11 days in Florida Itinerary

11 days in Florida Itinerary

Created using Inspirock Florida trip planner

Make it your trip
— 5 nights
— 2 nights
Key West
— 3 nights



— 5 nights

Theme Park Capital of the World

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.
Kids will appreciate attractions like Universal Orlando Resort and Universal's Islands of Adventure. Step out of Orlando to go to Kissimmee and see Pirate's Island Adventure Golf, which is approximately 34 minutes away. The adventure continues: make an unforgettable trip to Walt Disney World Resort, find something for the whole family at Magic Kingdom Park, test your team's savvy at The Escape Game Orlando, and take in a show at Happily Ever After Fireworks.

To see more things to do, reviews, maps, and tourist information, go to the Orlando driving holiday tool.

Chicago to Orlando is an approximately 5.5-hour flight. You can also drive; or take a bus. Traveling from Chicago to Orlando, you'll lose 1 hour due to the time zone difference. In December, Orlando is much warmer than Chicago - with highs of 77°F and lows of 59°F. Finish up your sightseeing early on the 20th (Fri) so you can travel to Miami.

Things to do in Orlando

Theme Parks · Fun & Games · Nightlife

Side Trip


— 2 nights

Magic City

Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Start off your visit on the 21st (Sat): stroll through South Beach, then look for all kinds of wild species at Shark Valley Visitor Center, and then examine the collection at Lock & Load Museum. Get ready for a full day of sightseeing on the 22nd (Sun): see the interesting displays at Vizcaya Museum and Gardens, then tour the pleasant surroundings at Lincoln Road, and then enjoy some diversion at Lock & Load Miami.

To find photos, reviews, more things to do, and other tourist information, read our Miami trip itinerary planning app.

Getting from Orlando to Miami by flight takes about 3.5 hours. Other options: drive; or take a bus. Traveling from Orlando in December, expect somewhat warmer with lows of 68°F in Miami. Finish your sightseeing early on the 22nd (Sun) to allow enough time to travel to Key West.

Things to do in Miami

Parks · Outdoors · Trails · Wildlife

Side Trips

Key West

— 3 nights

Conch Republic

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.
Kids will enjoy Key West Butterfly & Nature Conservatory and Parasailing & Paragliding. Explore the numerous day-trip ideas around Key West: Big Pine Key (National Key Deer Refuge & Bahia Honda State Park) and Gemini Dream Charters (in Marathon). There's more to do: see the interesting displays at The Ernest Hemingway Home and Museum and see some colorful creatures with a scuba or snorkeling tour.

To see photos, where to stay, traveler tips, and more tourist information, refer to the Key West online trip planner.

You can fly from Miami to Key West in 3 hours. Other options are to drive; or take a bus. Expect a daytime high around 79°F in December, and nighttime lows around 71°F. Cap off your sightseeing on the 25th (Wed) early enough to travel back home.

Things to do in Key West

Outdoors · Wildlife · Parks · Tours

Side Trips

Florida travel guide

Disney Parks & Activities · Beaches · Theme Parks
The Sunshine State
The “Sunshine State,” Florida became a favorite winter destination for the affluent crowd over a century ago. Today, the state attracts visitors from around the world with its golden beaches and modern theme parks. You can spend your entire vacation enjoying the state's highly developed seaside areas, but remember that some of Florida's best-kept secrets are in secluded locations. Visit the big cities and their comfortable resorts offering top-notch dining and nightlife, but leave some time to see the peninsula's swampy landscape, filled with wild creatures and native plants. Farther away from the tourist-packed urban areas, the untamed wetlands of Florida offer a selection of things to do, such as kayaking, boat rides, and numerous other outdoor activities.