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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 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
$85-$755
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
Atinuke
Luxurious Silverton 35ft Convertible Motor Yacht in Washington, DC
Terrance is a great host! I will say keep up the good work. We all enjoyed ourselves. My husband’s surprise birthday was a huge success. Thanks for all the safety tips. The captain was professional and nice at the same time. I will definitely come back and refer.
PV
Pamela
$400HR Weekday | $750 HR Weekend| 6-20PPL
AJ was wonderful to work with - very professional, great communication! Shawn, our captain, was very welcoming an made sure we got amazing photos of the monuments and skyline at night. So much fun!
NJ
Nicole
Beautiful Chaparral 35ft Cruiser for rent in Washington, D.C.
My friends and I booked with Captain Troy for my birthday and hands down couldn’t have asked for a better experience! He always responded quickly and was very helpful. He also made sure we were very comfortable during our boat ride. The views were so nice and the boat was in excellent condition!
MR
Matt
Beautiful Chaparral 35ft Cruiser for rent in Washington, D.C.
Captain Troy and his bosun were fantastic hosts to our friends and us on a sunset cruise. Could not recommend them more, accommodating and understanding of our sometimes prickly foreign guests. Five stars!
AJ
Amber
Beautiful Chaparral 35ft Cruiser for rent in Washington, D.C.
I had the most amazing birthday celebration aboard Captain Troy’s yacht! From start to finish, the entire experience was incredible. Captain Troy was professional, friendly, and made us feel completely at ease. The yacht was beautiful, spacious, and well-maintained, offering stunning views of the water. Captain Troy went above and beyond to ensure we had a perfect day, catering to all our needs and making sure every detail was just right. It was truly an unforgettable experience, and I can’t recommend him enough. If you’re looking for a top-tier yachting experience, Captain Troy is your guy!
EB
Ernest
Private Yacht Charter: On 40ft Regal Commodore
GREAT experience!!! Captain Dennis was terrific. He was professional, yet fun & extremely well prepared. The yacht was clean & well maintained with all the amenities that we could ask for. Our only regret is that we did not book a longer cruise on Seas the Day.
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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