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Waikiki Sunset Sail with Swim Stop (BYOB) Honolulu, HI

Three Tiki Sailing • 95 Holomoana St • Honolulu, HI 96815

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A sailboat with a blue and white striped sail is on the ocean at sunset, with the sun low on the horizon and scattered clouds in the sky.

A woman stands on a boat at sunset, smiling and raising one arm, with the ocean and sun in the background.

A woman in a red swimsuit and sunglasses stands on a sailboat at sunset, facing the camera with the sea and sky in the background.

Two people sit on the deck of a boat at sunset, looking out over the ocean with clouds and sun low on the horizon.

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Overview

This BYOB sunset cruise in Waikiki blends golden skies, ocean breezes, and island rhythms aboard a spacious trimaran. Sip favorite drinks, soak in skyline views, and cool off with a swim stop near Diamond Head before the horizon glows with a postcard-perfect Hawaiian sunset.

up to 2.2 hrs

Good To Know

Sail aboard a spacious 40-ft BYOB trimaran with shaded and open-air seating.
Enjoy panoramic views of Diamond Head, the Honolulu skyline, and the ocean.
Listen to island-inspired music as you cruise along Waikiki's coast.
Bring your own drinks (canned or plastic containers only)—coolers and ice are provided.
Swim stop offered on the 2-hour Sunset Swim & Sail.
Fireworks cruise available Friday evenings without swim stop.
Arrive for check-in 30 minutes before departure.
Bring a towel, reef-safe sunscreen, sunglasses, and a camera.
Not wheelchair accessible; moderate fitness level recommended.

Description

Set sail aboard the Hokulani trimaran for a Waikiki sunset unlike any other. This BYOB evening cruise is one of the few in Hawaii that includes a refreshing swim stop right in front of the iconic Diamond Head. The spacious trimaran offers plenty of room to relax, with open-air seating and uninterrupted views of the coastline and Pacific horizon.

As the sun begins its descent, the sky fills with brilliant shades of gold and pink. From the water or the deck, admire panoramic views of Waikiki's skyline, Diamond Head's volcanic slopes, and the sparkling ocean stretching endlessly beyond. You're welcome to bring your own favorite beverages. Coolers and bottled water are provided..

The swim portion adds a unique twist to the sail, blending light adventure with island tranquility. From the water, the coastline feels even more spectacular, offering a perspective rarely experienced by sunset cruise travelers. Whether joining for a romantic evening, a lively outing with friends, or a family activity, this sail balances excitement with laid-back Hawaiian charm.

For those sailing on Friday nights, the Fireworks Cruise offers an extended evening experience. Departing later, this option skips the swim stop to allow more time for twilight sailing, city lights, and a front-row view of the Hilton Hawaiian Village’s weekly fireworks show. Bring along your favorite drinks, enjoy local music, and watch the Waikiki night sky light up in brilliant colors.

This BYOB Waikiki Sunset Sail with Swim Stop offers the perfect mix of relaxation, adventure, and unforgettable island scenery—an essential addition to any Hawaii itinerary.

Promotional Images (10)

Two women in swimsuits smile and talk by the ocean at sunset, with a large cruise ship visible in the background.

Person in a swimsuit and life jacket does a backflip off a boat into the ocean at sunset, while others watch and one person is in the water near the boat.

Four people sit under shade at the stern of a catamaran sailing on blue water, with Waikiki skyline and Diamond Head crater visible in the distance under a partly cloudy sky.

A smiling couple in pink swimwear stands on a boat with the ocean, a city skyline, a mountain, and a rainbow in the background.

Two young children wearing life jackets, swimsuits, and sunglasses are lying down and resting next to a towel and a bag.

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BYOB Waikiki Sunset Sail with Swim Stop is located at Three Tiki Sailing • 95 Holomoana St • Honolulu, HI 96815

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Frequently Asked Questions about BYOB Waikiki Sunset Sail with Swim Stop

Where is the meeting point?

The tour departs from Ala Wai Boat Harbor at 95 Holomoana St., next to Prince Waikiki Hotel. Please arrive 30 minutes before your tour time.

Is the tour appropriate for children?

Yes, the tour is family-friendly and suitable for all ages. Infants must sit on laps, and a moderate fitness level is recommended.

Is the tour wheelchair accessible?

The Hokulani vessel is not wheelchair accessible and may not be suitable for guests with limited mobility. Boarding requires stepping onto the boat with minimal assistance.

Where can I park?

Yes. Paid parking is available at Ala Wai Boat Harbor. Fees apply.

Is swimming part of the cruise?

Swimming is included on the 2-Hour Waikiki Sunset Swim & Sail only. This tour includes a stop for optional ocean swimming near Diamond Head, weather permitting. The Friday Night Fireworks Sail does not include a swim stop.