15 days in Florida Itinerary

Get some cultural insight at Lincoln Road and Collins Avenue. Visit Fort Lauderdale Beach and Surfside Beach for some beach relaxation. Venture out of the city with trips to Hollywood Beach (in Hollywood) and Palm Beach (Spas & Worth Avenue). Next up on the itinerary: appreciate the extensive heritage of Art Deco Historic District, make a trip to Ocean Drive, steep yourself in history at Barnacle State Historic Site, and enjoy the sand and surf at Miami Beach & Boardwalk.

For more things to do, other places to visit, where to stay, and tourist information, read our Miami Beach trip itinerary builder.

Leipzig, Germany to Miami Beach is an approximately 16-hour combination of flight and car. Traveling from Leipzig to Miami Beach, you'll gain 6 hours due to the time zone difference. Expect much hotter temperatures when traveling from Leipzig in May; daily highs in Miami Beach reach 36°C and lows reach 27°C. Wrap up your sightseeing on the 14th (Tue) early enough to drive to Big Pine Key.

Kick off your visit on the 15th (Wed): kick back and relax at Long Beach, then indulge in some personalized pampering at SpaTerre at Little Palm Island Resort, and then enjoy the sand and surf at Bahia Honda State Park.

For ratings, more things to do, other places to visit, and tourist information, you can read our Big Pine Key road trip planning site.

Traveling by car from Miami Beach to Big Pine Key takes 3 hours. Alternatively, you can do a combination of flight and bus; or do a combination of bus and shuttle. In May in Big Pine Key, expect temperatures between 36°C during the day and 29°C at night. Cap off your sightseeing on the 15th (Wed) early enough to go by car to Key West.

You'll get in some beach time at Fort Zachary Taylor and Sunset Park Beach. Your cultural itinerary includes sights like The Ernest Hemingway Home and Museum and Key West Cemetery. Take a break from Key West with a short trip to Sombrero Beach in Marathon, about 1h 5 min away. There's lots more to do: contemplate the long history of Truman Little White House, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, glide through the air with a parasailing or paragliding tour, and indulge in some personalized pampering at some of the best spas.

To find traveler tips, more things to do, reviews, and more tourist information, refer to the Key West trip site.

You can drive from Big Pine Key to Key West in an hour. Alternatively, you can take a shuttle; or take a bus. In May in Key West, expect temperatures between 34°C during the day and 29°C at night. Wrap up your sightseeing on the 18th (Sat) to allow time to fly to Siesta Key.

Start off your visit on the 19th (Sun): stroll through St. Pete Beach, admire the masterpieces at Duncan McClellan Gallery, and then stroll through Turtle Beach. Keep things going the next day: kick back and relax at Siesta Beach, enjoy the sand and surf at Crescent Beach, then tour the pleasant surroundings at North Jetty Beach, and finally relax and rejuvenate at some of the top local wellness centers.

To find more things to do, ratings, photos, and other tourist information, refer to the Siesta Key road trip app.

Fly from Key West to Siesta Key in 3 hours. Alternatively, you can drive; or do a combination of ferry, taxi, and bus. Traveling from Key West in May, Siesta Key is a bit cooler at night with lows of 23°C. Wrap up your sightseeing on the 20th (Mon) to allow time to drive to Orlando.

Have a day of magic on the 21st (Tue) at Walt Disney World Resort. Next up on the itinerary: admire the masterpieces at Charles Hosmer Morse Museum of American Art and find something for the whole family at Universal Orlando Resort.

To find other places to visit, where to stay, reviews, and tourist information, you can read our Orlando sightseeing planning site.

You can drive from Siesta Key to Orlando in 2.5 hours. Alternatively, you can drive; or take a bus; or do a combination of bus and train. In May, daily temperatures in Orlando can reach 36°C, while at night they dip to 24°C. Finish your sightseeing early on the 23rd (Thu) to allow enough time to drive to St. Augustine.

On the 24th (Fri), see the interesting displays at The Ximenez-Fatio House, explore the historical opulence of Castillo de San Marcos National Monument, then stroll through St. Augustine Beach, and finally sample the fine beverages at St. Augustine Distillery.

To see more things to do, where to stay, photos, and other tourist information, read St. Augustine online trip maker.

Traveling by car from Orlando to St. Augustine takes 2 hours. Alternatively, you can drive; or take a bus. Traveling from Orlando in May, you will find days in St. Augustine are little chillier (33°C), and nights are about the same (22°C). Finish your sightseeing early on the 25th (Sat) to allow enough time to travel back home.