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Top Baltimore Sailing Trips

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Baltimore Inner Harbor Sailing Experience

clock 1 hour 30 minutes
  • Enjoy the beautiful Inner Harbor of Baltimore on this 1.5-hour sailing experience. Relax on an authentic schooner and see the gorgeous views of the bustling city from the water. Explore the Inner Harbor and the joy of sailing on this...Read more

Inner Harbor Sunset Sail

clock 1 hour 30 minutes
  • Experience the romance of sailing on this 1.5-hour sunset sail around the Inner Harbor. As the sun sinks into the water, enjoy gorgeous views of the skyline. Bring wine for a special experience on this Inner Harbor sunset...Read more

History of Chesapeake Bay Sailing Tour

clock 1 hour 30 minutes
  • Learn about the maritime history of Baltimore and the Chesapeake Bay on this 1.5-hour sailing tour. Enjoy being on the water and listening to the history of Baltimore's role in the American experience. Sail back in time for an incredible voyage on this tour of Baltimore...Read more

Wine and Cheese Sail in Baltimore Harbor

clock 1 hour 30 minutes
  • Enjoy a beautiful time on the water while you nibble on cheese and sip delicious wine on this 1.5-hour sail. As you sail through beautiful Baltimore Harbor, take in the gorgeous scenery of the skyline as the city lights up. Treat yourself and a loved one on this elegant sailing experience.  It's BYOB, so bring your favorite bottle of wine and...Read more

Moonlight Sail in Baltimore Harbor

clock 1 hour 30 minutes
  • Find your own slice of paradise on this 1.5-hour moonlight sail around Baltimore Harbor. Listen to music inspired by the Caribbean as you enjoy the warm breeze and look at the moon and stars in the sky. Bring the tropics to Baltimore on this moonlight sailing...Read more

Evening Sail on Unforgettable

clock 1 hour 30 minutes
  • Enjoy a beautiful time on the water as you sail through beautiful Baltimore Harbor, take in the gorgeous scenery of the skyline as the city lights up. Treat yourself and a loved one on this elegant sailing experience.  It's BYOB, so bring your favorite bottle of wine and we'll take care of everything else!

    Summer Wind is our larger boat...Read more

Moonlight Sail on Unforgettable

clock 1 hour 30 minutes
  • Find your own slice of paradise on this 1.5-hour moonlight sail around Baltimore Harbor. Listen to music inspired by the Caribbean as you enjoy the warm breeze and look at the moon and stars in the sky. Bring the tropics to Baltimore on this moonlight sailing experience.

    Summer Wind is our larger boat with seating spread across the deck,...Read more

Sunset Sail on Unforgettable

clock 1 hour 30 minutes
  • Experience the romance of sailing on this 1.5-hour sunset sail around the Inner Harbor. As the sun sinks into the water, enjoy gorgeous views of the skyline. Our trips are BYOB so bring your favorite bottle of wine for a special experience on this Inner Harbor sunset sail.

    Summer Wind is our larger boat with seating spread across the deck,...Read more

Harbor Sail on Unforgettable

clock 1 hour 30 minutes
  • Enjoy the beautiful Inner Harbor of Baltimore on this 1.5-hour sailing experience. Relax on an authentic schooner and see the gorgeous views of the bustling city from the water. Explore the Inner Harbor and the joy of sailing on this voyage!

    Summer Wind is our larger boat with seating spread across the deck, great for couples and privacy....Read more
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