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Sailing Beauty of Honolulu is a family-owned and operated business, led by a mother-and-son team. Driven by a deep respect for the water, we aim to share our knowledge and create experiences that inspire our guests to connect with and care for the ocean. Captain Donovan’s journey began in 2018 when he first set sail with a charter company in San Diego Bay. Driven by his love of the ocean, he pursued his captain’s license, eventually guiding and transporting vessels along the West Coast of the United States.
In 2022, Captain Donovan took on his greatest challenge yet: a Pacific crossing from Southern California on the sailing vessel “Sailing Beauty” across 2,400 nautical miles of open Pacific Ocean to her new home in Hawaii. Over the course of a 21-day journey, he spent five windless days in the doldrums, and navigated through three hurricanes, a testament to his skill and dedication.
Since her arrival, ”Sailing Beauty” has been beautifully updated with a brand-new deck, perfect for relaxing and soaking in O'ahu’s stunning coastline. With plush new upholstery and a modern Bluetooth sound system, every detail has been designed to elevate your experience at sea.
Alicia Tompkins, owner of Sailing Beauty, purchased Sailing Beauty in late 2023, shortly after moving to O'ahu. It was love at first sail—Alicia immediately felt a deep connection to the boat and the ocean. Finding sailing and the water to be profoundly therapeutic, she was inspired to create a business that would allow others to experience the same sense of peace and joy. With Sailing Beauty, Alicia hopes to share her passion for the ocean with all who come aboard.
Captain Donovan Young has sailed the West Coast of the United States, from Northern California down into Mexico. He completed an impressive 21-day trans-Pacific journey, bringing Sailing Beauty from San Diego to O'ahu. Since moving to O'ahu, he has moved boats from Ko'Olina Marina on the island's west side to the Ala Wai Marina in Waikiki, as well as operating vessels out to the Sandbar in Kaneohe Bay. Donovan is proud to share the same love and excitement for sailing with all who come aboard!
Brighton Hedger plays a multifaceted role at Sailing Beauty, managing content, social media, marketing, and reservations. Previously working as a reservation manager for a charter company in San Diego, Brighton moved to O'ahu to pursue her master’s degree in marine science. She’s passionate about creating memorable customer experiences, ensuring every aspect of your journey—from booking to sailing—is seamless and enjoyable. Brighton is committed to sharing the magic of Sailing Beauty with guests, making each adventure as special as the island itself.
An unforgettable sunset charter with Captain Donovan on the Sailing Beauty! We enjoyed breathtaking views of Waikiki at sunset, spotted sea turtles, and relaxed on the water, sharing great conversation and laughs. I highly recommend this experience as an essential part of any Hawaii vacation. Thank you, Sailing Beauty of Honolulu!
- Emma M.
My boyfriend and I had an amazing sunset charter experience aboard the Sailing Beauty. The boat itself is beautiful and very comfortable. The crew was warm, friendly, and accommodating. We enjoyed talking with them and learning a bit about sailing. I would definitely recommend this experience to anyone looking for a unique, well priced, luxury sailing experience. I look forward to joining them again.
- Ryan
We sailed on the beautiful Sailing Beauty of Honolulu this past Saturday. Our wonderful Captain Donavon & his first mate Alicia were fantastic. I would highly recommend you sail Hawaii's ocean off Waikiki with them. We had a small intimate group of friends & ohana along for our sail and we all had a great time on board. Words can't describe the beautiful scenery we enjoyed. Time to reflect and appreciate Waikiki, Diamond Smooth sailing, great company and ono food embraced us with a sunset to top it all off! We Highly recommend you take sail on Sailing Beauty of Honolulu with her sensational crew. We'll be back for Whale Watching soon! A hui hou!
-Charise J
Our boat captain was extremely experienced and willing to adapt our sailing to the group's comfort level. We could have gone out for a more exciting sail, but opted for something more relaxing while watching the sunset off of Waikiki. During the trip, he identified landmarks, explained rules of the sea, and talked about sailing in different waters around the world. I highly recommend this experience, seeing Waikiki from the water as the sunsets is remarkable, an unforgettable experience.
- John S.
We love our customers, so feel free to call, text, or use this web bot to answer questions during business hours. Mahalo
1125 Ala Moana Blvd Pier C, Honolulu, Hawaii 96814, United States
Open today | 08:00 am – 06:00 pm |
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