9 days in Florida Itinerary

9 days in Florida Itinerary

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Route & dates

9 days in Florida Itinerary

Start: Pittsburgh
Fly:  5​h 30​min
1
Miami Beach
— 1 night
Fly:  3​h
2
Key West
— 2 nights
Fly:  4​h 15​min
3
Orlando
— 5 nights
Fly:  5​h
End: Pittsburgh

1
night
Miami Beach

Miami Beach ©
Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
Kick off your visit on the 28th (Thu): take a stroll through Collins Avenue.

For ratings, reviews, maps, and tourist information, refer to the Miami Beach road trip planning app .

Pittsburgh to Miami Beach is an approximately 5.5-hour flight. You can also drive; or take a bus. Expect much hotter temperatures when traveling from Pittsburgh in November; daily highs in Miami Beach reach 82°F and lows reach 70°F. Finish up your sightseeing early on the 29th (Fri) so you can travel to Key West.

Things to do in Miami Beach

Neighborhoods Shopping Historic Sites
Highlights from your plan
Lincoln Road ©
Lincoln Road
South Beach ©
South Beach
Collins Avenue ©
Collins Avenue

2
nights
Key West

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.
Kick off your visit on the 30th (Sat): contemplate the long history of Truman Little White House, then examine the collection at The Ernest Hemingway Home and Museum, then identify plant and animal life at Key West Butterfly & Nature Conservatory, and finally explore the different monuments and memorials at Key West Cemetery. Keep things going the next day: see the interesting displays at Mel Fisher Maritime Heritage Museum and then kick back and relax at Bahia Honda State Park.

To see maps, traveler tips, reviews, and tourist information, read our Key West trip app .

Fly from Miami Beach to Key West in 3 hours. Alternatively, you can drive; or take a bus. November in Key West sees daily highs of 81°F and lows of 73°F at night. Cap off your sightseeing on the 1st (Sun) early enough to travel to Orlando.

Things to do in Key West

Museums Parks Nature

Side Trip

Bahia Honda State Park
Highlights from your plan
The Ernest Hemingway Home and Museum ©
Bahia Honda State Park ©
Bahia Honda State Park

5
nights
Orlando

Orlando ©
For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
You'll visit kid-friendly attractions like Walt Disney World Resort and Universal Orlando Resort. The adventure continues: get in on the family fun at Discovery Cove, make an unforgettable trip to Disney's Typhoon Lagoon Water Park, get your game on at Nomadic, and laugh and play at Happily Ever After Fireworks.

To find more things to do, maps, ratings, and more tourist information, read Orlando day trip tool .

You can fly from Key West to Orlando in 4.5 hours. Alternatively, you can drive; or take a bus. Plan for slightly colder nights when traveling from Key West in December since evenings lows in Orlando dip to 59°F. Cap off your sightseeing on the 6th (Fri) early enough to travel back home.

Things to do in Orlando

Theme Parks Outdoors Beaches
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Universal Orlando Resort ©
Universal Orlando Resort
Discovery Cove ©
Discovery Cove

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