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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$180-$500
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$35-$290
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$75-$495
Kayaks
Who says you need a motor to have fun on the water?
$75-$325
Fishing Charters
Let a captain do the driving while you do the fishing
$150-$350
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$250-$350
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$150-$350
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$100-$150
BF
Bruce
38' Hunter 376 Cruising Monohull in Annapolis, Maryland
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.)
BS
Bill
Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia
I highly recommend a sail with Captain Bill. The entire experience was exciting and relaxing at the same time. Whether an experienced sailor or a novice with boats, just being on the open water will refresh and invigorate. 5 ⭐️⭐️⭐️⭐️⭐️
TM
Tom
38' Hunter 376 Cruising Monohull in Annapolis, Maryland
Captain Alberto and Grace were amazing, and helped with a very romantic sunset sail. The were ver gracious, accommodating, and knowledgeable. If we get the chance we will definitely come back and hire them again!
KM
Kelley
Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise
If you’re looking for a unique and fun way to celebrate a special occasion, or just want to take advantage of the beautiful weather and get out on the water, this is it! I booked a Sunday afternoon trip with friends to celebrate my 36th birthday and it absolutely exceeded my expectations. Captain James was communicative and professional leading up to the trip; he’s a skilled captain and a joy to be around. His catamaran is clean and safe, and equipped with everything you could need, including a sound system and bumpin’ playlist! I will absolutely be booking with him again.
AE
Ashanda
Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise
James is a wonderful captain! Our crew had the most amazing time!! The views were so picturesque! It was a chilly, fall morning but absolutely perfect!
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!
August 01, 2023
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August 12, 2021
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July 19, 2021
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December 30, 2019
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December 26, 2019
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