The experiance of a lifetime! Captain Gaelyn was just lovely. I had a long sail one day and a lesson the next, which was definitely the way to go. I was in my happy place every moment. Captain was so easy to be around and really set me at ease when i was tacking for the first few times, and i'll tell you i could not stop smiling. Could not recommend more! read more

Sail Blue Hawaii - Me and the Captain!!! - Tours Near Me - Honolulu, Hawaii

See all

I was fortunate to have Captain Gaelyn to accompany my last journey with my dear mom. Captain Gaelyn is a very competent,warm and attentive person. You can totally trust her. I would love to hire her again. Her service is the first rate but the price was reasonable! Mahalo dear Captain Gaelyn! See you again! read more

Great day sailing on the beautiful Hawaiian waters with views of Waikiki and Diamond Head and what better way to celebrate our wedding anniversary! Aloha! read more

Sail Blue Hawaii - Tours Near Me - Honolulu, Hawaii

See all

First time sailing with Captain Gaelyn and it was smooth sailing! We opted for a 3 hour sails with the family and it was so smooth the kids and wife fell asleep for almost two hours of it! I will definitely be sailing with Capt Gaelyn again and highly recommend her and her beautiful Beneteau! read more

Had a wonderful sail with Captain Gaelyn. My husband and I are sailors and wanted to experience a sail off the Hawaiian coast. Gaelyn hoisted the sails promptly and for 2 1/2hrs we were able to SAIL along the coast of Honolulu. She is very knowledgeable and made it a wonderful trip for us. Would highly recommend a sail with her. read more

ago 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 would highly recommend sailing with Capt. Gaelyn, and we definitely look forward to our future sail together. read more

Sail Blue Hawaii - Grey skies turned into a gorgeous sunset. - Tours Near Me - Honolulu, Hawaii

See all

It was a real pleasure to sail with Capt. Gaelyn! Her expertise, personality & the thoughtfully-fitted out Beneteau 42 made for a safe & thoroughly enjoyable experience (unlike some Honolulu charters where the skipper & even the boat may not match what you paid for). Looking forward to a return visit soon! (Pro tips: the Kewalo Basin marina parking lot can get crowded, but there's easy access by bus, & if you want to bring food & drink, the Whole Foods is just 2 blocks away on Kamakee.) read more

You're on the water. In Oahu. Just that alone is worth a star. You're Captain is a Kiwi, with a delightful personality, another star. You have the luxury to remain in stern, move about the yacht at leisure, head to bow, and feel the breeze brush across your face, while you spot sea turtles off port side, another 3 stars. Gaelyn, our Captain, has been sailing these waters for decades and has had this yacht for just over a decade - a 42 foot Beneteau beauty! She keeps the yacht clean, shares her cooler with you if needed and ensures your time spent on Kaikiwi is an absolute treasure! read more

See all

Excellent sail with Gaelyn. Boat is a top notch shape and she is a fabulous captain - professional and safety conscious. Was an added bonus to see a whale breach on the ride. read more

I took a lesson from Captain Gaelyn because I am not yet confident sailing off into unknown waters on my own. I brought along three people and they had a great time just hanging out while we cruised around the beautiful scenery during the lesson. Even though I'm ASA 101 and 103 certified, I still learned quite a bit from Captain Gaelyn in just our short lesson. She was patient and willing to do enough repetition of the maneuvers with me until I got comfortable. And everything she said was very informative. I very much appreciated her sailing style - little things like keeping a reef in the main and having all the lines tidy. Speaking of that, the boat is a beaut and is very well kept. Thank you Captain Gaelyn for a lovely experience. read more

Sail Blue Hawaii - Tours Near Me - Honolulu, Hawaii

My fiance has wanted to learn how to sail for forever, so for his birthday, I thought what better gift than sailing lessons! I just had to find the right teacher. We couldn't have been happier to find that teacher in Captain Gaelyn!! She really knows her stuff and, equally important, knows how to teach. Her boat is impeccable, too. It was an absolute blast!! Can't wait to sail again with Captain Gaelyn!! read more

See all

My sister arranged a couple hour sailing trip while we were staying on Oahu for a family trip. I was a tad unsure about the idea of this because my 18 month old son would be coming along, and wasn't sure what to expect. Gaelyn is extremely knowledgeable about all things sailing and I felt extremely safe while on her boat. Her equipment is clean and the boat is lovely. Sailing was a huge highlight on our family trip, and I'm so glad we did it! I would highly recommend Gaelyn and Blue Sail Hawaii to anyone looking for something fun and different! read more

Sail Blue Hawaii - Tours Near Me - Honolulu, Hawaii

I thought long and hard about sailing in Hawaii. Captain Gaelyn was very efficient in getting back to me and offering tons of information to finalize my adventure. She truly takes pride in what she does and has a beautiful vessel. Captain Gaelyn let's get involved in the learning process of sailing or you can just sit back and relax. Either way it was an experience of lifestyle. Thank you Captain Gaelyn!! We will never forget you. The dolphins were amazingly beautiful!! read more

