Your cabin aboard the boat, captain, planned sailing itinerary, breakfast and lunch staples, snacks, water, and access to all Share the Sail group activities and events. Flights, dinners, alcohol, excursions, and personal purchases are not included unless otherwise noted.

You’ll sleep aboard your sailboat each night in your own cabin. Think of it as your floating home for the week, with the group waking up in a new harbor, island, or anchorage throughout the trip.

We pair guests with other travelers based on factors like age, travel style, and who you’re traveling with. Each boat becomes its own little crew, while still being part of the larger Share the Sail flotilla.

A deposit is required to reserve your cabin and secure your spot on the trip. The remaining balance can be paid according to the available payment schedule, with full payment due before departure.

We offer flexible payment plans to make joining a Share the Sail adventure easier. Depending on your trip and booking date, you may choose to pay in full, split your balance into monthly payments, or make a deposit now and pay the remaining balance in scheduled installments leading up to departure. You can select payment plan on the booking form.