For qualified sailors, chartering any of our yacht bareboat (no captain) for a day on the bay or overnight boat & breakfast, offers you the ultimate freedom with the option to sail-it-yourself or hire a licensed captain. Go where you want, do what you want, explore, snap moments, join in the festivities ashore or slip away from everything on a remote beach on the Chesapeake Bay, South River and Annapolis shoreline…
To get you started:
- Choose the boat below that best suits your voyage. View our fleet…
- Fill out the form below and one of Island Chill friendly staff will get back to you as quickly as possible and get you sailing in no time.
1/2 day: $550
Full day: $950
*Fits 6 guests. Only 4 allow/tubing...
Select from an extensive custom-built fleet of spacious sail and powerboat, Custom yacht choices and top Chesapeake, South River and Annapolis destinations come together to create the ideal trip just right for you!