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WELCOME ABOARD SailBlueHawaii.com

Sail your own exclusive private yacht charter!

You’ll sail in the safety of your own private bubble. How perfect is that during this challenging time? Your private sailing charter in Hawaii offers you an incredible opportunity to explore the stunning waters of the Hawaiian Islands in a luxurious and personalized way.


Sign up today for your sailing adventure with Hawaii’s premiere sailing charter company. capt.gaelyn@sailbluehawaii.com

Private Yacht Charter
Kaikiwi is a 42′ foot Beneteau 411

“DON’T DREAM YOUR LIFE, LIVE YOUR DREAM”

Any occasion is a great one to get out sailing on Hawaiian waters to enjoy some relaxing and refreshing ocean time. Especially true here in Hawaii where the air is balmy and year-round trade winds provide Honolulu with wonderful sailing conditions.

At Sail Blue Hawaii, the possibilities are endless and THE HORIZON IS NO LIMIT.

Honolulu Sailing, Yacht Charters, Oahu

While sailing off the Oahu coastline, we often see Hawaiian green sea turtles lazing in the sun, dolphins jumping the bow, whales (winter only) spouting off to starboard, and the stunning shine of Venus at sunset. Leave Waikiki and the crowds behind. Step onto your own private yacht and enjoy the ride of your life. The wind is our engine as we sail the beautiful azure blue Pacific waters. The sound of the ocean will thrill. You can choose a magical sunrise cruise, an adventurous tradewind day-sail, a romantic sunset cruise; depending on your preferences and schedules…anything is available for any occasion.

Your private sailing charter in Hawaii is perfect for intimate gatherings, family vacations, or romantic getaways. It comes with an exceptionally experienced captain and crew who are knowledgeable about the islands’ marine life, culture, and history. You will enjoy tradewind sailing as only Hawaii can offer.

The stunning coastal landscapes, crystal-clear waters, and the chance to see marine wildlife up close makes your private sailing charter an unforgettable experience. However, it’s essential to book in advance, especially during peak tourist seasons, to ensure availability and secure your preferred sailing date.

SUNSET SERVED DAILY

Honolulu sunset sailing charter

“Years from now you will be more disappointed by the things you didn’t do than by the ones you did do. So throw off the bow lines. Sail away from the safe harbor. Catch the trade winds in your sails. Explore. Dream. Discover.”

-Mark Twain

Recent Sailing Charters/ Sail Blue Hawaii BLOG

Hawaii Proposal at Sea

Definition of romance: chartering your private yacht to propose to your loved one while in Hawaii. Imagine saying “YES” while sailing into the sunset. Sail Sunset on Valentine’s Day This Valentine’s Day was a highlight for me. I have been running private charters for many years now but this one stands out. The young couple, …