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Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$50-$170
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$85-$340
Kayaks
Who says you need a motor to have fun on the water?
$25-$185
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$70-$350
Fishing Charters
Let a captain do the driving while you do the fishing
$70-$350
Sailboats
Set sail with these traditional wind-powered boats
$75-$250
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$70-$75
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$75-$145
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$125-$140
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michael
Awesome 19ft Stingray Deckboat in Clearwater Beach, Florida
What a fantastic experience we all had .Kevin is highly recommended as he was very professional from start to finish. The boat we hired was as described, and Kevin explained everything we needed to know quickly and professionally. The location was ideal as well. I cant wait to come back soon and do it all again. Definitely 5 stars all round. Thanks, Michael and family from Ireland.
BF
Blake
BEST OF 2025 Double Decker Tritoon! Crab Island/Destin
We had the absolute best day out on the water with Captain Nick! From start to finish, he made the experience smooth, fun, and unforgettable. He was so knowledgeable about the area and navigated the water and marine life with total ease — we felt safe and taken care of the entire time. Whether we were cruising, stopping to swim, or spotting wildlife, Nick kept the energy fun and relaxed. If you’re looking for a stress-free, super enjoyable day on the water, don’t think twice — book with Captain Nick. Can’t wait to do it again!
Amber
Private Crab Island and Boat Tours: 4 hour, 6 hour, 8 hour trips available
We had an amazing time with Shelly! She was prompt and communicative throughout the process!! The boat was fast and got us to crab island in no time!! I would def recommend Shelly anytime!! Thank you for an amazing trip
JV
Jennifer
BEST OF 2025 Double Decker Tritoon! Crab Island/Destin
We had a great day on the water with Rod! We spent some time at Crab Island until the jellies showed up so we went to another spot for some swimming and sliding! Our group of 15 would definitely recommend him!
Martineja
Bachelorette or Family Fun in Destin
Brian was such a great host. He was friendly, knowledgeable, and a great captain to spend the morning with. We will definitely be back and book again. The boat was clean, beautiful, and we made awesome memories. Many thanks Brian!
MH
Melissa
Luxury Private Charter 48' SeaRay Sedan Bridge (Mila Yenin) in Pensacola, Fl
I cannot begin to share my excitement about spending the day with the organizers of this charter. Upon our initial interaction with Cptn Dan and his beautiful 1st mate Martha, both were gracious, communicative, and just, nice, engaging, down to earth people. They both offered the utmost professionalism during our entire 8 hr trip experience from the inception of introductions, to disembarking the beautiful vessel. Cptn Dan is very safety conscience, which “ all” captains should be on a vessel like his. It created an atmosphere of safety for all involved!! Martha went above and beyond during our escapade: attending to all needs (with determined attention, I may add) of every one on board. To begin our short cruise to our destination, we were offered a fantastic continental breakfast and a wonderful lunch adding to the already exceptional experience. I would and will offer my compliments to Pensacola Charters at every given opportunity.
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!