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Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$50-$450
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$70-$905
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$20-$400
Fishing Charters
Let a captain do the driving while you do the fishing
$40-$460
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$75-$470
Kayaks
Who says you need a motor to have fun on the water?
$15-$660
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$65-$500
Sailboats
Set sail with these traditional wind-powered boats
$75-$150
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$810
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$150
RM
Rachel
Destin Crab Island on a Captained Pontoon Boat
Randy and Dena were awesome! Made our experience to crab island the best! Communication was always easy and clear. They had tons to do and were very knowledgeable, made sure we had cold drinks and a great time! We extended an hour because we were having such a great time! We will definitely be booking again when we come back!
NA
Nishan
Destin Crab Island on a Captained Pontoon Boat
Randy really took care of us from start to End. He made sure we were all well taken care of from fun to safety. Definitely was a great experience with having them as our captain. I would highly recommend them for any of your future travels especially their ‘red neck’ boat which has so many fun activities to offer.
AS
Annie
Destin Crab Island on a Captained Pontoon Boat
We recently celebrated a bachelorette and Randy/Dena went above and beyond to make our experience special. They were flexible and communicative throughout the planning process and provided us with everything we might have needed on the boat. They kept safety as the top priority and made us feel very comfortable. We will definitely be booking with Randy and Dena for our next Crab Island adventure!
JH
Jessi
Destin Crab Island on a Captained Pontoon Boat
We had such an amazing morning with Dina!! So much fun, we had our toddlers 2 and 4, and she made sure we had everything we needed. Took us to find shells and hermit crabs! Got to use the paddle board and Lilly pad! Highly recommend! And we lucked out and saw tons of dolphins!
Alex
Destin Crab Island on a Captained Pontoon Boat
My family and I can not wait to come back and book with Randy and his wife they were so sweet and accommodating to our family! My 3 year old loved when Randy took him on the paddle board I could not recommend them enough to any and all looking to book with them.
LP
LeeAnn
Destin Crab Island on a Captained Pontoon Boat
Great experience. I researched 25 different rentals and decided on Randy based on location of departure, customized experience, captain included in price, and the price included EVERYTHING. Beware when booking a rental-not all include fuel, insurance, water “toys” and other hidden fees. Parking available at the dock and loading boat was quick. We were asked what we would like to do before we left the dock “this is your day” and your experience “let us know what you would like to do.” Saw dolphins on the way to crab island. Had lily pad, paddle board, inner tubes and other water toys available. The boat was large enough to accommodate 5 passengers and move around not including Dena and Randy. The thing that will bring us back to Randy’s boat rental is the attentiveness given to my family. They would refill our drinks, pour water and give us our personal things off the boat while we were in the water. Dena would get onto the water and check on us to see if we needed anything. She also waded into the channel to wave down the ice cream vendor so we could buy ice cream. I also appreciated they were comfortable to be around, professional, enjoyed their day on the water and helped other boats maneuver around-so generally kind people!
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
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