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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.
Renting a boat in Annapolis starts at $100 for a sailboat and goes up to $1,600 for a motor yacht rental.
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.
While boating season can vary a bit depending on the weather, it usually starts near the tail end of April and ends in September.