Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming in Oahu
Oahu, United States

Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming

Outty Ranking 78 4.9 · 211 traveler reviews2 hoursFrom $79

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September 2026

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Adults

Age 13 and over

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Age 12 and under

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From, per person$79
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Outty Ranking

78/100

Strongly Recommended. Our proprietary evaluation. How we score

Traveler rating

4.9/5

Based on 211 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming worth booking?

Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming is a 2-hour experience in Oahu, United States, from $79 per person. It scores 78 out of 100 on the Outty Ranking, which we label “Strongly Recommended, based on a 4.9/5 rating across 211 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
78 / 100
Rating
4.9/5 (211)
Duration
2 hours
From
$79 per person

Our vessel "Hokulani" is a beautiful and spacious custom built sailing trimaran specifically designed for a comfortable ride in Hawaiian waters. What makes Hokulani unique from every other tour boat operating in Waikiki,

What you get

    About this experience

    Our vessel "Hokulani" is a beautiful and spacious custom built sailing trimaran specifically designed for a comfortable ride in Hawaiian waters. What makes Hokulani unique from every other tour boat operating in Waikiki, is that she was designed with three separate hulls to provide an exceptionally smooth, fast, and stable ride even when conditions get rough. At 41 feet long, and 26 feet wide, her deck provides almost 1,000 square feet of room to move about on, while her open concept provides unobstructed open air views from almost anywhere on board. With 2 netted seating areas, 5 separate bench seating areas, and one extremely comfortable shaded lounge area that our crew affectionately refers to as "the nook", you'll always have access to a comfortable seat to enjoy a wonderful view from.

    What's included

    Included

    • Sunset Sailing
    • Swimming
    • BYOB (Bring your own beverage) NO GLASS BOTTLES

    What you'll see and do

    1. Diamond Head State Monument

      Sail Past Diamond Head for dramatic views and beautiful photos

      Pass by without stopping

    2. Royal Hawaiian Center

      Sail past the iconic Royal Hawaiian Hotel

      Pass by without stopping

    3. Magic Island

      Sail past Magic Island

      Pass by without stopping

    4. Waikiki Beach

      Sunset swim off Waikiki

      Pass by without stopping

    Where it starts and ends

    Meeting point

    Oahu

    Please meet 30 mins prior to scheduled departure time

    Hotel pickup

    No pickup: everyone meets at the start point.

    Ends at

    Please meet 30 mins prior to scheduled departure time

    Before you book

    Cancellation
    For a full refund, cancel at least 24 hours before the scheduled departure time.
    Languages
    en
    Ticket
    Mobile Only
    Runs on
    Every day
    Group size
    Up to 15 travelers per booking
    Operated by
    Three Tiki Sailing

    Know before you go

    • Public transportation options are available nearby
    • Not recommended for travelers with spinal injuries
    • Not recommended for travelers with poor cardiovascular health
    • Suitable for all physical fitness levels
    • Please arrive at the meeting point 20 minutes prior to the scheduled activity.

    Photos

    Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming in Oahu, photo 2Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming in Oahu, photo 3Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming in Oahu, photo 4Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming in Oahu, photo 5Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming in Oahu, photo 6Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming in Oahu, photo 7

    What travelers are saying

    Outty’s summary of the themes that recur across 210 traveler reviews. Written by us, not quoted from reviewers.

    Photo opportunities

    2 mentions

    The views and photo stops come up again and again.

    Traveler reviews

    210 verified traveler reviews for Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    201
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    X2310GXsherylh · August 2026

    Amazing, highly recommend.

    Amazing experience and each crew member was very friendly!

    Response from the operator: Aloha! Mahalo for your wonderful review! We're so glad you had an amazing sunset cruise and that every member of our crew helped make your experience a memorable one. We truly appreciate your recommendation and hope to welcome you back aboard the next time you're in Hawaiʻi!

    via Tripadvisor

    Jet13755608055 · July 2026

    Best boat cruise ever!!!!

