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Sailboat Rentals Available for Instant Booking in the United States
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$85-$2,225
Fishing Charters
Let a captain do the driving while you do the fishing
$50-$1,330
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$55-$700
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$35-$900
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$55-$1,540
Kayaks
Who says you need a motor to have fun on the water?
$10-$740
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50-$600
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$60-$795
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$90-$1,565
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$40-$840
Diving
Explore the ocean depths with trained boat operators
$45-$960
Rafting
A high-energy adventure for the whole family
$30-$405
Whale Watching
See some of the ocean’s most incredible creatures with these eco tours
$50-$1,600
Canoes
A classic option for leisurely paddling
$10-$125
KM
Kelley
Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise
If you’re looking for a unique and fun way to celebrate a special occasion, or just want to take advantage of the beautiful weather and get out on the water, this is it! I booked a Sunday afternoon trip with friends to celebrate my 36th birthday and it absolutely exceeded my expectations. Captain James was communicative and professional leading up to the trip; he’s a skilled captain and a joy to be around. His catamaran is clean and safe, and equipped with everything you could need, including a sound system and bumpin’ playlist! I will absolutely be booking with him again.
wb
william
Luxury 48' Leopard Catamaran in Cartagena
Would highly recommend this for larger groups. We had 14 people and had a blast! Plenty of room on the boat for everyone, and it was clean and well maintained. The staff was friendly and helpful, and the captain took us anywhere we wanted. We really enjoyed our time on board!
GS
Gurpreet
Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours
Ian did a great job with our trip. He was able to show us all around nyc and even though we were running close to the sunset, he was able to get us out on the water in time to watch. The boat ride was smooth, he was very accomodating. It was fun chatting with him and he came prepared with blankets, jackets, water if needed. The boat trip itself was smooth with no issues. Would definitely book again, if needed and highly recommend!
CC
Catie
Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise
Our experience with James was nothing short of incredible! We booked a short rental for our engagement pictures session, and James’ boat was beautiful, immaculate, and incredibly picturesque. James was quick and incredibly safe as well as a very skilled captain who accommodated multiple pick ups/drop offs for our shoot and did everything in his power to get the pictures we wanted. We would recommend him for photography or a nice sailing day - we will definitely be back!
Lindsey
Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey
I was in town visiting a girlfriend and we wanted to do something different. We booked a 3-hour sail with Matt, and we had an incredible experience. Matt was professional, friendly, and extremely knowledgeable about the area. He made sure we were comfortable throughout the entire trip and provided interesting insights about the coast and marine life. The boat itself was clean and well-maintained, with plenty of space to relax and enjoy the stunning views. We brought our own snacks and drinks which we enjoyed while watching the sunset. It was the Friday night we didn’t know we needed to decompress from the week and quality time to catch up. Overall, sailing with Matt was the perfect blend of excitement and relaxation, and I highly recommend it to anyone looking to explore the coast from a unique perspective!
RC
Roman
35ft C&C 35 Sailboat in Toronto
We (dad+mom+7yo son) had an amazing 2-hour trip with Peter in Sep 2024! Enjoyed very much every minute of it. Learned a lot about sailing and had a chance to try it out under the captain's guidance. And we really really enjoyed the conversation with Peter. I definitely recommend Peter and his boat "Restless" !
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!
December 16, 2019
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October 09, 2023
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August 24, 2023
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April 16, 2020
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December 26, 2019
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December 17, 2019
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