- Most Popular!
Join us for a 2 hour cruise featuring Islamorada’s world famous sunset!
- All Ages
- 2 Hours
Choose your Cruise or Charter in Islamorada!
Welcome to Upper Keys Cruises & Charters
The Upper Keys Cruises & Charters was born out of the desire to fill a need in Islamorada and the Upper Keys. Our vision: a first-class water sports company whose goal is to provide high-quality charters and cruises, including offshore fishing charters, private snorkel and sandbar cruises around the waters of Islamorada and throughout the Upper Keys. That’s what we do.
Enjoy a Charter or Cruise in the Upper Keys!
★★★★★
This is the BEST place around Islamorada to rent a boat. They are in pristine condition, pricing best around and customer service the best. This is our third time renting and hope to be back again soon. Thank you...
– flleduc, Tripadvisor
Saw dolphin pod on our way back. Little rough water on ocean side but no fault of watersports company. Manatees in channel when we returned boat to complete a great day.
– William R, Tripadvisor
This pontoon was newer and well kept. I was happy to see a Garmin with charts to help me navigate. I've boated on lakes in the Midwest all my life, but was intimidated by the open waters. The employee helped me find and set waypoints to areas we wanted to visit. It was the best part of our vacation.
– Brent R, Tripadvisor
The boat was clean and reliable, the staff friendly both times we used them to rent boats. We would definitely use again!
– Jennifer P, Tripadvisor
Boat was ready, fueled, and clean. Good safety briefing. Good location. They were ready for us when we returned to help with lines/docking. I'd rent again from them in the future - my only criticism would be that there weren't enough picture of the boats online! Tackle store on site and a dive shop 2 doors down.
– Jeff, Tripadvisor