Sail Blue Hawaii LLC
Boat Tours • Water Sports • Private Tours • Dolphin & Whale Watching
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12:00 AM - 11:59 PM
Monday
12:00 AM - 11:59 PM
Tuesday
12:00 AM - 11:59 PM
Wednesday
12:00 AM - 11:59 PM
Thursday
12:00 AM - 11:59 PM
Friday
12:00 AM - 11:59 PM
Saturday
12:00 AM - 11:59 PM
Sunday
12:00 AM - 11:59 PM
About
Feel the tradewinds blow and delight in dolphins playing in the bow wake as you set sail. Charter options are limitless: sailing, sailing lessons, sunset cruise, ash scattering, saying "I do", multi-day charters, corporate fun(ctions), custom cruises...For Sail Blue Hawaii, the horizon is no limit.
Honolulu, Hawaii
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Awards
Travelers' Choice
2022

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Sail Blue Hawaii LLC
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Travelers talk about
(51 reviews)
(6 reviews)
(2 reviews)
Detailed Reviews: Reviews order informed by descriptiveness of user-identified themes such as cleanliness, atmosphere, general tips and location information.
Popular mentions

5.0
171 reviews
Excellent
168
Very good
2
Average
0
Poor
1
Terrible
0

Tiffany M
Saint George, Utah, United States11 contributions
Sep 2022
Booking a private sailboat with Captain Gaeyln on the Kaikiwi, was the highlight of our trip to Oahu! There are several sailing excursions to choose from but you are packed on a catamaran with 50 other people, with load music. If you want to experience true sailing along the beautiful coastline with cobalt blue blue waters book with Captain Gaeyln, you will be blown away. Captain Gaeyln helped us customize our sailing trip and took us out for 7hs, so we could experience the trade winds and end our trip with a beautiful sunset.
Written September 16, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
It was a total pleasure having you on board. One might think 7 hours is too long to charter! If you have the right adventurous spirit and love of ocean, you may well find, like this couple did, that it is indeed the correct amount of time not to mention the highlight your HI vacation. What a way to refresh your spirit! Thank you for sailing with Sail Blue Hawaii.
Written September 16, 2022
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Tonya M
1 contribution
Jul 2022 • Couples
We had a great sail with Captain Gaeyln! She has a beautiful boat and was very accommodating! We definitely recommend going sailing with Gaelyn!
Written August 20, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
What a terrific way to celebrate your wedding anniversary. Thank you for the privilege of sharing it with Sail Blue Hawaii! Be well and stay safe With warm aloha, Capt. Gaelyn
Written August 20, 2022
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

chris S
1 contribution
Aug 2022 • Couples
My wife and I did a learning Cruise where Gaelyn taught us the basics of sailing. She was a gracious host, great teacher with tons of patience. The trip was a great value and we are already planning a return trip for a whale excursion with Gaelyn.
Written August 14, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
It was a total pleasure having you on board. You did great for newbies!! Keep on learning and keep on sailing. I look forward to sharing a whale sail with you on February. With warm aloha, Capt. Gaelyn
Written August 14, 2022
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

JHinPalmSprings
2 contributions
Jul 2022
What an amazing experience. A private sailboat for three people is out of this world.
Captain Gaelyn was amazing long before we ever landed in Hawaii. The booking was a breeze. She gave directions to the harbor that were easy to follow and understand. She met us on time and was just freaking amazing on the water. She was fun to talk to and taught me a bit about sailing. It was an added bonus. We are already plotting our quick return just to experience Captain Gaelyn and her sailboat again.
Oh .... we had a vegan birthday boy in our group and Captain Gaelyn went and got a vegan chocolate cake for him as a surprise. What amazing customer service. Customers for life!
Written July 30, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Thank you for your kind words. Your were a breeze to work with also. A terrific water experience for the birthday boy! I look forward to spending another Kaikiwi time with you. With warm aloha, Capt. Gaelyn
Written July 30, 2022
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Scott S
1 contribution
Jun 2022
What a day! We chartered a four hour sail, and Oh! what a day! A few minute's drive from Waikiki, once we stepped onboard Captain Gaelyn's Kaikiwi, we were transported away from the hustle and bustle of the city, and onto a slice of heaven. Crystal blue waters, beautiful panoramas of the island from the tip of Diamond Head to Ewa, steady, cooling winds, and curious, playful dolphins, all made for a special day. Thank you, Captain Gaelyn, for sharing Kaikiwi under your steady and masterful hands at the helm.
Written June 22, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
The pleasure was all mine and what a treat to have those dolphins show up just for you! stay well, be safe With warm aloha, Capt. Gaelyn
Written June 25, 2022
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Doc21144
Cedar Rapids, IA50 contributions
Apr 2022
I was so pleased when we were able to book this cruise. It was perfect. The boat was comfortable and safe, and the captain was first rate; she was a lot of fun, knowledgeable, skilled, and determined to give us the best possible experience--and she did! Not only did we see dolphins, they breached and gave us a show. We saw a beautiful sunset (which we'd all feared might not happen) and the weather was perfect (well, it IS Hawaii). I would absolutely take this cruise again on a return to Hawaii. Cannot recommend more highly.

