8 days in Florida Keys Itinerary

8 days in Florida Keys Itinerary

Created using Inspirock Florida Keys tour itinerary builder

Make it your trip
Fly
1
Key West
— 5 nights
Drive
2
Islamorada
— 2 nights
Fly

S M T W T F S
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Key West

— 5 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.
Step out of Key West with an excursion to National Key Deer Refuge in Big Pine Key--about 44 minutes away. There's much more to do: examine the collection at The Ernest Hemingway Home and Museum, don't miss a visit to Southernmost Point, explore the different monuments and memorials at Key West Cemetery, and cruise along The Overseas Highway.

For photos, ratings, and more tourist information, go to the Key West trip planner.

Pittsburgh to Key West is an approximately 7-hour flight. You can also drive; or take a bus. In February, Key West is much hotter than Pittsburgh - with highs of 78°F and lows of 68°F. Wrap up your sightseeing on the 11th (Thu) to allow time to drive to Islamorada.

Things to do in Key West

Parks · Museums · Historic Sites · Outdoors

Side Trip

Islamorada

— 2 nights

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.
Kick off your visit on the 12th (Fri): cast your line with a fishing tour, get engrossed in the history at History of Diving Museum, get up close and personal with brilliant marine life at Island Dolphin Care, then identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center, and finally indulge your thirst for a good beer at Islamorada Brewery & Distillery. Keep things going the next day: stroll through Sombrero Beach and then look for all kinds of wild species at The Turtle Hospital.

To see traveler tips, reviews, photos, and tourist information, go to the Islamorada trip planner.

Drive from Key West to Islamorada in 2 hours. Alternatively, you can take a bus. In February, daily temperatures in Islamorada can reach 79°F, while at night they dip to 68°F. Finish your sightseeing early on the 13th (Sat) to allow enough time to travel back home.

Things to do in Islamorada

Parks · Wildlife · Outdoors · Tours

Side Trips

Florida Keys travel guide

4.3
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.