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Waikiki Sunset Sailing Catamaran

Location: Waikiki, Oahu

Tour Highlights

Set sail into the glowing sunset as the open-decked 64-foot sailing catamaran glides across Waikiki’s calm evening waters, sails filling with steady trade winds and the smell of salt in the air while you enjoy a cold drink resting easily in hand. As the sky shifts from blue to amber to purple, the glittering Honolulu skyline fades behind you while Diamond Head rises golden and unmistakable against the horizon.

  • Sail Waikiki’s shoreline aboard a spacious 64-foot catamaran
  • Feel cool trade winds replace the heat of the day
  • Watch the sun sink below the Pacific horizon
  • Take in Diamond Head silhouetted against glowing skies
  • Cruise smooth evening seas as city lights begin to glow

Quick Local Tip: Diamond Head is known in Hawaiian as Lēʻahi, meaning “brow of the ʻahi (tuna),” named for the ridge’s profile that resembles a tuna’s forehead. At sunset, the low light sharpens that silhouette, revealing the shape exactly as early Hawaiians described it from the sea.

What to Expect

Your sunset cruise begins at Kewalo Basin Marina. After a brief introduction and safety overview from the friendly crew, guests step aboard the state-of-the-art 64-foot sailing catamaran, a vessel designed for both comfort and style. With both covered and open-air seating, there’s plenty of space to relax and take in the view.

As the catamaran pulls away from the shore, Waikiki fades into the distance and the ocean opens up. The water is calm, the breeze is cool, and the horizon stretches in every direction. The vessel sails along the south shore of Oʻahu, offering unmatched views of the island’s natural beauty including the vibrant greens of the Koʻolau range to the sun-kissed slopes of Diamond Head rising over the coastline.

Throughout the cruise, the full-service bar offers a selection of alcoholic and non-alcoholic beverages available for purchase. Sip a tropical cocktail or chilled beer as the sky begins to transform. Golds, oranges, and pinks ripple across the clouds and reflect off the water, creating a light show unique to Hawaii’s sunsets.

As daylight fades, dolphins and sea turtles are often spotted near the catamaran, and during the winter months (November to April), there’s a chance to see humpback whales breaching in the distance. These moments add an element of magic and unpredictability to the sail and are often the highlight of the evening.

As the sun dips below the horizon and city lights begin to glow across the shoreline, the catamaran heads back toward Waikiki. The return is peaceful, and guests disembark with unforgettable memories and stunning photos of Hawaii at its most beautiful.


Included

  • Two-hour sunset sailing cruise along Waikiki’s coastline
  • Fully certified, 64-foot luxury sailing catamaran
  • Experienced and welcoming crew
  • Covered and open-air seating areas
  • Dual restrooms onboard
  • Full bar with alcoholic and non-alcoholic drinks available for purchase
  • Eco-friendly, biodegradable cups
  • Surround sound stereo system (Bose)
  • Scenic views of Diamond Head, Waikiki, and Honolulu skyline
  • Frequent sightings of sea turtles and dolphins
  • Seasonal sightings of humpback whales (Nov–Apr)
  • Picture-perfect Hawaiian sunset views

Requirements

  • Please arrive 30 minutes before departure for check-in
  • Cruise is suitable for all ages
  • Alcoholic beverages are available for purchase; valid photo ID required for guests 21+
  • Light mobility required for boarding and moving around the vessel

Duration

2 hours

Address

Kewalo Basin Harbor, Honolulu.

1009 Ala Moana Blvd. Slip FF1, Honolulu, HI 96814


Cancellation Policy

Customers will receive a full refund with 24 hours notice of cancellation. Customers will also receive a full refund in case of operator cancellation due to weather or other unforeseen circumstances. Contact us anytime to inquire about cancellations or reschedule.