8 days in Florida Keys Itinerary

8 days in Florida Keys Itinerary

Created using Inspirock Florida Keys holiday builder

Make it your trip
Fly
1
Key West
— 3 nights
Drive
2
Big Pine Key
— 1 night
Drive
3
Islamorada
— 1 night
Drive
4
Key Largo
— 2 nights
Fly

S M T W T F S
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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.
Key West is known for museums, adventure, and wildlife. Your trip includes some of its best attractions: see the interesting displays at The Ernest Hemingway Home and Museum, take a leisurely stroll along Mallory Square, make a trip to Southernmost Point, and tour the pleasant surroundings at Key West Butterfly & Nature Conservatory.

To find traveler tips, where to stay, maps, and more tourist information, go to the Key West vacation maker tool.

Tampa to Key West is an approximately 3-hour flight. You can also do a combination of bus, taxi, and ferry; or drive. In September in Key West, expect temperatures between 88°F during the day and 80°F at night. Finish up your sightseeing early on the 13th (Tue) so you can go by car to Big Pine Key.

Things to do in Key West

Museums · Shopping · Parks · Historic Sites

Big Pine Key

— 1 night
Big Pine Key is a census-designated place and unincorporated community in Monroe County, Florida, United States, on an island of the same name in the Florida Keys. Start off your visit on the 14th (Wed): relax and rejuvenate at SpaTerre at Little Palm Island Resort and then kick back and relax at Bahia Honda State Park.

To see maps, where to stay, reviews, and tourist information, you can read our Big Pine Key trip website.

Getting from Key West to Big Pine Key by car takes about an hour. Other options: take a shuttle; or take a bus. In September, daytime highs in Big Pine Key are 90°F, while nighttime lows are 79°F. Finish your sightseeing early on the 14th (Wed) to allow enough time to drive to Islamorada.

Things to do in Big Pine Key

Parks · Beaches · Outdoors · Spas

Side Trip

Highlights from your trip

Islamorada

— 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.
Kick off your visit on the 15th (Thu): look for gifts at Ocean Gardens, then cast your line with a fishing tour, and then relax and rejuvenate at Island Flow Yoga.

To see ratings, other places to visit, and tourist information, read our Islamorada route planner.

Drive from Big Pine Key to Islamorada in 1.5 hours. Alternatively, you can take a bus. In September, daily temperatures in Islamorada can reach 90°F, while at night they dip to 79°F. Finish your sightseeing early on the 15th (Thu) so you can drive to Key Largo.

Things to do in Islamorada

Tours · Outdoors · Shopping · Spas

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.
Start off your visit on the 16th (Fri): admire nature's wide array of creatures at Island Dolphin Care and then discover the deep blue sea with a scuba or snorkeling tour. On the 17th (Sat), you'll have a packed day of sightseeing: tour the pleasant surroundings at Florida Keys Wild Bird Rehabilitation Center, then relax and rejuvenate at Island Time Day Spa, and then tour the pleasant surroundings at Spiegel Grove.

To find photos, other places to visit, maps, and more tourist information, go to the Key Largo road trip site.

Key Largo is just a stone's throw from Islamorada. In September, daytime highs in Key Largo are 88°F, while nighttime lows are 76°F. Finish your sightseeing early on the 17th (Sat) so you can fly back home.

Things to do in Key Largo

Wildlife · Parks · Tours · Outdoors

Florida Keys travel guide

4.3
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.