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Tours/Oahu/Small Group Waikiki Sunset Sailing Tour

Small Group Waikiki Sunset Sailing Tour

4.9(118)Oahu2 hours
VIATOR4.7(31)TRIPADVISOR4.9(87)
Small Group Waikiki Sunset Sailing Tour
Small Group Waikiki Sunset Sailing Tour
Small Group Waikiki Sunset Sailing Tour
Small Group Waikiki Sunset Sailing Tour
Small Group Waikiki Sunset Sailing Tour
+5 photos
Small Group Waikiki Sunset Sailing Tour
Small Group Waikiki Sunset Sailing Tour
Small Group Waikiki Sunset Sailing Tour
Small Group Waikiki Sunset Sailing Tour
Small Group Waikiki Sunset Sailing Tour
Small Group Waikiki Sunset Sailing Tour
Small Group Waikiki Sunset Sailing Tour
Small Group Waikiki Sunset Sailing Tour
Small Group Waikiki Sunset Sailing Tour

At a glance

Duration
2 hours
Price from
$99 / person
Location
Oahu, United States
Rating
4.9 / 5 · 118 reviews
Languages
EN
Group
Small group, up to 6
Cancellation
Free cancellation up to 24 hours before
Confirmation
Instant
Ticket
Mobile or paper ticket accepted
Operator
Waikikisailingtours
Meeting point
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

Description

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.

Schedule & prices

Runs
Every day
Start times
5:00 PM and 5:30 PM
Next available
Fri, Oct 16
Adult (ages 1–90)
$99

Out at sunset: the 5:00 PM departure is under way when the sun sets, around 5:59 PM in the coming weeks.

In demand: 38 of the next 60 departures are already sold out.

From the operator’s live schedule on Viator, checked Oct 14.

Tour Options

Small Group Waikiki Sunset Sailing Tour

Itinerary

Diamond Head State Monument
60 min

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
30 min

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
30 min

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

Included
Water, Chips and crackers Cold Soft drinks, Juices , stereo sound Restrooms below deck Amazing Captain

Traveller Ratings

Reviews collected by Viator and Tripadvisor

4.9
118 reviews
5
113
4
2
3
0
2
0
1
3

How it compares in Oahu

  • Starting price $99 is close to the typical $106 for tours of similar length in Oahu

Excurgo comparison of 854 Viator tours, recalculated daily.

Important Information

  • Public transportation options are available nearby
  • Suitable for all physical fitness levels

Cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

1+ days before100% refund
0–1 days before0% refund

Frequently asked questions

How long does Small Group Waikiki Sunset Sailing Tour take?

Small Group Waikiki Sunset Sailing Tour lasts about 2 hours. The itinerary has 3 stops.

How much does Small Group Waikiki Sunset Sailing Tour cost?

Prices start at $99 per person for this Oahu experience, booked through Viator with the price shown before checkout. There is 1 booking option, so the final price depends on the option you choose.

What days does Small Group Waikiki Sunset Sailing Tour run?

According to the operator’s current schedule, it runs every day, starting at 5:00 PM and 5:30 PM.

Does Small Group Waikiki Sunset Sailing Tour sell out?

It can: 38 of the next 60 departures are already sold out, so booking ahead is a good idea.

Can I cancel Small Group Waikiki Sunset Sailing Tour for free?

Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.

Where does the tour start?

The meeting point is 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. Hotel pickup is not part of this experience.

What languages is Small Group Waikiki Sunset Sailing Tour offered in?

The experience is available in EN.

Is this a private or a group tour?

It is a small-group experience with a maximum of 6 participants.

Will my booking be confirmed immediately?

Yes, bookings are confirmed instantly.

Is Small Group Waikiki Sunset Sailing Tour worth it?

Travellers rate it 4.9 out of 5 across 118 reviews on Viator and Tripadvisor; it is run by Waikikisailingtours.

Reviews(118)

Reviews collected by Viator and Tripadvisor

H
Haley_G
August 13, 2026 · via Viator
The best sunset cruise in Waikiki!

