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BUSINESSES (10)
Sail the Pintita
ToursThe sailing vessel Pintita is licensed for groups of up to 20 persons! She has an all weather enclosed cockpit to keep you dry from passing ...
J World Performance Sailing School
BoatingSpecializing in personalized hands-on instruction, our courses are taught by top level sailors aboard late model performance sailboats. Limi...
Sail the Pintita
BoatingThe sailing vessel Pintita is licensed for groups of up to 20 persons! She has an all weather enclosed cockpit to keep you dry from passin...
Sailing Lessons with Cruise Annapolis
BoatingLearn to sail on the boat you ultimately want to own. Catamaran sailing schools are our specialty. Go out at any time, for any length of tim...
Severn Sailing Association
Strategic PartnerLocated in Annapolis, Maryland, SSA has a more than half-century tradition of high-quality one-design racing. We feature a full spring throu...
Classic Sail Charters
BoatingClassic Sail Charters offers Chesapeake Bay sailing adventures for small private parties (up to 6) on Licentia, a beautiful 2008 Catalina 42...
Annapolis Sailing School
Kayaking & PaddleboardingThe Annapolis Sailing School now has Stand-up paddle boarding and Kayaking off Bembe Beach for our Keel Boat Club members. This is one of th...
Annapolis Sailing Cruises: Schooner Woodwind
BoatingSail the Chesapeake on a 74-foot schooner! Raise the sails, steer the boat, or sit back and relax on a two-hour sail. Special, longer event ...
Annapolis Sailing Cruises: Schooner Woodwind
ToursSail the Chesapeake on one of two, 74-foot wooden, schooners that offer a real Chesapeake Bay sailing experience for 2-hour public cruises, ...
Annapolis Sailing Cruises: Schooner Woodwind
Unique VenuesSail the Chesapeake on a 74-foot schooner! Raise the sails, steer the boat, or sit back and relax on a two-hour sail. Special, longer event ...
EVENTS (4)
Father's Day Brunch Sail
Sail Dad away for the morning! Guests can raise the sails, steer the boat, or just sit back and relax with a cold beverage. We sail past...
May Beer Tasting Sunset Sail
We feel that everyone should be able to enjoy great, craft beers while sailing on the Chesapeake Bay while on our beautiful 74ft. wooden sch...
Mother's Day Brunch Sail
Sail Mom away for the morning! Guests can raise the sails, steer the boat, or just sit back and relax with a cold beverage. We sail past...
May Beer Tasting Sunset Sail
We feel that everyone should be able to enjoy great, craft beers while sailing on the Chesapeake Bay while on our beautiful 74ft. wooden sch...