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The Best Sailboat Rentals Near Essex
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Essex
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$800
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$115-$765
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$80
Fishing Charters
Let a captain do the driving while you do the fishing
$80
Top Sailboat Rental Locations Near Essex
Baltimore, Maryland
45 boats to rent
Annapolis, Maryland
48 boats to rent
Washington, District of Columbia
112 boats to rent
Arlington, Virginia
30 boats to rent
Oxon Hill, Maryland
7 boats to rent
Fort Washington, Maryland
11 boats to rent
Potomac River, United States
165 boats to rent
Cape May, New Jersey
10 boats to rent
Wildwood, New Jersey
9 boats to rent
Lake Anna, Virginia
8 boats to rent
Long Beach Island, New Jersey
8 boats to rent
Chesapeake Bay, United States
209 boats to rent
Berkeley Township, New Jersey
7 boats to rent
Toms River, New Jersey
17 boats to rent
Richmond, Virginia
8 boats to rent
Brick, New Jersey
10 boats to rent
Brielle, New Jersey
18 boats to rent
Keyport, New Jersey
15 boats to rent
Recent Reviews in Essex
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
364 boats to rent
San Francisco, California
79 boats to rent
Miami, Florida
1074 boats to rent
Marina del Rey, California
129 boats to rent
Oakland, California
46 boats to rent
Honolulu, Hawaii
45 boats to rent
San Diego, California
108 boats to rent
New York, New York
78 boats to rent
Annapolis, Maryland
48 boats to rent
Dania Beach, Florida
243 boats to rent
Fort Lauderdale, Florida
262 boats to rent
Charleston, South Carolina
127 boats to rent
Chicago, Illinois
282 boats to rent
Hitchcock, Texas
52 boats to rent
Texas City, Texas
41 boats to rent
Houston, Texas
52 boats to rent
Kemah, Texas
41 boats to rent
Clear Lake Shores, Texas
38 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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Real reviews from happy Getmyboaters.
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