20 days in Florence, Rome & Southern Italy Itinerary

20 days in Florence, Rome & Southern Italy Itinerary

Created using Inspirock Italy route planner
Make it your trip
Fly
1
Florence
— 2 nights
Train
2
Rome
— 2 nights
Train
3
Naples
— 5 nights
Drive
4
Sorrento
— 3 nights
Ferry
5
Anacapri, Island of Capri
— 1 night
Ferry
6
Amalfi
— 5 nights
Fly

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Florence — 2 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
On the 7th (Fri), steep yourself in history at Basilica of Santa Croce, don't miss a visit to Piazza della Signoria, then get to know the fascinating history of Piazza del Duomo, then take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, and finally take in panoramic vistas at Campanile di Giotto. Here are some ideas for day two: explore the world behind art at Florence Academy of Fine Arts, snap pictures at Ponte Vecchio, make a trip to Piazzale Michelangelo, then admire the masterpieces at Pitti Palace, and finally make a trip to The Baptistery of St. John.

To see where to stay, photos, traveler tips, and more tourist information, read our Florence tour itinerary builder.

Dubai, United Arab Emirates to Florence is an approximately 9-hour flight. Due to the time zone difference, you'll gain 3 hours traveling from Dubai to Florence. Traveling from Dubai in October, things will get colder in Florence: highs are around 25°C and lows about 14°C. Finish up your sightseeing early on the 9th (Sun) so you can catch the train to Rome.
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Historic Sites · Museums
Find places to stay Oct 7 — 9:

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.
Kick off your visit on the 9th (Sun): make a trip to Spanish Steps, make a trip to Trevi Fountain, admire the striking features of Pantheon, then don't miss a visit to Piazza Navona, and finally steep yourself in history at St. Peter's Basilica. Get ready for a full day of sightseeing on the next day: explore the galleries of Vatican Museums, delve into the distant past at Palatine Hill, and then explore the ancient world of Colosseum.

For other places to visit, more things to do, reviews, and more tourist information, you can read our Rome day trip planner.

You can take a train from Florence to Rome in 2.5 hours. Other options are to fly; or drive. In October, daily temperatures in Rome can reach 26°C, while at night they dip to 15°C. Cap off your sightseeing on the 11th (Tue) early enough to catch the train to Naples.
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Historic Sites · Museums
Side Trip
Find places to stay Oct 9 — 11:

Naples — 5 nights

Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. You'll visit kid-friendly attractions like Pompeii Archaeological Park and Villa dei Misteri. Explore the numerous day-trip ideas around Naples: Pompeii (Forum, House of Menander (Casa del Menandro), &more), Salerno (Giardino della Minerva, Promenade Trieste, &more) and Vesuvio National Park (in Ottaviano). The adventure continues: steep yourself in history at Parco Acheologico di Ercolano, explore the world behind art at Museo Cappella Sansevero, delve into the distant past at Teatro Grande, and take an in-depth tour of Galleria Borbonica.

To see other places to visit, where to stay, photos, and more tourist information, go to the Naples road trip site.

Take a train from Rome to Naples in 2 hours. Alternatively, you can drive; or fly. In October in Naples, expect temperatures between 27°C during the day and 17°C at night. Finish your sightseeing early on the 16th (Sun) so you can drive to Sorrento.
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Historic Sites · Museums · Parks · Nature
Side Trips
Find places to stay Oct 11 — 16:

Sorrento — 3 nights

Land of the Sirens

A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
You'll visit kid-friendly attractions like Boat Tours & Water Sports and Food Tours. Explore Sorrento's surroundings by going to Chiesa di Santa Croce (in Nocelle) and Positano (Fornillo, Positano, &more). There's lots more to do: contemplate in the serene atmosphere at Chiesa e Convento di S. Francesco, admire the striking features of Basilica di Sant'Antonino, appreciate the history behind Monumento a Sant'Antonio Abate, and make a trip to Piazza Tasso.

To find more things to do, reviews, maps, and other tourist information, you can read our Sorrento trip planner.

Traveling by car from Naples to Sorrento takes 1.5 hours. Alternatively, you can ride a ferry; or take a train. Expect a daytime high around 26°C in October, and nighttime lows around 20°C. Wrap up your sightseeing on the 19th (Wed) early enough to ride a ferry to Anacapri.
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Outdoors · Tours · Historic Sites · Beaches
Side Trips
Find places to stay Oct 16 — 19:

Anacapri, Island of Capri — 1 night

Anacapri is a comune on the island of Capri, in the Metropolitan City of Naples, Italy. Start off your visit on the 20th (Thu): trek along Fortini Coastal Walk, Head underground at Blue Grotto, explore the galleries of Villa San Michele, then stroll through Monte Solaro, then kick back and relax at Marina Piccola, and finally explore the striking landscape at I Faraglioni.

For traveler tips, where to stay, maps, and more tourist information, go to the Anacapri trip maker.

You can ride a ferry from Sorrento to Anacapri in an hour. In October in Anacapri, expect temperatures between 26°C during the day and 20°C at night. Cap off your sightseeing on the 20th (Thu) early enough to catch the ferry to Amalfi.
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Parks · Nature · Outdoors · Trails
Side Trip
Find places to stay Oct 19 — 20:

Amalfi — 5 nights

Painted Town

Known for its impressive hillside cascade of colorful stone buildings down to the Mediterranean shore, Amalfi is the cultural and commercial heart of southern Italy's Amalfi Coast.
Kids will enjoy Villa Rufolo and Amalfi Coast. Get out of town with these interesting Amalfi side-trips: Positano (Il Sentiero Degli Dei & Le Ali nel Vento - Birds of Prey Experience) and Parrocchia Di San Gennaro (in Praiano). There's lots more to do: contemplate the long history of Villa Cimbrone Gardens, indulge in some culinary diversions at a local gastronomic tour, make a trip to Fontana Cap e Ciuccio, and explore the fascinating underground world of Cave of Smeraldo.

To see photos, other places to visit, more things to do, and more tourist information, read Amalfi trip planner.

Getting from Anacapri to Amalfi by ferry takes about 1.5 hours. Other options: do a combination of ferry and taxi; or do a combination of ferry and bus. In October in Amalfi, expect temperatures between 26°C during the day and 20°C at night. On the 25th (Tue), wrap the sightseeing up by early afternoon so you can fly back home.
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Historic Sites · Parks · Outdoors · Tours
Side Trips
Find places to stay Oct 20 — 25: