9 days in Florida Keys Itinerary

9 days in Florida Keys Itinerary

Created using Inspirock Florida Keys travel planner
Make it your trip
Fly
1
Islamorada
— 4 nights
Drive
2
Key West
— 3 nights
Drive
3
Key Largo
— 1 night
Fly

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Islamorada — 4 nights

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Take a break from the city and head to Windley Key Fossil Reef Geological State Park and Alligator Reef Light House. Museum-lovers will get to explore History of Diving Museum and Florida Keys History & Discovery Center. There's lots more to do: zoom along the surf with a waterskiing or jet-skiing adventure, indulge your thirst for a good beer at Islamorada Brewery & Distillery - MM82, contemplate the long history of Indian Key State Historic Site, and explore the galleries of Old Road Gallery.

For where to stay, photos, reviews, and tourist information, read our Islamorada road trip app.

Newark to Islamorada is an approximately 4.5-hour flight. You can also drive; or do a combination of bus and shuttle. Traveling from Newark in January, things will get much warmer in Islamorada: highs are around 77°F and lows about 66°F. Finish your sightseeing early on the 12th (Wed) to allow enough time to drive to Key West.
Museums · Parks · Outdoors · Shopping

Key West — 3 nights

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.
Museum-lovers will get to explore U.S. Coast Guard Cutter Ingham Maritime Museum and Key West Museum of Art & History at the Custom House. Get some historical perspective at Key West Garden Club and Saint Mary Star of the Sea. There's lots more to do: take in the architecture and atmosphere at St. Paul's Episcopal Church, go for a walk through West Martello Tower, see the interesting displays at Mel Fisher Maritime Heritage Museum, and take in the waterfront at Key West Historic Seaport.

To find where to stay, other places to visit, traveler tips, and tourist information, use the Key West travel planner.

Drive from Islamorada to Key West in 2 hours. Alternatively, you can take a bus. In January in Key West, expect temperatures between 76°F during the day and 66°F at night. On the 15th (Sat), you'll travel to Key Largo.
Historic Sites · Museums · Parks · Tours

Key Largo — 1 night

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 15th (Sat): cast your line with Captain Dave Perkins Fishing Charters.

To see more things to do, photos, other places to visit, and other tourist information, use the Key Largo trip itinerary planner.

Traveling by car from Key West to Key Largo takes 2.5 hours. Alternatively, you can take a bus. Plan for little chillier nights when traveling from Key West in January since evenings lows in Key Largo dip to 61°F. Wrap up your sightseeing on the 16th (Sun) early enough to fly back home.
Tours · Wildlife · Outdoors · Nature

Florida Keys travel guide

4.3
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.