    What a fun and engaging cruise! I’m with a wedding party and we went for a sunset cruise, we were able to see turtles and cruise the coast. The captain was super friendly and Tanner was great with conversation and knew a ton about the area! The whole crew was incredible and did a great job with the cleanliness and quality of the boat ride. I would absolutely recommend them to anyone who wanted to get on the water here🤙🏼

    Response from the operator: Aloha! Thank you so much for celebrating with us! We're honored to have been part of your wedding festivities and are so glad everyone had such a great time on the water. We'll be sure to share your kind words with the captain, Tanner, and the rest of the crew. They'll be thrilled to know their hospitality, local knowledge, and attention to detail helped make the experience so memorable. Mahalo for the wonderful recommendation, and congratulations to the happy couple!

    via Tripadvisor

    Judith_B · July 2026

    Beautiful boat, wonderful crew, great atmosphere and above and beyond customer service

    Wonderful experience. Intimate small group size, with a lovely crew of three. The crew is great at communication, taking care of the guests. We received complementary cold water bottles. Guest can bring their own beverages on board. Crew was great at making everybody feel welcome. Be sure to bring your own towels. My daughters and I had a blast , and my youngest had the absolute time of her life with crew encouragement, diving diving off the boat. Logistics: starting location for this catamaran cruise is next to the Hilton Hawaiian Village, a very doable walk from our resort in central Waikiki. Excellent customer service : An extra thank you to the company and the captain for their above and beyond excellent customer service retrieving my sunglasses which I had left behind on the boat, and dropping them off at my hotel. Overall: 10/10 recommend

    Response from the operator: Aloha Judith! Mahalo for such a thoughtful and detailed review. We're delighted that you and your daughters had such a memorable evening with us. It means so much to hear that the crew helped make your youngest feel confident and have the time of her life. We're especially happy we could reunite you with your sunglasses. Going the extra mile for our guests is part of the aloha we strive to share every day. Mahalo for choosing Three Tiki Sailing, and we hope to welcome your family back aboard for another unforgettable sunset!

    via Viator

    Anthony_M · June 2026

    Three tiki slay

    So much fun! Great crew and love that they had an ice chest with ice and lounging bean bags! Underrated boat for sure

    Response from the operator: Aloha Anthony! Three Tiki slay... we'll happily take that title! 🤙 We're so glad you enjoyed the laid-back vibes, comfy bean bags, and BYOB setup. It's the little touches that make those sunset sails extra special. Mahalo for the kind words and for calling us an underrated gem!

    via Viator

    IslandLover06 · June 2026

    Loved, loved, LOVED this sail!!!

    Everything about this excursion was on point! The staff were professional, friendly, and knowledgeable. The views of Waikiki, DiamondHead and the sunset were beyond stunning. When we stopped for swimming, we saw sea turtles, which is a very pleasant surprise! It was so calming sailing the ocean and witnessing the sunset. It was the icing on the cake for me!! BOOK IT NOW! Your only regret would be NOT doing it!

    Response from the operator: Aloha! "Loved, loved, LOVED" absolutely made our day! We're so glad you enjoyed every part of the experience, from the stunning views of Waikīkī and Diamond Head to the surprise turtle sighting during your swim stop. There really is something special about watching the sun set over the ocean. Mahalo for the amazing recommendation, and thank you for encouraging others to come experience it too. We hope to welcome you back aboard someday!

    via Tripadvisor

    Good to know

    Duration
    2 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Every day
    Price range
    $79 to $99
    Hotel pickup
    No pickup, meet at start point
    Booked in 30 days
    74
    Verdict
    Strongly Recommended

    Why this scores 78

    The Outty Ranking is a weighted composite. Here is how this experience performed on each component.

    Traveler sentiment (30% weight)92
    Review evidence (18% weight)63
    Booking momentum (14% weight)58
    Value for money (12% weight)76
    Listing quality (10% weight)85
    Local standing (8% weight)73
    Booking flexibility (8% weight)100

    Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming: questions travelers ask

    Practical detail on this experience, plus the wider planning questions for Oahu.

    How much does Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming cost?

    +

    Prices start at $79 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Oahu usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.

    How long does Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming take?

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    Plan for about 2 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Oahu is not rushed.

    Is Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming worth it?

    +

    It holds an Outty Ranking of 78 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (4.9/5 across 211 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Oahu, and how flexible the cancellation terms are.

    Can I cancel or reschedule Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming?

    +

    Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.

    Is Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming suitable for kids and families?

    +

    Yes, all ages are welcome. Families should still weigh the 2-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming?

    +

    Around 74 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Oahu can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.

    What should I bring or wear?

    +

    Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Oahu and add a light layer if any part of the 2-hour experience runs outdoors or after sunset.

    Where does Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming start and how do I get there?

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    The exact meeting point and directions are on your voucher once you book, and they sit in central Oahu within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.

    What are the best things to do in Oahu?

    +

    On Outty we rank every Oahu experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Oahu: Full or Half Day Grand Circle Island Tour, Pearl Harbor Remembered Tour, Oahu Small-Group Circle Island Tour with Turtle Snorkeling. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.

    When is the best time to visit Oahu?

    +

    Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.

    How many days do you need in Oahu?

    +

    Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.

    Do I book through Outty or through the operator?

    +

    Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.

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