Haven Charters - Bareboat sailboat charters on the Chesapeake Bay, within easy sailing distance of Annapolis, Baltimore, Oxford, St. Michaels. Caribbean BVI's sailing vacation yacht charters with captain and crew or join our flotilla and follow the leader.

Chesapeake Bareboats - visit our fleet of bareboat sailing charters. Click on any boat name listed below to see specifications for our bareboat sailing fleet, with photographs, floorplan layout and full charter prices.
"Carpe Diem" - Beneteau 32 ($850)* "Summer Place" - Island Packet 32 ($980)* "Bug Bear" - Beneteau 33 ($795)* "On Sail" - Hunter 34 ($990)* "Aspri Mera" - Island Packet 35 ($1175)* "Darwin Too" - Hunter 356 ($1150)* "Selah" - Pearson 36 ($1099)* "Minerva" - Catalina 36 ($1220)* "White Wings" - Catalina 36 ($1299)* "Shooting Star" - Jeanneau 37 ($1299)*	"Gail Force" - Sabre 38 ($1230)* "Jenny Ann" - Catalina 38 ($1275)* "Liberty" - Catalina 387 ($1360)* "Wind Dancer" - Pearson 39 ($1230)* "Legacy" - Beneteau 39 (1360)* "Intention" - Beneteau 40 Tri Cabin ($1360)* "Winnefox" - Catalina 400 ($1390)* "Bay Poet" - Hunter 410 ($1425)* "Into the Mystic" - Beneteau 423 ($1390)* "Gambol" - Hunter 44 DS ($1575)*
"Runaway Cat" - Jaguar 36 Catamaran ($1650)* "Siyaya" - Island Spirit 40 Catamaran ($1990)*
*2 day weekend