Find the best Annapolis, MD Boat Rentals and Yacht Charters Near You
Labor Day Weekend Boat Rentals
Top Annapolis, MD Boat Rentals and Yacht Charters
$150+
Top boat rental reviews in Annapolis, MD
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5/5 stars
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5/5 stars
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5/5 stars
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5/5 stars
Mike was really helpful and even delivered the boat to us.
Zeki
Sep 2025 -
5/5 stars
We had an amazing time on James‘s boat. It was smooth, powerful, and clean. We will definitely be back.
Christopher
Sep 2025 -
5/5 stars
Elizabeth
Aug 2025 -
5/5 stars
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5/5 stars
Owner is a pleasure to work with. Awesome boat!
Avi
Aug 2025 -
5/5 stars
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5/5 stars
Wonderful host and clean boat. Would definitely rent again.
Nicky
Aug 2025 -
5/5 stars
Had a great time! Great boat and Mike’s always a pleasure to work with.
Adam
Aug 2025 -
5/5 stars
How to rent a boat in Annapolis?
Find the perfect boat
Enter your desired location and date to explore our fleet of boat, Annapolis, MD, United Statess.
Select a captain
Choose to drive yourself or select a USCG licensed captain.
Book with ease
Connect with your boat owner and complete your booking online.
Set sail
Enjoy your day on the water with friends and family!
Why Boatsetter?
As the global leader in peer-to-peer boat rentals, Boatsetter offers an easy, safe and accessible way to experience on-the-water adventure. With boat rentals in 600+ locations, finding a boat is easy and with the option to tap into the largest network of USCG licensed captains, boating experience is not required.
Got questions?
Frequently asked questions
How much does it cost to rent a boat?
The cost to rent a boat depends on whether you are renting for a half-day or a full day, the boat features and the boat size can impact your boat rental price. Rental prices can range from $200 to $1,000 plus depending on the boat rental itself and the length of time of the rental.
How many people can fit on the boat rental?
The number of people who can fit on boat rental largely depends on the boat’s size and how many life jackets are on board. Currently the coast guard allows a maximum of 10-12 people on a Boatsetter boat rental.
How old do you have to be to rent a boat?
You must be 18 years old to rent a captained boat and 25 years old if you would like to rent a bareboat charter.
Do I need a boating license to rent a boat?
Boating license requirements vary from state to state. As a renter, you are responsible for understanding local state requirements.
How much does it cost to rent a boat for the day?
The cost of renting a boat for the day on average ranges from $200 to $1200. The cost to rent a boat varies depending on the size of the boat and the length of time that you will be using the boat.
Top destinations for boat rentals, Annapolis, MD, United States
Annapolis’ Most Popular Experiences
Given its history, you will soon begin to understand why Annapolis is the perfect place to sail. Here are a few of the things you can get up to by the water.
Join the fun at the Sailing Races
In the summer months, all of the action can be found at the weekly Wednesday sailing race. You can either spectate from the side or follow the action from aboard your Annapolis boat rental.
Get down to the Boat Shows
In the spring and fall months, you can check out the U.S.’s oldest boat shows. Spectators flock in their tens of thousands to check out what’s been shown. Take a wander around and think about what type of Annapolis boat rental you’ll be taking out the next morning.
Make Sure you Pack your Rod
Fishing is a must when out on the water in Annapolis. You’re bound to fill your bags with the likes of Redfish, black drum, spotted seatrout, as well as both smallmouth and largemouth bass.
Annapolis’ Best Bodies of Water
Enjoy the Severn River
The Severn River is a quiet body of water that makes for the ultimate place to unwind on your Annapolis boat rental. It’s home to a restored oyster reef which gives it an abundance of marine life, so have your rod at the ready.
Loop Around Kent Island
You’ll see Kent Island directly opposite the shoreline at Annapolis. Take your Annapolis boat rental around for a casual loop of the island and take in its sights. Given its size, it’s likely to be the first destination on your mind.
Sail Down South River
South River offers a pleasant place to explore in Annapolis. Its tranquil waters create a relaxing and peaceful aura whereby you can only hear your boat skim across the water. Once you reach this body of water, all of your worries will pass away.
Own a boat?
Boatsetter lets you make money renting out your boat. Peace of mind and insurance is included in every rental, and you choose who rents your boat.
List Your BoatReady to set sail?
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