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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.
Top Destinations Nearby
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
- MS
Monique
46' Catamaran Charter with Water Toys - Annapolis, MD
Deren & Kristal were excellent hosts! We had a lovely day sailing the Chesapeake. They were very communicative and timely with their responses and were flexible with our parties needs and wants. What an excellent experience! Would highly recommend their boat.
- TS
Tom
Just Repowered Cuddy Cabin/Walk Around bareboat fishing charter in Annapolis
This is a solid boat that I will rent again when in Annapolis. The engine and navigation display are brand new and made for a smooth ride for my family of 4. The boat could comfortably fit 6 adults, so we had lots of room. Controls were simple and handling easy. Great way to see the Academy from the water. When I asked my wife and sons what their highlight of our DC vacation was, they all said "the boat ride"! William the owner was right on time for pickup and drop off, and even gave us a great crabcake restaurant recommendation!
- LR
Loretta
Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland
What a gorgeous day on the water aboard Sol Searcher! Captain Joe was an awesome host for our day! Peaceful, serene and exactly what we were hoping for to bring the summer to a close. What a lovely world we have to enjoy when we step away from the hustle of life and take the opportunity to take in all that it has to offer. Thank you Capt’n Joe for a wonderful sailing experience. Until we meet again, Loretta and Greg
- WC
Whitney
Experience the Serenity of Sailing SV Magic
We had an awesome trip with Josh. He was very flexible with timing and knowledgeable about sailing. We were able to take our engagement photos on Josh’s boat with his help and input on lighting/backgrounds. It was a wonderful experience we will never forget!
- BM
Bernadette
31' Chaparral 307 SSX Luxury Bowrider Rental in Edgewater, MD
Capt Michael is amazing. His boat is beautiful and well maintained. He is friendly, professional and knows how to Captain. He was very flexible and understanding when we had a change of plans and dropped off some of our crew at another location. We highly recommend him for your fun day out on the bay and we will be booking him again!
- JW
Julie
46' Catamaran Charter with Water Toys - Annapolis, MD
Incredible! Deren and Krystal made our experience phenomenal. From start to finish they were fun and professional. The boat is a stunner! We felt like royalty. My son celebrated his 8th birthday in style with all the toys and had a blast. We will be using them again next year.
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 37 listings for boating experiences in Annapolis with 511 reviews.
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