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Address: 1125 Ala Moana Boulevard, Honolulu, Oahu, HI 96814
Phone Number: 808-347-0235
Website
Description: Feel the tradewinds blow and delight in dolphins playing in the bow wake...
Feel the tradewinds blow and delight in dolphins playing in the bow wake as you set sail for a magical sunset cruise. Charter options are limitless: sailing, snorkeling, weddings, sailing lessons, sunset cruise, ash scattering, multi-day charters, corporate fun(ctions), custom cruises...For Sail Blue Hawaii, the horizon is no limit.
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TripAdvisor Reviewer Highlights

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Perfect afternoon sailing off Waikiki

This would have to have been one of the best things i did in Waikiki, We took our 3 kids, 16,14 and 11 on a sunset sail with Captain Gaelyn from 3.30 till 6.30pm, the day was... read more

5 of 5 starsReviewed April 15, 2015
81KRollo
,
Timaru, New Zealand
Go Oahu Card|Includes admission to over 30 attractions, tours and beach activities
USS Arizona Memorial
USS Arizona Memori...
Battleship Missouri Memorial
Battleship Missour...
Diamond Head
Diamond Head
USS Bowfin Submarine Museum & Park
USS Bowfin Submari...
Makapuu Lighthouse Trail
Makapuu Lighthouse...
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47 Reviews from our TripAdvisor Community

Date | Rating
  • English first
  • Any
English first
Timaru, New Zealand
Senior Reviewer
6 reviews 6 reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed April 15, 2015

This would have to have been one of the best things i did in Waikiki, We took our 3 kids, 16,14 and 11 on a sunset sail with Captain Gaelyn from 3.30 till 6.30pm, the day was perfect with a gorgeous light wind sending us happily across the bay and back several times. It was the ideal temperature for someone... More 

Was this review helpful? Yes
2 reviews
5 of 5 stars Reviewed April 15, 2015

We booked a short sunset cruise with Gaelyn during our last trip to the island. The boat was clean and ready and waiting when we got there. We filled the cooler with champagne and snacks and Gaelyn took care of the test, making it fun and relaxing for all of us. She is experienced, safe, and knowledgeable about the island.... More 

Was this review helpful? Yes
Singapore, Singapore
Senior Reviewer
9 reviews 9 reviews
22 helpful votes 22 helpful votes
4 of 5 stars Reviewed March 30, 2015

I chartered Kaikiwi for a day sail off Waikiki with Captain Gaelyn and had a wonderful time. Our party of six was three adults and three kids (ages 7, 8 and 11) and the kids had a blast. It was very convenient, Gaelyn was a terrific host, and the boat was clean and comfortable. It was whale season, and we... More 

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Reviewer
3 reviews 3 reviews
5 of 5 stars Reviewed March 24, 2015

For our tenth wedding anniversary my husband and I were looking for a multi-day adventure close to our home in Hawaii (Oahu). With a week of babysitting booked we were after something unique, and away from the crowds. We spent 5nights, 6days aboard the Kaikiwi with Captain Gaelyn. Being certified landlubbers we were initially apprehensive about the sailing aspects, but... More 

Was this review helpful? Yes
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed March 16, 2015

We had a wonderful 3 hour sail with Captain Gaelyn. She is capable, knowledgeable, friendly, accommodating and pleasant. Recommended highly!

Was this review helpful? Yes 1
Reviewer
3 reviews 3 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed March 13, 2015

If you are serious about booking a monohull sailing charter, read the whole review. It's just after midnight. Got off the plane in Oregon at 10:00 p.m.. I've never written a review before (just take advantage of others who do), but I want to do this now. This was the best sailing trip ever for us. We were blessed with... More 

Was this review helpful? Yes 1
Boston, MA
Senior Contributor
28 reviews 28 reviews
29 helpful votes 29 helpful votes
5 of 5 stars Reviewed February 26, 2015

We had the pleasure of hiring Captain Gaelyn Penberthy to take us on a sunset sail. Sailing is so amazing in the deep blue Hawaiian waters and offers great views of Waikiki and Diamond Head. We were also lucky and saw some whales. We chose The Kaikiwi based on Trip Advisor reviews. I want to thank everyone who wrote a... More 

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Vancouver
2 reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed December 10, 2014

Amazing boat, service and company. I highly recommend Sail Blue Hawaii, the boat was spotless, service was great and genuine. I proposed to girlfriend of 13 yrs during a sunset sail and followed by fireworks. I can't wait to come aboard again in the near future. Thank you Gaelyn and Sail Blue Hawaii.

Was this review helpful? Yes 1
Ottawa, Canada
2 reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed December 1, 2014

My husband and I spent 5 days and 4 nights on Captain Gaelyn's gorgeous 41' Beneteau, the Kaikiwi. We sailed from Honolulu to Maui, anchoring off Lanai and Molokai. It was a fantastic trip - exciting, relaxing and engaging in equal measure. We both felt in excellent hands with Gaelyn. As the other reviewers have said, she is incredibly knowledgeable... More 

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Spokane, Washington
Senior Reviewer
7 reviews 7 reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed December 1, 2014

My boyfriend and I had the best time sailing the Gaelyn! Gaelyn started our experience with her by promptly replying to all e-mails, texts, and calls during the booking process. When we got to Hawaii she texted us to confirm that we were still planning on coming and asked if we needed directions. We didn't as she had excellent directions... More 

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