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Boat Rentals
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the United States
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Maryland
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Havre de Grace
Sailboats
Set sail with these traditional wind-powered boats
$140-$275
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$150
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$140
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$140
BF
Bruce
38-ft Hunter 376 Sailing Adventure in Annapolis
Our family of four, who are experienced sailors, appreciated the opportunity to sail with Alberto and his lovely wife, who shared lots of great stories and reflections of sailing on the Bay. The boat was perfect for a day of sailing, and exactly how described on the website. It was clean and comfortable and we felt completely welcomed, and were able to participate in sailing activities as we desired, while also relaxing and enjoying some downtime. Great time sailing!
George
Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland
HIGHLY recommend Capt Joe for a fantastic sailing experience out of Rock Hall. Joe worked with us to get a last-minute booking when another booking fell through. He and his crew are experts and you will not be disappointed. He let us take the helm and participate as much or as little as we wanted to. Sol Searcher is a beautiful, well-equipped boat - plenty of comfort and speed (wind dependent of course.)
FG
Fran
"RENT ME" Spacious 38' Cruiser- plenty of room for celebrating or relaxing!!!
Our family had an amazing time on the Kraken. Captain Ken was a gracious host and helped us to create a day that was just what we hoped for. The boat is beautiful and comfortable. We knew we were in the care of a knowledgeable and experienced captain. I would highly recommend Captain Ken and The Kraken. We are still smiling as we remember our day. ☀️🛥️🌊
LR
Loretta
Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland
What a gorgeous day on the water aboard Sol Searcher! Captain Joe was an awesome host for our day! Peaceful, serene and exactly what we were hoping for to bring the summer to a close. What a lovely world we have to enjoy when we step away from the hustle of life and take the opportunity to take in all that it has to offer. Thank you Capt’n Joe for a wonderful sailing experience. Until we meet again, Loretta and Greg
CR
Chad
Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland
For our wedding anniversary, I wanted to try to do something that we'd never done before. Getting a chartered boat for a day cruise along the Chesapeake Bay was certainly a memorable way to spend the day, in no small part due to the efforts of Cap'n Joe. The weather was wonderful, which he had nothing to do with, but he took us on a wonderful round trip on the Bay so we could get back to our son on-time in the evening. The vessel was magnificent! It was well worth the expense and was honestly impressive. I'd definitely do this again with friends. Simply outstanding.
WD
William
Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland
Sailing with Captain Joe was like spending an afternoon sailing with your buddy Joe. Friendly, gracious, knowledgeable, and highly skilled Joe made for a relaxing and enjoyable sail. The Beneteau is a very comfortable and roomy boat and we would definitely book another sail with him!
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!
Boat Rentals
the United States
Maryland
Havre de Grace