8 days in Florida Keys Itinerary

8 days in Florida Keys Itinerary

Created using Inspirock Florida Keys visit planner

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


Key Largo

— 1 night

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.
Kick off your visit on the 16th (Sat): discover the deep blue sea with a scuba or snorkeling tour, then stop by Shell World Florida Keys, and then identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center.

To see photos, traveler tips, where to stay, and tourist information, read Key Largo trip builder app.

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. Wrap up your sightseeing on the 16th (Sat) early enough to drive to Islamorada.

Things to do in Key Largo

Wildlife · Tours · Outdoors · Shopping


— 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.
Start off your visit on the 17th (Sun): get a taste of the local shopping with Lobster Trap Art Gift Shop and Gallery, take in the exciting artwork at Old Road Gallery, then view the masterpieces at Pasta Pantaleo Signature Gallery, and finally see some colorful creatures with a scuba or snorkeling tour.

To see reviews, traveler tips, other places to visit, and tourist information, refer to the Islamorada trip planning website.

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 17th (Sun) to allow enough time to drive to Marathon.

Things to do in Islamorada

Shopping · Museums · Wildlife · Historic Sites


— 2 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.
Starfish Snorkeling has been added to your itinerary. Kick off your visit on the 18th (Mon): stroll through Sombrero Beach, get interesting insight from Starfish Snorkeling, and then enjoy the sand and surf at Bahia Honda State Park. Keep things going the next day: identify plant and animal life at Dolphin Research Center, then take in the architecture and atmosphere at San Pablo Catholic Church, then look for all kinds of wild species at The Turtle Hospital, and finally view the masterpieces at Shady Palm Art Gallery & Photography.

To see where to stay, traveler tips, more things to do, and other tourist information, read our Marathon trip planner.

Traveling by car from Islamorada to Marathon takes an hour. Alternatively, you can take a bus. In May, daytime highs in Marathon are 88°F, while nighttime lows are 77°F. Wrap up your sightseeing on the 19th (Tue) early enough to drive to Key West.

Things to do in Marathon

Parks · Outdoors · Wildlife · Beaches

Side Trip

Key West

— 3 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.
Escape the urban bustle at Scuba & Snorkeling and Key West Butterfly & Nature Conservatory. Your inner history buff will appreciate Truman Little White House and Fort Zachary Taylor. There's much more to do: examine the collection at The Ernest Hemingway Home and Museum, explore the world behind art at The Studios of Key West, shop like a local with 7 Artists & Friends Gallery, and take in the exciting artwork at KEPart Studio-Gallery.

Make your Key West itinerary with Inspirock to find out what to see and where to go.

You can drive from Marathon to Key West in 1.5 hours. Another option is to take a bus. May in Key West sees daily highs of 85°F and lows of 77°F at night. Finish your sightseeing early on the 22nd (Fri) to allow enough time to travel back home.

Things to do in Key West

Museums · Shopping · Historic Sites · Outdoors

Florida Keys travel guide

Scuba & Snorkeling · Landmarks · Wildlife Areas
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.