5 days in Florida Itinerary

5 days in Florida Itinerary

Created using Inspirock Florida attractions planner

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Route & dates

5 days in Florida Itinerary

Start: Louisville
Fly + Taxi:  6​h 30​min
1
Pensacola Beach
— Few hours
Fly:  6​h 15​min
2
Big Pine Key, Florida Keys
— 1 night
Bus:  45​min
3
Key West
— 1 night
Fly + Bus:  3​h
4
St. Pete Beach
— 1 night
+2
Bus + Taxi + Fly:  4​h
End: Louisville

few
hours
Pensacola Beach

Pensacola Beach ©
Pensacola Beach is an unincorporated community located on Santa Rosa Island, a barrier island, in Escambia County, Florida, United States. To find reviews, other places to visit, where to stay, and tourist information, refer to the Pensacola Beach itinerary builder app .

Louisville to Pensacola Beach is an approximately 6.5-hour combination of flight and taxi. You can also do a combination of bus, flight, and taxi; or drive. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. Traveling from Louisville in October, expect Pensacola Beach to be a bit warmer, temps between 82°F and 63°F. Wrap up your sightseeing on the 8th (Mon) to allow time to travel to Big Pine Key.

Things to do in Pensacola Beach

Beaches Outdoors Parks
Highlights from your plan
Pensacola Beach ©
Pensacola Beach

1
night
Big Pine Key, Florida Keys

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. On the 9th (Tue), stop by Out of the Blue Gallery, look for all kinds of wild species at National Key Deer Refuge, and then immerse yourself in nature at Bahia Honda State Park. Get ready for a full day of sightseeing on the next day: snap pictures at Seven Mile Bridge, look for all kinds of wild species at Dolphin Research Center, then stroll through Sombrero Beach, and finally identify plant and animal life at The Turtle Hospital.

For where to stay, other places to visit, ratings, and more tourist information, go to the Big Pine Key holiday planner .

You can do a combination of taxi, flight, and shuttle from Pensacola Beach to Big Pine Key in 6.5 hours. Other options are to do a combination of taxi, flight, and bus; or drive. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. Traveling from Pensacola Beach in October, you can expect nighttime temperatures to be a bit warmer in Big Pine Key, with lows of 77°F. Cap off your sightseeing on the 10th (Wed) early enough to go by car to Key West.

Things to do in Big Pine Key

Parks Wildlife Beaches

Side Trip

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

1
night
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 11th (Thu), explore the wealth of natural beauty at Dry Tortugas National Park.

To find where to stay, reviews, traveler tips, and other tourist information, use the Key West trip planner .

Getting from Big Pine Key to Key West by car takes about an hour. Other options: take a bus. Expect a daytime high around 86°F in October, and nighttime lows around 77°F. Finish up your sightseeing early on the 11th (Thu) so you can travel to St. Pete Beach.

Things to do in Key West

Nature Parks
Highlights from your plan
Dry Tortugas National Park ©
Dry Tortugas National Park

1
night
St. Pete Beach

St. Pete Beach ©
St. Start off your visit on the 12th (Fri): enjoy the sand and surf at Treasure Island Beach, then enjoy the sand and surf at Saint Pete Beach, and then take in the views from Sunshine Skyway Bridge.

Plan trip to St. Pete Beach with our itinerary maker to find out where to go and what to do.

Getting from Key West to St. Pete Beach by combination of flight and taxi takes about 3 hours. Other options: do a combination of ferry, taxi, and bus; or drive. In October in St. Pete Beach, expect temperatures between 84°F during the day and 73°F at night. Finish your sightseeing early on the 12th (Fri) so you can travel back home.

Things to do in St. Pete Beach

Beaches Outdoors Parks

Side Trips

Treasure Island Beach, Sunshine Skyway Bridge
Highlights from your plan
Saint Pete Beach ©
Saint Pete Beach
Sunshine Skyway Bridge ©
Sunshine Skyway Bridge

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