20 days in Italy Itinerary

20 days in Italy Itinerary

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Route & dates

20 days in Italy Itinerary

Start: Houston
Fly:  15​h 30​min
1
Venice
— 2 nights
Train:  3​h 30​min
2
Parma
— 2 nights
Train:  2​h 30​min
3
Cinque Terre
— 2 nights
Train:  2​h 45​min
4
Florence
— 2 nights
Bus:  2​h
5
San Gimignano
— 2 nights
Bus:  1​h 15​min
6
Siena
— 2 nights
Bus:  2​h
7
Assisi
— 2 nights
Train:  2​h 45​min
8
Rome
— 2 nights
Fly:  15​h 45​min
End: Houston

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.
Change things up with a short trip to Scrovegni Chapel in Padua (about 54 minutes away). The adventure continues: explore the activities along Canal Grande, make a trip to Piazza San Marco, steep yourself in history at Peggy Guggenheim Collection, and take in the local highlights with Walking tours.

To find maps, traveler tips, and other tourist information, read Venice vacation planner.

Houston, USA to Venice is an approximately 15.5-hour flight. You can also do a combination of flight and train. The time zone difference moving from Central Standard Time to Central European Time is 7 hours. Traveling from Houston in April, things will get a bit cooler in Venice: highs are around 65°F and lows about 49°F. Finish your sightseeing early on the 26th (Sun) so you can drive to Parma.

Things to do in Venice

Historic Sites Museums Nature

Side Trip

Scrovegni Chapel
Find places to stay Apr 24 — 26:
Highlights from your plan
Canal Grande ©
Canal Grande
Doge's Palace ©
Doge's Palace
Basilica di San Marco
Basilica di San Marco

2
nights
Parma

Parma ©
Parma is famous for its prosciutto, cheese, and architecture.
Start off your visit on the 27th (Mon): take in the spiritual surroundings of Battistero di Parma, stroll around Parco Ducale, contemplate in the serene atmosphere at Camera di San Paolo, relax in the rural setting at Caseificio San Pier Damiani, then contemplate in the serene atmosphere at Monastero di San Giovanni Evangelista, and finally contemplate in the serene atmosphere at Cattedrale di Parma. On the next day, push the limits with an extreme tour, then see the interesting displays at Museo Ferrari, then examine the collection at MEF-Museo Enzo Ferrari, and finally contemplate in the serene atmosphere at Duomo di Modena.

For where to stay, more things to do, ratings, and other tourist information, you can read our Parma trip planner.

You can drive from Venice to Parma in 2.5 hours. Alternatively, you can take a train; or take a bus. Expect a daytime high around 66°F in April, and nighttime lows around 47°F. Finish up your sightseeing early on the 28th (Tue) so you can catch the train to Cinque Terre.

Things to do in Parma

Historic Sites Museums Parks

Side Trips

Modena, Maranello
Find places to stay Apr 26 — 28:
Highlights from your plan
Cattedrale di Parma ©
Cattedrale di Parma
Battistero di Parma ©
Battistero di Parma
Camera di San Paolo ©
Camera di San Paolo

2
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 29th (Wed): trek along Cinque Terre Trails, then hike along Il Sentiero da Levanto a Monterosso, then hike along Footpath Monterosso - Vernazza, and finally get into the urban bustle at Vernazza. Here are some ideas for day two: hike along Cinque Terre footpaths, explore the wealth of natural beauty at Parco Nazionale Cinque Terre, and then get great views at Bar Terza Terra.

To see ratings, reviews, more things to do, and more tourist information, you can read our Cinque Terre tour itinerary tool .

You can take a train from Parma to Cinque Terre in 2.5 hours. Alternatively, you can drive; or take a bus. In April, daytime highs in Cinque Terre are 66°F, while nighttime lows are 47°F. Finish your sightseeing early on the 30th (Thu) so you can drive to Florence.

Things to do in Cinque Terre

Parks Outdoors Trails
Find places to stay Apr 28 — 30:
Highlights from your plan
Footpath Monterosso - Vernazza ©
Footpath Monterosso - Vernazza
Cinque Terre footpaths ©
Cinque Terre footpaths
Parco Nazionale Cinque Terre ©
Parco Nazionale Cinque Terre

2
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
On the 1st (Fri), snap pictures at Ponte Vecchio, take in nature's colorful creations at The Boboli Gardens, then make a trip to Piazzale Michelangelo, then see the interesting displays at Pitti Palace, and finally explore the world behind art at Academy Of Florence Art Gallery. Get ready for a full day of sightseeing on the next day: steep yourself in history at L’importuno di Michelangelo, appreciate the extensive heritage of Piazza della Signoria, take in the spiritual surroundings of The Baptistery of St. John, appreciate the extensive heritage of Piazza del Duomo, then contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, and finally enjoy breathtaking views from Campanile di Giotto.

