Best Boat Rentals Near Deale, MD

Name: 54' Luxury Yacht – Perfect for Family, Friends & Business Outings
Rating: 5.0

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Labor Day Weekend Boat Rentals

Top Deale Boat Rentals and Yacht Charters

Rent a Catamaran catamaran in Annapolis, MD near me

$831+ /hour

Annapolis, MD

5.0 (18 bookings)

54' Luxury Yacht – Perfect for Family, Friends & Business Outings

3 - 8 hours Captained

Up to 12 passengers

$333+ /hour

Edgewater, MD

Luxury Express Cruiser

2 - 8 hours Captained

Up to 8 passengers

$413+ /hour

Annapolis, MD

Enjoy the best views of Annapolis aboard the Island Princess

2 - 8 hours Captained

Up to 128 passengers

$97+ /hour

Annapolis, MD

5.0 (28 bookings)

Stratos walkaround fishing boat

3 - 8 hours No captain

Up to 6 passengers

$366+ /hour

Edgewater, MD

5.0 (5 bookings)

Express Yacht Charters

2 - 8 hours Captained

Up to 8 passengers

$213+ /hour

Edgewater, MD

5.0 (15 bookings)

Chaparral 256 SSX

2 - 8 hours Captained

Up to 6 passengers

$125+ /hour

Edgewater, MD

5.0 (1 booking)

Enjoy a relaxing day on the Chesapeake bay with Tight Times charters!

2 - 8 hours Captained

Up to 6 passengers

$203+ /hour

Annapolis, MD

5.0 (9 bookings)

Sail away on the Chesapeake Bay with Chessie from Annapolis!⛵️

2 - 8 hours Captained

Up to 6 passengers

$397+ /hour

Annapolis, MD

5.0 (35 bookings)

46' Catamaran Charter with Water Toys - Annapolis, MD

3 - 8 hours Captained

Up to 12 passengers

$181+ /hour

Deale, MD

5.0 (4 bookings)

Amazing boating experience on the Chesapeake Bay

2 - 4 hours Captained

Up to 6 passengers

$138+ /hour

Riva, MD

5.0 (2 bookings)

South River and Light House Tours with Capt. Chuck

2 - 8 hours Captained

Up to 4 passengers

$167+ /hour

Edgewater, MD

5.0 (19 bookings)

26’ Sea Fox w/ Restroom - Bachelor-ette Parties!!!

2 - 8 hours No captain

Up to 10 passengers

$79+ /hour

Annapolis, MD

5.0 (84 bookings)

2017 Bennington 20SL Pontoon for Annapolis sightseeing in style!

6 - 8 hours Captain optional

Up to 9 passengers

$164+ /hour

North Beach, MD

5.0 (3 bookings)

Beautiful Chesapeake Bay Fishing Charters

4 - 8 hours Captained

Up to 12 passengers

$816+ /hour

Annapolis, MD

LUX cruising on the bay - Dining experience by Michelin awarded Chef

2 - 6 hours Captained

Up to 6 passengers

$167+ /hour

Galesville, MD

5.0 (10 bookings)

Das Boot Custom Sailing Charters

4 - 6 hours Captained

Up to 8 passengers

$50+ /hour

Edgewater, MD

4.9 (56 bookings)

Excellent Chesapeake sailing onboard Windsnap

2 - 8 hours Captain optional

Up to 6 passengers

$341+ /hour

Annapolis, MD

Shared Adventure

4 - 8 hours Captained

Up to 12 passengers

Top boat rentals reviews in Deale, MD

300,488

Customers Reviews

4.95

Avg. Rating

5/5 stars

2017 Bennington...

We have rented this boat numerous times, and we keep coming back because the boat is very clean and in great shape. ...

Doug

Aug 2025
5/5 stars

Chaparral 256 SSX

Tyler was awesome. The boat was super clean, stocked with water and we couldn't have asked for a better captain that...

Jennifer

Aug 2025
5/5 stars

2017 Bennington...

Great time celebrating my Wife's 40th out on the bay. Boat was clean and perfect for the family. Andy, the boat...

cody

Aug 2025
5/5 stars

2017 Bennington...

Great communication, service, accommodating. Highly recommend

Shalin

Aug 2025
5/5 stars

Sail away on the...

Great experience renting this boat. Clean, well provisioned, just as described. Would definitely rent again.

Rohit

Aug 2025
5/5 stars

Express Yacht...

Great boat!!! Super clean and pristine.

Jeff

Aug 2025
5/5 stars

46' Catamaran...

I can't say enough positive things about Captain Dave and his First Mate, Krystal. It was a reunion day with my...

Joel

Aug 2025
5/5 stars

Stratos...

William was great. Clear communication, the boat was what I had hoped. Great day on the water for our family. Thanks...

Avinash

Jul 2025
5/5 stars

Chaparral 256 SSX

Great trip! Thanks

Eric

Jul 2025
5/5 stars

46' Catamaran...

We enjoyed ourselves! A great time was had. I will be renting again. Thank you!

Darien

Jul 2025
5/5 stars

2017 Bennington...

The boat had a rattle in the motor at high speeds, I’m sure this is a simple fix because the boat performed fine. The...

Dean

Jul 2025
5/5 stars

26’ Sea Fox w/...

Andrew

Jul 2025

How to rent a boat in Deale?

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.