Sailing Hawaii Catamaran Charters sailing Big Island Kailua Kona

Kailua Kona Sailing Charters Big Island Catamaran Tours

Enjoy a true sailing experience with a small number of passengers while sailing Hawaii in Kailua Kona! Our beautiful new sailboat features plenty of shade, comfortable cushioned seating with tables, nice clean toilet facilities and the roominess, stability and speed of the newest 36' catamaran sailing Big Island.  We offer a variety of Kona sailing charters including a relaxing Kona Sunset Cruise and private catamaran charters for sailing, dolphin watching, whale watching and Kona snorkeling tours.

Because we are family owned and operated, we provide the kind of personal service only a small business can and the comfort of catamaran sailing without the big boat crowds. Please check out our reviews on TripAdvisor to find out how much our guests enjoy sailing with us!

Our most popular Kona sailing charters

Big Island sailing tours kona sailing charters
Kona Sunset Cruise

Sail into the sunset aboard Kolea on our Sunset Sail
and enjoy the beautiful Big Island Sunset.

Light appetizers, tropical fruit juice and bottled water included. BYOB

$94 per adult, $62 for children ages 6 to 12
(5 and under no charge)

Click here or call direct for on-line special $5 off!

Private Catamaran Charters sailing Hawaii Sailing Big Island
 3 or 4 Hour Private catamaran charter

Have our beautiful catamaran all to yourself, and spend the morning sailing & snorkeling. Includes all Snorkel equipment. Fresh fruit, baked goods, tropical juice & bottled water are provided. BYOB

 4 hour option allows time to go look for dolphins and also includes Lunch and additional snacks.

Click here for more details.

Call us at (808) 883-0399
for more information about our Kona sailing charters

Kona Sailing Charters sailing Big Island Hawaii


Starting at just $595*!

Have our beautiful sailing catamaran to yourself.
Where to go and what to do is completely up to you!
Snorkeling, Sailing, Sunset cruises, Dolphin & Whale Watching
Private catamaran charter(*Rate for up to 6 guests for a 2 hour charter)
S/V Kōlea is USCG certified to carry up to 24 passengers


Customer Reviews


Sailed twice this summer with Eric and Yumi on their beautiful catamaran (over July 4th and again over Labor Day).  The boat is absolutely exquisite!

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We loved our morning on the boat with Eric and Yumi. The were wonderful hosts. Very kind and knowledgeable. We went to a beautiful area

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If we could award 6 stars then this is one of the rare occasions that it would be thoroughly deserved.  Capt. Eric and Yumi are

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Need a place to stay?
Check out Kona Coast Vacations!
Kailua Kona Hawaii

  • Paradise Sailing Hawaii

Paradise Sailing Hawaii, 74-380 Kealakehe Pkwy, Slip J24, Kailua Kona, HI 96740, United States (US)