For reviews, where to stay, more things to do, and other tourist information, use the Florence trip planning tool .

Drive from Cinque Terre to Florence in 2.5 hours. Alternatively, you can take a train. In May, plan for daily highs up to 71°F, and evening lows to 52°F. Finish your sightseeing early on the 3rd (Sun) to allow enough time to drive to San Gimignano.

Things to do in Florence

Historic Sites Museums Parks
Find places to stay Apr 30 — May 3:
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Piazzale Michelangelo ©
Piazzale Michelangelo

2
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.
Start off your visit on the 3rd (Sun): admire the striking features of Walls of Monteriggioni, contemplate the long history of Torre Grossa, then learn about winemaking at Podere La Marronaia- Sosta Alle Colonne, then don't miss a visit to Piazza della Cisterna, and finally don't miss a visit to San Gimignano Bell Tower. Get ready for a full day of sightseeing on the 4th (Mon): make a trip to Historic Centre of San Gimignano, then take in the architecture and atmosphere at Duomo di San Gimignano, and then learn about winemaking at Guardastelle Vineyard.

For maps, other places to visit, ratings, and other tourist information, read San Gimignano day trip planner .

You can drive from Florence to San Gimignano in 1.5 hours. Alternatively, you can take a bus; or take a train. May in San Gimignano sees daily highs of 71°F and lows of 52°F at night. Finish your sightseeing early on the 5th (Tue) so you can drive to Siena.

Things to do in San Gimignano

Historic Sites Wineries

Side Trip

Walls of Monteriggioni
Find places to stay May 3 — 5:
Highlights from your plan
Guardastelle Vineyard ©
Guardastelle Vineyard
Duomo di San Gimignano ©
Duomo di San Gimignano

2
nights
Siena

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Start off your visit on the 5th (Tue): awaken your taste buds at some of the top wineries in the area and then don't miss a visit to Piazza del Campo. Here are some ideas for day two: contemplate the long history of Centro Storico di Siena, take in the architecture and atmosphere at Duomo di Siena, and then browse the collection at Biblioteca Piccolomini.

To find maps, other places to visit, ratings, and more tourist information, refer to the Siena online trip maker .

You can drive from San Gimignano to Siena in an hour. Other options are to take a bus; or do a combination of bus and train. In May, daytime highs in Siena are 74°F, while nighttime lows are 53°F. Wrap up your sightseeing on the 7th (Thu) early enough to drive to Assisi.

Things to do in Siena

Historic Sites Tours
Find places to stay May 5 — 7:
Highlights from your plan
Wine Tours & Tastings
Piazza del Campo ©
Piazza del Campo
Duomo di Siena ©
Duomo di Siena

2
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
On the 7th (Thu), take in the spiritual surroundings of Basilica di Santa Maria degli Angeli - Porziuncola, contemplate in the serene atmosphere at Eremo delle Carceri, do a tasting at Bibenda Assisi, examine the collection at Museo della Porziuncola, then pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, and finally stroll around Mount Subasio. On your second day here, do a tasting at Tili Vini Societa Agricola, appreciate the extensive heritage of Centro Storico di Assisi, then steep yourself in history at San Damiano, then step into the grandiose world of Rocca Maggiore, and finally take in the spiritual surroundings of Cripta di San Francesco.

For maps, ratings, and more tourist information, read our Assisi journey planner .

Traveling by car from Siena to Assisi takes 2 hours. Alternatively, you can take a bus; or take a train. Expect a daytime high around 72°F in May, and nighttime lows around 52°F. Finish your sightseeing early on the 9th (Sat) to allow enough time to drive to Rome.

Things to do in Assisi

Historic Sites Wineries Museums
Find places to stay May 7 — 9:
Highlights from your plan
Tili Vini Societa Agricola ©
Tili Vini Societa Agricola
Eremo delle Carceri ©
Eremo delle Carceri

2
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Rome is known for historic sites, nightlife, and museums. Your plan includes some of its best attractions: explore the ancient world of Colosseum, make a trip to Spanish Steps, steep yourself in history at St. Peter's Basilica, and explore the world behind art at Galleria Borghese.

To find where to stay, more things to do, traveler tips, and other tourist information, read Rome trip maker tool .

You can drive from Assisi to Rome in 2.5 hours. Alternatively, you can take a train; or take a bus. Expect somewhat warmer evenings in Rome when traveling from Assisi in May, with lows around 58°F. Finish your sightseeing early on the 11th (Mon) to allow enough time to travel back home.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trip

St. Peter's Basilica
Find places to stay May 9 — 11:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
Trevi Fountain ©
Trevi Fountain

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