14 days in Florida Itinerary

14 days in Florida Itinerary

Created using Inspirock Florida trip builder

Plan created by another user. Make it yours
Fly
1
Key West
— 2 nights
Drive
2
Marathon
— 2 nights
Drive
3
St. Augustine
— 3 nights
Drive
4
Sanibel Island
— 2 nights
Drive
5
Naples
— 2 nights
Drive
6
Key Largo
— 2 nights
Fly

S M T W T F S
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11

2
nights
Key West

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 29th (Sun): stroll the grounds of Key West Cemetery and then explore the wealth of natural beauty at Dry Tortugas National Park. Keep things going the next day: relax and rejuvenate at some of the best spas, go for a walk through West Martello Tower, go for a walk through Key West Garden Club, then paddle through the water with a kayaking and canoeing tour, then see the interesting displays at Mel Fisher Maritime Heritage Museum, and finally browse the exhibits of Key West Lighthouse and Keeper's Quarters Museum.

To see other places to visit, ratings, maps, and other tourist information, go to the Key West day trip planning site.

Sao Paulo, Brazil to Key West is an approximately 14-hour flight. Traveling from Sao Paulo to Key West, you'll gain 2 hours due to the time zone difference. In December, daily temperatures in Key West can reach 30°C, while at night they dip to 25°C. Finish your sightseeing early on the 30th (Mon) so you can drive to Marathon.

Things to do in Key West

Parks · Nature · Tours · Adventure

2
nights
Marathon

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 31st (Tue): take a tour by water with Boat Tours & Water Sports, look for all kinds of wild species at Dolphin Research Center, and then snap pictures at Seven Mile Bridge. Get ready for a full day of sightseeing on the next day: browse the exhibits of Crane Point Museum & Nature Center, look for all kinds of wild species at The Turtle Hospital, then see some colorful creatures with a scuba or snorkeling tour, and finally enjoy the sand and surf at Bahia Honda State Park.

To see traveler tips, photos, and tourist information, read Marathon road trip planning tool.

Getting from Key West to Marathon by car takes about 1.5 hours. Other options: take a bus. In December, daily temperatures in Marathon can reach 31°C, while at night they dip to 25°C. Finish your sightseeing early on the 1st (Wed) to allow enough time to drive to St. Augustine.

Things to do in Marathon

Wildlife · Outdoors · Parks · Tours

Side Trips

3
nights
St. Augustine

St. Explore the numerous day-trip ideas around St. Augustine: Stetson Mansion (in DeLand), Daytona Beach (Beach at Daytona Beach, Daytona International Speedway, &more) and Fort Clinch State Park (in Fernandina Beach). There's still lots to do: don't miss a visit to St. George Street, see the interesting displays at Lightner Museum, deepen your understanding at Flagler College, and browse the exhibits of Ponce de Leon Inlet Lighthouse & Museum.

For maps, other places to visit, where to stay, and other tourist information, read our St. Augustine visit planner.

You can drive from Marathon to St. Augustine in 7.5 hours. Other options are to do a combination of shuttle and flight; or take a bus. In January, St. Augustine is little chillier than Marathon - with highs of 21°C and lows of 11°C. Wrap up your sightseeing on the 4th (Sat) early enough to drive to Sanibel Island.

Things to do in St. Augustine

Parks · Historic Sites · Museums · Outdoors

Side Trips

2
nights
Sanibel Island

Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
On the 5th (Sun), kick back and relax at Captiva Beach, stroll around Lakes Regional Park, then admire the natural beauty at Edison and Ford Winter Estates, and finally admire all the interesting features of Sanibel Causeway. Get ready for a full day of sightseeing on the 6th (Mon): take in nature's colorful creations at In The Garden, get lost in a book at Sanibel Public Library, then see the interesting displays at The Bailey-Matthews National Shell Museum, then take a tour by water with Boat Tours & Water Sports, and finally kick back and relax at Bowman's Beach.

For where to stay, other places to visit, traveler tips, and more tourist information, use the Sanibel Island trip planner.

Traveling by car from St. Augustine to Sanibel Island takes 6 hours. Alternatively, you can fly; or do a combination of bus and taxi. In January, Sanibel Island is a bit warmer than St. Augustine - with highs of 28°C and lows of 15°C. Finish up your sightseeing early on the 6th (Mon) so you can go by car to Naples.

Things to do in Sanibel Island

Parks · Outdoors · Museums · Beaches

Side Trips

2
nights
Naples

On the 7th (Tue), admire the natural beauty at Naples Botanical Garden, then take a tour by water with Boat Tours & Water Sports, then get some thrills out on the water with a waterskiing or jet-skiing adventure, and finally get interesting insight from Tours. Get ready for a full day of sightseeing on the next day: admire the majestic nature at Lovers Key State Park, stroll through Cullum’s Bonita Trail, then identify plant and animal life at Corkscrew Swamp, and finally race across the water with a speed boat tour.

To find more things to do, maps, reviews, and more tourist information, you can read our Naples trip planner.

Traveling by car from Sanibel Island to Naples takes 1.5 hours. Expect a daytime high around 28°C in January, and nighttime lows around 17°C. Finish up your sightseeing early on the 8th (Wed) so you can go by car to Key Largo.

Things to do in Naples

Wildlife · Outdoors · Tours · Parks

Side Trips

2
nights
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.
Kick off your visit on the 9th (Thu): fly like a bird with a parasailing or paragliding tour, get close to the beloved marine mammals with a swim-with-the-dolphins experience, identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center, then identify plant and animal life at Molasses Reef, then take a tour of African Queen Canal Cruise, and finally look for gifts at Robert Is Here.

To see more things to do, traveler tips, ratings, and more tourist information, go to the Key Largo sightseeing planning website.

Traveling by car from Naples to Key Largo takes 3 hours. Alternatively, you can take a bus. In January, daily temperatures in Key Largo can reach 28°C, while at night they dip to 19°C. Finish your sightseeing early on the 10th (Fri) to allow enough time to travel back home.

Things to do in Key Largo

Wildlife · Parks · Tours · Outdoors

Side Trip

Florida travel guide

4.3
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.