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DC Sailing

Looking for the perfect gift for an adventure lover? DC sailing experiences offer a unique way to explore the Potomac River, with stunning views of the nation’s capital and iconic landmarks. Whether it's a relaxing cruise or an exciting sailing adventure, this unforgettable experience makes the perfect gift for anyone who loves the water. Give the gift of adventure and beautiful views in Washington, D.C.!

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Wine Tasting Sail on a Historic Yacht

Wine Tasting Sail on a Historic Yacht

Saint Michaels, MD

Wine Tasting Sail on a Historic Yacht

From $149

Beer Tasting Sail on a Historic Yacht

Beer Tasting Sail on a Historic Yacht

Saint Michaels, MD

Beer Tasting Sail on a Historic Yacht

From $149

Sail the Chesapeake on a Historic Yacht

Sail the Chesapeake on a Historic Yacht

Saint Michaels, MD

Sail the Chesapeake on a Historic Yacht

From $123

Sunset Sailing Cruise

Sunset Sailing Cruise

Rock Hall, MD

Sunset Sailing Cruise

From $45

Chesapeake Bay Private Sailing Cruise for 6

Chesapeake Bay Private Sailing Cruise for 6

Rock Hall, MD

Chesapeake Bay Private Sailing Cruise for 6

From $252

Chesapeake Bay Sailing Cruise

Chesapeake Bay Sailing Cruise

Rock Hall, MD

Chesapeake Bay Sailing Cruise

From $44

Half Day Sailing Charter on the Chesapeake Bay for up to 6

Half Day Sailing Charter on the Chesapeake Bay for up to 6

Rock Hall, MD

Half Day Sailing Charter on the Chesapeake Bay for up to 6

From $450

Chesapeake Bay Sunset Sailing Charter for up to 6

Chesapeake Bay Sunset Sailing Charter for up to 6

Rock Hall, MD

Chesapeake Bay Sunset Sailing Charter for up to 6

From $450

Private Sailing Charter on the Chesapeake for 6

Private Sailing Charter on the Chesapeake for 6

Saint Michaels, MD

Private Sailing Charter on the Chesapeake for 6

From $715

Full Day Sailing Charter on the Chesapeake Bay for up to 6

Full Day Sailing Charter on the Chesapeake Bay for up to 6

Rock Hall, MD

Full Day Sailing Charter on the Chesapeake Bay for up to 6

From $950

Half Day Private Sail

Half Day Private Sail

Saint Michaels, MD

Half Day Private Sail

From $1235

Explore the Chesapeake Bay: Overnight Sailing Charter for up to 6

Explore the Chesapeake Bay: Overnight Sailing Charter for up to 6

Rock Hall, MD

Explore the Chesapeake Bay: Overnight Sailing Charter for up to 6

From $2500