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Dundalk, Maryland Boat Rentals

Page 1 of 124 listings

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
$275/hour
 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
$400/hour
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
$150/hour
Cruise the Chesapeake on Bay Lady
Powerboats in Essex · 5 guests

Cruise the Chesapeake on Bay Lady

New
$80+/hour
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
$150/hour
Luxury Sailing Catamaran ⭐️⭐️⭐️⭐️⭐️
Events in Baltimore · 12 guests

Luxury Sailing Catamaran ⭐️⭐️⭐️⭐️⭐️

5.0
Superowner
Best of 2025
$499+/hour
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

5.0
$275/hour
Instant Book
Fishing Charter in Pasadena, Maryland
Fishing in Riviera Beach · 6 guests

Fishing Charter in Pasadena, Maryland

5.0
$840/day
Instant Book
Enjoy your day on the water with a Yamaha Waverunner EX Jet ski!
Water Sports in Riviera Beach · 6 guests

Enjoy your day on the water with a Yamaha Waverunner EX Jet ski!

New
$60+/hour
"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!!!

5.0
$150/hour
Instant Book
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
$175/hour
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
$150/hour
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 2025
$225/hour
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
$120/hour
Still Crazy II - Cruise the Chesapeake in luxury! (Captain Included)
Powerboats in Pasadena · 10 guests

Still Crazy II - Cruise the Chesapeake in luxury! (Captain Included)

New
$250+/hour
43 foot Captained Catalina Sailing Yacht Located In Rock Hall, Maryland
Sailing in Rock Hall · 6 guests

43 foot Captained Catalina Sailing Yacht Located In Rock Hall, Maryland

5.0
$140+/hour
Instant Book
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
$150/hour
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
$150/hour
34ft Sailing Yacht in Annapolis, Maryland
Sailing in Annapolis · 4 guests

34ft Sailing Yacht in Annapolis, Maryland

New
$250/hour
Instant Book
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+/night
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+/hour
Instant Book
Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways
Events in Annapolis · 8 guests

Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways

5.0
$250/hour
38-ft Hunter 376 Sailing Adventure in Annapolis
Sailing in Annapolis · 6 guests

38-ft Hunter 376 Sailing Adventure in Annapolis

5.0
Superowner
$138+/hour
Instant Book
45' Catamaran Tour Boat in Annapolis - BYOB Private Cruise - 32 Guests Capacity
Powerboats in Annapolis · 32 guests

45' Catamaran Tour Boat in Annapolis - BYOB Private Cruise - 32 Guests Capacity

New
$440/hour

Dundalk Reviews

  1. TJ

    Tierra

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

    It was a ⭐️⭐️⭐️⭐️⭐️ experience from the very beginning!! The owner answered all of my questions and was very knowledgeable and personable! Once on the yacht, he made us feel like family! The views, vibes, and conversation were top tier…he made our Father’s Day weekend one to remember!! I highly recommend Mr. Brian for all your boating needs and he has quite an impressive fleet with 10+yrs experience!! BOOK IT NOW, THANK ME LATER! 🥳🙌🏽🥂

  2. Chante

    Chante

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

    Had an amazing time. The captain was very knowledgeable. The communication was amazing before and during the boat ride. The music sound quality was amazing. We had more than enough space for our entire party. I loved that we had the option of upper deck, lower deck or the front of the boat. Highly recommend and will def book again.

  3. MB

    Madison

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

    I booked this trip to celebrate my birthday with 8 of my friends. There was plenty of room for all of us to sit either in the back or up front of the boat together. He let us play our music, bring our own food and drinks, and allowed us to have a great time and dance! Would highly recommend if you're looking for something different to do around Baltimore for any occasion. Would definitely book with him again. Brian, his co-captain, and boat were fantastic! 10 out of 10.

  4. Cassandra

    Cassandra

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

    Brian and Rosslyn are incredible and their boat is great! The pictures alone don't do it justice! We had a very fun birthday on Brian's boat. They are great DJs and know how to keep the party going. They also know how to read the vibe for relaxation. I fully recommend booking this boat!

  5. RV

    Ruth

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

    We had a last minute schedule change and Brian was very accommodating to make sure we still got a turn out on the water. Boat was nice - as advertised - and we had a great time. I didn't chat with him much but others in my party did and said he was very knowledgeable and they enjoyed chatting with him as we cruised around the harbor. I plan to use him again the next time I am in town. Thank you!

  6. 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!