Skip to Main Content

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

Amber Scozzafava
Amber Scozzafava
May 27, 2024
So fun! Felt like a mini vacation! Awesome people, great service! Will definitely be back!
Marie Schuetzle
Marie Schuetzle
May 25, 2024
Highly recommend! Chad was a great communicator before we even booked. Quickly answering all of our questions. He suggested the perfect tour for what we wanted to experience. He was very knowledgeable about the area; teaching, demonstrating and making us laugh all along the way. It truly felt like our day, he let us set the pace and spend time on the things we loved. He knew just where to take us for the best chance to see fish, alligators and manatees. He brought us great sights, food and excitement.
H Jurnigan
H Jurnigan
May 23, 2024
Chad is amazing. Welcoming, warm, genuine and knowledgeable. I had an unbelievable first time at this River and it’s changed my world of kayaking. If you need a guide, he is the person to work with.
Rebecca Bertrandt
Rebecca Bertrandt
May 22, 2024
We had the best day on the Chassahowitzka River with Chad. This is the tour you want if you’re looking to get away from tourists and experience some of the nature and beauty of Florida. Chad knows the area, and we definitely got a better experience than we would have if we’d checked out the river on our own. We saw manatees, an otter, plenty of fish, a baby alligator, and an adult alligator that was probably 6 feet long. Obviously Chad can’t guarantee wildlife sightings but he definitely knows about areas where you are likely to find animals, and we watched other people just pass them by. Thanks, Chad, for a great day!
Janine Jansen
Janine Jansen
May 21, 2024
Chadillac is amazing and everyone will have a fabulous time. Great tour guy! Very fun guy.
Edmond Fong
Edmond Fong
May 21, 2024
Can't swim, but want to kayak or paddle board? This is the place for you. Chad's place is in Clearwater and he sets you up with your equipment including life vest and off you go. The majority of the waterways that you will be kayaking or paddle boarding in is shallow enough that if you jump or fall into the water, your feet will touch the bottom. I don't swim, so this is very reassuring for me, especially when I fell off the paddle board. The waters are calm and we even saw a dolphin on our trip. One word of caution, remember the landmarks... This is one of the only ways that will help you get back to the dock
Erin Smith
Erin Smith
May 20, 2024
I can't reccomend Chadillac Adventures enough! Wonderful experience, Chad and his team are incredibly responsive, well planned, and so hospitable. You will not regret booking with Chadillac Adventures, but you WILL regret NOT booking with them. Much love for this buisiness, we will be booking with them again on our next trip.
Tyler Schroeder
Tyler Schroeder
May 19, 2024
Chad is the best! We have done 2 trips with Chad and plan to do more!
tom bonovitch
tom bonovitch
May 15, 2024
Awesome place hidden off US 19 in Clearwater! Staff was great and helpful the bar/restaurant was wonderful the food great I would highly recommend checking it out for a visit
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!