See all

Excellent, friendly service! Wonderful experience. Highly recommend for a relaxing, one-of-a-kind Hawaiian sunset. read more

Sail Blue Hawaii - Tours Near Me - Honolulu, Hawaii

See all

My wife and I definitely echo the other positive reviews of Capt. Gaelyn and her sailboat, the Kaikiwi. She took us out for a sunset sail on our 1st anniversary, and it was everything we could have hoped for. She was friendly and personal. Her boat was well maintained, and sailed perfectly. Highly recommend her! We will definitely sail with her again in the future. read more

Sail Blue Hawaii - undefined - Tours Near Me - Honolulu, Hawaii

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. Gaelyn is super responsive, super flexible for anything you would want to do regarding a cruise. read more

Sail Blue Hawaii - The trip was a great value and we are already planning a return trip for a whale excursion with Gaelyn. - Tours Near Me - Honolulu, Hawaii

Sailing along the south shore of Oahu at sunset with Capt. Gaelyn was the highlight of our trip to Hawaii. Her boat, named KaiKiwi (combining her love of the ocean (Kai) with her New Zealand roots (Kiwi), is a beauty. The weather was perfect with just enough clouds to ensure a beautiful sunset. Mahalo for a lovely evening. read more

See all

Had a great sailing experience with Captain Gaelyn! Gorgeous, clean boat and Captain Gaelyn is friendly, easy-going, professional and goes above and beyond to ensure that her guests have a wonderful sailing experience! Highly recommend a sail on the Kaikiwi with Captain Gaelyn! read more

The highlight of our trip. A peaceful sail along the coast wit its of trivia thrown in. We were fortunate to be joined by dolphins for part of the trip. read more

Sail Blue Hawaii - One of the more acrobatic of the pod of about thirty. - Tours Near Me - Honolulu, Hawaii

Sailing with Gaelyn is fantastic! If you are looking for a true skipper who will give you the best possible experience. We booked our charter a few months in advance and she was prompt and informative in our correspondence. Her directions to the slip of the KaiKiwi were perfect and we had no trouble finding her. Our weather conditions were perfect and we set sail. The boat was kept in prime condition and Gaelyn has a easy spirit about her that makes it so comfortable to sail with her. We had great banter back and forth as we sailed back and forth in front of Honolulu. The experience we had was worth every penny and will be back for an inter island charter. Thanks again Gaelyn!! read more

Sail Blue Hawaii - Us with our skipper Gaelyn! - Tours Near Me - Honolulu, Hawaii

Loved ever moment, learned a lot, and can't recommend Capt. Gaylean enough. If you are in Hawaii give her a call

It has taken six months, but I finally have a moment to mention what a lovely day our little group spent with Captain Gaelyn In Honolulu harbor. She is very knowledgeable about the sea, her boat, and the islands here and all over the world. She was also welcoming, knowing when to engage with us and when to let us simply enjoy the beauty of the day. I/we would definitely book with her again!! -Helen read more

Can not say enough wow what a 5 star experience. Capt. Gaelyn was A#1. She is the best we had by far. Gracious host and guide. Took good care of our crew. read more

Sail Blue Hawaii - Capt. Gaelyn. Showed us the view today. - Tours Near Me - Honolulu, Hawaii

Gaelyn was wonderful. We had the perfect sunset sail with the best sunset of the year! Having the boat to yourself is so much better than sharing space with a bunch of tourists. The wind kept us cool for a change this week as we enjoyed some wine. Watching the fireworks from the boat was incredible. Couldn't have asked for a better night. This was the highlight of our time on Oahu. read more

See all

If you are in Hawaii, you will not going to regret hiring Gaelyn! She is so helpful and her customer Service is top notch.

Terrific! This was the best part of going to Oahu. Will return to Hawaii just for this experience again. Captain Gaelyn was responsive and flexible with our group. It was an outing for all to enjoy. read more

I have lived on Oahu for 17 years. I have had a multitude of wonderful and beautiful experiences here. Not one can compare to the fantastic time I had sailing with "Sail Blue Hawaii " . Captain Gaelyn Penberthy is the epitome of a professional, patient, safe, and knowledgeable Captain. She has a gracious and affable personality. I would give this experience 10 stars if allowed. Worth every penny! read more

Today four friends and I went sailing with Sail Blue Hawaii. Capt. Gaelyn was the perfect host in every way: competent, sensitive to our needs, easy-going, professional. We had a wonderful time and felt completely safe and in the best of hands. Do yourself a favor, and book a sail with her. She even managed to sail close enough to a large sea turtle so we could see it raise its head and check us out! A fantastic experience! read more

We had fantastic time last night. Our friends treated us for this magical sunset cruise. We even saw spinning dolphins! Captain Gaelyn was wonderful and very professional. Highly recommended. read more

