Cookies & Agreements
By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.
The Best Sailboat Rentals in Baltimore
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Baltimore
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$245-$1,120
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$110-$895
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$85-$755
Fishing Charters
Let a captain do the driving while you do the fishing
$85-$755
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$180-$285
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$210
Top Sailboat Rental Locations Near Baltimore
Annapolis, Maryland
47 boats to rent
Washington, District of Columbia
110 boats to rent
Arlington, Virginia
27 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
9 boats to rent
Wildwood, New Jersey
9 boats to rent
Lake Anna, Virginia
8 boats to rent
Chesapeake Bay, United States
209 boats to rent
Richmond, Virginia
8 boats to rent
Long Beach Island, New Jersey
8 boats to rent
Berkeley Township, New Jersey
8 boats to rent
Toms River, New Jersey
18 boats to rent
Brick, New Jersey
10 boats to rent
Brielle, New Jersey
18 boats to rent
Keyport, New Jersey
14 boats to rent
Belmar, New Jersey
7 boats to rent
Recent Reviews in Baltimore
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.
BF
Bruce
38-ft Hunter 376 Sailing Adventure in Annapolis
This was our 2nd sail with Capt Alberto. He is super friendly and easy to talk with. And he invites his guests to take an active role in sailing, or to just kick back and relax if they prefer. Great experiences for our family.
TM
Thomas
New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland
This is a great boat and we had an absolute blast. worth every penny!
Kasie
38-ft Hunter 376 Sailing Adventure in Annapolis
Wonderful Captain and wonderful boat! Plenty of shade above and below deck if the August heat becomes too much. We did the three hour tour, and it was a great half day length. We received a tour of downtown Annapolis and then Captain Alberto opened up the sails and we went on a beautiful ride down the river. It was fun and unique - even for those who have motor boat experience. Sailing is quintessential Annapolis and Captain Alberto was a great host.
Bobby
38-ft Hunter 376 Sailing Adventure in Annapolis
We went out for an afternoon sail with Capt Alberto and had an amazing time. We were blessed with a beautiful sunny day with perfect wind. Capt Alberto shared interesting stories and taught us a good bit about sailing along the way. Highly recommend!
LP
Laura
38-ft Hunter 376 Sailing Adventure in Annapolis
Captain Alberto and his wife are absolute jewels! We sailed with them a couple of years ago and were excited to have this time with them today. They are friendly, professional and just such a joy to be around. Will be seeing them again soon, for sure!
Top Sailboat Rental Locations in the United States
Los Angeles, California
364 boats to rent
San Francisco, California
75 boats to rent
Miami, Florida
1056 boats to rent
Marina del Rey, California
130 boats to rent
Honolulu, Hawaii
44 boats to rent
Oakland, California
43 boats to rent
San Diego, California
106 boats to rent
New York, New York
79 boats to rent
Annapolis, Maryland
47 boats to rent
Dania Beach, Florida
242 boats to rent
Fort Lauderdale, Florida
261 boats to rent
Chicago, Illinois
271 boats to rent
Hitchcock, Texas
52 boats to rent
Texas City, Texas
41 boats to rent
Charleston, South Carolina
128 boats to rent
Tampa, Florida
421 boats to rent
Saint Petersburg, Florida
275 boats to rent
Houston, Texas
52 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!
Dive into Our Journal
August 01, 2023
10 Boating Adventures of a Lifetime
Read Article
October 03, 2022
Getmyboat's Guides to the World of Boating
Read Article
August 12, 2021
Caribbean Flavors on the Water in NYC - Book an Anchored & Chef'd Catered Cruise with Getmyboat!
Read Article
December 30, 2019
South Africa Boating & Watersports Guide - Getmyboat
Read Article
December 26, 2019
Complete Fishing Guide to Southern California - GetMyBoat
Read Article
December 23, 2019
The Best Boating Destinations in Texas
Read Article
Real reviews from happy Getmyboaters.
4.9 out of 5! 500,000+ reviews
