8 days in Florida Itinerary

8 days in Florida Itinerary

Created using Inspirock Florida tour itinerary planner
Make it your trip
Fly to Jacksonville International Airport, Drive to St. Augustine
St. Augustine
Miami Beach
— 2 nights
— 1 night
Sanibel Island
— 1 night
Taxi to Fort Myers Beach, FL, Ferry to Key West
Key West
— 3 nights


St. Augustine

St. On the 17th (Sun), gain insight at Flagler College and then enjoy the sand and surf at St. Augustine Beach.

To find other places to visit, reviews, and more tourist information, read St. Augustine day trip app.

Kalamazoo to St. Augustine is an approximately 7-hour combination of flight and car. You can also drive. Traveling from Kalamazoo in July, expect St. Augustine to be a bit warmer, temps between 90°F and 75°F. Wrap up your sightseeing on the 17th (Sun) to allow time to drive to Miami Beach.
Beaches · Outdoors · Parks

Miami Beach — 2 nights

Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
On the 18th (Mon), kick back and relax at Hollywood Beach, then admire the masterpieces at The Wolfsonian - Florida International University, and then kick back and relax at Bill Baggs Cape Florida State Park. Keep things going the next day: wander the streets of Collins Avenue, then visit Art Deco Historic District, and then tour the pleasant surroundings at Lincoln Road.

To see where to stay, reviews, maps, and more tourist information, go to the Miami Beach road trip website.

You can drive from St. Augustine to Miami Beach in 5.5 hours. Alternatively, you can do a combination of bus and flight; or take a bus. In July, daily temperatures in Miami Beach can reach 91°F, while at night they dip to 78°F. Cap off your sightseeing on the 19th (Tue) early enough to go by car to Naples.
Parks · Neighborhoods · Beaches · Outdoors
Side Trips

Naples — 1 night

On the 20th (Wed), walk around Clam Pass Park, enjoy the sand and surf at Lowdermilk Beach, and then wander the streets of Fifth Avenue South.

Plan my day in Naples using traveler tips and tourist information provided by Inspirock.

You can drive from Miami Beach to Naples in 2.5 hours. Other options are to take a bus; or take a bus. In July, daily temperatures in Naples can reach 90°F, while at night they dip to 76°F. Finish your sightseeing early on the 20th (Wed) to allow enough time to drive to Sanibel Island.
Beaches · Outdoors · Parks · Neighborhoods

Sanibel Island — 1 night

Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
On the 21st (Thu), enjoy the sand and surf at Bowman's Beach, tour the pleasant surroundings at Blind Pass Beach Park, and then tour the pleasant surroundings at Captiva Beach.

For traveler tips, ratings, where to stay, and tourist information, read Sanibel Island trip tool.

Traveling by car from Naples to Sanibel Island takes 1.5 hours. In July in Sanibel Island, expect temperatures between 91°F during the day and 75°F at night. Finish your sightseeing early on the 21st (Thu) to allow enough time to travel to Key West.
Beaches · Outdoors · Parks
Side Trip

Key West — 3 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.
Discover out-of-the-way places like Bahia Honda State Park and Key West Garden Club. Step out of Key West with an excursion to The Turtle Hospital in Marathon--about 1h 5 min away. The adventure continues: examine the collection at The Ernest Hemingway Home and Museum, tour the pleasant surroundings at Key West Butterfly & Nature Conservatory, stroll the grounds of Key West Cemetery, and get a taste of the local shopping with Alan S. Maltz Gallery.

For more things to do, reviews, where to stay, and more tourist information, refer to the Key West online vacation planner.

Do a combination of taxi and ferry from Sanibel Island to Key West in 5 hours. Alternatively, you can drive; or do a combination of taxi and bus. Plan for somewhat warmer nights when traveling from Sanibel Island in July since evenings lows in Key West dip to 81°F. Wrap up your sightseeing on the 24th (Sun) to allow time to travel back home.
Parks · Museums · Beaches · Outdoors
Side Trips

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.