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The Best Sailboat Rentals in Okaloosa Island
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Okaloosa Island
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$50-$175
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$50-$125
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$75-$325
Fishing Charters
Let a captain do the driving while you do the fishing
$75-$325
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$110-$150
Kayaks
Who says you need a motor to have fun on the water?
$75-$300
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$70
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$300
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$75
Top Sailboat Rental Locations Near Okaloosa Island
Fort Walton Beach, Florida
78 boats to rent
Shalimar, Florida
8 boats to rent
Destin, Florida
130 boats to rent
Pensacola Beach, Florida
18 boats to rent
Pensacola, Florida
104 boats to rent
Panama City Beach, Florida
17 boats to rent
Upper Grand Lagoon, Florida
24 boats to rent
Panama City, Florida
7 boats to rent
Orange Beach, Alabama
27 boats to rent
Gulf Shores, Alabama
9 boats to rent
Fairhope, Alabama
9 boats to rent
Lake Martin, Alabama
11 boats to rent
New Orleans, Louisiana
10 boats to rent
Lake Pontchartrain, Louisiana
8 boats to rent
Acworth, Georgia
11 boats to rent
Holiday, Florida
16 boats to rent
Tarpon Springs, Florida
22 boats to rent
Lake Tarpon, Florida
12 boats to rent
Recent Reviews in Okaloosa Island
WA
Warren
4 Hour Private Charter in Destin, FL! Crab Island, Snorkeling, Dolphins & More!
Thank you guys so much for everything! What an amazing adventure you guys had for us. The Dolphin show was incredible and the sailing experience was awesome. We are so lucky to get matched up with y’all 😊 For anyone looking for a great way to sail around Destin and do some sightseeing with some crab island fun y’all need not look any further. A++++ Charter
MM
Mike
4 Hour Private Charter in Destin, FL! Crab Island, Snorkeling, Dolphins & More!
Tracy & Ladd are true professionals, and a generally good time. The offering was exactly as presented and they catered to the specific requests we had. The boat is great and their knowledge of the area helped make this a fantastic afternoon on the water. I would highly recommend you book this if you are looking for a private charter in the Destin, FL area!
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!
JF
Joey
Private Sunset Cruise (2-Hours) in Destin, Florida
Ladd was our captain for this trip. We couldn’t ask for a better crew than him and Sebastian. We had to delay our trip a day because of a storm but they more than made up for it. They also documented our trip with photos that they emailed to us. It was very relaxing and informative. We also got to see some dolphins. Very nice people. Overall, a 10 star outing!
KW
Kel
Private Sunset Cruise (2-Hours) in Destin, Florida
This was a GREAT trip..Captain Tracy's communication and follow thru was awesome.. although Tracy was unable to captain the boat Captain Ladd and Sebastian created an awesome experience for my girlfriend and I.. we even got up close and personal with the dolphins...I would definitely recommend and will use again
Lindsay
3-Hour Daytime Cruise in Destin, Florida
Unbelievable experience! These guys were the BEST!! Completely relaxing! 100% accommodating! Excellent communication! Amazing boat! Seriously the best!! Thank you so much! Look forward to another trip with you both!
Top Sailboat Rental Locations in the United States
Los Angeles, California
376 boats to rent
San Francisco, California
74 boats to rent
Miami, Florida
925 boats to rent
Marina del Rey, California
137 boats to rent
Honolulu, Hawaii
57 boats to rent
Oakland, California
42 boats to rent
New York, New York
87 boats to rent
Annapolis, Maryland
50 boats to rent
San Diego, California
98 boats to rent
Baltimore, Maryland
45 boats to rent
Newport Beach, California
132 boats to rent
Charleston, South Carolina
120 boats to rent
Chicago, Illinois
279 boats to rent
Palm Beach, Florida
127 boats to rent
Hitchcock, Texas
56 boats to rent
Texas City, Texas
38 boats to rent
Riviera Beach, Florida
125 boats to rent
Dania Beach, Florida
251 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.
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