20 days in Italy Itinerary

20 days in Italy Itinerary

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Route & dates

20 days in Italy Itinerary

Start: New York City
bus + Fly:  11​h 30​min
1
Venice
— 2 nights
Drive:  3​h
2
Como
— 2 nights
Drive:  2​h
3
Verona
— 2 nights
Drive:  3​h 15​min
4
Siena
— 2 nights
Drive:  1​h
5
San Gimignano
— 3 nights
Drive:  2​h 45​min
6
Cinque Terre
— 3 nights
Drive:  2​h 30​min
7
Florence
— 4 nights
Fly:  14​h 15​min
End: New York City

2
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.
Kick off your visit on the 8th (Sat): admire the striking features of Doge's Palace, then take in the views from Ponte dei Sospiri, then don't miss a visit to Basilica di San Marco, and finally contemplate the waterfront views at Canal Grande. Get ready for a full day of sightseeing on the 9th (Sun): admire the masterpieces at Peggy Guggenheim Collection, don't miss a visit to Basilica dei Santi Giovanni e Paolo (San Zanipolo), then snap pictures at Ponte di Rialto, and finally make a trip to Piazza San Marco.

To find photos, more things to do, and other tourist information, read our Venice travel route planner.

New York City, USA to Venice is an approximately 11.5-hour combination of bus and flight. You can also fly; or do a combination of flight and train. Traveling from New York City to Venice, you'll lose 6 hours due to the time zone difference. Traveling from New York City in August, Venice is slightly colder at night with lows of 66°F. Cap off your sightseeing on the 9th (Sun) early enough to go by car to Como.

Things to do in Venice

Historic Sites Museums Nature
Highlights from your plan
Canal Grande ©
Canal Grande
Piazza San Marco ©
Piazza San Marco
Basilica di San Marco
Basilica di San Marco

2
nights
Como

Como ©
Known for its idyllic location on the shores of Lake Como and at the foot of the Alps, Como is one of northern Italy's most popular tourist destinations.
Start off your visit on the 10th (Mon): contemplate the waterfront views at Lago di Como, make a trip to Borgo di Pescallo, and then admire the striking features of i Giardini di Villa Melzi. Keep things going the next day: admire the natural beauty at Villa Carlotta, then admire the landmark architecture of Villa del Balbianello, then admire the landmark architecture of Villa Olmo, and finally pause for some serene contemplation at Cathedral of Como (Duomo).

For ratings, traveler tips, maps, and more tourist information, you can read our Como road trip planner .

Traveling by car from Venice to Como takes 3 hours. Alternatively, you can take a train; or do a combination of bus and train. Expect a daytime high around 83°F in August, and nighttime lows around 64°F. Finish your sightseeing early on the 11th (Tue) so you can drive to Verona.

Things to do in Como

Parks Museums Nature

Side Trips

Bellagio, Tremezzina, Lago di Como
Highlights from your plan
Villa Carlotta ©
Villa Carlotta
Villa del Balbianello ©
Villa del Balbianello
i Giardini di Villa Melzi ©
i Giardini di Villa Melzi

2
nights
Verona

Verona ©
The famous setting for Shakespeare's star-crossed lovers, Romeo and Juliet, Verona is one of northern Italy's main tourist destinations, largely owing to its incredibly rich artistic heritage.
On the 12th (Wed), find something for the whole family at Gardaland Park, then take a stroll through Piazza delle Erbe, and then explore the ancient world of Arena di Verona. Keep things going the next day: explore the historical opulence of Museo di Castelvecchio, then take in the spiritual surroundings of Basilica di San Zeno Maggiore, then admire the landmark architecture of Casa di Giulietta, and finally make a trip to Piazza Bra.

For other places to visit, traveler tips, where to stay, and tourist information, refer to the Verona road trip planning site .

Traveling by car from Como to Verona takes 2 hours. Alternatively, you can take a train; or take a bus. In August, daytime highs in Verona are 86°F, while nighttime lows are 64°F. Finish your sightseeing early on the 13th (Thu) so you can drive to Siena.