We had such a wonderful experience on our sunset cruise off the coast of Waikiki with Captain Tony! We booked through Viator, and it was such a fun surprise to realize that Captain Tony had actually taken my friends and me out on a cruise back in 2023 as well, although we had booked through a different company at the time. Captain Tony was incredibly sweet, personable, and professional. He pointed out different sights along the coast, took photos of us, gave us great recommendations for things to do and places to visit, and was genuinely so kind and polite throughout the entire experience. The ride itself was peaceful and relaxing, and watching the sunset from the water was absolutely beautiful. We had such a great time and would definitely book with Captain Tony again. Highly recommend!

H
haleyg703
August 13, 2026 · via Tripadvisor
Captain Tony is the best!

We had such a wonderful experience on our sunset cruise off the coast of Waikiki with Captain Tony! We booked through Viator, and it was such a fun surprise to realize that Captain Tony had actually taken my friends and me out on a cruise back in 2023 as well, although we had booked through a different company at the time. Captain Tony was incredibly sweet, personable, and professional. He pointed out different sights along the coast, took photos of us, gave us great recommendations for things to do and places to visit, and was genuinely so kind and polite throughout the entire experience. The ride itself was peaceful and relaxing, and watching the sunset from the water was absolutely beautiful. We had such a great time and would definitely book with Captain Tony again. Highly recommend!

8
853alexas
July 21, 2026 · via Tripadvisor
A magical sunset on a Sailboat with the best views in Hawaii

A magical sailboat experience to say the least. From the views to the vessel itself- sunset was absolutely beautiful on the water & Tony treated us like family. Not only is he 100% the expert in his profession - he’s been sailing for 40+ years and has the best stories. Thank you for a beautiful experience Tony, we’ll be back soon :)

P
P2925OZanneb
May 25, 2026 · via Tripadvisor
5-Star Experience!

Stunning views. Incredibly relaxing. We can't wait to sail with Captain Tony again. He deserves all the credit for an ultra smooth sail on a very windy day. He's a great conversationalist and respects silence--a wonderful combo.

A
andreatR783OB
May 6, 2026 · via Tripadvisor
Beautiful evening sail

Tony took us for a wonderful evening sail out to Diamond Head and back. He was fun, courteous, and interesting, and also no-nonsense and easy to talk to. The boat was comfortable, and we enjoyed having it to ourselves for a short amount of time. Highly recommend a private tour with Captain Tony!

T
Tina_H
May 5, 2026 · via Viator
Wonderful sunset sail

Captain Tony was great! Very friendly and the boat and sunset sail was perfect. Will definitely be a repeat for us.

B
B6061ZRericl
April 27, 2026 · via Tripadvisor
Very chill sunset cruise

Very chill experience as Captain Tony took us off Waikiki Beach and (mostly) floated as we watched the city lights or the setting sun.

L
linghan
February 26, 2026 · via Viator
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.

Operator response

Sorry for not understanding the clear distinction I have send you a day before with pictures how to find the boat and the slip number like I do with every customer for over 3 years you also have a confirmation email from Viator with an easy directions, when I called you 5 minutes the tour you didn’t answer your phone I give you an extra 10 minutes after our original departure time and I left to do the tour with 4 other customers on a boat so clearly was your fault not following the google directions and you didn’t show up , and now you wanted your money back it’s a business not a charity, I could have taken 2 other customers instead you who would appreciate the service on small boats with Hawaiian hospitality . Think about it if you put Airport in your google map it will not take or direct you to the train station .. I waited 10 minutes for you the Airplane don’t wait good luck with your life

K
Karen_D
November 16, 2025 · via Viator
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!

D
Donna_N
October 17, 2025 · via Viator
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!

$99/ person
4.9(118)
Duration2 hours
LanguagesEN
ConfirmationInstant
Check availability on Viator →
Booked and paid on Viator.com
Free cancellation up to 24 hours before

For a full refund, cancel at least 24 hours before the scheduled departure time.

No booking fees from Excurgo
Payment and confirmation are handled by Viator
Excurgo support

Excurgo earns a commission from Viator when you book through this link, at no extra cost to you.

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