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The Best Sailboat Rentals in Pensacola
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Pensacola
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$55-$165
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$65-$230
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$60-$230
Fishing Charters
Let a captain do the driving while you do the fishing
$60-$230
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$80-$410
Kayaks
Who says you need a motor to have fun on the water?
$85-$190
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$70-$90
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$145
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$500
Top Sailboat Rental Locations Near Pensacola
Pensacola Beach, Florida
11 boats to rent
Orange Beach, Alabama
31 boats to rent
Gulf Shores, Alabama
20 boats to rent
Fort Walton Beach, Florida
101 boats to rent
Okaloosa Island, Florida
48 boats to rent
Shalimar, Florida
8 boats to rent
Fairhope, Alabama
20 boats to rent
Destin, Florida
149 boats to rent
Panama City Beach, Florida
22 boats to rent
Upper Grand Lagoon, Florida
34 boats to rent
Panama City, Florida
9 boats to rent
New Orleans, Louisiana
8 boats to rent
Lake Martin, Alabama
11 boats to rent
Acworth, Georgia
12 boats to rent
Allatoona Lake, Georgia
24 boats to rent
Holiday, Florida
16 boats to rent
Tarpon Springs, Florida
26 boats to rent
Palm Harbor, Florida
8 boats to rent
Recent Reviews in Pensacola
AP
Albalia
Morgan 382 Sailboat for charter in Pensacola, Florida
We shared our 24th wedding anniversary with Robert and Carly in their beautiful boat. The only thing we regret is not doing this sooner because they are amazing and it is an experience to cherish. You guys are the best and we will definitely be back! Looking forward for that paella next time! Thank you!!!
Becca
Relaxing Catamaran Adventure: Snorkel, Sail, Dolphins
Amazing in every way! Kip & Elizabeth were so kind and accommodating. We got to relax, snorkel, and even saw some dolphins which made the trip extra memorable. Kip was always responsive to messages and the process couldn’t have been more seamless from start to finish. Couldn’t recommend enough!
Jake
Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin
Captain Bill was great and accommodating for our group. Was a beautiful day for sailing!
Lauren
Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin
Wonderful time out on the water with Captain Bill! Very accommodating, kind and knowledgeable. Weather wasn’t cooperative but he was able to be flexible and come up with an alternative itinerary. Definitely recommend!
Dionna
Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin
Captain Bill was AWESOME! The description and photos don’t do him and his catamaran enough justice! 10/10! He even knew it was our honeymoon and got us roses. Couldn’t recommend Captain Bill enough!! :)
KM
Kennedy
Morgan 382 Sailboat for charter in Pensacola, Florida
This was so fun! Robert made our sail so enjoyable on his beautiful boat. We enjoyed some sun and stayed out into the evening to watch the sunset. Would highly recommend booking with Robert!
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
857 boats to rent
New York, New York
82 boats to rent
Annapolis, Maryland
53 boats to rent
Hitchcock, Texas
54 boats to rent
Texas City, Texas
44 boats to rent
Chicago, Illinois
289 boats to rent
Houston, Texas
53 boats to rent
Clear Lake Shores, Texas
41 boats to rent
Charleston, South Carolina
132 boats to rent
Kemah, Texas
44 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!
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Real reviews from happy Getmyboaters.
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