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Browse Annapolis Boat Rentals
Learn more about boating in Annapolis
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Annapolis Boat Rentals
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.
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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.
Annapolis Reviews
Alex
41' Lagoon Cruising Catamaran in Maryland, United States
Jess was an amazing captain with a gorgeous boat. We had a group of ten women and Jess was so friendly but also gave us our privacy. He offered to take us swimming, but we opted to ride along the bay instead. While it’s an expensive excursion, it’s worth every penny and I will definitely reach out to jess again in the future. I highly recommend!!
- bb
brent
31' Chaparral 307 SSX Luxury Bowrider Rental in Edgewater, MD
From the very start of our day, Michael was very accommodating to all our desires and tailored the day to make it absolutely fabulous. Would 100% recommend him to everyone and plan to use him again next year. Great Experience!!!!!
Melody
Beneteau 41ft Sailing Charter in Annapolis, Maryland
Best day! Captain Gus is who you want to take you out on the bay. He is engaging but also gives you space to hang with your group. His boat had toe accommodations that made our day perfect. Thanks so much for a wonderful afternoon!
Laura
38' Hunter 376 Cruising Monohull in Annapolis, Maryland, USA
Capt Alberto was great. Clean well-maintained boat. Easy parking and access. Fun relaxed day for the family. Got to drive, and relax. Highly recommend and working on rebooking now.
- MI
Maria
38' Hunter 376 Cruising Monohull in Annapolis, Maryland, USA
Beautiful experience in the Annapolis bay. Alberto is a fantastic captain and teacher! He let us get involved in the sailing and gave us great conversation! Will definitely repeat!
- KW
Kevin
2021 Tahoe T-16 Bowrider in Glen Burnie, Maryland
Great time on the water. Sunmi was super flexible and accommodating with our last minute plans. Boat was great. Would recommend.
Boating Guide - Annapolis
Annapolis Boat Rentals
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.
GetMyBoat has 42 listings for boating experiences in Annapolis with 479 reviews.
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