(OK, below it asks who was with us. It was my husband and myself and our adult daughter. That was not one of the options, so I chose the closest pick.)
Written June 4, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Thank you so much for sharing your thoughts online. You make a case for how long an experience like this can stay with you, long after you have returned to your "real " world. Remembering the highlight of your vacation can be such a soothing and wonderful boost. Take care and stay well. With warm aloha, Capt. Gaelyn
Written June 4, 2022
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Raine S
1 contribution
May 2022 • Friends
It was a beautiful and relaxing experience with Captain Gaelyn on her sail boat. We watched a gorgeous sunset off the shores of Honolulu. She provided great communication, a prompt response to our inquiry, and clear instructions on meeting her. It was so wonderful to have a private sailing experience with friends. We got to enjoy our own drinks and snacks onboard as well. We would highly recommend sailing with Capt. Gaelyn, and we definitely look forward to our future sail together.
Written May 29, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
It was a tremendous sunset on such a grey day. Thank you for sharing your thoughts online and I do look forward to another sail together! With warm aloha, Capt. Gaelyn
Written May 31, 2022
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

czar479
Oahu, HI244 contributions
Mar 2022
Had the best time ever sailing with Captain Gaelyn on her lovely sailboat, Kaikiwi! My husband and I did a 3 hour sunset sail in honor of my birthday, and it was truly magical. The boat was immaculate, and Captain Gaelyn was prompt, professional, and extremely thoughtful and kind--allowing us the option to reschedule when the weather on the day of our initial booking was less than ideal. The way she is able to handle that boat on her own is beyond impressive. We are already budgeting for our next sailing adventure. Thank you, Captain Gaelyn! We can't wait to sail with you again!
Written March 22, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
It was a total pleasure to help you celebrate your birthday. Any occasion is a good one to be out on the water but what a highlight for you! Thank you for your kind words. I do look forward to sharing more ocean time with you and hubby.
Written March 23, 2022
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

D S
Dallas, TX3 contributions
Feb 2022 • Friends
CAPT. G is an awesome captain that has a wonderful sail boat. She wants you to have the best sailing experience possible. She honestly told me the day of my scheduled sail that there was little wind. She allowed a change to another day and a local seaman called her an honest captain as not all captains would do that! She is super knowledgeable and cares about all things important! She did a fantastic job of sailing the boat! A highlight if my entire trip to Oahu! We had the opportunity to see whales (whale season) dolphins and sea turtles! Class act!
Written March 19, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
It was terrific being on the water with you on such a placid day which is a perfect way to see the marine life. Thank you for sharing your thoughts online With warm aloha, Capt. Gaelyn
Written March 19, 2022
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Andrew B
1 contribution
Feb 2022
My wife and I went out for a 4-hour sail with Gaelyn and had a wonderful time. I'm an experienced sailor and the sailing itself was not that great. The trade winds decided to take a break that day and we were only getting winds of about 5 knts for most of our time. That's nothing that anyone can control and, at times like that, you have to remember a rule of the sea - "a guy in a motorboat is trying to get someplace, but a sailor is always right where he wants to be." All of this is to say, if you are cool with being out on magically blue waters, with Diamondhead for a backdrop, then you will likely have a good time regardless of the winds. Gaelyn is a superb skipper who really knows her tuff and she takes good care of her guests. The best part of our trip was the whales! February is the height of the whale season and we saw a lot! Being on a sailboat is one of the best ways to see whales. The boat doesn't make any noise when you're under sail, so we actually heard most of our whales before we saw them. We'd hear the sound of their breath coming up behind us. It was an extraordinary time.
Written March 14, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
I remember the day so clearly for its lack of wind lending to an exceptional whale watching afternoon. I was happy that you chose to enjoy what was given you...the perfect attitude for a day of sailboat chartering. Indeed, you were where you wanted to be. I so appreciate clients who appreciate...you make your trip, I don't.
Written March 23, 2022
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

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Sail Blue Hawaii LLC (Honolulu) - All You Need to Know BEFORE You Go