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Caroline's Boat Rentals

Premium Boat Rentals from Islamorada & Marathon to Key West!

Sailboat All Rental Options

Our Florida Keys Boat Rentals

Providing Great Boat Rentals to the Florida Keys

Our boats are versatile and can suit your needs for every occasion. We offer Florida Keys boat rental packages to facilitate family experiences, party experiences and just a simple relaxing day out on the water. Here are some ideas to get you started.

a small boat in a large body of water
a small boat in a large body of water

Premium Boats

We only offer the latest models and top performing equipment.

Family Oriented

We are a safety first company and provide you with fully maintained watercraft.

Amazing Sound System

Our modern stereo equipment is Bluetooth enabled and Sirius ready.

Best Experience Ever

Where to begin. Best experience ever! Much better than Boatsetters! Highly recommend this company since they delivered on every promise made! From delivery to pick up, they were professional, friendly and so nice to work with! The Key West boat was perfect even though you could seat another one or two people comfortably. State of the art Garmin and stereo system! Bluetooth worked perfect!! Such a wonderful experience and can't wait to recommend to all my family & friends! Thanks Captain MAC too (although he is our family member and not an employee). Thanks again Kathy!!!

– Google | Janice Essick
Everything We Needed

Such a great day aboard the Caroline! This boat had everything we needed and then some, and was very comfortable to fish 13 miles off shore in. Definitely recommend the fishing package and coolers! Although we had some rods they had all the gear you’d need for a day of fishing with out the hassle of lugging and worrying about your own. He had so many packages and options available we can’t wait to try another boat!

– Google | Gerald Brissette
High Quality Boats

We rented a key west boat from David for 4 days. He is supper easy to work with. The boat was nice and everything functioned like it should. Pricing is a little more than other rental companies but the boats are pretty much brand new. We will use them again if we are back in the keys.

– Google
Highly Recommended!

We highly recommend Caroline's Boat Rentals and will use them again in the future! We rented the 23' Key West. The boat was top shelf including the equipment with GPS navigation, fish finder and a great blue tooth sound system. It was perfect for fishing on the reef or playing on the sandbar. The delivery and pick up were so easy. We paid small fee for them to fill the gas tank afterwards. David was great to work with and we will be recommending him to our friends.

– Google | Kelly Hohn