8 days in Florida Itinerary

8 days in Florida Itinerary

Created using Inspirock Florida trip maker

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Route & dates

8 days in Florida Itinerary

Start: Dallas
Fly:  5​h 45​min
1
Key West
— 2 nights
bus:  45​min
2
Big Pine Key
— 1 night
Drive:  3​h
3
Miami Beach
— 2 nights
Drive:  4​h
4
Siesta Key
— 1 night
Drive:  2​h 30​min
5
Orlando
— 1 night
Fly:  5​h 30​min
End: Dallas

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 23rd (Sun), take in the architecture and atmosphere at Saint Mary Star of the Sea. Get ready for a full day of sightseeing on the next day: immerse yourself in nature at Fort Zachary Taylor, examine the collection at The Ernest Hemingway Home and Museum, then look for all kinds of wild species at Key West Butterfly & Nature Conservatory, and finally stroll the grounds of Key West Cemetery.

To see photos, more things to do, ratings, and more tourist information, go to the Key West trip website .

Dallas to Key West is an approximately 6-hour flight. You can also do a combination of flight, taxi, and ferry; or drive. The time zone difference when traveling from Dallas to Key West is 1 hour. While traveling from Dallas, expect a bit warmer days and much hotter nights in Key West, ranging from highs of 79°F to lows of 71°F. Finish your sightseeing early on the 25th (Tue) so you can drive to Big Pine Key.

Things to do in Key West

Historic Sites Museums Parks
Highlights from your plan
The Ernest Hemingway Home and Museum ©
Truman Little White House ©
Truman Little White House

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. Start off your visit on the 26th (Wed): look for all kinds of wild species at Crane Point Museum & Nature Center and then enjoy the sand and surf at Bahia Honda State Park.

To find photos, maps, traveler tips, and more tourist information, go to the Big Pine Key attractions website .

Drive from Key West to Big Pine Key in an hour. Alternatively, you can take a bus. Expect a daytime high around 77°F in December, and nighttime lows around 67°F. Finish your sightseeing early on the 26th (Wed) so you can drive to Miami Beach.

Things to do in Big Pine Key

Parks Nature Outdoors

Side Trip

Crane Point Museum & Nature Center
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
Crane Point Museum & Nature Center ©
Crane Point Museum & Nature Center

2
nights
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 27th (Thu): admire the striking features of Art Deco Historic District, then kick back and relax at South Beach, then appreciate the extensive heritage of Lincoln Road, and finally wander the streets of Collins Avenue.

For traveler tips, where to stay, maps, and tourist information, you can read our Miami Beach travel website .

Getting from Big Pine Key to Miami Beach by car takes about 3 hours. Other options: do a combination of bus, flight, and tram; or do a combination of shuttle and bus. In December in Miami Beach, expect temperatures between 80°F during the day and 67°F at night. Finish up your sightseeing early on the 28th (Fri) so you can go by car to Siesta Key.

Things to do in Miami Beach

Neighborhoods Shopping Historic Sites
Highlights from your plan
Lincoln Road ©
Lincoln Road
South Beach ©
South Beach
Art Deco Historic District ©
Art Deco Historic District

1
night
Siesta Key

Siesta Key ©
Siesta Key draws most of its visitors with soft, white-quartz sand beaches and translucent ocean water.
Kick off your visit on the 28th (Fri): kick back and relax at Venice Beach and then enjoy the sand and surf at Siesta Beach.

To see other places to visit, photos, more things to do, and tourist information, refer to the Siesta Key online trip itinerary maker .

Drive from Miami Beach to Siesta Key in 4 hours. Alternatively, you can take a bus; or do a combination of bus, tram, and flight. Traveling from Miami Beach in December, plan for slightly colder nights in Siesta Key, with lows around 58°F. Finish up your sightseeing early on the 29th (Sat) so you can go by car to Orlando.

Things to do in Siesta Key

Parks Outdoors Beaches

Side Trip

Venice Beach
Highlights from your plan
Siesta Beach ©
Siesta Beach
Venice Beach ©
Venice Beach

1
night
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.
Kick off your visit on the 29th (Sat): get in on the family fun at Walt Disney World Resort. Keep things going the next day: contemplate the long history of Stetson Mansion, explore the world behind art at Charles Hosmer Morse Museum of American Art, then test your problem-solving skills at popular escape rooms, and finally make an unforgettable trip to Happily Ever After Fireworks.

To see traveler tips, ratings, maps, and other tourist information, read Orlando route planner .

Getting from Siesta Key to Orlando by car takes about 2.5 hours. Other options: do a combination of bus and train; or take a bus. In December, daily temperatures in Orlando can reach 77°F, while at night they dip to 59°F. Wrap up your sightseeing on the 30th (Sun) early enough to travel back home.

Things to do in Orlando

Theme Parks Historic Sites Fun & Games

Side Trips

Charles Hosmer Morse Museum of American Art, Stetson Mansion
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Happily Ever After Fireworks ©
Happily Ever After Fireworks
Stetson Mansion ©
Stetson Mansion

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