4 days in Florida Itinerary

4 days in Florida Itinerary

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Route & dates

4 days in Florida Itinerary

Start: Pittsburgh
Fly:  4​h 15​min
1
Amelia Island
— Few hours
Fly + shuttle:  4​h 45​min
2
Islamorada
— 1 night
Drive:  45​min
3
Marathon
— 1 night
bus:  1​h 15​min
4
Key West
— 1 night
Fly:  7​h
End: Pittsburgh

few
hours
Amelia Island

Amelia Island ©
The southernmost Sea Island off the coast of Florida, Amelia Island takes its name from Princess Amelia of England.
Kick off your visit on the 19th (Fri): view the masterpieces at Amelia SanJon Gallery, immerse yourself in nature at Fort Clinch State Park, and then examine the collection at Fernandina Beach Pinball Museum.

To see more things to do, photos, ratings, and tourist information, you can read our Amelia Island trip itinerary website .

Pittsburgh to Amelia Island is an approximately 4.5-hour combination of flight and taxi. You can also do a combination of flight and car; or drive. Traveling from Pittsburgh in October, things will get somewhat warmer in Amelia Island: highs are around 81°F and lows about 67°F. Finish your sightseeing early on the 19th (Fri) so you can travel to Islamorada.

Things to do in Amelia Island

Nature Historic Sites Parks
Highlights from your plan
Fort Clinch State Park ©
Fort Clinch State Park
Fernandina Beach Pinball Museum ©
Fernandina Beach Pinball Museum

1
night
Islamorada

Islamorada ©
Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
On the 20th (Sat), get engrossed in the history at History of Diving Museum, get interesting insight from Robbie's of Islamorada, look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, then take in the exciting artwork at Old Road Gallery, and finally see the vivid underwater world at Alligator Reef Light House.

To find more things to do, ratings, where to stay, and other tourist information, you can read our Islamorada attractions planner.

Traveling by combination of taxi, flight, and shuttle from Amelia Island to Islamorada takes 5 hours. Alternatively, you can drive; or do a combination of taxi, train, and bus. In October, Islamorada is a bit warmer than Amelia Island - with highs of 87°F and lows of 77°F. Finish up your sightseeing early on the 20th (Sat) so you can go by car to Marathon.

Things to do in Islamorada

Wildlife Transportation Outdoors

Side Trip

Florida Keys Wild Bird Rehabilitation Center
Highlights from your plan
Robbie's of Islamorada ©
Robbie's of Islamorada
History of Diving Museum ©
History of Diving Museum

1
night
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Kick off your visit on the 21st (Sun): look for all kinds of wild species at Dolphin Research Center, stroll through Sombrero Beach, then look for all kinds of wild species at The Turtle Hospital, and finally immerse yourself in nature at Bahia Honda State Park.

To find photos, maps, reviews, and more tourist information, you can read our Marathon road trip site .

You can drive from Islamorada to Marathon in an hour. Another option is to take a bus. In October, plan for daily highs up to 87°F, and evening lows to 77°F. Finish up your sightseeing early on the 21st (Sun) so you can go by car to Key West.

Things to do in Marathon

Parks Outdoors Beaches

Side Trip

Bahia Honda State Park
Highlights from your plan
Dolphin Research Center ©
Dolphin Research Center
The Turtle Hospital ©
The Turtle Hospital
Bahia Honda State Park ©
Bahia Honda State Park

1
night
Key West

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.
On the 22nd (Mon), see the interesting displays at Mel Fisher Maritime Heritage Museum, visit a coastal fixture at Key West Lighthouse and Keeper's Quarters Museum, and then see majestic marine mammals with a dolphin and whale watching tour.

For where to stay, reviews, maps, and more tourist information, you can read our Key West day trip website .

Drive from Marathon to Key West in 1.5 hours. Alternatively, you can take a bus. In October, daily temperatures in Key West can reach 86°F, while at night they dip to 77°F. Wrap up your sightseeing on the 22nd (Mon) early enough to travel back home.

Things to do in Key West

Outdoors Tours Wildlife
Highlights from your plan
Dolphin & Whale Watching
Mel Fisher Maritime Heritage Museum ©

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