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
Julius MartinkusApril 23, 2024Visited 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 LebelApril 22, 2024Hidden 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 Kayakingfranck KodjoApril 22, 2024Very fun adventureJames KelleherApril 7, 2024Chad was very professional, caring,and patient, helping my elderly parents get in and out of their kayak. Will 100% be back.Adam NewmanApril 5, 2024I search for a couple hours to find the right one and this was just that perfect will be doing this again forsure thanks for a great timeD JamesApril 4, 2024There are alot of good kayaking places, but this is a GREAT kayak place. Nice staff, sick yaks and beautiful location. Totally worth the price for the priceless experience <3 will be coming here every time now.April ShecterleApril 4, 2024This was our second “Chadillac Adventure,” and we return because it’s simply the best experience. Our family crosses a wide range of of proficiency when it comes to kayaking and paddle boarding. Chad ensures that each member of our family feels safe, has what they need for a great adventure, and has fun! Going out on the water with Chad is like going out with one of your favorite friends, who also happens to be an expert. The highest compliment that we can pay is that our most-uncomfortable-around-the-water daughter has clocked our Chadillac day on the water BOTH vacations as her favorite part of our trip. And Chad has had some big competition for activities. He’s truly doing it right. We would unreservedly recommend him and plan on a number three trip next spring break!Tresh SwedlundApril 2, 2024very satisfied. helpful, on point of where to go. gear was in good shape. family had a great time kayaking the areaTroy GagoApril 1, 2024Awesome tour, great guide, best part of our Tampa trip!
