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Annapolis is a great place for boat rentals. The city is a big boating hub, with hundreds of stunning motor yachts, sailboats, and more. As the sailing capital of the United States, it stays true to its name with beautiful wooden schooners and sailboats cruising in and out of the many ports around Annapolis. A visit to this city isn’t complete without time spent on a boat exploring the beauty of Chesapeake Bay. Rent a motor yacht or sailboat charter while in Annapolis and spend hours cruising and touring. A boat charter can take you to all the great highlights, seeing the skyline from the perspective of the water.
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 that includes a licensed captain so that you can enjoy your time on the water. If you want to captain the boat yourself you will need to 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.
Our group had a great time out on the water with Captain Jess and his catamaran! We cruised around the South River and found a perfect spot to anchor out for swimming. Could not recommend Captain Jess and his boat more. We will definitely be back!
Captain Steve and his crew went out of their way to help make my husband’s 60th birthday party a big success!! They were especially attentive and helpful to our guest in a wheelchair with the boarding and and de boarding process. They ensured that we had everything needed during the party and were very kind and welcoming. Several guests commented that they appreciated the beautiful views during our voyage and drinks prepared in the bar by the crew. We had food catered and delivered which worked out well. I’d recommend you ask about any additional costs prior to booking since there were dockage and other miscellaneous fees in addition to the fee paid to Get My Boat.
Captain Jess and his catamaran, Imagine, were absolutely incredible! We had the best day cruising & sailing around the South River and Chesapeake Bay. So hospitable, knowledgeable, and made us feel safe and at ease of the seas! What a beautiful day and an exceptional time. Can't wait to sail on Imagine again! Thank you Captain Jess!!
We had a great time time w/ Captain Gus. He is a very experienced sailor. We were a party of 7 in town for Commissioning Week. It was our first time sailing.
Captain Albert and Grace gave us a very enjoyable and fulfilled sailing trip around Annapolis and the Chesapeake bay. Thanks for their hospitality, and we all appreciate the guided “hands-on” sailing experience.
Rented to celebrate my birthday and had an amazing time! The captain was fun and made sure to communicate thoroughly with us. It was an ideal experience
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