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Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$50-$225
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$100-$1,000
Kayaks
Who says you need a motor to have fun on the water?
$25-$715
Fishing Charters
Let a captain do the driving while you do the fishing
$75-$345
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$75-$345
Sailboats
Set sail with these traditional wind-powered boats
$110-$175
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$40-$125
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$125-$300
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$75-$145
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$810
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!
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.
DA
Donna
45' Hatteras Private Luxury Cruising Yacht in Destin, FL
Our group of 11 had a blast. The capital Al and the young lady helping was so much fun, helpful and friendly. We had a wonderful experience and will definitely use you all again.
LO
Luciana
BEST OF 2025 Double Decker Tritoon! Crab Island/Destin
We had a fantastic time on the boat excursion! Our captain, Ed, was exceptional—knowledgeable, friendly, and made us feel safe throughout the trip. The views were stunning, and the entire experience was unforgettable. Highly recommend for anyone looking for a great day on Crab Island!
HC
Heidi
BEST OF 2025 Double Decker Tritoon! Crab Island/Destin
We had a blast! Crab Island did not disappoint! 🦀 Best Bachelorette trip ever! Lewis was the BEST captain, he was the most accommodating and took care of us! Highly recommend. Thanks for the unforgettable memories ❤️
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!