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 Near St. Augustine
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in St. Augustine
Fishing Charters
Let a captain do the driving while you do the fishing
$60-$145
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$70-$410
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$70-$290
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$60-$145
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$300
Top Sailboat Rental Locations Near St. Augustine
Palm Coast, Florida
34 boats to rent
Fleming Island, Florida
9 boats to rent
Jacksonville, Florida
44 boats to rent
Ormond Beach, Florida
18 boats to rent
Daytona Beach, Florida
62 boats to rent
Amelia Island, Florida
7 boats to rent
Fernandina Beach, Florida
10 boats to rent
Daytona Beach Shores, Florida
7 boats to rent
Port Orange, Florida
7 boats to rent
Titusville, Florida
8 boats to rent
Orlando, Florida
25 boats to rent
Port Canaveral, Florida
9 boats to rent
Kissimmee, Florida
15 boats to rent
Saint Cloud, Florida
7 boats to rent
Merritt Island, Florida
9 boats to rent
Cocoa Beach, Florida
9 boats to rent
Holiday, Florida
16 boats to rent
Tybee Island, Georgia
32 boats to rent
Recent Reviews in St. Augustine
AG
Aj
Lagoon 42 Sailing Catamaran for Up to 13 (12 + Charterer) Guests Near Stuart, FL
Couldn’t say enough good things about our time with Erinn. We had 9 people 5 of which were young kids and Erinn not only showed us an amazing day on the water snorkeling sailing and having a great time . She was incredible great with our kids. 10 stars across the board if I could! The boat was amazing as well
KL
Krista
CATAMARAN/DOLPHIN SAIL FOLLY BEACH SC
Johnny was a fantastic captain! My fiancé and I booked this last minute and we had such a wonderful day! We saw dolphins and popped over to a sandbar with beautiful seashells. If you are looking for a relaxing cruise on the water with an incredible captain this is it! 5 stars all the way!!!
RG
Rachel
Lagoon 42 Sailing Catamaran for Up to 13 (12 + Charterer) Guests Near Stuart, FL
The crew was amazing, the boat was decorated for our Bachelorette party and the bride loved it! We ended up paying for an extra hour because no one wanted to leave. Highly recommend doing a much longer boat day than we did especially for a Bachelorette party. 4 hours wasn't enough, we wish we booked the boat all day. Cannot thank Erinn enough, she was accommodating, responded very quickly and made sure everything our bride needed/wanted was there! Would book again in a heartbeat!
CG
Casey
22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!
Richard was great and was very quick with getting back to us! Made our first experience on this site wonderful! Had a great time and the boat and price were perfect.
KG
Kelly
Luxury Bali 4.2 Catamaran | All-Inclusive Private Charters in St. Pete
This was a wonderful experience! Full run of the boat! Jonas was great with a lot of little extra touches from snacks to a full stocked fridge of non alcoholic beverages! I highly recommend! Made my birthday a great day!
Morgan
Sunset Sail | Private 50ft Luxury Sailing Yacht in Charleston
Amazing! The captains were very knowledgeable and experienced. They took the extra step to accommodate a big party and we had such an awesome time! Highly recommend.
Top Sailboat Rental Locations in the United States
Los Angeles, California
361 boats to rent
San Francisco, California
83 boats to rent
Oakland, California
50 boats to rent
Marina del Rey, California
124 boats to rent
San Diego, California
109 boats to rent
Honolulu, Hawaii
42 boats to rent
Miami, Florida
844 boats to rent
New York, New York
83 boats to rent
Annapolis, Maryland
52 boats to rent
Hitchcock, Texas
54 boats to rent
Texas City, Texas
44 boats to rent
Chicago, Illinois
289 boats to rent
Kemah, Texas
44 boats to rent
Clear Lake Shores, Texas
41 boats to rent
Charleston, South Carolina
132 boats to rent
Houston, Texas
53 boats to rent
Tampa, Florida
372 boats to rent
Saint Petersburg, Florida
249 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!
Real reviews from happy Getmyboaters.
4.9 out of 5! 500,000+ reviews
