10 days in Florida Itinerary

10 days in Florida Itinerary

Created using Inspirock Florida trip itinerary planner

Make it your trip
Drive to Chicago O'Hare International Airport, Fly to Orlando International Airport
1
Orlando
— 4 nights
Fly
2
Key West
— 3 nights
Drive
3
Marathon
— 1 night
Drive
4
Key Largo
+2
Drive to Miami International Airport, Fly to Chicago O'Hare International Airport, Drive to Woodstock

S M T W T F S
20
21
22
23
24
25
26
27
28
29
30
31
1
2

Orlando

— 4 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.
You'll visit kid-friendly attractions like Universal Orlando Resort and Magic Kingdom Park. Have a day of magic on the 26th (Sat) at Walt Disney World Resort. Pack the 28th (Mon) with family-friendly diversions at Universal's Islands of Adventure. Next up on the itinerary: find something for the whole family at SeaWorld and discover the magic at Avatar Flight of Passage.

To see other places to visit, photos, and tourist information, go to the Orlando trip itinerary planning tool.

Woodstock to Orlando is an approximately 6-hour combination of car and flight. You can also drive. You'll lose 1 hour traveling from Woodstock to Orlando due to the time zone difference. In December, Orlando is much warmer than Woodstock - with highs of 77°F and lows of 59°F. Cap off your sightseeing on the 28th (Mon) early enough to travel to Key West.

Things to do in Orlando

Theme Parks

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 Scuba & Snorkeling. The adventure continues: see the interesting displays at The Ernest Hemingway Home and Museum, get up close and personal with brilliant marine life at Key West Aquarium, browse the exhibits of Truman Little White House, and make a trip to Duval Street.

To find photos, maps, and tourist information, read Key West trip itinerary builder.

Fly from Orlando to Key West in 4.5 hours. Alternatively, you can drive; or take a bus. Plan for a bit warmer nights when traveling from Orlando in December since evenings lows in Key West dip to 71°F. Wrap up your sightseeing on the 31st (Thu) early enough to drive to Marathon.

Things to do in Key West

Historic Sites · Parks · Outdoors · Wildlife

Marathon

— 1 night

Heart of the Florida Keys

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Kick off your visit on the 1st (Fri): identify plant and animal life at The Turtle Hospital.

To see ratings, where to stay, maps, and tourist information, you can read our Marathon trip site.

You can drive from Key West to Marathon in 1.5 hours. Another option is to take a bus. In December, daytime highs in Marathon are 80°F, while nighttime lows are 71°F. Wrap up your sightseeing by early afternoon on the 1st (Fri) to allow enough time to drive to Key Largo.

Things to do in Marathon

Wildlife · Parks
Highlights from your trip

Key Largo

Diving Capital of the World

The northernmost island of the Florida Keys, Key Largo provides stunning scenery, a number of watersports opportunities, and plenty of areas to relax on vacation.
On the 1st (Fri), identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center.

For traveler tips, ratings, maps, and other tourist information, refer to the Key Largo trip planner.

You can drive from Marathon to Key Largo in 1.5 hours. Alternatively, you can take a bus. Plan for slightly colder nights when traveling from Marathon in January since evenings lows in Key Largo dip to 61°F. Wrap up your sightseeing on the 1st (Fri) to allow time to travel back home.

Things to do in Key Largo

Wildlife · Parks

Florida travel guide

4.4
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.