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
Waikiki Sailing Tours
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
(92 Ratings)
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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
371chanelk
Mar 26, 2025
Intimate Cruise on a Classic Sailing Vessel - Thank you so much Capt Tony! My cousin and I were looking for an on-the-water experience during our stay in Oahu. As a sailor hobbyist, I was more interested in getting to experience the sailing aspect of a sunset cruise than just a commercial catamaran being pushed out by the local companies with crowds of tourists. I am SO glad I happened upon Tony's excursion. He has a beautiful 45' monohull in which he's put a lot of love in repairing and sailing around Hawaii. He was a great host and there were only 4 guests aboard so it was exactly the level of intimate I was looking for! The winds were up earlier in the day and I was concerned our excursion getting cancelled but he responded quickly to texts and assured us of the time, location (with photos) and confirmation it would be great. He was absolutely right! We had a great sunset, beautiful sailing winds and nice easy water, and we even saw dolphins and whales. Capt Tony is a 'relaxed' captain, really demonstrating the sailor lifestyle through his stories, but also exercises textbook safety protocol. He isn't overly chatty or "professional" but just a down to earth guy you want to hang out with for a few hours and ask a bunch of questions about his experience. We are so thankful for the sunset cruise experience we had - and absolutely would recommend going with a local sailor (of course Capt Tony is our top recommendation) if you are looking for the sunset and water experience.
Review provided by Tripadvisor
Angela_m
Mar 17, 2025
Relaxing sunset cruise - Captain Tony was communicative before we arrived, giving us great parking information and clear directions to find his sailboat. We left right on time, and he got us under sail as quickly as possible. He shared lots of interesting points about the area, and gave us time just to chill and enjoy the peaceful time on the water. We would 100% book with Captain Tony again!
Review provided by Viator
Bob_m
Mar 15, 2025
Highly Enjoyable. - Great evening cruse. Highly enjoyable, a very nice way to spend a few hours before dinner. Thank you Capt Tony.
Review provided by Viator
Elizabeth_c
Mar 13, 2025
Perfect Sunset experience - This sunset boat ride was a top highlight of our trip. Captain Tony is very nice and makes sure to include and talk to everyone. Tony made the ride special by taking pictures for everyone at the perfect time and angle for sunset. If you’re looking for a more intimate sunset boat experience instead of being crammed on a boat with 60 other people, then this is the experience to book. You may sit on seats on the back of the boat, inside, or at the front and each provide great views of Waikiki beach & the sunset. Tony also mentioned he does private Turtle snorkeling, & creates special moments for those planning to propose and will keep it a secret to make it be perfect! We celebrated our honeymoon for this ride and it couldn’t have been any more perfect.
Review provided by Viator
Kevin_s
Mar 8, 2025
Intimate and cool sail experience off Waikiki Beachikiki - Clean boat, Captain Tony is very knowledgeable and chatty, beautiful scenery - better than the "cattle" boats
Review provided by Viator
Sandy_t
Mar 5, 2025
Sailing with Captain Tony... - Sailing with Captain Tony was an unforgettable experience! From the moment we stepped on board, he made us feel welcome and at ease. With only four people on the sail, it felt personal—perfect for soaking in the stunning sunset views. He was not only a skilled sailor but also a fantastic guide. He shared interesting stories about the area, offered great insights, and even knew the best times and angles for capturing beautiful photos. He was more than happy to take pictures for us, making sure we had great memories to take home. The peaceful, small-group setting combined with Captain Tony’s hospitality made this sunset sail truly special. If you’re looking for a relaxed yet informative sailing experience with breathtaking views, this is definitely the way to go! Highly recommend!
Review provided by Viator
F9966hethomass
Feb 26, 2025
Great experience! - Captain Tony was superb! My parents and my husband and I had an amazing time on our sunset sail! Tony was extremely helpful and had tons of island knowledge and fun facts/history to share with us that we all loved! The view was incredible and the relaxing nature of the sail was just what we wanted! I highly recommend Captain Tony and Waikiki Sailing Tours!!!
Review provided by Tripadvisor
J9904apjessew
Feb 15, 2025
Incredible Sunset Cruise - Captain Tony is one of the most fascinating people I've ever met! His knowledge of Hawaii and other countries in general is incredible. My wife and I did a sunset cruise with Captain Tony on our honeymoon, and we continually think back to how this was one of our favorite experiences of our trip! We couldn't recommend this enough!
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).