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Waikiki Sunset Sailing Tour: Experience Majestic Hawaiian Sunsets in a Small Group
4.9
111 Ratings
Honolulu
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!
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…
- 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.
- Magic Island - Watch the sunset you can take pictures of the spectacular views of the ALA Moana beach park next to magic island, on a right then on a left the Hawaiian Hilton village
What's Included
- Carbonated beverages 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…
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 gathering? You’ll be enthralled by the southern charm of Oahu and the volcanic cone of Le’ahi (Diamond Head) as the sun disappears beneath the horizon during our expedition from Honolulu.
You’ll depart with a deepened respect for Hawaii’s inhabitants and marine ecosystem, simultaneously marveling at the twinkling city skyline under the prominent Diamond Head peak during the enchanting sunset.
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.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.9
(111 Ratings)
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Karen_d
Nov 16, 2025
Captain Tony took us out... - Captain 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!
Review provided by Viator
Donna_n
Oct 17, 2025
Breathtaking Sunsets and Smooth Sailing with Experienced Captain! - Captain 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!
Review provided by Viator
Sunshinend
Oct 14, 2025
Highly recommend this sunset cruise! - Well 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!
Review provided by Tripadvisor
Brent_d
Sep 5, 2025
Amazing sunset cruise!!!! - Our 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!!!
Review provided by Viator
V4125vlryana
Aug 30, 2025
Smaller, intimate sailing - incredible views! - We 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.
Review provided by Tripadvisor
H6678rjsusank
Aug 30, 2025
Fun on the Sunset Cruise - We 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!!
Review provided by Tripadvisor
Michelle
Aug 29, 2025
Zen sailing watching the sunset! - Girls 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.
Review provided by Tripadvisor
Beachoil
Aug 16, 2025
Great time - Tony 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.
Review provided by Tripadvisor
Garciajenc
Aug 6, 2025
Relaxing sunset sail - Captain Tony is a wonderfully knowledgeable guide, with a wealth of information about the Hawaiian islands. The sailing was smooth and relaxing
Review provided by Tripadvisor
Linghan
Feb 26, 2026
Extremely arrogant and rude service - This 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.
Review provided by Viator
