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Sailboats
Set sail with these traditional wind-powered boats
$145-$1,775
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$50-$1,925
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$65-$400
Fishing Charters
Let a captain do the driving while you do the fishing
$95-$350
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$95-$350
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$95-$150
Kayaks
Who says you need a motor to have fun on the water?
$425-$450
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!
AP
Abraham
50’ Yacht in Oysterbay, Cruise, Paddleboard, Kayak, Tubing, optional Waverunner
My daughter and her friends had a 16th birthday party on the boat and they had an amazing time. Jeffrey was a wonderful host and the boat was incredible. Everything was exactly as described and it was a amazing experience for everyone.
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.
Abigail
Private Yacht Charter: On 40ft Regal Commodore
Captain Dennis was exceptional—punctual, professional, and allowed us to have a great time. The boat itself was in perfect condition, with all the necessary equipment and some luxurious extras, like the floating 🏝️, that made the day truly enjoyable. The excellent service and the beautiful setting made it an unforgettable birthday party. I highly recommend Captain Dennis for anyone looking to host a memorable and top-notch maritime event.
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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