18 days in Italy Itinerary

18 days in Italy Itinerary

Created using Inspirock Italy trip planner
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Fly to Leonardo da Vinci–Fiumicino Airport, Drive to Saturnia
1
Saturnia
— 2 nights
Drive
2
Porto Santo Stefano
— 2 nights
Drive
3
Radicofani
— 4 nights
Drive
4
Florence
— 1 night
Drive
5
Barga
— 3 nights
Drive
6
Sassetta
— 2 nights
Drive
7
Rome
— 2 nights
Fly

S M T W T F S
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30
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Saturnia — 2 nights

On the 30th (Fri), take in the natural beauty of Terme di Saturnia - Parco Termale, then witness a stunning natural landmark at Cascate del Mulino, and then contemplate in the serene atmosphere at Piccola Gerusalemme di Maremma. On your second day here, contemplate in the serene atmosphere at Chiesa di San Giorgio, step into the grandiose world of Piazza del Castello di Montemerano, then appreciate the extensive heritage of Pitigliano Centro Storico, then get to know the fascinating history of Sorano Centro Storico, and finally contemplate in the serene atmosphere at Cattedrale di San Pietro.

To see more things to do, where to stay, reviews, and more tourist information, use the Saturnia trip planner.

Chicago, USA to Saturnia is an approximately 20.5-hour combination of flight and car. The time zone difference when traveling from Chicago to Saturnia is 7 hours. Expect a daytime high around 81°F in September, and nighttime lows around 61°F. On the 2nd (Sun), you'll have the morning to explore before heading off to Porto Santo Stefano.
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Historic Sites · Nature · Parks · Spas
Side Trips
Find places to stay Sep 30 — Oct 2:

Porto Santo Stefano — 2 nights

On the 2nd (Sun), get to know the fascinating history of Centro Storico di Porto Ercole, then get outside with Outdoor Activities, then stroll through Riva del Marchese, and finally explore the historical opulence of Forte Filippo. On your second day here, examine the collection at Acquario Mediterraneo dell'Argentario, get great views at Strada Panoramica di Porto S. Stefano, then explore the historical opulence of Giglio Castello, and finally see the interesting displays at Forte Stella.

To find traveler tips, where to stay, more things to do, and other tourist information, read Porto Santo Stefano trip planner.

Traveling by car from Saturnia to Porto Santo Stefano takes 1.5 hours. Alternatively, you can take a bus. October in Porto Santo Stefano sees daily highs of 73°F and lows of 56°F at night. Finish your sightseeing early on the 4th (Tue) to allow enough time to drive to Radicofani.
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Historic Sites · Outdoors · Museums · Beaches
Side Trips
Find places to stay Oct 2 — 4:

Radicofani — 4 nights

Radicofani is a comune in the Province of Siena in the Italian region Tuscany, located in the natural park of Val D' Orcia about 110km southeast of Florence and about 60km southeast of Siena. Archeological Museum and Tomb of Hell's Quadriga and Mining Museum Park will appeal to museum buffs. Escape the urban bustle at Fosso Bianco - Bagni San Filippo and Terme di San Filippo. Change things up with these side-trips from Radicofani: Piegaro (Pomario & Museo del Vetro), Centro Storico di Paciano (in Paciano) and Cantine Ravazzi (in San Casciano dei Bagni). There's still lots to do: don't miss a visit to Terme Bagno Vignoni, pause for some serene contemplation at Abbazia San Salvatore, relax and rejuvenate at Fonteverde Terme, and learn about winemaking at Azienda Pinzi Pinzuti.

For photos, maps, traveler tips, and tourist information, read our Radicofani itinerary builder.

