24 days in Florida Itinerary
Created using Inspirock Florida journey builder
Start: Sao Paulo
Fly
1
Miami Beach
— 2 nights
Taxi
2
Miami
— 2 nights
Drive
3
Marathon
— 2 nights
Drive
4
Key West
— 5 nights
Fly
5
Siesta Key
— 2 nights
Drive
6
Tampa
— 2 nights
Drive
7
St. Augustine
— 2 nights
Drive
8
Orlando
— 6 nights
Fly
End: Sao Paulo
Tue, May 16 - Thu, Jun 8
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Miami Beach — 2 nights
©
The World's Playground
Kick off your visit on the 17th (Wed): kick back and relax at Hollywood Beach, stroll through Surfside Beach, and then wander the streets of Collins Avenue. Keep things going the next day: wander the streets of Ocean Drive, appreciate the extensive heritage of Art Deco Historic District, then wander the streets of Espanola Way, and finally wander the streets of Lincoln Road.
Plan trip to Miami Beach with our itinerary maker to find out where to go and what to do.
Sao Paulo, Brazil to Miami Beach is an approximately 11.5-hour flight. Due to the time zone difference, you'll gain 2 hours traveling from Sao Paulo to Miami Beach. Traveling from Sao Paulo in May, expect Miami Beach to be a bit warmer, temps between 36°C and 27°C. Wrap up your sightseeing on the 18th (Thu) early enough to drive to Miami.
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Plan trip to Miami Beach with our itinerary maker to find out where to go and what to do.
Sao Paulo, Brazil to Miami Beach is an approximately 11.5-hour flight. Due to the time zone difference, you'll gain 2 hours traveling from Sao Paulo to Miami Beach. Traveling from Sao Paulo in May, expect Miami Beach to be a bit warmer, temps between 36°C and 27°C. Wrap up your sightseeing on the 18th (Thu) early enough to drive to Miami.
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Miami — 2 nights
©
Magic City
On the 19th (Fri), get a taste of the local shopping with Aventura Mall and then kick back and relax at Fort Lauderdale Beach. Get ready for a full day of sightseeing on the next day: see the interesting displays at Vizcaya Museum and Gardens, then steep yourself in history at Barnacle State Historic Site, then get engrossed in the history at Black Police Precinct and Courthouse Museum, and finally browse the different shops at Bayside Marketplace.
To see ratings, reviews, maps, and more tourist information, refer to the Miami trip itinerary website.
Miami is very close to Miami Beach. Expect a daytime high around 36°C in May, and nighttime lows around 27°C. Finish up your sightseeing early on the 20th (Sat) so you can go by car to Marathon.
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To see ratings, reviews, maps, and more tourist information, refer to the Miami trip itinerary website.
Miami is very close to Miami Beach. Expect a daytime high around 36°C in May, and nighttime lows around 27°C. Finish up your sightseeing early on the 20th (Sat) so you can go by car to Marathon.
Side Trips
Highlights from your trip
Marathon — 2 nights
©
Heart of the Florida Keys
Kick off your visit on the 21st (Sun): stroll through Sunset Park Beach, then enjoy the sand and surf at Sombrero Beach, and then tour the pleasant surroundings at Bahia Honda State Park. On the next day, pause for some serene contemplation at San Pablo Catholic Church, then get answers to all your questions at Pigeon Key, and then relax and rejuvenate at SpaTerre at Little Palm Island Resort.
To see maps, ratings, where to stay, and other tourist information, refer to the Marathon road trip planning website.
You can drive from Miami to Marathon in 2.5 hours. Other options are to drive; or do a combination of flight and bus; or take a bus. In May, daily temperatures in Marathon can reach 36°C, while at night they dip to 29°C. Wrap up your sightseeing on the 22nd (Mon) to allow time to drive to Key West.
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To see maps, ratings, where to stay, and other tourist information, refer to the Marathon road trip planning website.
You can drive from Miami to Marathon in 2.5 hours. Other options are to drive; or do a combination of flight and bus; or take a bus. In May, daily temperatures in Marathon can reach 36°C, while at night they dip to 29°C. Wrap up your sightseeing on the 22nd (Mon) to allow time to drive to Key West.
Side Trips
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Key West — 5 nights
©
Conch Republic
Family-friendly places like The Ernest Hemingway Home and Museum and Key West Cemetery will thrill your kids. Museum-lovers will appreciate Truman Little White House and Key West Lighthouse and Keeper's Quarters Museum. Next up on the itinerary: enjoy the sand and surf at Fort Zachary Taylor, relax and rejuvenate at some of the best spas, get engrossed in the history at Key West Firehouse Museum, and take in the exciting artwork at 7 Artists & Friends Key West.
For other places to visit, traveler tips, maps, and tourist information, read Key West day trip planning app.
Traveling by car from Marathon to Key West takes 1.5 hours. Alternatively, you can take a bus. In May, daytime highs in Key West are 34°C, while nighttime lows are 29°C. Finish your sightseeing early on the 27th (Sat) to allow enough time to fly to Siesta Key.
