Find The Best Boat Rental in Annapolis, Maryland.

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What to Know About Renting a Boat in Annapolis

Annapolis 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. Historic cruises are available to enjoy around downtown, and you can see a lot from the water. The Chesapeake Bay is well known as a unique waterway for cruising on sailboats and motorboats of all sizes. Protected waters, beautiful anchorages, astounding scenery, scrumptious seafood, and historic villages make the Chesapeake an excellent choice for beginning or seasoned boaters.

When you charter a boat out of Annapolis, make plans to visit the docks of EdgewaterTilghman IslandRidgeDealeReedvilleChincoteague IslandNewport NewsNorfolkNew Hampton, and Fenwick Island.

Rent a motor yacht or powerboat while in Annapolis and spend hours cruising and touring. There is so much to discover on the water in Annapolis; you’d be missing out if you don’t rent or charter a boat during your stay. Soak up the sun from the deck of your boat, and explore on your own or let a captain take you to all the best places. A motor yacht will take you to all the great highlights, seeing the skyline from the perspective of the water.

If you don’t want to cruise around on a boat or are traveling on a budget in Annapolis, consider renting a stand-up paddleboard or kayak during your trip. You’ll still have all the fun of being on the water, but you’ll power yourself and get a good workout during your trip. Rent the equipment on your own or take a guided tour or lesson to learn these paddle sports!

For anglers traveling to Annapolis, book a fishing charter to spend a day out reeling in great catches, like the state fish, the striped bass. There are lots of fishing boats and cruises available leaving from the port in Annapolis daily, so no matter when you visit, you’ll be able to book the perfect experience.

Boating Events in Annapolis

Due to its title as the sailing capital of the United States, there are lots of sailing and other boat shows that pop up in Annapolis throughout the year. There are also various sailboat races organized by local marinas, fun events for both sailors participating and spectators watching as white sails fill with wind and race around the Chesapeake Bay.

Other Things To Do

While on land in Annapolis, there is plenty to see and do to enjoy all the awesome things this city has to offer. Enjoy a walk to Sandy Point State Park and admire the Chesapeake Bay Bridge. If you want to dive more into the history - tour the Governor’s Mansion, Kunta Kinte-Alex Haley Memorial, and the Maryland State House or try a historic walking tour of Annapolis.

Be sure to check out the shops in downtown Annapolis if you’re looking for some retail therapy. There are also a lot of great restaurants in Annapolis, some of the best restaurants include the Boatyard Bar & Grill and O’Leary’s Seafood Restaurant.

Marinas in Annapolis

Boat slips at marinas in Annapolis are hot commodities, as this is a popular boating destination for people traveling the east coast. A few of the top marinas to check out include Port Annapolis Marina, Annapolis Yacht Club, and Mears Marina Annapolis. Take a walk on the Annapolis City Dock, one of the top free things to do for visitors, and check out the various marinas. Watch spectacular boats cruise in and out of port, and see the sunset with the beautiful backdrop of the harbor.

About Annapolis

Annapolis is the thriving capital city of Maryland and is known for its historic charm and thriving boating culture. It considered the sailing capital of the United States, so if you’re a sailing enthusiast, this is the place to be. A lot of tourism comes in from the surrounding east coast cities like Washington D.C. and Baltimore, and there is a draw for visitors to the Naval Academy.

The best time of year to visit Annapolis is during the late summer and early autumn when the leaves start to change color, and the weather is warm but not stifling. The spring is also a beautiful time, especially if you can catch the flowers blooming. Winter in Annapolis is too cold to enjoy time on a boat.

To get to Annapolis, the easiest way is to catch a flight to the Baltimore International Airport, which is a 30-minute drive from Annapolis. You can also arrive by boat to the City Dock in Annapolis, or by bus on the MTA Maryland. Once in Annapolis, it’s easy to explore most of the city on foot, or you can catch a taxi.

Using GetMyBoat to Rent Your Next Boat

Experiencing the water has never been easier thanks to GetMyBoat. GetMyBoat allows you to search quickly, compare prices, submit rental inquiries, and pay for your rental or charter from the convenience of your phone or computer. We offer a secure platform for renters to facilitate a seamless rental transaction. For boat owners, we connect millions of renters to their boat and provide the security and safety checks on each rental transaction.

Search for the perfect experience now and book your dream day out on the water.

Annapolis Boat Rental FAQs

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 $70 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 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.

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.

GetMyBoat customer reviews for boat rentals in Annapolis.

  1. JW
    Jen
    Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

    We had the most amazing sail even though we didn’t have the most ideal weather. Capitan Joe motored is out to “find the wind” and we were able to enjoy both tranquility and the blissful breeze of a non-thunder cloud. The brownies and fresh raspberries were a nice indulgence as we glided peacefully back to the marina. We can’t wait to go out again!

  2. SC
    Shelby
    38' Hunter 376 Cruising Monohull in Annapolis, Maryland, USA

    Captain Alberto and his wife were an absolute delight! He is incredibly knowledgeable in sailing and he made us feel welcome and at home on his sailboat. My entire family had such an amazing time, and I would recommend to anyone! If you have an opportunity and want a wonderful, safe, and fun experience, choose this charter!

  3. AC
    Allison
    Cuddy Cabin/Walk Around fishing charter in Annapolis

    We had a great day on the Bay thanks to Will. He was very communicative and made the hand-offs getting/returning the boat very easy. The boat was clean, easy to operate, perfect for fishing or just spending some time on the water. We would definitely recommend Will to friends and hope to go fishing again sometime soon!

  4. JS
    Juan Pablo
    38' Hunter 376 Cruising Monohull in Annapolis, Maryland, USA

    Capt. Alberto is the MAN!! His boat was incredibly comfortable, he was such a gracious host, was very conscious of our vibe and was very amenable!! I plan on sailing again with Capt. Alberto very soon. Thank you!!!

  5. JZ
    James
    Cuddy Cabin/Walk Around fishing charter in Annapolis

    Will was great. Very accommodating. Had a small issue with the boat, but Will cleared it up and was very willing to go the extra mile to make sure we had a great time and got what we wanted out of the experience.

  6. NS
    Nihar
    38' Hunter 376 Cruising Monohull in Annapolis, Maryland, USA

    Rented for 7 hours with 3 kids and my wife. The boat was clean. It seems Captain had just washed it before our arrival. Captain Alberto is very knowledgeable and really enjoyed the conversation. He took us to a great restaurant on a creek. Overall, I would rent this boat again.