15 days in Florida Itinerary

15 days in Florida Itinerary

Created using Inspirock Florida trip builder

Make it your trip
Miami Beach
— 3 nights
— 2 nights
Key West
— 5 nights
— 4 nights


Miami Beach

— 3 nights

The World's Playground

Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
Head to Lincoln Road and Sawgrass Millsfor plenty of shopping. Get a sense of the local culture at Art Deco Historic District and Vizcaya Museum and Gardens. Change things up with a short trip to Aventura Mall in Aventura (about 36 minutes away). There's much more to do: tour the pleasant surroundings at South Beach, wander the streets of Collins Avenue, shop like a local with Village of Merrick Park, and buy something for everyone on your list at Bayside Marketplace.

For photos, where to stay, traveler tips, and other tourist information, read our Miami Beach trip itinerary planner.

Florence, Italy to Miami Beach is an approximately 15.5-hour flight. The time zone difference when traveling from Florence to Miami Beach is minus 6 hours. Traveling from Florence in August, plan for a bit warmer nights in Miami Beach, with lows around 30°C. Cap off your sightseeing on the 15th (Sat) early enough to go by car to Islamorada.

Things to do in Miami Beach

Shopping · Neighborhoods · Parks · Historic Sites

Side Trips


— 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.
Kick off your visit on the 16th (Sun): shop like a local with Lobster Trap Art Gift Shop and Gallery, sample the tasty concoctions at Islamorada Brewery & Distillery, then explore the galleries of Pasta Pantaleo Signature Gallery, and finally appreciate the extensive heritage of Indian Key State Historic Site. On the 17th (Mon), you'll have a packed day of sightseeing: view the masterpieces at Old Road Gallery, look for gifts at Petals With Pizzazz, take in the architecture and atmosphere at San Pablo Catholic Church, then get a taste of the local shopping with Shady Palm Art Gallery & Photography, and finally tour the pleasant surroundings at Sombrero Beach.

To see other places to visit, ratings, and other tourist information, go to the Islamorada online trip planner.

You can drive from Miami Beach to Islamorada in 2 hours. Alternatively, you can do a combination of bus and shuttle; or take a bus. August in Islamorada sees daily highs of 39°C and lows of 31°C at night. Finish your sightseeing early on the 17th (Mon) to allow enough time to drive to Key West.

Things to do in Islamorada

Historic Sites · Shopping · Museums · Beaches

Side Trip

Key West

— 5 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.
Visit Truman Little White House and Key West Shipwreck Treasure Museum for their historical value. Your itinerary includes some good beach time at Bahia Honda State Park and Fort Zachary Taylor. Next up on the itinerary: see the interesting displays at The Ernest Hemingway Home and Museum, identify plant and animal life at Key West Butterfly & Nature Conservatory, steep yourself in history at Curry Mansion, and take a memorable tour with Tours.

For traveler tips, photos, more things to do, and more tourist information, use the Key West travel planner.

You can drive from Islamorada to Key West in 2 hours. Another option is to take a bus. August in Key West sees daily highs of 38°C and lows of 32°C at night. Wrap up your sightseeing on the 22nd (Sat) to allow time to travel to Orlando.

Things to do in Key West

Museums · Historic Sites · Outdoors · Shopping

Side Trip


— 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.
Orlando is known for theme parks, nightlife, and fun & games. Your plan includes some of its best attractions: find something for the whole family at Universal Orlando Resort, explore the world behind art at Charles Hosmer Morse Museum of American Art, get your game on at The Escape Game Orlando, and make an unforgettable trip to Walt Disney World Resort.

To see maps, other places to visit, reviews, and tourist information, read Orlando online travel route planner.

You can fly from Key West to Orlando in 4.5 hours. Alternatively, you can drive; or take a bus. Traveling from Key West in August, expect slightly colder with lows of 28°C in Orlando. Cap off your sightseeing on the 26th (Wed) early enough to travel back home.

Things to do in Orlando

Theme Parks · Fun & Games · Museums · Nightlife

Side Trip

Florida travel guide

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.