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Experience a 2-hour BYOB sunset cruise in Waikiki on the spacious Hokulani trimaran, with swimming, snorkeling, and stunning Diamond Head views for $79.

The Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming offers an engaging two-hour adventure along Honolulu’s coast. For $79 per person, this tour combines relaxing sailing, stunning views of Diamond Head, and the chance to swim and snorkel in crystal-clear waters. This trip is perfect for those looking for a laid-back, scenic experience with the flexibility to bring their own beverages. The Hokulani, a custom-built trimaran, ensures a smooth and stable ride even when waters get choppy, making it suitable for most guests, including families and solo travelers.
This tour is highly popular, booked over 10 times last week and boasting a flawless 5.0/5 rating from 168 reviews with 99% recommending it. Reviewers consistently praise the crew’s friendliness and the incredible views, especially at sunset. While the experience is generally relaxed and family-friendly, it’s wise to arrive 20 minutes early and be prepared for an active, water-filled adventure that includes swimming and snorkeling.
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The Hokulani, a specially designed trimaran, is built to deliver a smooth, stable ride even in choppier waters. Its size and design make it less likely to rock or sway compared to traditional sailboats, giving guests a more comfortable experience as they enjoy the open sea. The vessel offers panoramic open-air views, perfect for taking in the scenery or capturing photos of Diamond Head and Waikiki’s coastline.
The boat provides ample seating arrangements, including netted areas for relaxing directly over the water, benches for socializing, and a shaded lounge for those who prefer to stay out of the sun. These features enhance the comfort level, especially during longer rides or on hotter days. The stability of the boat earns high praise, making it a good option for those prone to seasickness or looking for a peaceful sail.

This tour’s itinerary highlights several famous sights along Waikiki’s shoreline. The sail passes Diamond Head, offering dramatic views and the perfect backdrop for photos during sunset. The Royal Hawaiian Hotel is also visible, adding a touch of historic grandeur to the experience. The vessel then cruises past Magic Island, a beloved park and recreation area known for its lagoon and scenic surroundings.
A key part of this cruise is the sunset swim off Waikiki, where guests can hop into the water directly from the boat. The crystal-clear waters are ideal for snorkeling, providing chances to observe sea life such as tropical fish, turtles, and even dolphins on some outings. Many reviews mention the beautiful sea life seen during swims, adding an adventurous element to the relaxing sail.

One of the defining features of this cruise is the BYOB (Bring Your Own Beverages) policy. Guests are encouraged to bring their preferred drinks, whether wine, beer, or soft drinks, to sip while enjoying the sunset. There are ample seats and shaded areas where beverages can be enjoyed comfortably. Many reviewers mention how the relaxed atmosphere is amplified by their own drinks, along with the background music that plays during the sail.
The crew often plays music onboard, creating a lively yet chill vibe. The playlist is casually mentioned in reviews, and some guests suggest looking up Three Tiki Sailing on Spotify for an idea of the tunes that enhance the experience. This combination of music, scenic views, and BYOB makes for a personalized, laid-back evening on the water.

The tour departs from 2 Holomoana Street in Honolulu, a convenient location close to public transportation options. The activity typically involves a maximum of 35 travelers, ensuring a more intimate and less crowded experience. Guests are advised to arrive 20 minutes early for check-in and safety briefing.
The group size is small enough to foster friendliness and easy socializing, but large enough to create a lively atmosphere. The crew emphasizes safety and attentiveness, making sure everyone feels comfortable and cared for during the sail, swim, and sunset viewing.
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Multiple reviews highlight the friendly, professional, and lively crew that makes the tour memorable. Crew members are praised for their humor, attentiveness, and safety awareness. They often go above and beyond by taking photos during sunset, ensuring guests have lasting memories of the trip.
The atmosphere onboard balances relaxation and fun, with many describing it as easygoing, entertaining, and welcoming. The crew’s enthusiasm and genuine friendliness contribute significantly to the overall positive vibe, making it suitable for families, couples, or solo travelers seeking a peaceful yet lively evening.

Swimming and snorkeling are key parts of this tour. Guests can jump off the boat into the water for a swim during the sunset stop, and many reviews mention the abundance of fish and marine life visible in Waikiki’s clear waters. The sea life encounters are often described as impressive, with some seeing turtles, dolphins, and vibrant fish during their swim.
The crystal-clear waters and moderate activity level make this part of the tour accessible and enjoyable for most participants. The safety measures put in place by the crew help keep everyone comfortable, even those new to swimming or snorkeling.

The main highlight of this tour is the spectacular sunset over Waikiki, Diamond Head, and the ocean horizon. As the sun dips, guests witness a breathtaking display of colors, often accompanied by the appearance of rainbows and, on special days, fireworks. Several reviews describe the sunset as impeccable, with many capturing stunning photos during this time.
The scenic backdrop of Diamond Head combined with the wide-open ocean creates a perfect setting for photos. The crew often takes sunset photos of couples or groups, and the panoramic views are ideal for anyone wanting to document their Hawaii trip.
This tour offers free cancellation up to 24 hours before the scheduled activity, providing peace of mind. However, bad weather can lead to cancellations, especially if high surf conditions make sailing unsafe. Guests are advised that full refunds are processed promptly when cancellations occur due to weather.
Decisions to cancel due to high surf are based on the water conditions and harbor channel closures. The tour operators prioritize safety and will reschedule or refund if conditions are unsuitable. Guests should plan for flexible scheduling if they want to maximize their chances of sailing during ideal weather.
This BYOB sunset cruise combines stunning coastal views, opportunities for swimming, and friendly crew interactions within a comfortable, stable vessel. The two-hour duration offers just enough time to relax, enjoy the scenery, and have a splash in Waikiki’s waters without feeling rushed.
Ideal for families, couples, or solo travelers looking for a laid-back, scenic experience with the option to personalize their drinks, this tour consistently garners praise for its beautiful sunsets and sea life encounters. The small group size and attentive crew contribute to a warm, welcoming atmosphere, making it a top choice for an evening adventure in Honolulu.
“This excursion was perfect to get out on the water, see some beautiful sea life (we brought our own snorkels/masks), enjoy incredible views and mee…”
Can I bring my own drinks on this cruise?
Yes, the tour explicitly allows guests to bring their own beverages, making it easy to enjoy your favorite drinks during the sail.
Is swimming and snorkeling included?
Guests have the chance to swim and snorkel during the sunset stop off Waikiki, with many reviews mentioning the abundance of fish and sea life.
What are the cancellation policies?
Guests can cancel free of charge up to 24 hours before the tour. Cancellations due to poor weather are common if high surf conditions develop, with full refunds issued.
Who is this tour suitable for?
Most guests can participate, including families, couples, and solo travelers. The stability of the vessel makes it suitable for those who prefer a smoother ride, and the relaxed atmosphere appeals to those seeking a peaceful evening.
Where does the tour depart from?
The meeting point is at 2 Holomoana Street in Honolulu, close to public transit options, ensuring easy access for all participants.
What makes this tour stand out?
The combination of scenic coastline views, a stable trimaran, the BYOB policy, and the chance to swim in Waikiki’s waters makes this a popular, highly rated choice for sunset sailing in Honolulu.