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NOTICE: All Activities Require Online Reservation or Call Ahead

Welcome!

Ready For Your Next Adventure?

Your one-stop shop for all boating and paddling adventures in the Tampa Bay/Clearwater area! Embark on an unforgettable adventure with us today!  Whether you like boating, kayaking, or paddleboarding, we offer some of the best kept secrets and hidden treasures in Florida.

There’s so much more to the Tampa Bay/Clearwater area than the sandy beaches and the Gulf of Mexico. LET US SHOW THEM TO YOU!

Our boat, tour, and rental adventures are below. From the hidden gem of Clearwater – Cove Cay Marina – to the pristine crystal clear water of the Chassahowitzka or Weeki Wachee springs, to the islands and sandbars of the intracoastal waterways we have plenty of choices for everyone! We want to make sure you create lasting memories that will have you coming back year after year.

If you are looking for a tourist trap, we are not it. We take pride in all of our available adventures being personalized and as close as you want. Hope to see you on the water soon!

Why Choose Chadillac Adventures

Family and Beginner Friendly

Whether your first time in a kayak or paddleboard, or you’re a seasoned vet; Chadillac makes the atmosphere comfortable and enjoyable for all! We pride ourselves on treating our customers as family and friends instead of someone who is simply paying for a service.

Personalized Adventures

Let’s talk about personalized, one-on-one attention. We can always take on groups ranging from only you and your significant other, to a large wedding party, and even more! But we want to give you OUR attention and try to get to know each and every person we encounter. We endeavor to make sure that all adventures, from paddling to the boat experience are made for you and your group for the best possible time!

Pet Friendly

Love your dog (or maybe an adventurous cat)? So do we!!! Most of our adventures are pet friendly so PLEASE feel free to bring them along. There’s a good chance that there’s some treats waiting for them! If they can swim that is definitely a plus, but please if they aren’t the strongest swimmers please make sure to bring along a life jacket for them!

Not a Tourist Trap

Want to spend more or less money going somewhere else? THAT’S OKAY! We understand completely. But know that the chances are what you’re going to get elsewhere is that they take you to more of the tourist destinations and you’re stuck with an experience that isn’t exactly what you want. Chadillac brings you where the locals go and do what the natives do! If our adventures aren’t for you, we can give you alternatives that can be more your speed. We want you and your group to enjoy Florida as much as we do.

Customer Reviews

Pamela Hamilton
Pamela Hamilton
June 29, 2024
My family of 5 rented kayaks while visiting the area and it was a great experience! This was our first time kayaking and the young man that helped us was very helpful, friendly and explained things throughly. We will definitely book again and highly recommend!
Jason
Jason
June 29, 2024
We had an awesome time on our trip with chad, it was the best part of our trip and chad added so much fun and kept us informed about everything around us. We will return.
Frank Sergent
Frank Sergent
June 26, 2024
Amazing trip! Highly recommend!
April Collins
April Collins
June 25, 2024
The best kayaking trip ever!!
Vickie Russell
Vickie Russell
June 23, 2024
I cannot say enough good things about our trip with Chadillac Adventures. The captain Chad was great and took us to some great spots including getting to see some dolphins. I highly recommend booking, you will not be disappointed.
EKS
EKS
June 21, 2024
Called and spoke to the owner Chad prior to booking online. He was very personable and answered all our questions. Check in was a breeze and we were on the water in a less than 10 mins after a brief do's/dont's on the water and some other important safety tips from Garrett. He was very helpful and accomodating. We opted to go back through the canal that lead us into a very quiet and scenic residental area. Found a sandbar to pull over, rest and enjoy some refreshments. Beautiful day on the water and fun had by all!
Julia Oswald
Julia Oswald
June 19, 2024
We had a great time with Chadillac Adventures. Our group rented kayaks & paddleboards and went off on our own. Chad gave great directions on where to go to see different things. We ended up seeing lots of dolphins & manatees! Chad was very accommodating and even provided coolers and ice to take drinks out on the water, would definitely recommend and you can't beat the price!
Lauren Traugott
Lauren Traugott
June 14, 2024
We had so much fun! We saw manatees and dolphins! Chad was so nice and so helpful with everything. Even gave us some recommendations on what to do around here.
Rick S G
Rick S G
June 11, 2024
We have used Chadillac Adventures on several different excursions. The first was kayaking throughout the mangroves out of Cove Cay Marina in Largo. The kayaks were in great condition and we saw a manatee in the marina :) and the scenery was breathtaking. The second was on Chad’s sunset cruise. The boat ran great and the sunset was awesome ! We also saw dolphins while we were cruising around. Chad was a lot of fun and his Chadillac Adventures is a big plus to the area. We’ll be going on our 3rd excursion soon in July. Thank you Chad !!