14 days in Florida Itinerary

Created using Inspirock Florida itinerary builder
Make it your trip
Fly
1
Orlando
— 3 nights
Drive
2
Crystal River
— 1 night
Fly
3
Fort Walton Beach
— 3 nights
Fly
4
Key Largo
— 2 nights
Drive
5
Key West
— 2 nights
Drive
6
Big Pine Key
— 2 nights
Drive to Miami International Airport, Fly to Cucuta

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Orlando — 3 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 Walt Disney World Resort and Epcot. Pack the 6th (Wed) with family-friendly diversions at Universal's Islands of Adventure. It doesn't end there: get in on the family fun at Universal Orlando Resort and explore the world behind art at Museum Of Illusions Orlando.

To find ratings, traveler tips, maps, and other tourist information, read Orlando trip builder.

Cucuta, Colombia to Orlando is an approximately 14.5-hour flight. Traveling from Cucuta in September, expect nights in Orlando to be about the same, around 27°C, while days are slightly colder, around 37°C. Wrap up your sightseeing on the 7th (Thu) to allow time to drive to Crystal River.
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Theme Parks · Museums

Crystal River — 1 night

The Gem of the Nature Coast

The jewel of Florida's Nature Coast, Crystal River spreads around spring-fed Kings Bay, known for maintaining a constant 22 C (72 F) temperature all year long.
Kick off your visit on the 8th (Fri): see some colorful creatures with a scuba or snorkeling tour and then get outside with Outdoor Activities.

Plan trip to Crystal River with our itinerary maker to find out where to go and what to do.

You can drive from Orlando to Crystal River in 2 hours. Other options are to drive; or do a combination of shuttle and taxi; or do a combination of bus and taxi. Expect a daytime high around 36°C in September, and nighttime lows around 25°C. Wrap up your sightseeing on the 8th (Fri) early enough to fly to Fort Walton Beach.
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Tours · Wildlife · Outdoors

Fort Walton Beach — 3 nights

Fort Walton Beach is a city in southern Okaloosa County, Florida, United States. Kids will appreciate attractions like IntraCoastal Experience - Destin Fishing Charter and Panama City Beach. Relax by the water at Navarre Beach and Gulf Islands National Seashore. Explore the numerous day-trip ideas around Fort Walton Beach: Santa Rosa Beach (in Santa Rosa Beach), Pensacola Beach (in Pensacola Beach) and SkyWheel Panama City Beach (in Panama City Beach). It doesn't end there: tour the pleasant surroundings at Henderson Beach State Park and browse the different shops at Le NailSpa.

To find more things to do, other places to visit, photos, and tourist information, go to the Fort Walton Beach trip itinerary maker tool.

You can fly from Crystal River to Fort Walton Beach in 4 hours. Alternatively, you can drive; or take a bus. The time zone changes from Eastern Standard Time to Central Standard Time, which is usually a -1 hour difference. In September, plan for daily highs up to 35°C, and evening lows to 24°C. Finish your sightseeing early on the 11th (Mon) to allow enough time to fly to Key Largo.
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Outdoors · Parks · Beaches · Tours
Side Trips

Key Largo — 2 nights

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.
Start off your visit on the 12th (Tue): identify plant and animal life at Key Largo Dry Rocks, identify plant and animal life at North Dry Rocks, and then tour the pleasant surroundings at Spiegel Grove. On the 13th (Wed), you'll have a packed day of sightseeing: identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center, then discover the deep blue sea with a scuba or snorkeling tour, and then get a dose of the wild on Capt. Sterling's Everglades Eco-Tours.

To find photos, ratings, where to stay, and more tourist information, you can read our Key Largo travel route tool.

You can fly from Fort Walton Beach to Key Largo in 3.5 hours. Alternatively, you can drive; or do a combination of bus and shuttle. Traveling from Fort Walton Beach to Key Largo, you'll lose 1 hour due to the time zone difference. Traveling from Fort Walton Beach in September, you can expect nighttime temperatures to be a bit warmer in Key Largo, with lows of 28°C. Wrap up your sightseeing on the 13th (Wed) early enough to drive to Key West.
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Wildlife · Parks · Tours · Outdoors

Key West — 2 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.
Start off your visit on the 14th (Thu): see the interesting displays at The Ernest Hemingway Home and Museum, then stroll through Higgs Beach, and then discover the deep blue sea with a scuba or snorkeling tour. Keep things going the next day: view the masterpieces at Art On Duval Key West, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, then identify plant and animal life at Key West Wildlife Center, then enjoy the sand and surf at Fort Zachary Taylor, and finally see the vivid underwater world at Vandenberg Wreck.

To find traveler tips, photos, reviews, and more tourist information, read our Key West trip maker app.

Traveling by car from Key Largo to Key West takes 2.5 hours. Alternatively, you can take a bus. Expect a daytime high around 36°C in September, and nighttime lows around 31°C. Wrap up your sightseeing on the 15th (Fri) early enough to drive to Big Pine Key.
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Outdoors · Wildlife · Parks · Tours

Big Pine Key — 2 nights

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. Kick off your visit on the 16th (Sat): kick back and relax at Long Beach, get outside with Outdoor Activities, and then enjoy the sand and surf at Bahia Honda State Park.

To find traveler tips, reviews, maps, and other tourist information, you can read our Big Pine Key online trip itinerary planner.

Traveling by car from Key West to Big Pine Key takes an hour. Alternatively, you can take a shuttle; or take a bus. September in Big Pine Key sees daily highs of 38°C and lows of 30°C at night. Wrap up your sightseeing on the 17th (Sun) early enough to travel back home.
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Outdoors · Parks · Beaches · Tours
Side Trip

Florida travel guide

4.3
Disney Parks & Activities · Theme Parks · Beaches
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.
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