20 days in Italy Itinerary

20 days in Italy Itinerary

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Route & dates

20 days in Italy Itinerary

Start: Los Angeles
Fly:  15 h 15 min
1
Rome
— 4 nights
Train:  1 h 30 min
2
Florence
— 2 nights
+4
Train + Foot + Subway + Foot + Ferry:  4 h 45 min
3
Anacapri, Island of Capri
— 1 night
Drive:  45 min
4
Ravello
— 3 nights
+4
Bus + Train + Bus + Foot + Fly:  7 h
5
Venice
— 4 nights
Drive:  4 h 15 min
6
Cinque Terre
— 3 nights
Train + Fly:  20 h 45 min
End: Los Angeles

4
nights
Rome

Rome
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Your cultural itinerary includes sights like Galleria Borghese and Palatine Hill. Let the collections at Vatican Museums and Sistine Chapel capture your imagination. The adventure continues: make a trip to Piazza Navona, steep yourself in history at Roman Forum, take in the architecture and atmosphere at St. Clement Basilica, and contemplate in the serene atmosphere at Chiesa di Sant'Ignazio di Loyola.

To find maps, other places to visit, ratings, and more tourist information, you can read our Rome travel itinerary planner.

Los Angeles, USA to Rome is an approximately 15.5-hour flight. You can also do a combination of flight and train. The time zone difference when traveling from Los Angeles to Rome is 9 hours. Expect little chillier temperatures when traveling from Los Angeles in October; daily highs in Rome reach 73°F and lows reach 55°F. Finish your sightseeing early on the 15th (Mon) so you can take a train to Florence.

Things to do in Rome

Historic Sites Museums Beaches

Side Trip

Vatican City
Find places to stay Oct 11 — 15:
Highlights from your plan
Vatican Museums
Vatican Museums
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica

2
nights
Florence

Florence
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Explore hidden gems such as Basilica San Miniato al Monte and Castello di Verrazzano. Get a sense of the local culture at Bianco e Nero di Sonia Staccioli and Fattoria di Montefiridolfi. Explore Florence's surroundings by going to Comune Di Certaldo (in Certaldo), Riserva Naturale Lucciolabella (in Pienza) and Siena Tartufi (truffle hunting) (in Siena). There's more to do: stop by La Ceramica di Angela Pianigiani and kick back and relax at Easy Living - Spiaggia sull'Arno.

To see other places to visit, reviews, maps, and more tourist information, refer to the Florence driving holiday planner.

You can take a train from Rome to Florence in 1.5 hours. Alternatively, you can drive; or fly. In October, daily temperatures in Florence can reach 71°F, while at night they dip to 54°F. Finish your sightseeing early on the 17th (Wed) to allow enough time to travel to Anacapri.

Things to do in Florence

Shopping Parks Wineries

Side Trips

Siena, Castello di Verrazzano, Fattoria di Montefiridolfi, Riserva Naturale Lucciolabella, Comune Di Certaldo
Find places to stay Oct 15 — 17:
Highlights from your plan
Basilica San Miniato al Monte
Basilica San Miniato al Monte
Castello di Verrazzano ©
Castello di Verrazzano
Comune Di Certaldo ©
Comune Di Certaldo

1
night
Anacapri, Island of Capri

Anacapri ©
Anacapri is a comune on the island of Capri, in the Metropolitan City of Naples, Italy. Kick off your visit on the 18th (Thu): tour the water at your own pace with Capri Whales di Wendy, get to know the fascinating history of Scala Fenicia (Phoenician Steps), then get great views at Monte Solaro Chairlift Seggiovia Monte Solaro, and finally get engrossed in the history at Villa San Michele.

For ratings, traveler tips, where to stay, and more tourist information, refer to the Anacapri trip itinerary builder app .

Do a combination of train and ferry from Florence to Anacapri in 5 hours. Alternatively, you can do a combination of train, flight, and ferry; or do a combination of car and ferry. Plan for a bit warmer nights when traveling from Florence in October since evenings lows in Anacapri dip to 63°F. Finish your sightseeing early on the 18th (Thu) to allow enough time to ride a ferry to Ravello.

