Florida Keys Boat Rentals, Charters & Adventures

Based in Big Pine Key in the Lower Florida Keys, Chartered Rentals offers boat rentals, fishing charters, sandbar tours, snorkeling trips, sunset cruises, and our signature 3-day Fish Camp experience. Whether you want to captain your own day on the water or let our team show you the best of the Keys, we’ve got the boat, the gear, and the local know-how to make it happen.

Posted on Google Google
bill burke profile picture
bill burke
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
Responsive on phone call. Laid back, but serious enough. Very clean hurricane. Wife and I rented in mid september. Capt Dan gave recommendations for snorkeling. Average price.
Posted on Google Google
Alex Brosseau profile picture
Alex Brosseau
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
Great experience. Went for lobster season for just a casual day. Boat was well equipped and in great shape. Jack was accommodating and made the day super easy. Definitely recommend.
Posted on Google Google
Adam Taplinger profile picture
Adam Taplinger
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
This was a great experience. Boat was clean and in great shape. Jack had everything ready to go for us. I would highly recommend.
Posted on Google Google
Pete Sollberger profile picture
Pete Sollberger
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
Excellent experience!!! Communication with Jack was on point, boat was perfect for our large group and everything was great. Definitely worth the money and effort!!!!
Posted on Google Google
Kevin Pfaff profile picture
Kevin Pfaff
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
Jack was really pleasant to work with! He was very accommodating with us have a family of 5 and put us on a hurricane deck boat that fit all of our needs!! We will definitely rent next time in the keys!!
Posted on Google Google
Anoop Mansukhani profile picture
Anoop Mansukhani
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
It was the first of many more amazing trips to book from Captain Jack who made the amazing experience absolutely incredible my kids had a great time and would absolutely do it again and highly recommend
Posted on Google Google
Dustin Hennessey profile picture
Dustin Hennessey
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
Great experience. Boat was well maintained and clean, everything worked! They were very knowledgeable about the local area and where you can catch fish or have a fun day snorkeling. If you are visiting from outside the area that is extremely helpful and saves you time so you can enjoy day more. Thanks!
Posted on Google Google
martha smith profile picture
martha smith
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
we rented the hurricane 1 and we had so much fun the guy who owned the boat was very friendly and responds very fast, and it’s not too expensive ! he was super helpful and even gave us spots to visit since we weren’t from here. i’d definitely recommend and would for sure book with him again !!
Posted on Google Google
Lawrence Duclos profile picture
Lawrence Duclos
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
This is one the best Boat Rentals in the keys. We have rented from many over 20 years here in the keys. Great service from Jack, clean boat, Great places to visit during our full day rental. My family and I are happy to have a boat rental company to come back to next vacation!!. We rented the 22' Cobia with the 300hp. Nice dry ride out to the light house for awesome snorkeling, we also found a great sandy spot to chill and eat lunch. They also have other boats to rent. Give Jack a call. Lawrence Westminster, Maryland
Posted on Google Google
Ryan Shanahan profile picture
Ryan Shanahan
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
This has been the best experience that we had in the keys. A must have and the captain is the best
Verified by Trustindex
Trustindex verified badge is the Universal Symbol of Trust. Only the greatest companies can get the verified badge who has a review score above 4.5, based on customer reviews over the past 12 months. Read more
Our ACTIVITIES

The Right Boat for Your Florida Keys Day

Start with our Big Pine Key boat rentals and compare deck boats, pontoons, Cobia boats and Twin Vee center consoles. Check each boat’s passenger capacity, included equipment and rental requirements before choosing your day on the water. Captain add-ons are available for rental groups of up to 6 passengers.

BOAT Rentals

Captain your own day on the water. Pontoons, center consoles, and deck boats – all slipped, fueled, and ready when you arrive.

FISHING Charters

Half-day and full-day fishing charters with experienced local captains who know where fish are running. Many options available.

3 Day Fish camp

Our all-inclusive Florida Keys Fish Camp packs 3 days of guided fishing, lodging, gear, and meals into one bucket-list experience.

Sandbar Charters

Spend the day at one of the Keys’ famous sandbars – anchored in waist-deep crystal water, music going, coolers stocked.

Snorkeling Charters

Guided snorkel trips to Looe Key and Sombrero Reef – two of the best reef ecosystems in North America.

Sunset Cruises

A 2-3 hour cruise through the calm waters off Big Pine, timed perfectly for the Keys’ postcard-worthy sunsets.

Plan Your Perfect Day