14 days in Florida Itinerary
Created using Inspirock Florida itinerary builder
Start: Cucuta
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
End: Cucuta
Mon, Sep 4 - Sun, Sep 17
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Orlando — 3 nights

Theme Park Capital of the World
You'll visit kid-friendly attractions like Walt Disney World Resort and Museum Of Illusions Orlando. Pack the 6th (Wed) with family-friendly diversions at Universal's Islands of Adventure. There's more to do: find something for the whole family at Universal Orlando Resort and discover the magic at Epcot.
For reviews, photos, traveler tips, and more tourist information, read Orlando route planner.
Cucuta, Colombia to Orlando is an approximately 14.5-hour flight. Traveling from Cucuta in September, you will find days in Orlando are little chillier (37°C), and nights are about the same (27°C). Wrap up your sightseeing on the 7th (Thu) to allow time to drive to Crystal River.
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For reviews, photos, traveler tips, and more tourist information, read Orlando route planner.
Cucuta, Colombia to Orlando is an approximately 14.5-hour flight. Traveling from Cucuta in September, you will find days in Orlando are little chillier (37°C), and nights are about the same (27°C). Wrap up your sightseeing on the 7th (Thu) to allow time to drive to Crystal River.
Highlights from your trip
Crystal River — 1 night
The Gem of the Nature Coast
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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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.
Highlights from your trip
Fort Walton Beach — 3 nights
Kids will appreciate attractions like IntraCoastal Experience - Destin Fishing Charter and Navarre Beach. Relax by the water at Panama City Beach and Henderson Beach State Park. Explore the numerous day-trip ideas around Fort Walton Beach: Santa Rosa Beach (in Santa Rosa Beach), Pensacola Beach (Gulf Islands National Seashore & Pensacola Beach) and SkyWheel Panama City Beach (in Panama City Beach).
To see photos, where to stay, traveler tips, and more tourist information, you can read our Fort Walton Beach online trip itinerary maker.
Traveling by flight from Crystal River to Fort Walton Beach takes 4 hours. Alternatively, you can drive; or take a bus. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. In September, daytime highs in Fort Walton Beach are 35°C, while nighttime lows are 24°C. Finish up your sightseeing early on the 11th (Mon) so you can catch the flight to Key Largo.
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To see photos, where to stay, traveler tips, and more tourist information, you can read our Fort Walton Beach online trip itinerary maker.
Traveling by flight from Crystal River to Fort Walton Beach takes 4 hours. Alternatively, you can drive; or take a bus. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. In September, daytime highs in Fort Walton Beach are 35°C, while nighttime lows are 24°C. Finish up your sightseeing early on the 11th (Mon) so you can catch the flight to Key Largo.
Side Trips
Highlights from your trip
Key Largo — 2 nights
Diving Capital of the World
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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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.
Highlights from your trip
Key West — 2 nights
Conch Republic
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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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.
Highlights from your trip
Big Pine Key — 2 nights

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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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.
Side Trip
Highlights from your trip
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Florida travel guide
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.