Annapolis Sailboat Rental

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Annapolis will rekindle your passion for sailing

A private boat rental in Annapolis is a unique experience, particularly from late April up to the end of the summer. If you rent a boat in Annapolis you can take part in the famous Wednesday Night Races, where more than hundred yachts compete for a big prize. Participating in one of these famous races will make you feel like a Hollywood superstar, as huge crowd of spectators watch the going-ons from Spa Creek Drawbridge or the waterfront. As for the local food culture, Annapolis boasts a rich culinary tradition focusing on seafood and particularly crabs.

Find a boat rental in Annapolis with Click&Boat 

Are you looking for a private boat rental in Annapolis at an affordable price? Look no further than Click & Boat, the market leader in online boat rentals. You can rent a boat in Annapolis with or without a skipper, depending on your boating experience and qualifications. Bareboat boat rentals are available for keen sailors who know these waters like the palm of their hand. Just contact the boat owner via Click&Boat's messaging tool to arrange details.

  • Sailboat
  • Motorboat
  • Catamaran
  • RIB
  • Jet ski
  • Houseboat
  • Yacht
0 - 1200+ $ /day
  • Discounts
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0 - 60 ft
0 - 250 hp
2000 - 2021
100 mi max.
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Rent a boat in Annapolis, the U.S. sailing metropolis

Annapolis is the epicenter of America's boating culture, boasting a long tradition as a sailing hub. For example, if you rent a boat in Annapolis, you might have a chance to visit the U.S. Naval Academy, which has served as the U.S. Navy's most prestigious academic institution since 1845. Other attractions include the Ego Alley, a narrow waterway in downtown Annapolis that every respectable boatman has navigated at least once. Of course, by far, the biggest sailing attraction in Annapolis is the U.S. Sailboat Show, attracting boating aficionados from all over the world every October. It's probably the most prestigious and oldest sailboat show. Boating lovers who rent a boat in Annapolis during the show can tour the Annapolis Dock and have a glimpse of some of the world's most stunning- or in same cases peculiar - sailboats in the world.

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