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The Best Boat Rentals in Annapolis

Browse, book, and get out onto the water with local captains and boat owners.

    Our Favorite Boat Rentals in Annapolis

    Types of Boats Popular in Annapolis

    Top Boat Rental Locations Near Annapolis

    Most Popular Sailboat Rentals in Annapolis

    Most Popular Yacht Rentals in Annapolis

    Most Popular Fishing Charters in Annapolis

    Recent Reviews in Annapolis

    How To Book on Getmyboat

    4.9 out of 5! • 385,000+ reviews
    • 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!

    Dive into Our Journal

    Frequently Asked Questions

    How much does it cost to rent a sailboat for a day in Annapolis?

    Renting a sailboat for a day in Annapolis starts at $350 a day for an Oceanis Cruising Monohull and goes up to $2,100 a day for a Lagoon Cruising Catamaran.

    How much does it cost to rent a boat for a week in Annapolis?

    Renting a boat in Annapolis starts at $100 for a sailboat and goes up to $1,600 for a motor yacht rental.

    Can you sail in Annapolis without a License?

    No, you do not need a license to rent a boat or sail in Annapolis. With Getmyboat, you can rent a boat with a licensed captain to enjoy your time on the water. If you want to captain the boat yourself, you must, at the very least, have a Boating Safety Certificate. Be aware that owners will have a checkout process to test your competency with their boat, so if you question your ability, even if you have your boating safety certificate, it is best to go out with a captain.

    When does the boating season start in Annapolis?

    While boating season can vary a bit depending on the weather, it usually starts near the tail end of April and ends in September.