Discover the best of Sailing Beauty

Choose the charter that matches the reason you want to be on the water.

Start here if you already know the mood you want. Proposal, wedding, sunset, swim, celebration, whale season, or a quiet memorial at sea, each page takes you to the right booking path quickly.

Choose your private charter

Booking paths for the experiences guests ask for most.

Private charters start at $699. Day sails and sunset sails have a two-hour minimum, snorkel and swim sails have a three-hour minimum, and additional hours are $200 each.

Proposal Proposal sail aboard Sailing Beauty

Private sail designed around one moment.

A quiet route for the question, the photos, and the easy booking path that follows.

Wedding / elopement Wedding charter aboard Sailing Beauty

Ocean views, an officiant-capable captain, and a calm deck.

Simple to understand from search and strong for couples who want the ceremony and photos in one place.

Special occasion Special occasion sail aboard Sailing Beauty

Birthdays, anniversaries, retirements, and anything worth celebrating.

Built for quick decisions when the charter is about the occasion first.

Sunset sail

Late-afternoon departures with Waikiki light.

A relaxed evening sail with the strongest all-around view and light combination.

Fireworks sail

Friday night on the water with the Waikiki skyline.

The most direct route to a one-night-only sail that feels special without extra explanation.

Ash scattering

A private burial-at-sea charter handled with care.

Respectful, direct, and not overcomplicated for families who need clarity before anything else.

Looking For Something Else?

Being a small family-owned business allows us to be flexible.

If you are interested in a charter type or time that is not listed, call or text (808) 738-6604 and the crew will help shape the right plan.

Book now

Book now if the date is already set.

The live FareHarbor flow is still the quickest path when the only thing left is choosing the sail.

Booking notes

  • Start your sail as early as 8 AM with a maximum charter time of 6 hours
  • Taxes and crew gratuity are separate from starting prices
  • Digital currency accepted on request
  • Call for payment information at (808) 738-6604
Book now