5 days in Florida Itinerary

5 days in Florida Itinerary

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Route & dates

5 days in Florida Itinerary

Start: New York City
Fly:  5​h 30​min
1
Miami Beach
— 1 night
Drive:  3​h
2
Big Pine Key
— 1 night
bus:  45​min
3
Key West
— 2 nights
Fly + bus:  6​h
End: New York City

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.
Start off your visit on the 24th (Fri): take a stroll through Collins Avenue and then look for gifts at Perfect Gifts South Beach.

For other places to visit, photos, more things to do, and tourist information, read Miami Beach trip planner .

New York City to Miami Beach is an approximately 5.5-hour flight. You can also do a combination of bus and flight; or drive. Prepare for a bit warmer weather when traveling from New York City in May: high temperatures in Miami Beach hover around 87°F and lows are around 74°F. Finish your sightseeing early on the 25th (Sat) so you can drive to Big Pine Key.

Things to do in Miami Beach

Shopping Neighborhoods Historic Sites

Side Trip

Aventura Mall
Highlights from your plan
Lincoln Road ©
Lincoln Road
Aventura Mall ©
Aventura Mall
Collins Avenue ©
Collins Avenue

1
night
Big Pine Key

Big Pine Key ©
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. Kick off your visit on the 26th (Sun): take in the exciting artwork at Artists in Paradise Gallery, then look for all kinds of wild species at National Key Deer Refuge, and then admire the majestic nature at Bahia Honda State Park.

To find ratings, maps, where to stay, and more tourist information, go to the Big Pine Key road trip planning website .

You can drive from Miami Beach to Big Pine Key in 3 hours. Alternatively, you can fly; or take a bus. In May, plan for daily highs up to 88°F, and evening lows to 77°F. Cap off your sightseeing on the 26th (Sun) early enough to catcht the bus to Key West.

Things to do in Big Pine Key

Parks Beaches Outdoors
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Artists in Paradise Gallery ©
Artists in Paradise Gallery

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.
On the 27th (Mon), take in the exciting artwork at Alan S. Maltz Gallery, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, then see the interesting displays at The Ernest Hemingway Home and Museum, then take in the exciting artwork at 7 Artists & Friends, and finally fly like a bird with a parasailing or paragliding tour. Here are some ideas for day two: stop by Isle Cook Key West, then steep yourself in history at Truman Little White House, and then glide peacefully along the water with some of the best stand-up paddleboarding in the area.

To see reviews, more things to do, other places to visit, and tourist information, go to the Key West attractions planning app .

You can take a bus from Big Pine Key to Key West in an hour. Another option is to drive. In May, daytime highs in Key West are 85°F, while nighttime lows are 77°F. Wrap up your sightseeing on the 28th (Tue) early enough to travel back home.

Things to do in Key West

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

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