5 days in Florida Keys Itinerary

Created using Inspirock Florida Keys planner
Make it your trip
Key Largo
— 1 day
— 1 night
Key West
— 3 nights
Fly to Cleveland, Train to Erie


Key Largo — 1 day

Diving Capital of the World

Your day by day itinerary now includes John Pennekamp Coral Reef State Park Concession. On the 8th (Mon), discover the deep blue sea with John Pennekamp Coral Reef State Park Concession.

To find other places to visit, traveler tips, where to stay, and more tourist information, read Key Largo trip itinerary planning app.

Erie to Key Largo is an approximately 6.5-hour flight. You can also drive; or do a combination of bus and train. Traveling from Erie in May, you will find days in Key Largo are somewhat warmer (85°F), and nights are much warmer (72°F). Wrap up your sightseeing on the 8th (Mon) early enough to drive to Marathon.
Tours · Wildlife · Outdoors

Marathon — 1 night

Heart of the Florida Keys

Kick off your visit on the 9th (Tue): kick back and relax at Sombrero Beach and then stroll through Bahia Honda State Park.

To find reviews, maps, and tourist information, read Marathon day trip website.

You can drive from Key Largo to Marathon in 1.5 hours. Another option is to take a bus. Expect a daytime high around 88°F in May, and nighttime lows around 77°F. Wrap up your sightseeing on the 9th (Tue) to allow time to drive to Key West.
Parks · Beaches · Outdoors
Side Trip

Key West — 3 nights

Conch Republic

For shopping fun, head to Alan S. Maltz Gallery or Isle Cook Key West. Take a break from the city and head to Key West Butterfly & Nature Conservatory and Fort Zachary Taylor. The adventure continues: look for all kinds of wild species at Wildlife Areas, steep yourself in history at Truman Little White House, explore and take pictures at The Overseas Highway, and see the interesting displays at The Ernest Hemingway Home and Museum.

To see more things to do, where to stay, and more tourist information, refer to the Key West road trip planner.

Drive from Marathon to Key West in 1.5 hours. Alternatively, you can take a bus. May in Key West sees daily highs of 85°F and lows of 77°F at night. On the 12th (Fri), wrap the sightseeing up by early afternoon so you can travel back home.
Outdoors · Museums · Wildlife · Tours

Florida Keys travel guide

Scuba & Snorkeling · Parasailing & Paragliding · Landmarks
An archipelago of about 1,700 islands extending in a gentle arc south and southwest of Florida's mainland, the Florida Keys divide the Atlantic from the Gulf of Mexico. Many visitors on vacation come to scuba dive in the coral reefs, fossilized and exposed as sea levels declined over thousands of years. In addition to being one of the world's top diving and fishing spots, the Keys feature hundreds of shops, restaurants, bars, and various tourist attractions, most of them crowded all year long with visitors on vacation. To soak up the Keys' atmosphere and discover writer Ernest Hemingway's former haunts, drive from one island to the other all the way to Key West, located just 140 km (90 mi) from Cuba.