Upper Keys Trips & Tours

DirtyBoat prides itself on being the industry leader in the cost-effective split charter (shared charter) option to go deep-sea fishing in Islamorada. Split charters are offered in 8-, and 6- hour trips. Each charter is designed around the species you want to target. Mahi-Mahi charters require a full day, considering they are mostly found in the Gulfstream, 10+ miles offshore.

Enjoy our beautiful waters on your own schedule with our boat rentals! From as short as 4 hours to multiple days, we have the perfect boat for you and your crew!

Enjoy our beautiful waters on your own schedule with our boat rentals! From as short as 4 hours to multiple days, we have the perfect boat for you and your crew!

Enjoy our beautiful waters on your own schedule with our boat rentals! From as short as 4 hours to multiple days, we have the perfect boat for you and your crew!

Enjoy our beautiful waters on your own schedule with our boat rentals! From as short as 4 hours to multiple days, we have the perfect boat for you and your crew!

Enjoy our beautiful waters on your own schedule with our boat rentals! From as short as 4 hours to multiple days, we have the perfect boat for you and your crew!

We never run out of gear…. Please call us if you want to rent today! Free delivery from mm 100 to mm 80. Or we will strap to the top of your car or truck. We will lend you the straps and padding at no extra cost.

Full Day Fishing Charter in-shore is 8 hours of fishing, typically starting with catching live bait on the patch reefs. Depending on the type of bait caught, we will head out looking for Sailfish, Wahoo, Tuna or Mackerel around the wrecks for the first part of the day. For the second part, we go to the reef to anchor up and catch Snapper, Grouper, Amberjack, etc. The order may be reversed, depending on the conditions and the bite.

Enjoy our beautiful waters on your own schedule with our boat rentals! From as short as 4 hours to multiple days, we have the perfect boat for you and your crew!

You choose: single kayaks or double? Either way, our pro guides are there to give you a memorable experience! Each guide shares their unique enthusiasm and extensive local knowledge of the mangrove and marine environments, and island-life perspective!