Paradise Sailing Hawaii

Paradise Sailing Hawaii Kona Hawaii Sailing Yacht Charters Big Island Sailing Tours. Catamaran sailing without the crowds! Now open in Kona Hawaii!

A new sailing charter on the Big Island for those who want to REALLY SAIL. Relaxing hands-on sailing with a small number of passengers, PLENTY OF SHADE, nice clean toilet facilities, comfortable cushioned seating with tables and the roominess, stability and speed of the BIG ISLAND'S NEWEST 36' SAILING CATAMARAN. We offer Big Island Sunset Cruises and Private Charters for Snorkeling, Dolphin & Whal

e Watching. Family owned and operated, we provide the kind of PERSONAL SERVICE only a small business can, a hands-on sailing experience to anyone interested and the comfort of catamaran sailing without the big boat crowds.

One of our guests put together this video of the Big Island which includes some nice footage of Kolea and some great man...
06/30/2025

One of our guests put together this video of the Big Island which includes some nice footage of Kolea and some great manta ray drone shots. Nicely done!

Drone footage of Big Island recorded with DJI Mavic Mini 2. Special thanks to Eric the owner of Paradise Sailing Hawaii for letting us fly the drone out on t...

Flying into the sunset 🌅
03/18/2025

Flying into the sunset 🌅

Mele Kalikimaka! 🎅It looks like we found a new whale for Christmas. A guest submitted this photo taken aboard Kolea to ...
12/25/2024

Mele Kalikimaka! 🎅
It looks like we found a new whale for Christmas. A guest submitted this photo taken aboard Kolea to the whale identification site "Happy Whale" and it came back as previously undocumented. Now they can "adopt" and name this whale if they want. Pretty cool!
https://happywhale.com/user/36519;enc=516618

We wish everyone a wonderful Christmas filled with joy and great memories. 🎄

This is our version of a Black Friday sail!
11/30/2024

This is our version of a Black Friday sail!

11/17/2024

We had a visit from this guy while we were doing boat maintenance at the harbor. Definitely put a smile on our faces.

I felt like I was a super dolphin trainer today 😆A pod of 5 bottlenose dolphins found us and decided to stay and play wi...
11/02/2024

I felt like I was a super dolphin trainer today 😆

A pod of 5 bottlenose dolphins found us and decided to stay and play with us for an hour during a sunset sailing! One of them was super friendly and started jumping multiple times right in front of us🐬 What an evening.

Mahalo to our guest, Sandra, for capturing these moments!

💕

08/17/2024

Kolea is finally headed back to the water.

Kolea's empty deck, primed and ready for new paint. She's getting a full makeover this year!
08/11/2024

Kolea's empty deck, primed and ready for new paint. She's getting a full makeover this year!

It's that time again. Not nearly as fun as sailing but Kolea will be looking good after a couple of weeks on the hard. ...
08/07/2024

It's that time again. Not nearly as fun as sailing but Kolea will be looking good after a couple of weeks on the hard. We are 2 days in and already exhausted 😆

We especially enjoy meeting famous people when they are as gracious and down to earth as this very successful singer. D...
02/03/2024

We especially enjoy meeting famous people when they are as gracious and down to earth as this very successful singer. Does anybody recognize her?

01/16/2024

Amazing whale action during last night's sunset sail.

Address

Kailua-Kona, HI

Opening Hours

Monday 7am - 7pm
Tuesday 7am - 7pm
Wednesday 7am - 7pm
Thursday 7am - 7pm
Friday 7am - 7pm
Saturday 7am - 7pm
Sunday 7am - 7pm

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