11 days in Florida Keys Itinerary

11 days in Florida Keys Itinerary

Created using Inspirock Florida Keys trip planner

Make it your trip
Key Largo
— 2 nights
— 1 night
— 3 nights
Key West
— 4 nights


Key Largo

— 2 nights

Diving Capital of the World

The northernmost island of the Florida Keys, Key Largo provides stunning scenery, a number of watersports opportunities, and plenty of areas to relax on vacation.
Key Largo is known for wildlife, nature, and adventure. Your plan includes some of its best attractions: get a new perspective on things with Boat Tours & Water Sports, meet the residents at Island Dolphin Care, look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, and take in the architecture and atmosphere at Saint Justin Martyr Catholic Church.

To see more things to do, other places to visit, and other tourist information, refer to the Key Largo sightseeing planner.

New York City to Key Largo is an approximately 7.5-hour flight. You can also drive; or take a bus. Traveling from New York City in May, expect Key Largo to be somewhat warmer, temps between 85°F and 72°F. Finish up your sightseeing early on the 19th (Wed) so you can go by car to Islamorada.

Things to do in Key Largo

Wildlife · Parks · Outdoors · Tours


— 1 night

The Village of Islands

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
On the 20th (Thu), take an in-depth tour of History of Diving Museum, sample the tasty concoctions at Islamorada Brewery & Distillery, then cast your line with a fishing tour, and finally sample the tasty concoctions at Florida Keys Brewing Company.

For where to stay, other places to visit, ratings, and tourist information, refer to the Islamorada trip itinerary planner.

Islamorada is just a stone's throw from Key Largo. In May, daily temperatures in Islamorada can reach 88°F, while at night they dip to 77°F. Finish your sightseeing early on the 20th (Thu) to allow enough time to drive to Marathon.

Things to do in Islamorada

Breweries & Distilleries · Wildlife · Outdoors · Tours


— 3 nights

Heart of the Florida Keys

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Get out of town with these interesting Marathon side-trips: Fishing Charters & Tours (in Big Pine Key) and SpaTerre at Little Palm Island Resort (in Little Torch Key). There's lots more to do: enjoy the sand and surf at Bahia Honda State Park, examine the collection at Crane Point Museum & Nature Center, tour the pleasant surroundings at Sombrero Beach, and pause for some serene contemplation at San Pablo Catholic Church.

For ratings, traveler tips, maps, and other tourist information, you can read our Marathon online trip planner.

Drive from Islamorada to Marathon in an hour. Alternatively, you can take a bus. In May in Marathon, expect temperatures between 88°F during the day and 77°F at night. Wrap up your sightseeing on the 23rd (Sun) early enough to drive to Key West.

Things to do in Marathon

Parks · Wildlife · Outdoors · Beaches

Side Trips

Key West

— 4 nights

Conch Republic

Located just 140 km (90 mi) from Cuba, Key West is an island only about 6.4 km (4 mi) long and 1.6 km (1 mi) wide.
Key West is known for wildlife, adventure, and museums. Your plan includes some of its best attractions: see the interesting displays at The Ernest Hemingway Home and Museum, stroll around Mallory Square, identify plant and animal life at Key West Butterfly & Nature Conservatory, and see some colorful creatures with a scuba or snorkeling tour.

To find photos, where to stay, and more tourist information, read our Key West trip site.

Drive from Marathon to Key West in 1.5 hours. Alternatively, you can take a bus. In May, daily temperatures in Key West can reach 85°F, while at night they dip to 77°F. Cap off your sightseeing on the 27th (Thu) early enough to travel back home.

Things to do in Key West

Parks · Outdoors · Wildlife · Historic Sites

Florida Keys travel guide

Scuba & Snorkeling · Landmarks · Parasailing & Paragliding
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.