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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$90-$1,395
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$60-$1,590
Sailboats
Set sail with these traditional wind-powered boats
$75-$1,100
Kayaks
Who says you need a motor to have fun on the water?
$70-$1,345
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$65-$715
Fishing Charters
Let a captain do the driving while you do the fishing
$60-$1,210
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$65-$1,240
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$90-$4,120
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$75-$500
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$100-$400
Diving
Explore the ocean depths with trained boat operators
$250-$500
CM
Connie
Destin Crab Island on a Captained Pontoon Boat
Girls Trip to Destin and Crab Island. We had an Awesome Time and Captain Casey was Amazing (kind, fun, and great personality). We will definitely be back next year !
Tamela
Private Islamorada Charters in the Florida Keys
Dawid "David" was great! Our family chose his charter services to celebrate our dad's 70th birthday, and our expectations were exceeded. We had a blast! He's very accommodating and chill. He is an EMT and paramedic, which added an extra level of peace of mind. His price is also very affordable for the services offered. Book with him; you won't be disappointed!
Maggie
🔥 WELCOME ABOARD OUR 38LXF SCOUT 20% OFF ALL CHARTERS 🔥
We had Sean as our captain who works with Tommy and he was fantastic! He made our trip so wonderful and the highlight of our weekend! Thank you Sean!
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!
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!