4 days in Florida Itinerary

4 days in Florida Itinerary

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Route & dates

4 days in Florida Itinerary

Start: Philadelphia
Fly + bus:  6​h 30​min
1
St. Augustine
— Few hours
Drive:  2​h
2
Orlando
— 2 nights
Drive:  7​h 30​min
3
Key West
— 1 day
Fly:  4​h 45​min
End: Philadelphia

few
hours
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. To see more things to do, photos, reviews, and more tourist information, read St. Augustine trip maker site .

Philadelphia to St. Augustine is an approximately 6.5-hour combination of flight and bus. You can also do a combination of train, taxi, flight, and bus; or drive. In May, St. Augustine is somewhat warmer than Philadelphia - with highs of 83°F and lows of 67°F. Wrap up your sightseeing on the 17th (Fri) to allow time to drive to Orlando.

Things to do in St. Augustine

Breweries & Distilleries
Highlights from your plan
St. Augustine Distillery ©
St. Augustine Distillery

2
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.
On the 18th (Sat), make an unforgettable trip to Walt Disney World Resort. Get ready for a full day of sightseeing on the 19th (Sun): get in on the family fun at Universal Orlando Resort.

To find out how to plan a trip to Orlando, use our trip itinerary maker.

Traveling by car from St. Augustine to Orlando takes 2 hours. Alternatively, you can take a bus. Expect a daytime high around 88°F in May, and nighttime lows around 69°F. Wrap up your sightseeing on the 19th (Sun) early enough to drive to Key West.

Things to do in Orlando

Theme Parks
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Universal Orlando Resort ©
Universal Orlando Resort

1
day
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.
Start off your visit on the 20th (Mon): look for all kinds of wild species at Key West Butterfly & Nature Conservatory, then examine the collection at The Ernest Hemingway Home and Museum, then take a leisurely stroll along Mallory Square, and finally fly like a bird with a parasailing or paragliding tour.

For other places to visit, more things to do, maps, and more tourist information, you can read our Key West online journey planner .

Getting from Orlando to Key West by car takes about 7.5 hours. Other options: take a bus; or do a combination of train and bus. Traveling from Orlando in May, plan for a bit warmer nights in Key West, with lows around 77°F. Wrap up your sightseeing on the 20th (Mon) to allow time to travel back home.

Things to do in Key West

Parks Museums Tours
Highlights from your plan
The Ernest Hemingway Home and Museum ©
Parasailing & Paragliding

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