Where a car takes you from Key West
These are the day trips from Key West on our own pages where a car earns its keep. Trains reach some of them; a car reaches all of them, on your own clock.
- Big Pine Key (No Name Pub) Big Pine Key hides No Name Pub, a 1931 general store turned 1936 pub where Key West day-trippers eat pizza under thousands of stapled dollar bills
- Marathon (Keys Fisheries) Marathon anchors the middle Keys food run from Key West, where Keys Fisheries serves its lobster reuben over the docks beside a working seafood market
- Islamorada (Robbie's & Hungry Tarpon) Islamorada makes the long day trip from Key West worthwhile: Robbie's marina pairs the Hungry Tarpon's dock breakfasts with hand-feeding wild tarpon
- Cudjoe Key (Square Grouper) Cudjoe Key's Square Grouper Bar and Grill is the Lower Keys seafood stop worth the drive out of Key West, with the My New Joint lounge upstairs
- Saddlebunch Keys (Baby's Coffee) The Saddlebunch Keys run is Key West's shortest food drive: Baby's Coffee roasts at mile marker 15, the classic halfway stop on any Lower Keys loop
Booking a car in Key West
We compare through one partner rather than listing every broker. Desks sit at the airport and in town, and the headline rate below is theirs, not ours.
- From
- USD 48.24 a day
- Desks on site
- Alamo, Dollar, Enterprise, Hertz, National, Sixt, Thrifty
- Pick up at
- Key West Airport
Rates are the partner's headline price at our last check (2026-10-16) and move with dates, car class and insurance. We earn a commission if you book, at no cost to you.