Small Group Waikiki Sunset Sailing Tour
Overview
Available languages
2 hours
Mobile ticket
Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it than on our boat, The Universe. Come and enjoy the Golden hour with your loved ones to make memories of a lifetime ,why go with overcrowded catamarans or power boats ,when you come with us in small 6 people intimate group for more personal experience. The beauty of Oahu's south shore as you sail towards the volcanic tuff cone of Le'ahi (Diamond Head) as the sun dips below the horizon on this tour from Honolulu.
Leave with a newfound appreciation for the people and marine life of Hawaii, and then gaze in awe as the sun reflects off the city skyline, overlooked by the towering peak of Diamond Head, at magical sunset hour.
Additional Info
Public transportation options are available nearby
Suitable for all physical fitness levels
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
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 the sun reflects off the city skyline, overlooked by the towering peak of Diamond Head, at magical sunset hour.
What‘s Included
Water, Chips and crackers Cold Soft drinks, Juices , stereo sound Restrooms below deck Amazing Captain
Options
Small Group Waikiki Sunset Sailing Tour
Reviews
111 reviews
Total reviews and rating from Viator & Tripadvisor
Extremely arrogant and rude service
linghan,Feb 26, 2026
- Review from Viator
1.00This was a terrible experience. It's the worst service I've ever seen on Earth. I left my phone number and email address when I booked, but no one contacted me. When I arrived at the navigation point and couldn't find the boat, no one called me to contact the operator, ultimately causing me to miss my boat. When I finally got through to the operator, he arrogantly told me, "It's all your fault." Please, get your act together. I paid you; you're obligated to provide excellent service, not just shift blame onto the customer when problems arise. We're not paying to be humiliated. You need to remember that you owe your mortgage and credit card payments to these customers; they owe you nothing. Honestly, I don't care about the few hundred dollars; I'll just consider it gone. But if you continue with this arrogant attitude, you'll get your comeuppance sooner or later. If other potential customers see this review, please think twice. If you want to pay for a terrible experience, go ahead and book this operator. If you want good service, you'd better look elsewhere.
Captain Tony took us out...
Karen D,Nov 16, 2025
- Review from Viator
5.00Captain Tony took us out a beautiful sail to watch the sunset. He’s an incredible man with lots of life to share. Highly recommend. Romantic and fun!
Breathtaking Sunsets and Smooth Sailing with Experienced Captain!
Donna N,Oct 17, 2025
- Review from Viator
5.00Captain Tony was simply outstanding! From the moment we arrived, he was warm, welcoming, and made us feel completely at ease. He has a fascinating background and many years of experience, which really shine through in theway he runs his tours. We had our grandson with us, and Captain Tony immediately made a connection with him—clearly explaining that on his boat, he’s the “boss.” He showed us our seating options and went over safety instructions before we got underway, making sure everyone felt comfortable. Once we were out on the water, the sail was raised and off we went. We were treated to two beautiful rainbows arching over the mountains and could even see where it was raining in the valley. As the sun began to set, the glow reflecting off the water and the Waikiki shoreline was absolutely stunning. It’s very evident that Captain Tony loves where he lives. He shared many lesser-known spots around the island that give visitors a more unique perspective of Oahu. He also offered excellent restaurant recommendations— we went to Nico’s Pier 38 based on his suggestion, and it turned out to be one of our favorite meals of the entire trip. If you’re looking for a personable, knowledgeable captain and an unforgettable sailing experience, look no further than Captain Tony!
Highly recommend this sunset cruise!
sunshinend,Oct 14, 2025
- Review from Tripadvisor
5.00Well worth it! Our family young adults 18, 21 and 23 all loved the sunset cruise. Captain Tony is very knowledgeable and interesting. Would highly recommend!
Amazing sunset cruise!!!!
Brent D,Sep 5, 2025
- Review from Viator
5.00Our sunset cruise was perfect!! Communication before hand was great! Stunning views and perfect weather. The highlight of the cruise was getting to know capatain tony and hearing of his adventures and his knowledge of Hawaii. He did an amazing job of making our 4 year old feel comfortable and apart of everything!! Couldn’t have asked for a better experience!! Thank you Captain Tony!! Enjoy your time with your sister and nephew!!!
Smaller, intimate sailing - incredible views!
V4125VLryana,Aug 30, 2025
- Review from Tripadvisor
5.00We had a great experience with Captain Tony. He was incredibly friendly and knowledgeable about the area. The smaller, intimate sailing was just what we were looking for whilst on our honeymoon and we ended up sailing as the only passengers. The pictures don’t do the sunset justice, it was incredible to see from the boat. At the end, Tony provided multiple suggestions of how to best explore the island and places to visit, including a car rental and scenic route recommendation. This also includes his small group turtle snorkelling excursion which we have reviewed separately.
Fun on the Sunset Cruise
H6678RJsusank,Aug 30, 2025
- Review from Tripadvisor
5.00We had a wonderful time on the sunset cruise! Captain Tony was friendly, knowledgeable, and easy-going, which made the trip even more enjoyable. The scenery was breathtaking and the whole experience was very relaxing. We also loved learning about Hawaiian history from Captain Tony—he shared so much interesting information. Highly recommend this sunset cruise!!
Zen sailing watching the sunset!
Michelle A,Aug 29, 2025
- Review from Tripadvisor
5.00Girls trip - The night before we left we booked this sunset sail. We were so glad we did. It was just the 3 of us as the other couple cancelled. Captain Tony was personable and very knowledgeable. We enjoyed sitting on the front of the sailboat as we headed towards Diamond Head. It was a gorgeous night. Other party boats were out and they were crowded and very noisy. If that’s your vibe this is not the sail for you. If you want a quiet, relaxing, zen sail then don’t hesitate to book this. It is well worth it. As we turned around and headed back we were able to watch the colorful sunset and moved to the back of the boat where Captain Tony talked about the landscape and Hawaii itself to us. This is a must if you love the ocean and watching sunsets.
Great time
Beachoil,Aug 16, 2025
- Review from Tripadvisor
5.00Tony knows the seas and the ropes as well. Had a wonderful time riding and talking. Gave us several recommendations for our remaining days on the island. The time went by to quickly. Thanks again Captain Tony.
Relaxing sunset sail
garciajenc,Aug 6, 2025
- Review from Tripadvisor
5.00Captain Tony is a wonderfully knowledgeable guide, with a wealth of information about the Hawaiian islands. The sailing was smooth and relaxing
From US$99.00
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