8 days in Florida Itinerary

8 days in Florida Itinerary

Created using Inspirock Florida trip itinerary builder

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. For other places to visit, photos, and more tourist information, go to the St. Augustine vacation tool.

Kalamazoo to St. Augustine is an approximately 7.5-hour combination of flight and car. You can also drive. While traveling from Kalamazoo, expect a bit warmer days and much warmer nights in St. Augustine, ranging from highs of 78°F to lows of 62°F. On the 12th (Tue), you'll travel to Miami Beach.

Things to do in St. Augustine

Outdoors · Parks · Tours · Wildlife
Find places to stay Apr 12 — 13:

Miami Beach

— 2 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.
On the 13th (Wed), stroll through Hollywood Beach, admire the masterpieces at The Wolfsonian - Florida International University, and then enjoy the sand and surf at Bill Baggs Cape Florida State Park. Keep things going the next day: take a stroll through Collins Avenue, then appreciate the extensive heritage of Art Deco Historic District, then tour the pleasant surroundings at South Beach, and finally get a taste of the local shopping with Lincoln Road.

To see more things to do, traveler tips, other places to visit, and other tourist information, refer to the Miami Beach day trip planning tool.

Getting from St. Augustine to Miami Beach by car takes about 5.5 hours. Other options: do a combination of bus and flight; or take a bus. Traveling from St. Augustine in April, expect Miami Beach to be somewhat warmer, temps between 85°F and 71°F. Wrap up your sightseeing on the 14th (Thu) early enough to drive to Naples.

Things to do in Miami Beach

Parks · Neighborhoods · Beaches · Outdoors

Side Trips

Find places to stay Apr 12 — 14:


— 1 night
On the 15th (Fri), enjoy the sand and surf at Clam Pass Park, then stroll through Lowdermilk Beach, and then get a taste of the local shopping with Fifth Avenue South.

For ratings, more things to do, traveler tips, and tourist information, read our Naples online holiday planner.

Traveling by car from Miami Beach to Naples takes 2.5 hours. Alternatively, you can take a bus; or take a bus. In April, daily temperatures in Naples can reach 85°F, while at night they dip to 67°F. Finish your sightseeing early on the 15th (Fri) to allow enough time to drive to Sanibel Island.

Things to do in Naples

Parks · Beaches · Outdoors · Neighborhoods
Find places to stay Apr 14 — 15:

Sanibel Island

— 1 night
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
On the 16th (Sat), kick back and relax at Bowman's Beach, then stroll through Blind Pass Beach Park, and then enjoy the sand and surf at Captiva Beach.

For maps, photos, reviews, and tourist information, go to the Sanibel Island trip app.

Getting from Naples to Sanibel Island by car takes about 1.5 hours. In April in Sanibel Island, expect temperatures between 87°F during the day and 66°F at night. Finish up your sightseeing early on the 16th (Sat) so you can travel to Key West.

Things to do in Sanibel Island

Parks · Beaches · Outdoors

Side Trip

Find places to stay Apr 15 — 16:

Key West

— 3 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.
Step off the beaten path and head to Bahia Honda State Park and Spas. Attractions like The Ernest Hemingway Home and Museum and Mel Fisher Maritime Heritage Museum make great kid-friendly stops. Step out of Key West with an excursion to The Turtle Hospital in Marathon--about 1h 5 min away. And it doesn't end there: go for a walk through West Martello Tower, take in nature's colorful creations at Key West Garden Club, tour the pleasant surroundings at Key West Butterfly & Nature Conservatory, and brush up on your military savvy at U.S. Coast Guard Cutter Ingham Maritime Museum.

To find reviews, other places to visit, traveler tips, and more tourist information, go to the Key West route builder website.

Traveling by combination of taxi and ferry from Sanibel Island to Key West takes 5 hours. Alternatively, you can drive; or do a combination of taxi and bus. Expect somewhat warmer evenings in Key West when traveling from Sanibel Island in April, with lows around 74°F. Cap off your sightseeing on the 19th (Tue) early enough to travel back home.

Things to do in Key West

Parks · Museums · Beaches · Outdoors

Side Trips

Find places to stay Apr 16 — 19:

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.