Bareboat & Captained Charters

Bareboat & Captained Charters

Here at Windward SeaVenture, we have a fleet of 10 sailboats available for charter.

For the experienced sailor, we offer bareboat charters that allow you to skipper the boat on your own.  If you are a new client of Windward SeaVenture, we do ask you email or bring us a copy of your logbook and/or list of your sailing experiences.  A test and/or check out sail may be required.  We will keep this information on file for future sails.

If you are new to sailing, don’t let lack of experience stop you from enjoying a sail!  We have a list of coast guard certified licensed captains available to take you out for a sail.  Captains are available for $30/hour.

  • All charterers will be required to sign a charter contract prior to departure from the dock
  • Feel free to bring any food or drinks you wish to have with you on the boat.  We do ask that you avoid bringing glass bottles.
  • Please bring your food & drinks in soft bottom coolers or bring plenty of extra towels to set your cooler on to prevent your cooler from scratching up the floor of the boat.
  • Wear non-black soled shoes to prevent leaving shoe marks
  • Arrive 15 minutes early to take care of your payment & paperwork