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The Best Sailboat Rentals Near Me
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular Near Me
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$175-$795
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$160-$750
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$170-$480
Fishing Charters
Let a captain do the driving while you do the fishing
$90-$330
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$235-$1,060
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$90-$335
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$100-$150
Kayaks
Who says you need a motor to have fun on the water?
$200
Top Sailboat Rental Locations Near Me
Arlington, Virginia
30 boats to rent
Washington, District of Columbia
112 boats to rent
Potomac River, United States
165 boats to rent
Oxon Hill, Maryland
7 boats to rent
Fort Washington, Maryland
11 boats to rent
Baltimore, Maryland
44 boats to rent
Annapolis, Maryland
47 boats to rent
Lake Anna, Virginia
8 boats to rent
Richmond, Virginia
8 boats to rent
Chesapeake Bay, United States
209 boats to rent
Cape May, New Jersey
10 boats to rent
Wildwood, New Jersey
10 boats to rent
Hampton, Virginia
7 boats to rent
Chesapeake, Virginia
29 boats to rent
Virginia Beach, Virginia
17 boats to rent
Lake Gaston, United States
7 boats to rent
Long Beach Island, New Jersey
8 boats to rent
Berkeley Township, New Jersey
7 boats to rent
Recent Reviews Near Me
Lauren
Charter 42' Lagoon Catamaran in Annapolis, MD
We had an amazing day on the bay with Captain Adam! He was super communicative leading up to the trip, providing amazing instruction to make it as easy as possible to get aboard. While on board the vessel was very clean and comfortable and he and his team were knowledgeable about the area. Highly recommend! They’re lovely!
RK
Richard
34' Hunter Cruising Monohull In Rock Hall, Maryland United States
Our group of four had a great three days onboard the Icarus. The boat was easy to sail and operate. No problems motoring around in the marinas, steers easy in reverse too. Jim was a great host, very responsive and knowledgeable. Highly recommend his boat to sail the Chesapeake!
MA
Melis
Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours
Ian is the absolute best! He took us out for an amazing trip and we had the best time ever! He knows what he’s talking about when he says “you should see new york city at night”!
Jahaan
56' SeaRay Yacht in New York!
We had an absolutely fantastic day out on the water with this private boat. From start to finish, everything was well organized, relaxing, and enjoyable. The boat was clean, comfortable, and perfect for taking in the beautiful scenery. Our captain was friendly, knowledgeable, and made sure everyone felt welcome and safe throughout the trip. We loved having the flexibility of a private boat, allowing us to explore at our own pace and enjoy some truly memorable views. We would highly recommend to anyone looking for a fun, relaxing, and personalized day on the water. We can't wait to do it again!
AH
Alexandra
38-ft Hunter 376 Sailing Adventure in Annapolis
Alberto and Grace were the perfect team. They are kind, knowledgeable, respectful, communicative, safe and I would recommend them to anyone. This was our first time sailing in Annapolis, and we could not have asked for a better experience. We hope to share future experiences with them. Everything was perfect.
NH
Nicole
Private Sail from Brooklyn Bridge Park
We loved getting up close to the statue of liberty ! Mike really showed us some beautiful sights! He was so great! Excellent experience top to bottom!
Top Sailboat Rental Locations in the United States
Los Angeles, California
363 boats to rent
San Francisco, California
79 boats to rent
Miami, Florida
1075 boats to rent
Marina del Rey, California
128 boats to rent
Oakland, California
46 boats to rent
Honolulu, Hawaii
45 boats to rent
San Diego, California
107 boats to rent
New York, New York
78 boats to rent
Annapolis, Maryland
47 boats to rent
Dania Beach, Florida
241 boats to rent
Chicago, Illinois
282 boats to rent
Fort Lauderdale, Florida
261 boats to rent
Charleston, South Carolina
127 boats to rent
Hitchcock, Texas
50 boats to rent
Texas City, Texas
41 boats to rent
Baltimore, Maryland
44 boats to rent
Kemah, Texas
41 boats to rent
Tampa, Florida
419 boats to rent
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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Frequently Asked Questions
What types of sailboats can I rent?
You can rent a wide range of sailboats including small day sailors, catamarans, sloops, and luxury sailing yachts. Options vary by location and skill level.
Do I need sailing experience to rent a sailboat?
Not always. If you’re an experienced sailor, you can book a bareboat rental in many locations. Otherwise, you can hire a captained sailboat where a licensed skipper handles navigation and safety.
How much does it cost to rent a sailboat?
Costs depend on the boat size, location, and whether it's captained or bareboat. Small sailboats start around $100–$300 per day, while larger or luxury sailboats can range from $500 to $2,000+ per day.
What’s the difference between a captained and bareboat sailboat rental?
A captained rental includes a professional skipper who handles the sailing. A bareboat rental means you're responsible for sailing the vessel yourself and usually requires proof of sailing experience or certification.
How long can I rent a sailboat for?
Sailboat rentals are available by the hour, for a full day, or for multi-day charters. Multi-day charters are popular for exploring coastal destinations or island-hopping.
Can I go overnight or on multi-day trips with a sailboat rental?
Yes, many sailboats are equipped for overnight charters with cabins, bathrooms, and kitchens. Check listings for sleeping capacity and amenities before booking.
What should I bring on a sailboat trip?
Bring sunscreen, sunglasses, a hat, non-slip shoes, layered clothing, and snacks or drinks if not provided. If you're staying overnight, pack light and bring essentials like toiletries and swimwear.
Are sailboat rentals suitable for beginners?
Yes, with a captain on board. If you're new to sailing, booking a captained charter is a great way to learn the ropes or simply relax while someone else navigates.
Can I book a sailboat for a special event?
Absolutely. Sailboats are a unique choice for proposals, anniversaries, sunset cruises, team outings, and small celebrations. Be sure to mention the occasion when booking.
What happens if the weather is bad on the day of my rental?
If conditions are unsafe, most operators will reschedule or offer a refund. Light wind or overcast skies may not cancel a booking, but safety is always the priority.
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