
NOTICE: All Activities Require Online Reservation or Call Ahead
Small Boat. Big Fun.
Boat Rentals Oldsmar
Newest offering from Chadillac Adventures, we like to call it The Chadillac Experience. It’s our version of a private charter boat available to rent right on Clearwater Beach.
Let us take you to the islands and sandbars off of the beach (only accessible by boat). We will fill your time with paddling, floating, snorkeling, finding dolphins, relaxing with a drink (or two!), swimming or whatever else your heart desires!
Available for 2 hour trips up to an all day adventure. Comes with a captain, 110 gallon Yeti cooler, and, if you’re into it, a bumping sound system for a great atmosphere.
Remember, “The Ship don’t make the captain, the Captain makes the ship!”
Pricing:
2 Hours
$250
3 Hours
$375
4 Hours
$500
5 Hours
$600
6 Hours
$700
7 Hours
$800
Chadillac Adventures Boat Slip Information
Address:
445 E Shore Dr Slip 42 Clearwater Beach, FL 33767
Directions:
Get Directions
Looking for a Sunset Cruise Adventure?
Come join us off Clearwater Beach on our shorter boat trips for the most beautiful sunsets in all of the world!


Boat Rentals Oldsmar
Chadillac Adventures provides boat rentals in Oldsmar, boat charters in Oldsmar and boat tours in Oldsmar, allowing those visiting the area to explore its beautiful attractions.
People who take advantage of our boat rentals in Oldsmar are spending time in an area just off of the Intracoastal Waterway. It is also home to 2.5 miles of some of Florida’s softest sand, and we recommend enjoying that beach before and after you use one of our services, such as boat charters in Oldsmar.
Boat Tours Oldsmar also allow you to enjoy this community’s beautiful scenery. That is because boat tours in Oldsmar can feature, for example, the area’s marina and incredible sunsets across the Gulf of Mexico.
One of the most significant benefits of boat rentals in Oldsmar is being able to enjoy boating without the commitment and expenses that come with owning your own vessel as our boat rentals in Oldsmar allow for the removal of many of those hassles.
When you go to enjoy one of our boat rentals in Oldsmar, you can time it for when you want, noting that our boat rentals in Oldsmar should be reserved enough in advance of your desired time to ensure that this service will be available then.
Those who use boat rentals in Oldsmar can do so many activities. Boat rentals in Oldsmar allow you to look for dolphins, enjoy water sports, hop around the region’s islands and take in beautiful sunsets.
Boat Tours Oldsmar
Boat Charters Oldsmar is the way to go if you want to experience total comfort. That is because boat charters in Oldsmar allow you to take your mind off of everything. That includes operating the vessel as our boat charters in Oldsmar come with a captain.
You can also engage in numerous activities. For example, those who take advantage of our boat charters in Oldsmar often enjoy paddling, swimming, snorkeling and dolphin watching.
Boat charters in Oldsmar can also feature a sound system and a 110-gallon cooler for those who want some music and drinks while enjoying their day out.
No matter if you are enjoying boat rentals in Oldsmar, boat charters in Oldsmar or boat tours in Oldsmar, we can incorporate some exciting activities, depending on the details of the type of service that you have reserved.
For example, some of those who utilize one of our boat rentals in Oldsmar or boat charters in Oldsmar hold wedding parties. You can also involve your pets when you use many of our boat rentals in Oldsmar, boat charters in Oldsmar and boat tours in Oldsmar. Do check with us first while noting that it might even be possible to bring a cat along.


Where Locals Go
Regardless of if you are utilizing boat rentals in Oldsmar, boat charters in Oldsmar or boat tours in Oldsmar, we can direct you towards where locals go and away from tourist-focused destinations. Or, of course, we could help you go towards the touristy locales with our boat rentals in Oldsmar, boat charters in Oldsmar and boat tours in Oldsmar if you prefer that.
Simply put, the personalized services that come with our boat rentals in Oldsmar boat charters in Oldsmar and boat tours in Oldsmar will get you somewhere that fits your preferences. Speak with us about what you desire out of this. We want everyone who uses our boat rentals in Oldsmar, boat charters in Oldsmar and boat tours in Oldsmar to be happy with their choice.
Customer Reviews
I’m just sayingMay 15, 2025Trustindex verifies that the original source of the review is Google. Awesome tour with Mike today! Ryan BelangerMay 13, 2025Trustindex verifies that the original source of the review is Google. My experience with Chadillac Adventures was perfect. All day rental at a flat rate, everything was explained in detail, and the staff were super friendly! It was our pups first time on the water and they made sure she was all set and calmed down before we launched. I would highly recommend and will be booking again with Chadillac Adventures in the future. Cristian ConteMay 11, 2025Trustindex verifies that the original source of the review is Google. Excellent service from Mark. Punctual, polite, and friendly. Highly recommended. A wonderful experience. Thank you! Brianna PenaMay 8, 2025Trustindex verifies that the original source of the review is Google. We spent the evening with Mike on the glo kayaks and had such a fun time. We saw dolphins the entire night and Mike was so knowledgeable, friendly and hospitable. Would absolutely recommend to friends and family. Bailey KnightMay 7, 2025Trustindex verifies that the original source of the review is Google. My hubby and I had the best time on our kayak tour! Mike was the best! Hanging out with him was the highlight of our Clearwater trip! William WMay 6, 2025Trustindex verifies that the original source of the review is Google. Great time, I cannot say how impressed we were with the tour, the guide was wonderful! Five stars!! Michael HethertonMay 5, 2025Trustindex verifies that the original source of the review is Google. I Highly recommend Chadillac Adventures! Chad is extremely outgoing and knowledgeable of the area!







































