You can drive from Porto Santo Stefano to Radicofani in 2 hours. Another option is to drive. In October, daily temperatures in Radicofani can reach 70°F, while at night they dip to 52°F. Finish your sightseeing early on the 8th (Sat) so you can drive to Florence.
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Historic Sites · Wineries · Museums · Parks
Side Trips
Find places to stay Oct 4 — 8:

Florence — 1 night

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
On the 8th (Sat), admire the masterpieces at Florence Academy of Fine Arts, then get outside with Riding with Cosimo, and then explore the world behind art at Pitti Palace. Get ready for a full day of sightseeing on the next day: don't miss a visit to Piazzale Michelangelo, snap pictures at Ponte Vecchio, then appreciate the extensive heritage of Piazza del Duomo, then steep yourself in history at Cathedral of Santa Maria del Fiore, and finally appreciate the extensive heritage of Piazza della Signoria.

To see traveler tips, other places to visit, and other tourist information, go to the Florence trip planner.

You can drive from Radicofani to Florence in 2 hours. Expect a daytime high around 71°F in October, and nighttime lows around 54°F. Finish up your sightseeing early on the 9th (Sun) so you can go by car to Barga.
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Outdoors · Tours · Wildlife · Museums
Find places to stay Oct 8 — 9:

Barga — 3 nights

Barga is a medieval town and comune of the province of Lucca in Tuscany, central Italy. On the next day, let the river carry you with a rafting and tubing tour, then learn about winemaking at Podere Concori, then take in the architecture and atmosphere at Duomo di San Cristoforo, and finally learn about winemaking at La Cantina del Vino.

For traveler tips, more things to do, other places to visit, and tourist information, read Barga itinerary planner.

Traveling by car from Florence to Barga takes 2 hours. In October, daily temperatures in Barga can reach 69°F, while at night they dip to 57°F. Cap off your sightseeing on the 12th (Wed) early enough to go by car to Sassetta.
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Nature · Parks · Wildlife · Wineries
Side Trips
Find places to stay Oct 9 — 12:

Sassetta — 2 nights

Sassetta is a comune (municipality) in the Province of Livorno in the Italian region Tuscany, located about 90km southwest of Florence and about 50km southeast of Livorno.Sassetta borders the following municipalities: Castagneto Carducci, Monteverdi Marittimo, Suvereto. Start off your visit on the 12th (Wed): test the waters at Terme di Sassetta, then admire the masterpieces at Museo Civico e Diocesano d'Arte Sacra, then contemplate in the serene atmosphere at Casa natale di San Galgano, and finally take in the architecture and atmosphere at Propositura di San Michele Arcangelo. Keep things going the next day: take in the spiritual surroundings of Chiostro e Convento di San Francesco, learn about winemaking at Petra, then take in the dramatic natural features at Parco Naturalistico Le Biancane, and finally get curious at MUBIA - Geo Museo De Le Biancane.

To see more things to do, traveler tips, ratings, and tourist information, you can read our Sassetta trip itinerary builder.

Traveling by car from Barga to Sassetta takes 2.5 hours. Alternatively, you can drive. In October, plan for daily highs up to 73°F, and evening lows to 56°F. Wrap up your sightseeing on the 14th (Fri) early enough to drive to Rome.
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Historic Sites · Museums · Wineries · Nature
Side Trips
Find places to stay Oct 12 — 14:

Rome — 2 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Start off your visit on the 14th (Fri): ponder the design of Trevi Fountain, then admire the striking features of Pantheon, then steep yourself in history at St. Peter's Basilica, and finally get to know the fascinating history of Piazza Navona. Get ready for a full day of sightseeing on the next day: delve into the distant past at Catacombs of Saint Callixtus, then delve into the distant past at Colosseum, then delve into the distant past at Palatine Hill, and finally contemplate the long history of Roman Forum.

For reviews, traveler tips, other places to visit, and other tourist information, read Rome online tour itinerary planner.

Getting from Sassetta to Rome by car takes about 3.5 hours. In October, plan for daily highs up to 73°F, and evening lows to 55°F. You will have some time to spend on the 16th (Sun) before leaving for home.
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Historic Sites
Side Trip
Find places to stay Oct 14 — 16:

Italy travel guide

4.6
Landmarks · Ruins · Beaches
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.
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