22 days in Florida Itinerary
Created using Inspirock Florida trip itinerary planner
Start: Cartagena
Fly
1
Key West
— 3 nights
Drive
2
Marathon
— 3 nights
Drive
3
Islamorada
— 2 nights
Drive
4
Key Largo
— 3 nights
Fly
5
Fort Walton Beach
— 3 nights
Drive
6
Panama City Beach
— 1 night
Drive
7
St. Augustine
— 2 nights
Drive
8
Orlando
— 4 nights
Fly
End: Cartagena
Thu, Jun 20 - Thu, Jul 11
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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.Key West is known for sightseeing, wildlife, and adventure. Your trip includes some of its best attractions: examine the collection at The Ernest Hemingway Home and Museum, see some colorful creatures with a scuba or snorkeling tour, take an in-depth tour of Key West Firehouse Museum, and take in the exciting artwork at 7 Artists & Friends Key West.
To see more things to do, traveler tips, photos, and more tourist information, read our Key West tour itinerary planner.
Cartagena, Colombia to Key West is an approximately 9.5-hour flight. June in Key West sees daily highs of 36°C and lows of 30°C at night. Wrap up your sightseeing on the 23rd (Sun) early enough to drive to Marathon.
Highlights from your trip
Marathon — 3 nights

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.Step out of Marathon with an excursion to SpaTerre at Little Palm Island Resort in Little Torch Key--about 34 minutes away. There's lots more to do: kick back and relax at Bahia Honda State Park, snap pictures at Old Seven Mile Bridge, look for all kinds of wild species at National Key Deer Refuge, and browse the exhibits of Crane Point Museum & Nature Center.
To find where to stay, traveler tips, reviews, and more tourist information, read Marathon day trip app.
You can drive from Key West to Marathon in 1.5 hours. Another option is to take a bus. In June, daily temperatures in Marathon can reach 38°C, while at night they dip to 30°C. Finish your sightseeing early on the 26th (Wed) to allow enough time to drive to Islamorada.
Side Trips
Highlights from your trip
Islamorada — 2 nights
The Village of Islands
Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.On the 27th (Thu), take in the exciting artwork at Lobster Trap Art Gift Shop and Gallery, head outdoors with Outdoor Activities, get engrossed in the history at History of Diving Museum, then look for gifts at Bass Pro Shops, and finally appreciate the extensive heritage of Indian Key State Historic Site. Here are some ideas for day two: explore the gorgeous colors at Alligator Reef Light House, soothe aching muscles at some of the top local wellness centers, head off the coast to Windley Key, then examine the collection at Florida Keys History & Discovery Center, and finally indulge your thirst for a good beer at Florida Keys Brewing Company.
For where to stay, photos, traveler tips, and more tourist information, refer to the Islamorada road trip app.
Traveling by car from Marathon to Islamorada takes an hour. Alternatively, you can take a bus. June in Islamorada sees daily highs of 38°C and lows of 30°C at night. Finish your sightseeing early on the 28th (Fri) to allow enough time to drive to Key Largo.
Highlights from your trip
Key Largo — 3 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.Key Largo is known for wildlife, nature, and adventure. Your trip includes some of its best attractions: discover the deep blue sea with a scuba or snorkeling tour, explore the gorgeous colors at Key Largo Dry Rocks, take a tour of USCG Duane, and identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center.
For traveler tips, photos, maps, and tourist information, refer to the Key Largo online travel route planner.
Key Largo is just a stone's throw from Islamorada. In June, daytime highs in Key Largo are 36°C, while nighttime lows are 28°C. Wrap up your sightseeing on the 1st (Mon) to allow time to fly to Fort Walton Beach.
Highlights from your trip
Fort Walton Beach — 3 nights

