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
(65 Ratings)
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109marcoz
Sep 5, 2024
An Incredible Experience - After an incredible snorkeling tour, we couldn’t resist returning for Captain Tony’s sunset sail—and we’re so glad we did! The experience was remarkable. Captain Tony’s 42-foot sailboat is the perfect setting for a serene and intimate sunset cruise, with a maximum of just six guests, ensuring a peaceful and uncrowded atmosphere. Captain Tony is not only a skilled sailor but also a captivating storyteller, sharing fascinating insights about the Waikiki area and its history. His deep connection to the ocean, combined with his warm and positive energy, made the evening truly special. Watching the sunset from the water, with Tony’s expert guidance and passion for the sea, was an unforgettable way to end the day. If you’re looking for a semi-private, personal sailing experience that goes beyond the typical sunset tour, Captain Tony’s is the one to book. His love for the ocean and the unique vibe he brings to the experience make this sail more than just a boat ride—it’s a journey into his world, and you won’t be disappointed. Make sure to book early, as spots are limited!
Review provided by Tripadvisor
Timothykt6746as
Aug 15, 2024
Nice relaxing sail - Nice relaxing sail with Captain Tony. Was very friendly and nice and small. We were looking for something that was not “party boat-esque” and this was it. Would highly recommend to anyone.
Review provided by Tripadvisor
Mattdr4861bg
Aug 13, 2024
Sunset cruise with Capt. Tony - Captain Tony was a great captain and allowed us to enjoy the boat like it was our own. We met at the pier and were running a little late because of the festival in Waikiki but the captain waited for us and was very fun to talk with during the trip. We sat in the front of the boat and watched a beautiful sunset and Capt. Tony took nice photos for us and also didn’t bother us with a lot of chit-chat that so many tour operators do. Me and my wife loved the trip and would recommend him for any excursion.
Review provided by Tripadvisor
Jewelbrooks
Aug 5, 2024
Beautiful views and a great captain - Amazing experience with a great captain! The whole experience was relaxed and easy. Great communication with captain to find dock and boat. Small group made it a very relaxing cruise. The views were amazing!!
Review provided by Viator
812jewelb
Aug 5, 2024
Great views with a great captain! - Our small group sailing with Captain Tony was amazing. The group was my husband, me and one other couple. It was so relaxing and laid back with such a small group. Captain Tony was very friendly and knowledgeable. The communication after booking was great. We had no issues finding the dock and boat. And of the course the views of the island and the sunset were incredible. I highly recommend this cruise.
Review provided by Tripadvisor
131danil
Aug 2, 2024
A Sunset to Remember - We had an amazing time on our Sunset cruise! We got to play our own music and sit on the deck for a gorgeous view. The Sunset was breathtaking and our Captain got some awesome photos for us! We will definitely be back next time we come to Hawaii!
Review provided by Tripadvisor
Passenger56670576202
Jul 31, 2024
Loved every minute - We had a great time. What a peaceful and relaxing sunset cruise. This trip should be on your must do list. It was private and felt like we had the boat to ourselves. Thanks again for the experience.
Review provided by Tripadvisor
Karen_z
Jul 29, 2024
What a view! - Captain Tony is an excellent captain and provided us with a fun cruise! The water was so beautiful and the view of Diamondhead was amazing.
Review provided by Viator
Jennifer_o
Jul 29, 2024
Wonderful sailboat experience - Captain Tony was great. We passed several large party boats and I was so glad I chose this sailboat experience over those type of cruises.
Review provided by Viator
Don_m
Jul 23, 2024
True sailing from Waikiki - Excellent mono-hull sailing just a short walk from the Hilton Hawaiian Village. Boat takes 6 or fewer so it’s an intimate experience.
Review provided by Viator
From $99
up to 6 guests
1 Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).