14 days in Florida Itinerary

14 days in Florida Itinerary

Created using Inspirock Florida itinerary planner

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Route & dates

14 days in Florida Itinerary

Start: Chattanooga
Fly:  5​h 45​min
1
Key West
— 7 nights
Fly:  2​h 30​min
2
Miami
— 3 nights
Fly:  3​h 15​min
3
Orlando
— 3 nights
Fly + Drive:  5​h 30​min
End: Chattanooga

7
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.
Change things up with these side-trips from Key West: Big Pine Key (Bahia Honda State Park & National Key Deer Refuge) and The Turtle Hospital (in Marathon). Spend the 27th (Wed) exploring nature at Dry Tortugas National Park. And it doesn't end there: examine the collection at The Ernest Hemingway Home and Museum, shop like a local with Alan S. Maltz Gallery, make a trip to Duval Street, and see some colorful creatures with a scuba or snorkeling tour.

For where to stay, maps, ratings, and tourist information, go to the Key West trip itinerary planning app .

Chattanooga to Key West is an approximately 6-hour flight. You can also do a combination of bus and flight; or drive. When traveling from Chattanooga in November, plan for a bit warmer days in Key West, with highs around 81°F, while nights are warmer with lows around 73°F. Wrap up your sightseeing on the 1st (Sun) to allow time to travel to Miami.

Things to do in Key West

Parks Outdoors Wildlife

Side Trips

Big Pine Key, The Turtle Hospital
Find places to stay Nov 24 — Dec 1:
Highlights from your plan
Alan S. Maltz Gallery ©
Alan S. Maltz Gallery
The Ernest Hemingway Home and Museum ©

3
nights
Miami

Miami ©
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Miami is known for shopping, museums, zoos & aquariums, wildlife, and fun & games. Your plan includes some of its best attractions: kick back and relax at South Beach, examine the collection at Vizcaya Museum and Gardens, get to know the fascinating history of Lincoln Road, and buy something for everyone on your list at Dolphin Mall.

To see where to stay, ratings, reviews, and more tourist information, use the Miami itinerary planner .

Fly from Key West to Miami in 2.5 hours. Alternatively, you can do a combination of flight and bus; or drive. Expect a daytime high around 81°F in December, and nighttime lows around 68°F. Wrap up your sightseeing on the 4th (Wed) early enough to travel to Orlando.

Things to do in Miami

Shopping Museums Parks

Side Trip

Miami Beach
Find places to stay Dec 1 — 4:
Highlights from your plan
Lock & Load Museum ©
Lock & Load Museum
South Beach ©
South Beach
Lincoln Road ©
Lincoln Road

3
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.
Orlando is known for theme parks, nightlife, fun & games, shopping, and museums. Your plan includes some of its best attractions: make an unforgettable trip to Walt Disney World Resort, pause for some serene contemplation at St James Roman Catholic Cathedral, find something for the whole family at Universal Orlando Resort, and make a trip to Disney's Hollywood Studios.

To find reviews, other places to visit, maps, and more tourist information, read our Orlando itinerary planner.

Getting from Miami to Orlando by flight takes about 3.5 hours. Other options: drive; or do a combination of train and flight. Expect little chillier evenings in Orlando when traveling from Miami in December, with lows around 59°F. Wrap up your sightseeing on the 7th (Sat) to allow time to travel back home.

Things to do in Orlando

Theme Parks Fun & Games Museums

Side Trip

Charles Hosmer Morse Museum of American Art
Find places to stay Dec 4 — 7:
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Universal Orlando Resort ©
Universal Orlando Resort
Universal's Islands of Adventure ©
Universal's Islands of Adventure

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