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The Best Sailboat Rentals Near Deale
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Deale
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$175-$790
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$150-$250
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$100-$500
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$100-$150
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$250-$280
Fishing Charters
Let a captain do the driving while you do the fishing
$175-$350
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$350
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$300
Recent Reviews in Deale
AM
Angela
Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours
Wonderful experience with my 2 daughters! They jammed out to their favorite music while enjoying the sights and were given a chance to steer the boat! Ian was attentive and amiable throughout the booking and sailing experience.
AS
Andie
Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours
Ian and Kim were fantastic hosts, captain and first mate! We used Ian’s vessel for a music video shoot, and not only were they helpful and accommodating, but happy to have us aboard and a part of our production. I highly recommend booking with Ian for a similar situation or if you just wanted a fun outing with some good friends!
ST
Sherzod
38-ft Hunter 376 Sailing Adventure in Annapolis
Great experience, it was my first time boat sailing and Alberto and his wife were great. My fiance and I had a great time. Highly recommend!
SR
Sana
Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours
I had an amazing time. The guy was really nice. I had a great experience.
Danika
Charter 44' Orana Cruising Catamaran In Deale, Maryland
We had the best time! Everything was perfect! Rob communicated well! The boat looked exactly like the pictures. It was enough space for my 10 guest party! We sailed out for 7hrs and it still didn’t feel like enough time! I’m so glad I went with this boat and will be using it again in the future. Best birthday ever!!!
JH
Jennifer
Charter 44' Orana Cruising Catamaran In Deale, Maryland
Rob was so communicative and helpful throughout the entire booking process, and our experience on the boat was even better! Not only was it a beautifully appointed vessel, but our captain Adam took such wonderful care of our group. We can never outdo this day-- just plan when we can do it again!
Top Sailboat Rental Locations in the United States
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!
Real reviews from happy Getmyboaters.
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