What are the steps needed to rent a boat in Chesapeake City?

Best Boat Rentals Near Chesapeake City, MD

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Top Chesapeake City Boat Rentals and Yacht Charters

$50+ /hour

Riviera Beach, MD

5.0 (16 bookings)

19’ Carolina Skiff for Fishing and Cruising! Available all year!

2 - 8 hours No captain

Up to 5 passengers

$63+ /hour

Essex, MD

4.9 (17 bookings)

18’ Mariah Bowrider

4 - 8 hours No captain

Up to 8 passengers

$192+ /hour

Essex, MD

5.0 (4 bookings)

Beautiful captained yacht on Middle River

2 - 8 hours Captained

Up to 6 passengers

Rent a 28 whaler outrage center console in Chester, MD near me

$150+ /hour

Chester, MD

5.0 (5 bookings)

28 Boston Whaler Outrage, safe and comfortable for fishing or cruising

2 - 8 hours Captain optional

Up to 8 passengers

$150+ /hour

Sparrows Point, MD

22’ Bayliner Cruiser - 8 Persons - Fishing- Onboard Water and Toilet

2 - 8 hours No captain

Up to 8 passengers

$100+ /hour

Arnold, MD

4.9 (306 bookings)

20' Regal Great for cruising & relaxing

2 - 8 hours No captain

Up to 6 passengers

$144+ /hour

Middle River, MD

5.0 (6 bookings)

Swim, Fish, Cruise, Tube, Dock Hop Fun!! Located by Bowleys Quarters!

2 - 8 hours Captained

Up to 6 passengers

$144+ /hour

Greenwich Township, NJ

Destination Charters

2 - 8 hours Captained

Up to 8 passengers

$360+ /hour

Grasonville, MD

Come take a cruise on the Annapolis Jet Boat

2 - 8 hours Captained

Up to 11 passengers

$410+ /hour

Baltimore, MD

5.0 (3 bookings)

Explore the Baltimore Harbor with Sea Ray 34' Sundancer!

2 - 8 hours Captained

Up to 6 passengers

Rent a Hunter cruiser in Essex, MD near me

$166+ /hour

Essex, MD

5.0 (2 bookings)

Sail Away on Optimystic

2 - 8 hours Captained

Up to 6 passengers

$175+ /hour

Rock Hall, MD

"Shardana" - 42' Sailboat with Captain

3 - 8 hours Captained

Up to 6 passengers

$334+ /hour

Annapolis, MD

2018 Fountaine Pajot Helia 44

4 - 8 hours Captain optional

Up to 12 passengers

$259+ /hour

Arnold, MD

5.0 (4 bookings)

38ft Regal

4 - 8 hours Captained

Up to 12 passengers

Rent a Pro-Line Boats center console in Pasadena, MD near me

$105+ /hour

Pasadena, MD

5.0 (22 bookings)

24ft Proline

2 - 8 hours No captain

Up to 12 passengers

$92+ /hour

Chestertown, MD

5.0 (4 bookings)

Ski boat with wakeboard tower

2 - 8 hours No captain

Up to 8 passengers

$144+ /hour

Chester, MD

4.9 (104 bookings)

Bayliner VR6 at Kent Narrows!

3 - 8 hours Captain optional

Up to 8 passengers

Rent a Sailfish motor yacht in Grasonville, MD near me

$186+ /hour

Grasonville, MD

5.0 (16 bookings)

Fun 27' Bow Rider. Great for Water Tubing!

4 - 8 hours Captained

Up to 10 passengers

Top boat rentals reviews in Chesapeake City, MD

298,333

Customers Reviews

4.95

Avg. Rating

5/5 stars

Fun 27' Bow...

This was our 4th trip - we had yet (another) perfect day on the water. Can’t recommend enough

Alex

Aug 2025
5/5 stars

20' Regal Great...

Had a great time! Great boat and Mike’s always a pleasure to work with.

Adam

Aug 2025
5/5 stars

Bayliner VR6 at...

Patrick was very responsive and the boat was great for a fun day with family on the Chesapeake Bay!

Judy

Aug 2025
5/5 stars

Ski boat with...

Jamie

Aug 2025
5/5 stars

20' Regal Great...

Working with Mike was an excellent experience from start to finish. He is very responsive, provided helpful...

Brad

Aug 2025
5/5 stars

Swim, Fish,...

We had an awesome time on Jeff's boat! The boat was spacious and very nice. The ride was smooth. Captain Jeff is a...

Jennifer

Jul 2025
5/5 stars

24ft Proline

Tzvi

Jul 2025
5/5 stars

Bayliner VR6 at...

Outstanding service and experience! Patrick was excellent. Boat worked beautifully. We enjoyed an amazing day on...

Brian

Jul 2025
5/5 stars

24ft Proline

Tzvi

Jul 2025
5/5 stars

28 Boston Whaler...

Had an amazing time on James' boat! Very clean, well equipped, powerful, and great electronics. James was great to...

Ron

Jul 2025
5/5 stars

28 Boston Whaler...

Absolutely perfect experience! The boat was pristine and in excellent working condition. James was extremely friendly...

Michael

Jul 2025
5/5 stars

Fun 27' Bow...

Another amazing day on the water - best in class experience you must book! We have done this multiple times with...

Alex

Jul 2025

How to rent a boat in Chesapeake City?

Find the perfect boat

Enter your desired location and date to explore our fleet of boats.

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.

Get out on the water worry-free, knowing our insurance covers every boating trip

Choosing the right boat rental platform is essential to your peace of mind while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

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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.