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The Best Boat Tours in Chesapeake Bay
Browse, book, and get out onto the water with local experiences.
Suggested Searches
Types of Boats Popular in Chesapeake Bay
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$110-$610
Sailboats
Set sail with these traditional wind-powered boats
$90-$1,065
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$35-$300
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$85-$755
Fishing Charters
Let a captain do the driving while you do the fishing
$60-$725
Kayaks
Who says you need a motor to have fun on the water?
$80-$450
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$80-$400
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$95-$350
Whale Watching
See some of the ocean’s most incredible creatures with these eco tours
$60
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$150
Recent Reviews in Chesapeake Bay
GG
Gbo
Beautiful Chaparral 35ft Cruiser for rent in Washington, D.C.
Capt Troy is really a nice person he and his wife went the extra mile to plan a special surprise for my wife. They very welcoming. I will recommend them for anyone that wants to plan a surprise or special occasion to go with him.
CW
Caleb
Sunset Boat Rides in Va Beach | 24' Hurricane Sundeck
I had a great time with John. He is very pleasant and extremely easy to communicate with. He made the process easy and seamless. 10/10 experience. Will be going back again!
CB
Caroline
Private Yacht Charter: On 40ft Regal Commodore
Captain Dennis is absolutely fantastic. Great communication, fabulous boat and amenities, and a wonderful captain. Would highly recommend!
hg
hunter
Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.
we did our engagement pictures on the boat & everything was great! Bill was super cooperative & made sure we got all of the best spots for pictures! highly recommend!
Oneshia
Beautiful Chaparral 35ft Cruiser for rent in Washington, D.C.
Our sail with Captain Troy was phenomenal! He was an absolute gentleman—attentive, fun, and made us feel completely at ease. The boat was spotless, and we felt safe and well cared for the entire time. We had an incredible experience and are already looking forward to sailing with him again!
jY
james
Cruise the Potomac On a Rinker 310
We had a fantastic time! The boat was comfortable and well-maintained, and our captain was friendly, knowledgeable, and made the experience even more enjoyable. Highly recommended!
How To Book on Getmyboat
Browse
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Inquire & Book
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Enjoy
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
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