Fort Walton Beach is a city in southern Okaloosa County, Florida, United States. You'll find plenty of places to visit near Fort Walton Beach: Pensacola Beach (Innerlight Surf Shop & Gulf Islands National Seashore), Pensacola (Room Escape Games, National Naval Aviation Museum, &more) and Santa Rosa Beach (in Santa Rosa Beach). And it doesn't end there: head outdoors with O Sea D Fishing Charters, kick back and relax at Navarre Beach, admire the majestic nature at Henderson Beach State Park, and step off the mainland to explore Santa Rosa Island.
For ratings, photos, more things to do, and other tourist information, refer to the Fort Walton Beach vacation builder app.
Traveling by flight from Key Largo to Fort Walton Beach takes 3.5 hours. Alternatively, you can drive; or do a combination of shuttle and bus. Due to the time zone difference, you'll gain 1 hour traveling from Key Largo to Fort Walton Beach. In July in Fort Walton Beach, expect temperatures between 37°C during the day and 27°C at night. Finish your sightseeing early on the 4th (Thu) to allow enough time to drive to Panama City Beach.
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For ratings, photos, more things to do, and other tourist information, refer to the Fort Walton Beach vacation builder app.
Traveling by flight from Key Largo to Fort Walton Beach takes 3.5 hours. Alternatively, you can drive; or do a combination of shuttle and bus. Due to the time zone difference, you'll gain 1 hour traveling from Key Largo to Fort Walton Beach. In July in Fort Walton Beach, expect temperatures between 37°C during the day and 27°C at night. Finish your sightseeing early on the 4th (Thu) to allow enough time to drive to Panama City Beach.
Side Trips
Highlights from your trip
Panama City Beach — 1 night

World's Most Beautiful Beaches
Boasting 43 km (27 mi) of white sandy beaches and plenty of sunshine, Panama City Beach is an ideal choice for a relaxing holiday.Kick off your visit on the 5th (Fri): take advantage of the amenities at Panama City Beach, then get close to the beloved marine mammals with a swim-with-the-dolphins experience, then learn about winemaking at Panama City Beach Winery, and finally test your problem-solving skills at popular escape rooms.
To find reviews, where to stay, other places to visit, and tourist information, read our Panama City Beach road trip planning tool.
Traveling by car from Fort Walton Beach to Panama City Beach takes 1.5 hours. Alternatively, you can drive. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. In July, daytime highs in Panama City Beach are 38°C, while nighttime lows are 27°C. Finish up your sightseeing early on the 5th (Fri) so you can go by car to St. Augustine.
Highlights from your trip
St. Augustine — 2 nights
St. Kick off your visit on the 6th (Sat): visit a coastal fixture at St. Augustine Lighthouse & Maritime Museum, Inc., take a tour by water with Boat Tours & Water Sports, step into the grandiose world of Castillo de San Marcos National Monument, then get engrossed in the history at Spanish Military Hospital Museum, then gain insight at Flagler College, and finally sample the fine beverages at St. Augustine Distillery. Here are some ideas for day two: test your problem-solving skills at popular escape rooms, then get a dose of the wild on a nature and wildlife tour, then kick back and relax at St. Augustine Beach, and finally gain some tasty knowledge on City Gate Spirits.
To see more things to do, maps, ratings, and tourist information, read St. Augustine trip planner.
Getting from Panama City Beach to St. Augustine by car takes about 5.5 hours. Other options: fly. In July in St. Augustine, expect temperatures between 38°C during the day and 28°C at night. Wrap up your sightseeing on the 7th (Sun) early enough to drive to Orlando.
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To see more things to do, maps, ratings, and tourist information, read St. Augustine trip planner.
Getting from Panama City Beach to St. Augustine by car takes about 5.5 hours. Other options: fly. In July in St. Augustine, expect temperatures between 38°C during the day and 28°C at night. Wrap up your sightseeing on the 7th (Sun) early enough to drive to Orlando.
Side Trip
Highlights from your trip
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.Pack the 9th (Tue) with family-friendly diversions at Universal's Islands of Adventure. Have a day of magic on the 10th (Wed) at Walt Disney World Resort. Next up on the itinerary: find something for the whole family at Universal Orlando Resort and discover the magic at Epcot.
For other places to visit, ratings, reviews, and tourist information, go to the Orlando trip builder tool.
Traveling by car from St. Augustine to Orlando takes 2 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 38°C in July, and nighttime lows around 28°C. Wrap up your sightseeing on the 11th (Thu) early enough to fly back home.
Highlights from your trip
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.