14 days in Florida Itinerary

14 days in Florida Itinerary

Created using Inspirock Florida journey builder
Make it your trip
Fly
1
Orlando
— 1 night
Drive
2
St. Augustine
— 3 nights
Fly
3
Naples
— 3 nights
Drive
4
Marco Island
— 1 night
Ferry
5
Key West
— 5 nights
Fly

S M T W T F S
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Orlando — 1 night

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.
Kick off your visit on the 14th (Thu): discover the magic at World of Disney, then make a trip to Tree of Life, and then test your team's savvy at The Escape Game Orlando.

To find other places to visit, more things to do, reviews, and other tourist information, refer to the Orlando trip planning app.

Sao Paulo, Brazil to Orlando is an approximately 12-hour flight. Traveling from Sao Paulo to Orlando, you'll gain 2 hours due to the time zone difference. Plan for a bit warmer temperatures traveling from Sao Paulo in September, with highs in Orlando at 37°C and lows at 27°C. Finish up your sightseeing early on the 14th (Thu) so you can go by car to St. Augustine.
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Theme Parks · Shopping · Fun & Games

St. Augustine — 3 nights

St. You'll find plenty of places to visit near St. Augustine: Fort Clinch State Park (in Fernandina Beach) and Stetson Mansion (in DeLand). The adventure continues: get engrossed in the history at The Oldest Store Museum, kick back and relax at St. Augustine Beach, identify plant and animal life at St. Augustine Alligator Farm Zoological Park, and see the interesting displays at Lightner Museum.

To find photos, traveler tips, ratings, and other tourist information, refer to the St. Augustine travel planner.

Drive from Orlando to St. Augustine in 2 hours. Alternatively, you can take a bus. In September in St. Augustine, expect temperatures between 34°C during the day and 26°C at night. Finish up your sightseeing early on the 17th (Sun) so you can catch the flight to Naples.
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Parks · Historic Sites · Outdoors · Museums
Side Trips

Naples — 3 nights

Venture out of the city with trips to Bowman's Beach (in Sanibel Island), Edison and Ford Winter Estates (in Fort Myers) and Speed Boats Tours (in Everglades City).

To find traveler tips, more things to do, other places to visit, and tourist information, read our Naples trip itinerary maker tool.

Traveling by flight from St. Augustine to Naples takes 3.5 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 37°C in September, and nighttime lows around 28°C. Finish your sightseeing early on the 20th (Wed) so you can drive to Marco Island.
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Parks · Wildlife · Outdoors · Museums
Side Trips

Marco Island — 1 night

Marco Island is a city in Collier County, Florida, United States, located on an island by the same name in the Gulf of Mexico off the coast of Southwest Florida. Start off your visit on the 21st (Thu): head outdoors with Outdoor Activities, then get a new perspective on things with Boat Tours & Water Sports, and then stroll around Winterberry Park.

For where to stay and other tourist information, go to the Marco Island trip planner.

Marco Island is just a short distance from Naples. September in Marco Island sees daily highs of 37°C and lows of 27°C at night. Finish up your sightseeing early on the 21st (Thu) so you can catch the ferry to Key West.
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Outdoors · Tours · Adventure · Wildlife

Key West — 5 nights

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.
Venture out of the city with trips to Dolphin Research Center (in Grassy Key), Marathon (Seven Mile Bridge, The Turtle Hospital, &more) and Bahia Honda State Park (in Big Pine Key). Spend the 22nd (Fri) exploring nature at Dry Tortugas National Park. It doesn't end there: examine the collection at Mel Fisher Maritime Heritage Museum and enjoy the sea views from Key West Lighthouse and Keeper's Quarters Museum.

To see reviews, more things to do, photos, and tourist information, read Key West itinerary planner.

Traveling by ferry from Marco Island to Key West takes 4 hours. Alternatively, you can drive. Traveling from Marco Island in September, plan for a bit warmer nights in Key West, with lows around 31°C. Wrap up your sightseeing on the 26th (Tue) early enough to fly back home.
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Parks · Wildlife · Outdoors · Nature
Side Trips

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.
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