big noisy crowded catamaran!! Very private and exclusive, Captain Tony was fantastic. Highly recommend. Kids loved it too! Take Dramamine :) we took it and had no problem!
Review provided by Viator
Sunggwea
Jun 30, 2025
Unforgettable and relaxed sunset sailing - The rhythm of the waves felt like a gentle, low-frequency massage from Mother Nature herself. It was such a relaxing trip to the beautiful Waikiki Beach. Many thanks to Captain Tony—he kindly hosted only our family of four, making the experience even more special. His warmth and generosity made the day truly unforgettable!
Review provided by Tripadvisor
Monique
Jun 27, 2025
Convenient and worth it - Private sailboat tour, easy walk from our Waikiki hotel. Quiet and relaxing with just my family. Nice captain & beautiful sunset.
Review provided by Tripadvisor
S
Jun 11, 2025
Peaceful, beautiful sail! - Nice, intimate sail with a very experienced and knowledgeable owner/captain. It’s rare to find a sailing where the captain is also the owner of the vessel.
Review provided by Tripadvisor
Tammywk3310gy
May 11, 2025
Fantastic - Tony is a fantastic captain. He has a lot of knowledge of Hawaii. This is a perfect trip for families and couples. The sunset was amazing.
Review provided by Tripadvisor
Yerson_d
May 8, 2025
A Sunset to never forget - We have such an unforgettable experience even though we booked last minute via call center with Viator We were to see the beautiful Sunset and the captain was very nice and also helped us when locating the boat since we were kind of lost at the Marina We were able to take amazing photos and play our favorites songs and playlists since this is an experience for few people onboard 🛥️
Review provided by Viator
Global522851
Apr 20, 2025
Great sunset sailing - Capt Tony was awesome, very knowledgeable and friendly! Great sunset sailing with spectacular views of diamond head and Waikiki from the water!
Review provided by Tripadvisor
From $99
up to 6 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).