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
(85 Ratings)
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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
Rowdyluvsferris
Feb 8, 2025
Wonderful sunset sail - Great sail w/ experienced competent captain Tony, an accomplished all around waterman. I'd highly recommend if you're looking for a sunset sail w/ a small group.
Review provided by Tripadvisor
Alexa_m
Feb 7, 2025
Great time, would book again! - If you hate crowds, then this experience is for you. Only a max of 6 people at a time which made the experience exactly what we wanted. Captain Tony was very knowledgeable about Hawai’i and we enjoyed our time on his boat! 10/10 recommend!
Review provided by Viator
Szabolcsu2025
Jan 30, 2025
5 Star service - Highlight-fun Captain Family trip beautiful sunset, Captain Tony provides a great service on this small group intimate cruise for a good price, share lots of Hawaii history helpful information about future trips around the island .we also booked a turtle early morning snorkeling before everyone we swim and saw so many turtles and dolphins made our vacation and my 10 year old daughter very happy I would highly recommend his tours
Review provided by Tripadvisor
Larissa_w
Jan 28, 2025
Relaxing, beautiful, and educational - This was a fantastic experience. Captain Tony was friendly and knowledgeable, and he sent us detailed meet-up instructions the day before. My 11 year old said it was one of the best experiences of his life. We were able to see several whales and dolphins during the sail, as well as a beautiful sunset. This is great for a small-group setting and the perfect way for us to wrap up our time on Oahu.
Review provided by Viator
Q9006nbtoddg
Jan 21, 2025
A beautiful sunset cruise, well worth it!!! - As one of our last nights on Waikiki we decided to enjoy a stunning sunset by sail boat. Our captain Tony, provided an expert sailing experience, was very friendly, provided local tips and we even saw a whale! It was great experiencing this as a small party of four versus with 75 drunk people on a catamaran!
Review provided by Tripadvisor
Karolynm2025
Jan 17, 2025
Sunset cruise! - Captain Tony went above and beyond, great conversation and smooth sailing for our experience. Beautiful sunset, amazing photos and memories for a lifetime
Review provided by Tripadvisor
Ebh444
Jan 17, 2025
Beautiful, Unique Views of Waikiki and Diamond Head - We are experienced sailors and have enjoyed Waikiki for years. Capitan Tony’s sunset cruise added a unique, relaxing perspective filled with beautiful views of Diamond Head, Waikiki, and the nearby mountains,
Review provided by Tripadvisor
Kristin_n
Jan 16, 2025
Captain Tony was great... - Captain Tony was great company! It was us and another couple. We were able to sit at the stern of the ship and it felt like our own private yacht. We spotted 10-15 whales and many other animals during our cruise. Lovely conversation and company. Would book with Cap Tony again!
Review provided by Viator
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March 2025
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