Go Sailing in Hawaii

Snorkel with Turtles, Swim with Dolphins in Secluded Beaches and Paradise like Bays.


#svnaia #gosailinghawaii #naiadacat

20% Kamaiiana Discount

Current Special: 20% OFF for Returning Guests

Let’s go sailing in Hawaii:)


Sailing Adventure

We had a wonderful day with our kids learning how to sail on this wonderful boat. It was an early fathers days gift because my husband wants to learn to sail.
Thank you Yara and James for giving us all hands on experience.
We learned a ton and had a blast.

The Stephenson Family

Kristy Stephenson

Incredible experience throughout

Incredible experience throughout! Our family did a half day trip on the beautiful Fountaine 35, and I would highly recommend the experience as a unique way to appreciate Oahu. Our time together was calming and engaging, guided capably by our crew, Yara and James, who provided us the opportunity to snorkel off the coast of Waikiki and enjoy the spectacular coastline view from south of the island (while lying comfortably on the netting in front of the catamaran). Thank you Yara and James for going out of your way to make sure we were comfortable. We will definitely be calling you on our next trip to Hawaii.

Dan and friends

We loved the day and the memories will be cherished

Thank you so much! We loved the day and the memories will be cherished. We hope to do it again some day.

The Ferrier's family

Truly grateful for the amazing sailing experience

Our family had the opportunity to do a half day sail with Yara and Captain James, aboard the Naia out of Honolulu. Everyone had an absolutely fabulous time. We got beautiful weather and some nice wind that made for a dreamy sailing experience. The catamaran was wonderful – everything was clean and in good working order. Yara and James are both skilled sailors and shared lots of great stories and information with us. Yara was a fantastic host –
offering snacks and drinks and making sure that we were all comfortable. She also took lots of pictures and videos of the excursion and put together a lovely collection of photos and a video edit for us to remember the trip. Truly grateful for the amazing sailing experience and wonderful hospitality. I would highly recommend booking a trip with GoSailingHawaii!

Joyce's family

This sailing charter rocks!

Fun, relaxing, adventurous, and breathtaking. This sailing charter rocks!

Gary and friends

Highly recommend the trip to any adventurous couple or family!

From beginning to end, this was the trip my Husband and I always dreamed about… sailing on beautiful blue waters, waking up to a sunrise over the coastal mountains, snorkeling sunken volcanoes, visiting untouched beaches, cruising and relaxing in style… our trip could not have been more perfect. Captain James was an outstanding host, guide and travel companion – making the trip even more of an enjoyment. The experience was certainly a once-in-a-lifetime adventure and we would highly recommend the trip to any adventurous couple or family!