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5 (2 reviews)
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Boat Rentals
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the United States
Maryland
Saint Michaels
Sailboats
Set sail with these traditional wind-powered boats
$325-$525
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$400-$525
Annapolis, Maryland
44 listings
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 !!
ac
akhil
Great trip, knowledgeable crew - was very accommodating with my family.
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Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
August 01, 2023
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December 11, 2020
December 29, 2019
4.9 out of 5! 500,000+ reviews