Special rates for singles and couples… Sailing lessons might be a great way to turn your vacation into a “skill-cation”. Call or email for details:

waikikicastaway@gmail.com

(808) 233-8830

  • View of Ocean with city skyline and mountains in the distance during sunset, taken from a boat with railing visible in the foreground.
  • A marina with several sailboats and yachts docked in the water.
  • View of Diamond Head, a volcanic crater, with a city skyline and boats on the water in Honolulu, Hawaii.
  • Sailboats docked at a marina during sunset with vibrant orange and blue sky reflected in the water.
  • A marina with boats docked along the pier, lined by a parking lot and city buildings in the background.
  • View of Diamond Head volcanic crater overlooking ocean with sailboats and city buildings in the background
  • A person wearing a hat and light blue shirt is sitting on a boat, facing away, with clear blue water and distant mountains in the background.
  • Group of six friends on a boat during sunset, smiling and wearing leis, with a calm ocean in the background.
  • View from a sailboat showing blue ocean water, a distant shoreline with buildings, and a mountain under a clear blue sky.
  • Two men are on a sailing boat in the ocean with a city skyline and mountain in the background. One man is steering, and the other is sitting on the side holding a drink. The boat has a red canopy and metal railing.
  • A man with a beard and long hair smiling on a boat at sunset, with a cityscape in the distance and water around him.
  • Group of six friends enjoying a sunset on a boat, with ocean and sunset in the background, some wearing hats and sunglasses, smiling and posing for a photo.
  • Sunset over a city skyline across a body of water, with colorful clouds in sky and high-rise buildings reflecting the sunset.
  • Night view of a coastal city with illuminated buildings at the foot of a mountain, moon partially obscured by clouds, reflections on the water.
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Relax and enjoy a beautiful sunset sail in Waikiki.

Sailing is an eco conscious way to explore the natural beauty of the Hawaiian Islands. Experience the quiet tranquility of our warm costal waters with a beautiful view of Diamondhead.

Sunset Sail

Sunset Sail

Experience a private 2 hour sailing tour of Waikiki as the sun sets. Bring your own pupus and drinks and soak in the beauty of the southern shore.

Passenger limit: 6 people

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Morning Sail

Morning Sail

This private charter will depart from the Ala Wai boat harbor with a beautiful view of Diamond Head Crater. Enjoy the cool morning breeze as you search for dolphins, whales, turtles, and various Hawaiian marine life. Turtle Canyons, a popular snorkeling site, is about 20 minutes from the harbor. We may jump in and do some snorkeling if the conditions are right!

Passenger limit: 6 people

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“Once upon a time....Explorers sailed across oceans to discover new lands and peoples. Today, sailing is an opportunity to explore, discover, and create connections between people and the elements.”

— Captain David

Contact us.

waikikicastaway@gmail.com
(808) 233-8830

1651 Ala Moana Blvd.

Honolulu, HI 96815