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Middle River, Maryland Boat Rentals

Page 1 of 124 listings

Sail out of Middle River onboard Hunter 41 AC Sailboat!!
Sailing in Essex · 6 guests

Sail out of Middle River onboard Hunter 41 AC Sailboat!!

5.0
$175hour
"RENT ME"    Spacious 38' Cruiser- plenty of room for celebrating or relaxing!!!
Powerboats in Essex · 6 guests

"RENT ME" Spacious 38' Cruiser- plenty of room for celebrating or relaxing!!!

New
$150hour
Cruise the Chesapeake on Bay Lady
Powerboats in Essex · 5 guests

Cruise the Chesapeake on Bay Lady

New
$80-$125hour
STARCRAFT LUXURY PARTY PONTOON IS FINALLY HERE!!BEST OF BALTIMORE WINNER 2022...
Powerboats in Baltimore · 10 guests

STARCRAFT LUXURY PARTY PONTOON IS FINALLY HERE!!BEST OF BALTIMORE WINNER 2022...

5.0
$275hour
 42ft Party Yacht Best of Baltimore 2022-23 Winner!
Events in Baltimore · 12 guests

42ft Party Yacht Best of Baltimore 2022-23 Winner!

5.0
$400hour
Stunning!!! Smooth 26ft Larson Party Cabin Cruiser for Baltimore, Maryland
Powerboats in Baltimore · 6 guests

Stunning!!! Smooth 26ft Larson Party Cabin Cruiser for Baltimore, Maryland

5.0
$150hour
30 ft sailboat with highly experienced Captain in Baltimore Inner Harbor
Sailing in Baltimore · 5 guests

30 ft sailboat with highly experienced Captain in Baltimore Inner Harbor

5.0
$150hour
Luxury Sailing Catamaran ⭐️⭐️⭐️⭐️⭐️
Events in Baltimore · 12 guests

Luxury Sailing Catamaran ⭐️⭐️⭐️⭐️⭐️

5.0
Superowner
Best of 2023
$399-$499hour
New 2024!! 30ft Yacht Cabin Cruiser
Events in Baltimore · 6 guests

New 2024!! 30ft Yacht Cabin Cruiser

New
$275hour
Beautiful 32ft SeaRay Cruiser in Baltimore, MD
Events in Baltimore · 6 guests

Beautiful 32ft SeaRay Cruiser in Baltimore, MD

5.0
Snoozed - Active 02 Jan 2025
Cruise the Inner Harbor and beyond on a Monterey 350 Sport Yacht
Powerboats in Baltimore · 6 guests

Cruise the Inner Harbor and beyond on a Monterey 350 Sport Yacht

New
$275hour
Fishing Charter in Pasadena, Maryland
Fishing in Riviera Beach · 6 guests

Fishing Charter in Pasadena, Maryland

5.0
$840day
You don't have to own a boat to enjoy one.
Powerboats in Annapolis · 6 guests

You don't have to own a boat to enjoy one.

5.0
$40person
Sea Doo Switch - Sea Cruiser Pontoon in Pasadena MD
Powerboats in Riviera Beach · 11 guests

Sea Doo Switch - Sea Cruiser Pontoon in Pasadena MD

New
Snoozed - Active 02 Sep 2024
2016 Regal 31' Cruise The Inner Harbor, Annapolis, Hart Miller Island
Powerboats in Annapolis · 8 guests

2016 Regal 31' Cruise The Inner Harbor, Annapolis, Hart Miller Island

4.9
Best of 2023
$225hour
Sailing Adventure in Chesapeake Bay with 28ft Tartan Sailing Yacht!
Sailing in Annapolis · 4 guests

Sailing Adventure in Chesapeake Bay with 28ft Tartan Sailing Yacht!

5.0
$150hour
Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland
Sailing in Rock Hall · 6 guests

Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

5.0
$150hour
Catalina 425 Sailing Yacht in Rock Hall, Maryland
Sailing in Rock Hall · 6 guests

Catalina 425 Sailing Yacht in Rock Hall, Maryland

5.0
$150hour
Fully Crewed Sailing Cruises Aboard 41' Sailboat in Rock Hall, MD
Sailing in Rock Hall · 4 guests

Fully Crewed Sailing Cruises Aboard 41' Sailboat in Rock Hall, MD

5.0
$150hour
2021 Tahoe T-16 Bowrider in Glen Burnie, Maryland
Powerboats in Severna Park · 4 guests

2021 Tahoe T-16 Bowrider in Glen Burnie, Maryland

5.0
$120hour
34' Hunter Cruising Monohull In Rock Hall, Maryland United States
Sailing in Rock Hall · 4 guests

34' Hunter Cruising Monohull In Rock Hall, Maryland United States

4.6
$275-$375night
34ft Sailing Yacht in Annapolis, Maryland
Sailing in Annapolis · 4 guests

34ft Sailing Yacht in Annapolis, Maryland

New
$250hour
Just Repowered Cuddy Cabin/Walk Around bareboat fishing charter in Annapolis
Powerboats in Annapolis · 6 guests

Just Repowered Cuddy Cabin/Walk Around bareboat fishing charter in Annapolis

4.8
$95-$150hour
Catamaran in Maryland
Sailing in Annapolis · 12 guests

Catamaran in Maryland

5.0
Superowner
Best of 2023
$390hour

Middle River Reviews

  1. DZ

    Dunja

    Luxury Sailing Catamaran ⭐️⭐️⭐️⭐️⭐️

    Captain Shane and Captain Andy were extremely communicative and helpful throughout the entire process from booking all the way through the excursion. The catamaran was clean, beautiful, and the entire charter was a great experience! I would strongly recommend S&S and if I ever host another boating event, I know who to go to!

  2. FC

    Francesco

    34' Hunter Cruising Monohull In Rock Hall, Maryland United States

    We simply loved our three days sailing excursion of the Chesapeake bay. The boat Icarus is very comfortable to maneuver and to live in for a family of four. The bay has numerous nice coves and spots were to stay for the night. Mr James help has been crucial for maximizing our time and energies on these limited days. Thank you Jiim!

  3. Brianna

    Brianna

    Stunning!!! Smooth 26ft Larson Party Cabin Cruiser for Baltimore, Maryland

    My friends & I had so much fun. I can’t wait to book with Joseph again 🥳. The boat was so nice and clean. It was definitely the perfect way to celebrate my 30th Birthday.

  4. MM

    Mathew

    Just Repowered Cuddy Cabin/Walk Around bareboat fishing charter in Annapolis

    William was great and we had a wonderful time on the boat. It ran flawlessly and handled the windy conditions we had that day really well. William was also very communicative and helpful with ensuring we had everything we needed. I would book with him again.

  5. JB

    Jasen

    You don't have to own a boat to enjoy one.

    Jon was very communicative and ensured that a knowledgeable captain was available when he could not make the trip. A small issue that arose around fueling was handled very fairly. Highly recommend.

  6. MI

    Maria

    34' Hunter Cruising Monohull In Rock Hall, Maryland United States

    One of the best sailing weekends we have ever experienced! The boat is manageable and in great shape! James is a great host, he explained everything when we got there, suggested an amazing route and was there when we got back to make sure everything went well. 100% recommended, we’ll definitely rent it again!