O U R S A I L S

WELCOME to Island Sails Kauai. Captain Trevor Cabell was born and raised in Hawaii and has been an icon in Hanalei Bay since 1996 offering sails aboard the beloved Kupaaloa, a traditional Hawaiian sailing canoe that he designed and built by hand to share with the world. An accomplished waterman and watercraft engineer, Captain Trevor has made sharing his love of the ocean, the canoe, and people a way of life. All sailing tours are not just a ride on a boat, but an unforgettable, meaningful, and exciting adventure you will never forget. Experience the beautiful scenery, historical significance, and unique land and seascape of Hanalei Town and Hanalei Bay.

All tours are 1.5 hours (unless conditions change) with a maximum seating capacity of 6 people at a time. We also offer private tours and group pricing. Check in is at Pu'u Poa beach directly in front of the 1 Hotel Hanalei Bay.


The 2024 Sailing Season Begins on April 15 and runs through September*

Morning Snorkel Sail

9:00am - 10:30am

The calm morning waters offer excellent coral reef snorkeling and easy sailing. Start your day with an invigorating dip in the beautiful bay with an epic view of the surrounding mountain range that shape Hanalei Bay (“Crescent Bay” as it is commonly known today or “Wreath-Making” or “Lei Valley” as it was known originally) .

Oh, and did we mention that mornings are the perfect time to see the dolphins and turtles coming out to play? Amongst the pristine waters and ocean bed, we love to share the sea life that come around to visit.

This sail is perfect for your “not-so-normal” morning dip in the sea or the greatest educational adventure for the whole family!

What to bring:

  • Swimsuit

  • Snorkel Gear

  • Water Bottle

Pricing:

  • Adults (19 & up) $200

  • Kids (18 & under) $100

  • Group and Private Morning Snorkel Sails Available. Inquire at time of booking.


Historic Hanalei Bay Sail

11:00am - 12:30pm

or

3:30pm - 5:00pm

Immerse yourself in the deep, unknown history of Hanalei Town as this sail takes you through and outside Hanalei Bay offering a rare picturesque view of Hihimanu, Namolokama, and Mamalahoa - the tri peaks that not only take your breath away but also gives you a sense of why this place on Earth was so unique and important to Kauai island.

This tour gives you lots of time to soak in and appreciate one of the most dramatic scenes you’ll ever experience from one of most epic perspectives. Get ready for rainbows, waterfalls and whatever nature will offer for the day.

Every bit of it will surprise you and give you even more to be grateful for every day of your life.

What to bring:

  • T-Shirt

  • Shorts (expect to get a little wet)

  • Sunscreen

  • Water bottle

Pricing:

  • Adults (19 & up) $200

  • Kids (18 & under) $100

  • Group and Private Historic Hanalei Bay Sails Available. Inquire at time of booking.


Romantic Sunset Sail

5:30pm - Sunset

Treat your love to the ultimate swoon. This sail always delivers a perfect setting for any romantic escape. (Or proposal!) The dreamy afternoon waters, the fairytale backdrop, the breezy island tropics, and the alluring colors of the late afternoon, all make this sail one for YOUR history book!

Cruising the most picturesque views you will ever see in your lifetime while wrapped in the arms of your love of a lifetime will be time well spent. Guaranteed.

Be sure to be ready for whatever Mother Nature will bring you and your guest! Her blessings are always sublime.

What to bring:

  • Rain jacket

  • Any food and drink you desire

Pricing:

  • Adults (19 & up) $200

  • Kids (18 & under) $100

  • Group and Private Romantic Sunset Sails Available. Inquire at time of booking.


*Important note about sailing conditions: While it is rare, all sails are subject to change and cancellation depending on the weather.