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The Best Sailboat Rentals in Saint Michaels
Browse, book, and get out onto the water with local captains and boat owners.
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Types of Boats Popular in Saint Michaels
Top Sailboat Rental Locations Near Saint Michaels
Recent Reviews in Saint Michaels
Pamela
Relaxing historic sailing experience in St. Michaels, Maryland - Half Day Sail
We booked this experience for my husbands birthday and it was PERFECT! The Selina II IS STUNNING, and Captain Iris and her crew were absolutely wonderful. Captain Matt was fantastic! He took such good care of us while we sailed across the Chesapeake Bay and celebrated with a couple of glasses of delicious champagne! Look no further and book the Selina II, you won’t regret it, it’s absolutely worth it !!
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akhil
Relaxing historic sailing experience in St. Michaels, Maryland - Half Day Sail
Great trip, knowledgeable crew - was very accommodating with my family.
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How To Book on Getmyboat
Browse
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Inquire & Book
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Enjoy
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
Real reviews from happy Getmyboaters.
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