Elevated Sailing Experiences

Proposal, wedding, and other special occasion charters.

Newly married couple seated together on the bow of Sailing Beauty at sunset.
Wedding or Elopement

Ocean views for an intimate ceremony and timeless photos.

Private sail with an ordained captain as officiant, captain and crew included, and a calm deck that keeps the ceremony personal from start to finish.

  • Private sail with ordained captain as officiant
  • Captain and crew included
  • Ocean views for timeless photos
Starting at$949
Couple celebrating a proposal on Sailing Beauty with Honolulu skyline behind them.
Proposal

Private sail designed around your moment.

A peaceful setting on the water, captain and crew included, and a simple path to photographer, leis, and celebration add-ons.

  • Private sail designed around your proposal
  • Captain and crew included
  • Photographer and other add-ons available
Starting at$699
Friends celebrating on the bow of Sailing Beauty during a special occasion sail in Honolulu.
Other Special Occasions

Birthdays, anniversaries, retirements, and custom celebrations on the water.

This charter stays private, polished, and easy to personalize when the occasion matters more than the itinerary.

  • Private sail tailored to your celebration
  • Captain and crew included
  • Great for birthdays, anniversaries, retirements, and more
Starting at$699

Included in every charter

Captain and crew

Every charter includes an experienced captain and crew. Crew gratuity is not included but is warmly appreciated.

Light refreshments

Water and light refreshments are included, with room for you to bring your own food and drinks.

Private sail

Your booking is for your group and your occasion, not a mixed public tour.

Snorkel gear

Available on charters that include swim time, or when arranged in advance for the right sail.

Available Add-ons

PhotographyStarting at $250
Charcuterie board$100
Flower leis (set of 2)$60
Premium flower leis (set of 2)$100

Questions? — We're happy to help!

Book now