Things to do in Verona

Theme Parks Historic Sites Shopping

Side Trip

Gardaland Park
Highlights from your plan
Gardaland Park ©
Gardaland Park
Arena di Verona ©
Arena di Verona
Basilica di San Zeno Maggiore ©
Basilica di San Zeno Maggiore

2
nights
Siena

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
On the 14th (Fri), make a trip to Piazza del Campo and then indulge your senses at some of the top wineries in the area. Here are some ideas for day two: make a trip to Centro Storico di Siena, take in the architecture and atmosphere at Duomo di Siena, then get lost in a book at Biblioteca Piccolomini, and finally enjoy breathtaking views from Torre del Mangia.

To see traveler tips, ratings, where to stay, and more tourist information, use the Siena trip website .

Traveling by car from Verona to Siena takes 3.5 hours. Alternatively, you can do a combination of train and bus; or take a train. In August, plan for daily highs up to 89°F, and evening lows to 67°F. Wrap up your sightseeing on the 15th (Sat) early enough to drive to San Gimignano.

Things to do in Siena

Historic Sites Tours
Highlights from your plan
Wine Tours & Tastings
Piazza del Campo ©
Piazza del Campo
Duomo di Siena ©
Duomo di Siena

3
nights
San Gimignano

San Gimignano ©
A historical gem in the heart of Tuscany, San Gimignano is known as the Town of Fine Towers for its jutting skyline of high city walls.
San Gimignano is known for historic sites, wineries, museums, classes, and shopping. Your plan includes some of its best attractions: do a tasting at Guardastelle Vineyard, make a trip to San Gimignano Bell Tower, contemplate the long history of Historic Centre of San Gimignano, and admire the landmark architecture of Walls of Monteriggioni.

To find where to stay, reviews, ratings, and other tourist information, use the San Gimignano trip planner .

Getting from Siena to San Gimignano by car takes about an hour. Other options: take a bus; or do a combination of train and bus. In August, plan for daily highs up to 86°F, and evening lows to 64°F. On the 18th (Tue), wrap the sightseeing up by early afternoon so you can drive to Cinque Terre.

Things to do in San Gimignano

Historic Sites Wineries Museums

Side Trip

Walls of Monteriggioni
Highlights from your plan
Duomo di San Gimignano ©
Duomo di San Gimignano
Historic Centre of San Gimignano ©
Historic Centre of San Gimignano

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.
Change things up with these side-trips from Cinque Terre: Portovenere (in Porto Venere) and Genoa (Old Port, Cattedrale di San Lorenzo - Duomo di Genova, & more). The adventure continues: trek along Footpath Monterosso - Vernazza, get great views at View Point Corniglia, take a stroll around Vernazza, and don't miss a visit to Chiesa di San Giovanni Battista.

To find more things to do, photos, ratings, and other tourist information, refer to the Cinque Terre trip itinerary planner.

Traveling by car from San Gimignano to Cinque Terre takes 3 hours. Alternatively, you can take a train. In August, daily temperatures in Cinque Terre can reach 86°F, while at night they dip to 64°F. Wrap up your sightseeing on the 21st (Fri) early enough to drive to Florence.

Things to do in Cinque Terre

Parks Neighborhoods Trails

Side Trips

Genoa, Portovenere
Highlights from your plan
Footpath Monterosso - Vernazza ©
Footpath Monterosso - Vernazza
Aquarium of Genoa ©
Aquarium of Genoa
Vernazza ©
Vernazza

4
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Go for a jaunt from Florence to Pisa to see Leaning Tower of Pisa about 1h 10 min away. The adventure continues: explore the world behind art at Gallerie Degli Uffizi, contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, take some stellar pictures from Piazzale Michelangelo, and admire the landmark architecture of The Baptistery of St. John.

For more things to do, ratings, and tourist information, read Florence trip maker .

Traveling by car from Cinque Terre to Florence takes 2.5 hours. Alternatively, you can take a train. August in Florence sees daily highs of 86°F and lows of 64°F at night. Finish up your sightseeing early on the 25th (Tue) so you can travel back home.

Things to do in Florence

Museums Historic Sites Tours

Side Trip

Leaning Tower of Pisa
Highlights from your plan
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Piazzale Michelangelo ©
Piazzale Michelangelo

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