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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$200-$785
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$60-$245
Sailboats
Set sail with these traditional wind-powered boats
$150-$500
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
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
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$250-$280
JK
Jagpreet
Beautiful Chaparral 35ft Cruiser for rent in Washington, D.C.
This was our first time on a yacht and we loved every bit of it. Captain Troy took care of our special requests as well and was a wonderful host. He gave clear instructions, showed us amazing view spots and clicked beautiful pictures for us as well! All in all we loved celebrating at Captain Troy’s yacht and suggest you do the same 😍
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.
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!
WB
Winnie
Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.
Capt. Bill was so accommodating and great with his communication. We had an emergency and he was very understanding. He gave my nine year old great information about the boat and the waters. He and Jonathan were very kind during our charter. It was a great first sail for our family!
AH
Angela
Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.
Captain Bill was absolutely marvelous!! The trip was amazing!! My guest and I chartered a three hour venture and had the wonderful adventure! We celebrated my cousin’s birthday and everyone was elated to ride with such a great captain! He went above and beyond to make sure we had a joyous occasion! His personality was second to none!! I extremely recommend you charter him for your next boat ride!! You will not be disappointed!!
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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November 28, 2022
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May 20, 2021
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December 30, 2019
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December 26, 2019
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