Small Group Waikiki Sunset Sailing Tour
Recommended by 97% of travelers
Badge of Excellence
Oahu, USA
- 2 hours (approx.)
- Mobile ticket
- Offered in: English
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Overview
Hop aboard The Universe, or your sailboat, to watch the sunset in Waikiki on this small-group tour. Your captain navigates, so you just need to relax. Sip on provided soda and water and snack on chips and crackers as you cruise along the water. Check out Diamond Head as the sun goes down and get some awesome photos.
- Easy to find meeting point in Waikiki
- Enjoy this small, intimate group setting (max 6)
- There’s plenty of room on your sailboat to spread out and relax
- Restrooms are available if needed, so not to worry
What's Included
- Soda/PopWater, Chips and crackers Cold Soft drinks, Juices , stereo sound Restrooms below deck Amazing Captain
Meeting and Pickup
Meeting point
- Hawaii Yacht Club1739 Ala Moana Blvd, Honolulu, HI 96815, USA
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
End point
This activity ends back at the meeting point.Itinerary
1
Diamond Head State Monument
1 hour • Admission Ticket Free
2
Waikiki Beach
30 minutes • Admission Ticket Free
3
Magic Island
30 minutes • Admission Ticket Free
Additional Info
- Confirmation will be received at time of booking
- Not wheelchair accessible
- Near public transportation
- Most travelers can participate
- This tour/activity will have a maximum of 6 travelers
Supplied by
Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos





Featured review
Brent_D
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!!!
Reviews
4.9
based on 111 reviews
linghan, Feb 2026
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.
Karen_D, Nov 2025
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!
Donna_N, Oct 2025
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!
Brent_D, Sep 2025
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!!!
Jessica_K, Jul 2025
It was really awesome to see Waikiki from the oceans perspective. And it was not on a big noisy crowded catamaran!! Very private and exclusive, Captain Tony was fantastic. Highly recommend. Kids loved it too! Take Dramamine :) we took it and had no problem!
Yerson_D, May 2025
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 🛥️
Angela_M, Mar 2025
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!
Bob_M, Mar 2025
Great evening cruse. Highly enjoyable, a very nice way to spend a few hours before dinner. Thank you Capt Tony.
Elizabeth_C, Mar 2025
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.
Kevin_S, Mar 2025
Clean boat, Captain Tony is very knowledgeable and chatty, beautiful scenery - better than the "cattle" boats
From $99.00
per personup to 24 hours before the experience starts (local time)
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Small Group Waikiki Sunset Sailing Tour
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