Things to do in Anacapri

Transportation Outdoors Tours

Side Trip

Capri Whales di Wendy
Find places to stay Oct 17 — 18:
Highlights from your plan
Villa San Michele ©
Villa San Michele
Scala Fenicia (Phoenician Steps) ©
Scala Fenicia (Phoenician Steps)

3
nights
Ravello

Ravello ©
Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
Escape the urban bustle at Sentiero degli dei (Path of the Gods) and Lido di Ravello. You'll explore and learn at Ceramiche d'Arte Carmela and Museo della Carta. There's still lots to do: take in the spiritual surroundings of Duomo di Ravello, pause for some serene contemplation at Duomo di Sant'Andrea, look for gifts at Ceramiche Cosmolena di Margherita di Palma, and get to know the fascinating history of Centro Storico Ravello.

To see photos, where to stay, reviews, and more tourist information, refer to the Ravello planning app .

You can ride a ferry from Anacapri to Ravello in an hour. Alternatively, you can do a combination of ferry and taxi. In October, daily temperatures in Ravello can reach 73°F, while at night they dip to 63°F. Finish up your sightseeing early on the 21st (Sun) so you can travel to Venice.

Things to do in Ravello

Historic Sites Parks Beaches

Side Trips

Amalfi, Il Sentiero Degli Dei
Find places to stay Oct 18 — 21:
Highlights from your plan
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens
Duomo di Ravello ©
Duomo di Ravello
Lido di Ravello ©
Lido di Ravello

4
nights
Venice

Venice
Virtually unchanged for the last six centuries, Venice is actually a group of islands made famous by a series of canals, bridges, monuments, piazzas, and narrow pedestrian lanes.
Your cultural itinerary includes sights like Basilica di San Marco and Cannaregio. Visiting Laguna di Bibione and Bibione Spiaggia will get you outdoors. Take a break from Venice with a short trip to Noventa di Piave Designer Outlet - McArthurGlen in Noventa di Piave, about 50 minutes away. Next up on the itinerary: get to know the fascinating history of St. Mark's Square, look for gifts at Prosciutto e Parmigiano ham&cheese To Go, pick up a one of a kind souvenir at Libreria antiquaria Segni nel Tempo, and hunt for treasures at Mercati di Rialto.

To find traveler tips, ratings, where to stay, and tourist information, use the Venice online tour itinerary planner .

You can do a combination of taxi, subway, and train from Ravello to Venice in 7 hours. Other options are to drive; or do a combination of bus, train, and flight. Expect a bit cooler temperatures when traveling from Ravello in October; daily highs in Venice reach 66°F and lows reach 51°F. Wrap up your sightseeing on the 25th (Thu) to allow time to drive to Cinque Terre.

Things to do in Venice

Shopping Historic Sites Beaches

Side Trips

Bibione, Noventa di Piave Designer Outlet - McArthurGlen
Find places to stay Oct 21 — 25:
Highlights from your plan
Basilica di San Marco
Basilica di San Marco
Piazza San Marco ©
Piazza San Marco
Cannaregio ©
Cannaregio

3
nights
Cinque Terre

Cinque Terre ©
Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Start off your visit on the 26th (Fri): pause for some serene contemplation at Santa Margherita di Antiochia Church, then step into the grandiose world of Castello Doria, then trek along Footpath Monterosso - Vernazza, and finally take a stroll around Vernazza. Get ready for a full day of sightseeing on the next day: explore the historical opulence of Castello di Riomaggiore, then appreciate the extensive heritage of Centro Storico del Paese di Tellaro, and then get to know the fascinating history of Borgo Storico di Manarola.

For where to stay, maps, reviews, and more tourist information, read Cinque Terre trip planning tool .

Traveling by car from Venice to Cinque Terre takes 4.5 hours. Alternatively, you can take a train; or take a bus. In October, plan for daily highs up to 71°F, and evening lows to 54°F. Wrap up your sightseeing by early afternoon on the 28th (Sun) to allow enough time to travel back home.

Things to do in Cinque Terre

Historic Sites Outdoors Trails

Side Trip

Centro Storico del Paese di Tellaro
Find places to stay Oct 25 — 28:
Highlights from your plan
Footpath Monterosso - Vernazza ©
Footpath Monterosso - Vernazza
Vernazza ©
Vernazza
Centro Storico del Paese di Tellaro ©
Centro Storico del Paese di Tellaro

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