The Best Boat Hire in Annapolis

Average of 157 reviews in this area.
1 - 18 of 28 listings
28 results

What to Know About Hiring 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.

Hire 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 hire 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 hiring 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. Hire 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 Hire Your Next Boat

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

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

GetMyBoat customer reviews for boat rentals in Annapolis.

  1. EB
    Enje
    Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

    I cannot say enough about Captain Joe and the SolSearcher! This was my first time chartering and he made the process easy and memorable. He provided detailed instructions which appropriately communicated procedures and expectations (even highlighting the speed limit drop as I approached the marina). His warm friendly greeting set the tone for our sail. The vessel was clean and spacious. The views were spectacular. The memories made, ...unforgettable. In short, my experience on the SolSearcher ushered in a much needed peace in the middle of such a crazy time (#2020). I loved my sunset cruise and will definitely be chartering with Capt. Joe again.

  2. DB
    Darnise
    The Sea Spirit Yacht Charter

    Chartered with Captain Steve for my 31st birthday and it was amazing! The crew was so helpful and kind. Linda is thee best bartender! Everything was perfectly perfect! Definitely would recommend and will be booking with them for other celebrations!

  3. DB
    Daniel
    Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

    What a wonderful afternoon! I can't speak highly enough of this experience. We had an incredible time sailing with Captain Joe. Everything, from booking, to preparing, to the actual trip was quite literally smooth sailing. Our only regret is that we didn't book the boat for longer! We will definitely be back for more on this gorgeous boat. Very highly recommended.

  4. WC
    Weston
    Seadoo Sportster in Annapolis

    Brach's boat is awesome and offers such an amazing experience! We had a blast and we will certainly be coming back. Brach is very helpful and brings the boat right up to the dock and launches it for you. All you have to do is show up and he'll have it ready to go. Brach also answers any and all questions about the boat as well as offers a general overview and safety tips. I would highly recommend renting this boat, its a great weekend!

  5. AL
    Alyson
    Get away for a perfect weekend! Charter 44' Catalina Sailboat

    We had a great day on the water with Jack! He is an absolute expert sailor with a gorgeous sailboat. He was accommodating from beginning to end and I definitely would go on his boat again. I highly recommend Jack and I am glad I connected with him through this website. Shoutout to first mate Jeff!

  6. JH
    Jennifer
    Charter 44' Cruising Catamaran In Deale, Maryland

    Rob was so communicative and helpful throughout the entire booking process, and our experience on the boat was even better! Not only was it a beautifully appointed vessel, but our captain Adam took such wonderful care of our group. We can never outdo this day-- just plan when we can do it again!