Find Your Dates

Browse real availability, choose your trip, and send a request — you'll hear back with your estimate shortly after.

1

Choose Your Trip

Day Sail

A single day on the water — perfect for a sunset run, a group outing, or a first taste of the BVI. An experienced captain handles the sailing, and lunch, snacks, and drinks are included.

Week Charter

A full week aboard, exploring at your own pace, with an experienced captain throughout. A chef comes standard for the whole trip — happy to skip it if you'd rather do your own cooking.

2

Pick Your Boat

The Adventure

Available for day sails and week charters. See full specs →

Day sails from $3,595 · Week charters from $12,500 (3-night min)
The Second Wind

Available for day sails. See full specs →

Day sails from $2,995 · Overnight charters from October 2026
3

Bringing a Chef?

Most week charters keep a chef aboard the whole time — it's the standard, not an extra. Prefer to handle your own cooking instead? Uncheck this and we'll skip it.

4

See What's Open

Browse real dates on the calendar below. Week charters have a minimum-night stay — shorter ranges won't be selectable. Exact pricing isn't shown here; once you request your dates, your estimate follows by email.

August 2026demo availability
SMTWTFS
Open Booked
5

Tell Us About Your Trip

How Payment Works

Week charters: A 50% deposit is due at booking, with the balance due 30–60 days before your charter.

Day sails: A deposit is due at booking. The balance is charged automatically to your card on the day of your sail.

Tips for your captain (and chef, if aboard) are handled directly, in cash, and aren't part of this booking flow. Full note on the FAQ page.

Send Your Request

This isn't an instant booking — once you send your request, we'll confirm availability and follow up by email with your exact quote.

Please fill in your name and email above.

Request sent — check your inbox. We'll follow up shortly with your exact quote.