8 days in Florida Itinerary

8 days in Florida Itinerary

Created using Inspirock Florida journey planner

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Route & dates

8 days in Florida Itinerary

Start: Sofia
Fly + bus:  18​h
1
Naples
— 1 day
Drive:  1​h 15​min
2
Sanibel Island
— 2 nights
Drive:  3​h 45​min
3
Orlando
— 1 night
Drive:  2​h
4
St. Augustine
— 1 night
Drive + Fly:  5​h 15​min
5
Miami Beach
— 1 day
Fly:  16​h 30​min
End: Sofia

1
day
Naples

Naples ©
Naples is a city in Collier County, Florida, United States. Kick off your visit on the 29th (Sat): don't miss a visit to Waterside Shops, enjoy the sand and surf at Lowdermilk Beach, then stop by Fifth Avenue South, and finally look for gifts at Island Trends.

For maps, traveler tips, photos, and tourist information, read Naples trip itinerary planning site .

Sofia, Bulgaria to Naples is an approximately 18-hour flight. Due to the time zone difference, you'll gain 7 hours traveling from Sofia to Naples. When traveling from Sofia in September, plan for a bit warmer days and much warmer nights in Naples: temperatures range from 37°C by day to 28°C at night. Finish your sightseeing early on the 29th (Sat) to allow enough time to drive to Sanibel Island.

Things to do in Naples

Shopping Beaches Parks
Highlights from your plan
Fifth Avenue South ©
Fifth Avenue South
Waterside Shops ©
Waterside Shops
Island Trends ©
Island Trends

2
nights
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
On the 30th (Sun), hunt for treasures at Sanibel Island Farmer's Market, then enjoy the sand and surf at Fort Myers Beach, and then enjoy the sand and surf at Bowman's Beach. Keep things going the next day: enjoy the sea views from Sanibel Island Lighthouse, stop by Sanibel Seashell Industries, then look for gifts at Bailey's General Store, and finally enjoy the sand and surf at Captiva Beach.

For maps, photos, other places to visit, and other tourist information, use the Sanibel Island trip planner .

Getting from Naples to Sanibel Island by car takes about 1.5 hours. Other options: do a combination of bus and taxi. In September in Sanibel Island, expect temperatures between 38°C during the day and 27°C at night. Wrap up your sightseeing on the 1st (Mon) early enough to drive to Orlando.

Things to do in Sanibel Island

Beaches Parks Outdoors

Side Trips

Fort Myers Beach, Captiva Beach
Highlights from your plan
Bowman's Beach ©
Bowman's Beach
Captiva Beach ©
Captiva Beach
Fort Myers Beach ©
Fort Myers Beach

1
night
Orlando

Orlando ©
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.
On the 2nd (Tue), discover the magic at Happily Ever After Fireworks, revel in the low prices at Orlando Premium Outlets - Vineland Avenue, and then take a stroll through International Drive.

Plan my Orlando trip by asking Inpirock to come up with tips and suggestions.

Traveling by car from Sanibel Island to Orlando takes 4 hours. Alternatively, you can do a combination of taxi and bus. In October, daily temperatures in Orlando can reach 34°C, while at night they dip to 24°C. Wrap up your sightseeing on the 2nd (Tue) to allow time to drive to St. Augustine.

Things to do in Orlando

Shopping Neighborhoods Theme Parks
Highlights from your plan
Happily Ever After Fireworks ©
Happily Ever After Fireworks
International Drive ©
International Drive
Orlando Vineland Premium Outlets ©
Orlando Vineland Premium Outlets

1
night
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Kick off your visit on the 3rd (Wed): sample the fine beverages at St. Augustine Distillery, then kick back and relax at St. Augustine Beach, then explore and take pictures at Flagler College, and finally stop by Faux Paws.

To see more things to do, ratings, traveler tips, and more tourist information, read our St. Augustine tour itinerary planning website .

Traveling by car from Orlando to St. Augustine takes 2 hours. Alternatively, you can take a bus. While traveling from Orlando, expect a bit cooler days and about the same nights in St. Augustine, ranging from highs of 31°C to lows of 22°C. Finish your sightseeing early on the 3rd (Wed) so you can drive to Miami Beach.

Things to do in St. Augustine

Beaches Parks Outdoors
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
Flagler College ©
Flagler College
Faux Paws ©
Faux Paws

1
day
Miami Beach

Miami Beach ©
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 4th (Thu), take a stroll through Collins Avenue, get a taste of the local shopping with Lincoln Road, then get to know the fascinating history of Art Deco Historic District, and finally enjoy the sand and surf at South Beach.

To find traveler tips, where to stay, more things to do, and more tourist information, use the Miami Beach online route planner .

You can drive from St. Augustine to Miami Beach in 5.5 hours. Alternatively, you can do a combination of bus, flight, and tram; or do a combination of bus, flight, and train. Traveling from St. Augustine in October, expect Miami Beach to be somewhat warmer, temps between 36°C and 27°C. Finish your sightseeing early on the 4th (Thu) to allow enough time to travel back home.

Things to do in Miami Beach

Neighborhoods Shopping Historic Sites
Highlights from your plan
Art Deco Historic District ©
Art Deco Historic District
Collins Avenue ©
Collins Avenue
Lincoln Road ©
Lincoln Road

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