BOOK NOW!

Sailing Beauty
Home
About
Bookings
FAQ
Gallery
Sailing Beauty
Home
About
Bookings
FAQ
Gallery
More
  • Home
  • About
  • Bookings
  • FAQ
  • Gallery
  • Sign In
  • Create Account

  • My Account
  • Signed in as:

  • filler@godaddy.com


  • My Account
  • Sign out

Signed in as:

filler@godaddy.com

  • Home
  • About
  • Bookings
  • FAQ
  • Gallery

Account


  • My Account
  • Sign out


  • Sign In
  • My Account

About Us

Sailboat

Sailing Beauty of Honolulu

Sailing Beauty of Honolulu is a family-owned and operated sailboat charter business, led by a mother-and-son team. Driven by a deep respect for the water, we aim to share our knowledge and create sailing adventures 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 sailing charters at sea.

Meet the Team!

Sailing Adventures

Alicia, Owner

Brighton, Reservations and Content Manager

Donovan, Captain

Alicia Tompkins, owner of Sailing Beauty, purchased Sailing Beauty in Honolulu 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. 

Sailing Charters

Donovan, Captain

Brighton, Reservations and Content Manager

Donovan, Captain

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 Honolulu O'ahu. Since moving to O'ahu, he has Captained 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! 

Sailing in Honolulu

Brighton, Reservations and Content Manager

Brighton, Reservations and Content Manager

Brighton, Reservations and Content Manager

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 Honolulu 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. 

Reviews

 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.

Leave Us A Review!

Google

Connect With Us

h

Contact US!

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

For more information:

We love our customers, so feel free to call, text, or use this web bot to answer questions during business hours. Mahalo

Sailing Beauty Of Honolulu LLC

1125 Ala Moana Blvd Pier C, Honolulu, Hawaii 96814, United States

808-738-6604 charters@sailingbeautyofhonolulu.com

Hours

Open today

08:00 am – 06:00 pm

Copyright © 2025 Sailing Beauty - All Rights Reserved.

Powered by

  • Privacy Policy
  • Terms and Conditions

This website uses cookies.

We use cookies to analyze website traffic and optimize your website experience. By accepting our use of cookies, your data will be aggregated with all other user data.

DeclineAccept