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For other places to visit, traveler tips, maps, and tourist information, read Key West day trip planning app.
Traveling by car from Marathon to Key West takes 1.5 hours. Alternatively, you can take a bus. In May, daytime highs in Key West are 34°C, while nighttime lows are 29°C. Finish your sightseeing early on the 27th (Sat) to allow enough time to fly to Siesta Key.
Highlights from your trip
Siesta Key — 2 nights
©
On the 28th (Sun), enjoy the sand and surf at Nokomis Beach, then kick back and relax at North Jetty Beach, and then kick back and relax at Turtle Beach. On the 29th (Mon), you'll have a packed day of sightseeing: walk around Siesta Beach, then look for gifts at Sunshine & Sand Hidden Treasures, then make a trip to Sarasota National Cemetery, and finally enjoy the sand and surf at Crescent Beach.
To find traveler tips, where to stay, reviews, and other tourist information, go to the Siesta Key holiday site.
Traveling by flight from Key West to Siesta Key takes 3 hours. Alternatively, you can drive; or do a combination of ferry, taxi, and bus. Plan for little chillier nights when traveling from Key West in May since evenings lows in Siesta Key dip to 23°C. Wrap up your sightseeing on the 29th (Mon) early enough to drive to Tampa.
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To find traveler tips, where to stay, reviews, and other tourist information, go to the Siesta Key holiday site.
Traveling by flight from Key West to Siesta Key takes 3 hours. Alternatively, you can drive; or do a combination of ferry, taxi, and bus. Plan for little chillier nights when traveling from Key West in May since evenings lows in Siesta Key dip to 23°C. Wrap up your sightseeing on the 29th (Mon) early enough to drive to Tampa.
Side Trips
Highlights from your trip
Tampa — 2 nights
©
Big Guava
On the 30th (Tue), get in on the family fun at Busch Gardens Tampa Bay. Here are some ideas for day two: examine the collection at Duncan McClellan Gallery and then kick back and relax at Clearwater Beach.
To find traveler tips, more things to do, reviews, and tourist information, refer to the Tampa trip itinerary planning website.
You can drive from Siesta Key to Tampa in 1.5 hours. Alternatively, you can take a bus. In May, daily temperatures in Tampa can reach 37°C, while at night they dip to 25°C. Cap off your sightseeing on the 31st (Wed) early enough to go by car to St. Augustine.
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To find traveler tips, more things to do, reviews, and tourist information, refer to the Tampa trip itinerary planning website.
You can drive from Siesta Key to Tampa in 1.5 hours. Alternatively, you can take a bus. In May, daily temperatures in Tampa can reach 37°C, while at night they dip to 25°C. Cap off your sightseeing on the 31st (Wed) early enough to go by car to St. Augustine.
Side Trips
Highlights from your trip
St. Augustine — 2 nights
©
Start off your visit on the 1st (Thu): step into the grandiose world of Castillo de San Marcos National Monument, then steep yourself in history at Villa Zorayda Museum, then stroll through St. Augustine Beach, and finally get engrossed in the history at St. Augustine Lighthouse & Maritime Museum, Inc.. Keep things going the next day: enjoy the sand and surf at Vilano Beach, then play a few rounds at TPC at Sawgrass Stadium Course, and then kick back and relax at Crescent Beach Public Beach.
To see reviews, more things to do, where to stay, and tourist information, read St. Augustine trip site.
Drive from Tampa to St. Augustine in 3 hours. Alternatively, you can drive; or fly; or take a bus. When traveling from Tampa in May, plan for a bit cooler days and about the same nights in St. Augustine: temperatures range from 33°C by day to 22°C at night. Finish up your sightseeing early on the 2nd (Fri) so you can go by car to Orlando.
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To see reviews, more things to do, where to stay, and tourist information, read St. Augustine trip site.
Drive from Tampa to St. Augustine in 3 hours. Alternatively, you can drive; or fly; or take a bus. When traveling from Tampa in May, plan for a bit cooler days and about the same nights in St. Augustine: temperatures range from 33°C by day to 22°C at night. Finish up your sightseeing early on the 2nd (Fri) so you can go by car to Orlando.
Side Trips
Highlights from your trip
Orlando — 6 nights
©
Theme Park Capital of the World
Your cultural itinerary includes sights like Charles Hosmer Morse Museum of American Art and St. James Catholic Cathedral. Kids will enjoy Walt Disney World Resort and SeaWorld. Pack the 5th (Mon) with family-friendly diversions at Universal's Islands of Adventure. The adventure continues: get in on the family fun at Universal Orlando Resort and cool off at Discovery Cove.
To see ratings, reviews, photos, and other tourist information, you can read our Orlando attractions planning website.
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 June, and nighttime lows around 26°C. On the 8th (Thu), you'll travel back home.
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To see ratings, reviews, photos, and other tourist information, you can read our Orlando attractions planning website.
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 June, and nighttime lows around 26°C. On the 8th (Thu), you'll travel back home.
Side Trip
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.
