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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$135-$600
Fishing Charters
Let a captain do the driving while you do the fishing
$60-$725
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$55-$755
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$50-$330
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$35-$420
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$95-$350
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$65-$400
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$190-$200
Whale Watching
See some of the ocean’s most incredible creatures with these eco tours
$60
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!
KC
Kevin
41' Lagoon Catamaran in Maryland
Captain Jess was fantastic! Great experience!
JD
Josiah
2022 Chaparral 23' SSI - Get up to 6 captained up and down the Potomac River
Didn't believe we still have such wonderful people. Captain Dash and his co-captain are amongst the very best. Good service, friendly, timely, and most importantly, people Centered. My wife, kids, and I enjoyed riding with this team and we will always wish to ride with them.
EM
Erin
Chesapeake Bay Sailing Charter - 33' Cape Dory sailing from Kilmarnock, Virginia
Our trip was just perfect. We were looking for a true sailing experience, and Captain Russ gave us that. My husband was at the wheel almost the entire trip, talking all things sailing Capt Russ. Meanwhile I enjoyed the sun and sounds of the water against the boat and the wind in the sails from up front. It was a peaceful and enjoyable trip, despite the wind giving out on us towards the end. We'd book with Captain Russ again in a heartbeat!
Thomas
Chesapeake Bay Sailing Charter - 33' Cape Dory sailing from Kilmarnock, Virginia
Captain Russ was just ideal for our half day on the bay! Super pleasant and communicative; completely adaptive to whatever we were up for. The Joie de Vie is ship-shape and the perfect vessel for the Chesapeake Bay. I’ll go ahead and credit him with steady 5-6k winds All day also- just a perfect day. No doubt we will be back for more- thanks again, Captain Russ!
Ben
41' Lagoon Catamaran in Maryland
Jess was a great captain! We hosted my wife’s 30th birthday party with Jess and it was a great time! His catamaran fit all 12 of us with no problem. He was attentive to the things she wanted to do and was knowledgeable about the area. We had a awesome day on the water with Captain Jess. Would definitely go again!
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!
June 01, 2021
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October 03, 2022
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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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