About us

Sailing Beauty of Honolulu is a family-owned and operated sailboat charter business built around a real love of the water and a calm, guest-first experience aboard the boat.

On board

What guests can expect from the boat itself.

  • 41-foot classic Japanese Trekker sailboat with a timeless look and updated comforts
  • Three cozy cabins and a bathroom on board
  • Deck space that works beautifully for comfy sailing and a breathtaking backdrop
  • Premium bluetooth surround sound system and a polished setup without losing the relaxed sailing feel

Why guests book

Private time on the water that feels easy and personal.

  • Proposal, elopement, and celebration charters orchestrated with ease
  • Tranquil sails with Honolulu skyline and Waikiki coastline views
  • Flexible family-owned service when guests need something custom
  • Perfect for intimate celebrations, family outings, and memorable milestones

Meet the team

The people behind your charter.

When you book Sailing Beauty, you are booking a private charter with a small crew that knows the boat and knows these waters.

Alicia, owner Alicia, owner

Alicia purchased Sailing Beauty shortly after moving to O'ahu. It was love at first sail, and she set out to build a business that lets guests experience the same peace she feels on the water.

Donovan, captain Captain Donovan

Captain Donovan has sailed the West Coast of the United States, brought Sailing Beauty across the Pacific to Honolulu, and captained vessels throughout O'ahu waters from Ko'Olina to Waikiki and Kaneohe Bay.

Brighton, Back-End Brighton

Brighton manages reservations, content, and our website while bringing a marine-science background keeping us focused on ecotourism and conservation.

Questions? — We're happy to help!

Need help planning your private charter?

Call or text us at 808-738-6604. We're happy to help plan the right charter for you.

Book now