I can't say enough about Capt. Gaelyn and the sunset sail we just did. We booked a 4 hour private sail with her strictly on the great reviews on yelp and TripAdvisor and we were not disappointed! I was a little concerned about the weather showing rain on the weather app but as she told us it was all just fine. We sailed in the sun, even had to use sunscreen even though you could see clouds looming over the mountains inland. This is very typical here which I didn't know. Her hospitality, kindness and stories made it that much more enjoyable. We talked at times and other times just enjoyed the peace listening to the wind and water. Her knowledge and experience put us at ease within the first 5 minutes, you could tell she truly loves what she does and she allowed us to just sit back and enjoy it with her. Thank you Capt. Gaelyn for giving us such an amazing time while here and I only hope we get to do it again soon. read more

Me, my sister, and my girlfriend wanted to surprise my parents with a private sunset sail so we called around and ultimately chose Sail Blue Hawaii. Once I spoke to Captain Gaelyn I knew that she was the perfect fit for our sail. This was by far the best sailing experience we have ever had! She took us out past diamond head and then turned us back around to watch the most beautiful sunset with Honolulus skyline to our right. We couldn't have been happier and will definitely be sailing with Gaelyn next time we're back. If you're looking for an amazing experience on a private sail with your loved ones, go with Captain Gaelyn. You will not be disappointed! read more

See all

Sailing with Gaelyn at sunset was the highlight of our trip. If you want a personal experience out on the water to escape the Waikiki crowds and learn a thing or two about sailing, then Sail Blue Hawaii is definitely for you! read more

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 in the confirmation e-mail she had sent me when we booked our trip. Once we got to the boat our excitement only increased. The Kaikiwi is a beautiful boat. This was my first time sailing and Gaelyn did an excellent job of putting me at ease. We were able to bring our lunch and drinks for the afternoon aboard and once we set sail we enjoyed the sunshine and water. We sailed with Gaelyn for 3 hours enjoying the bright blue waters and the sights of Honolulu, Waikiki, and Diamond Head. Gaelyn is easy to talk to and fun to be around. We will definitely be booking another trip next time we are in the islands :) read more

I first sailed with Captain Gaelyn and Tracey on the catamaran while participating in a private memorial service at sea for a relative. They both exhibited the kindness, dignity, and respect for the solemn occasion, but I was most impressed by their concern for the comfort of the participants, most of whom were senior citizens who had never been on the water. They took great care to honor the family wishes and their attention to small details like presenting a certificate with the coordinates to memorialize the location was truly heartfelt. Since that first encounter, my family and friends have sailed with Captain Gaelyn and Tracey on the catamaran every Fourth of July over the past eight years. As a lifelong resident, the opportunity to see the evolving Honolulu skyline at night, combined with a front row seat to fireworks directly overhead always guarantees a spectacularly memorable experience. A consummate professional, Captain Gaelyn constantly demonstrates an unrelenting commitment to the safety of her passengers while ensuring their maximum enjoyment with every aspect of the cruise. She and Tracey take great pride in accommodating the needs of all of the passengers and their focus and dedication to providing a great experience is unsurpassed. That dedication was evident a few years ago when I procrastinated and attempted to book the cruise during the week of the Fourth of July. Although she had committed her ship for another event, Captain Gaelyn called in some favors and was able to secure a vessel with one of her competitors after I notified her that I was unsuccessful with my attempts. She declined my offer of a finder's fee, and participated as a crew member for her competitor to ensure that we would receive the same levels of service that she and Tracey routinely provide. While my delay in booking resulted in a loss of business for her, it was evident that her only concern was that we would have a safe and enjoyable evening. I cannot speak highly enough about Captain Gaelyn's professionalism and her customer service commitment. It is obvious that she and Tracey enjoy what they do and that attitude is evident throughout every cruise. She is unequalled in hosting guests and providing them with a safe, enjoyable, and memorable experience. read more

We had a group of 5, including two children 8 and 9, go out today. On a windy and gusty day Capt Gaelyn set up the boat, sail plan and destination for a smooth and comfortable sail. The boys had a fantastic time on the boat while Capt. Gaelyn ensured a safe and adventurous cruise for us to enjoy. She gave me a wealth of knowledge on Hawaii and blue water sailing that I will carry with me as I grow my sailing experience. We will certainly be back to sail again on the Kaikiwi and enjoy the blue waters of the south shore of Oahu. read more

Sailing with Captain Gaelyn aboard the Kaikiki was the highlight of our trip. She is an expert sailor, easily handling this 42 ft. sailboat single-handedly. It was so nice to have the boat all to ourselves as we lazed in the sun, had lunch and headed for Diamond Head passing sea turtles along the way. We learned a bit about sailing...I even took to the helm! If you are looking for a great experience, look no further than Sail Blue Hawaii. read more

My husband and I were treated to a sunset sail off the shores of Oahu as a gift from our childten Thank you Captain Gaelyn for sharing your beautiful Kaikiwi sail boat with our family and for your warm and gracious hospitality. We were greeted by sea turtles as we boarded the boat, enjoyed the landscape of the Hawaiian coast with a rainbow over Diamondhead, saw flying fish, and experienced a stunning Hawaiian sunset. We look forward to sailing with you again on our next visit. Mahalo! read more