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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

Abdul Rahman
Abdul Rahman
May 11, 2024
I recently had the pleasure of going kayaking with Garrett from Chadillac Adventures, and it was an absolutely wonderful experience! The route we took was scenic and perfectly chosen, making the kayaking both enjoyable and memorable. Despite being just 17 years old, Garrett showed a level of professionalism and skill that surpassed all expectations. He was incredibly knowledgeable about kayaking techniques, ensuring that everyone felt comfortable and confident on the water. His customer service was top-notch; he was attentive, friendly, and genuinely cared about making the experience enjoyable for everyone. I strongly believe that such dedication and hard work deserve recognition. Therefore, I would kindly ask the owner to consider giving Garrett a bonus for his exceptional service. He truly enhances the experience for Chadillac Adventures’ customers and is a great asset to your team!
Isaiah Vargas
Isaiah Vargas
May 1, 2024
great spot to launch out, really good prices and amazing costumer service
Rebekah Rudd
Rebekah Rudd
May 1, 2024
Owner was awesome! Gave me a free pouch to keep my phone dry.
Lexi Buskirk
Lexi Buskirk
April 28, 2024
Perfect spot for paddle boarding through some awesome mangroves! There were a lot of sand bars and places to swim. We called ahead and asked about our dog joining us for the first time and they were super helpful.
Julius Martinkus
Julius Martinkus
April 23, 2024
Visited April 2024. Wonderful time! You will absolutely love the experience! When in Clearwater, visit Cadillac Adventures. You will love it. I've been doing it for a years!
Fran Lebel
Fran Lebel
April 22, 2024
Hidden gem in Clearwater, bought a Groupon and decided to use it last weekend and boy were we impressed. Nice area to kayak, they have a snack bar on site serving chicken wings, and also serve beer and wine. Staff was really friendly, Garrett provided us with information on were to go and what we would see depending on the journey. You do have to enter Cove Cay condo's by taking a right hand turn, stopping at the security booth, then you can enter the Marina a short distance by taking the first left hand turn, be careful because you could miss the turn off Frontage Road into the condo area. We had a beautiful day on the water and forgot our cooler in the snack bar area, we called up the next day, were told they had it and picked it up. They are very nice, honest, friendly, group of people. Don't hesitate to check them out, check Groupon for coupons as well, as they honor Groupon deals. Happy Kayaking
franck Kodjo
franck Kodjo
April 22, 2024
Very fun adventure
Elizabeth McMillion
Elizabeth McMillion
April 21, 2024
Lots of fun and worth every penny. Made lots of great memories with my family and it was a very stress free day. We will definitely be coming back in the future. Update 4/20/2024- Finally made our way back to this adventure! Had an amazing day out on the water celebrating 5 years of marriage. The gentlemen that helped us this time was super nice and informative! We had a blast and will continue recommending this place to friends and family! We will try to come again soon!
James Kelleher
James Kelleher
April 7, 2024
Chad was very professional, caring,and patient, helping my elderly parents get in and out of their kayak. Will 100% be back.