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5 (10 reviews)
•
Boat Rentals
-
the United States
Maryland
Baltimore
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$240-$965
Sailboats
Set sail with these traditional wind-powered boats
$140-$920
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$150-$400
Houseboats
All the comforts of home out on the water, for multi-day boat trips
Fishing Charters
Let a captain do the driving while you do the fishing
$65-$840
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$80-$840
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$80-$250
Annapolis, Maryland
57 listings
Jordan
50ft Catamaran Charter with Water Toys - Annapolis, MD
Captain Deren and the crew were amazing — they made my birthday so special. They were super accommodating the entire day for everyone! They were even kind enough to put up some birthday decorations for our group. I’m definitely going to be booking with Captain Deren again!
KC
Kevin
Charter 42' Lagoon Catamaran in Annapolis, MD
Adam Yearwood is a fantastic captain! His boat is beautiful and he is well organized. We did a team outing sailing around the Chesapeake and had an awesome time - I highly recommend working with Adam!
James
First class operation. Wonderful time and would recommend to anyone looking to spend a day on the Chesapeake. Thank you Captain Chris!
KS
Best day on the water ever. 40 years of sailing experience here and most knowledgeable friendly captain ever. Highly recommended.
DW
Dominique
Amazing experience! Amazing, professional crew! It was very easy to book from the beginning. We had an amazing time! Group of 12.
JM
Josephine
I will charter the boat over, and over again because of their warm hospitality. I will recommend them to everyone
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67 listings
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
October 09, 2023
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December 26, 2019
4.9 out of 5! 500,000+ reviews