7 days in Southwest Florida Itinerary

7 days in Southwest Florida Itinerary

Created using Inspirock Southwest Florida trip itinerary maker

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Route & dates

7 days in Southwest Florida Itinerary

Start: Milan
Fly + bus:  15​h 15​min
1
Naples
— 2 nights
Drive:  45​min
2
Marco Island
— 1 night
Drive:  2​h 30​min
3
Sarasota
— 3 nights
Fly:  15​h 45​min
End: Milan

2
nights
Naples

Naples ©
Naples is a city in Collier County, Florida, United States. Start off your visit on the 27th (Sun): see what you can catch with a fishing tour, do a tasting at The Naples Winery, and then take in the waterfront at Naples Pier. On the next day, shop like a local with Waterside Shops, then stroll through Fort Myers Beach, and then admire the natural beauty at Edison & Ford Winter Estates.

To find ratings, maps, more things to do, and tourist information, read our Naples trip planner.

Milan, Italy to Naples is an approximately 15.5-hour combination of flight and bus. You can also do a combination of train, flight, and bus. The time zone difference when traveling from Milan to Naples is minus 6 hours. While traveling from Milan, expect much warmer days and a bit warmer nights in Naples, ranging from highs of 36°C to lows of 25°C. Finish your sightseeing early on the 28th (Mon) so you can drive to Marco Island.

Things to do in Naples

Outdoors Wildlife Parks

Side Trips

Edison and Ford Winter Estates, Fort Myers Beach
Highlights from your plan
Naples Pier ©
Naples Pier
Fishing Charters & Tours
Fort Myers Beach ©
Fort Myers Beach

1
night
Marco Island

Marco Island is a city in Collier County, Florida, United States, located on an island by the same name in the Gulf of Mexico off the coast of Southwest Florida. Start off your visit on the 29th (Tue): zoom along the surf with a waterskiing or jet-skiing adventure, glide through the air with a parasailing or paragliding tour, and then see majestic marine mammals with a dolphin and whale watching tour.

For where to stay, other places to visit, reviews, and other tourist information, use the Marco Island trip maker .

Drive from Naples to Marco Island in an hour. In October, daily temperatures in Marco Island can reach 35°C, while at night they dip to 23°C. Finish your sightseeing early on the 29th (Tue) so you can drive to Sarasota.

Things to do in Marco Island

Outdoors Tours Adventure
Highlights from your plan
Dolphin & Whale Watching
Waterskiing & Jetskiing
Parasailing & Paragliding

3
nights
Sarasota

Sarasota ©
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. On the 30th (Wed), brush up on your knowledge of spirits at Siesta Key Rum, then browse the exhibits of The Ringling, then observe the fascinating underwater world at Mote Marine Laboratory and Aquarium, and finally enjoy the sand and surf at Siesta Beach. Here are some ideas for day two: glide peacefully along the water with some of the best stand-up paddleboarding in the area, then don't miss a visit to St. Armands Circle, and then stop by Pepper Palace.

For where to stay, other places to visit, reviews, and other tourist information, you can read our Sarasota online visit planner .

Traveling by car from Marco Island to Sarasota takes 2.5 hours. Alternatively, you can take a bus. Expect a daytime high around 35°C in October, and nighttime lows around 23°C. Wrap up your sightseeing on the 1st (Fri) to allow time to travel back home.

Things to do in Sarasota

Outdoors Shopping Parks

Side Trip

Siesta Beach
Highlights from your plan
The Ringling ©
The Ringling
Siesta Beach ©
Siesta Beach
Siesta Key Rum ©
Siesta Key Rum

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