39 days in Italy Itinerary

39 days in Italy Itinerary

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Route & dates

39 days in Italy Itinerary

Start: San Jose
Fly:  17​h 15​min
1
Venice
— 4 nights
Bus:  1​h 30​min
2
Verona
— 4 nights
Train:  1​h 15​min
3
Milan
— 3 nights
Train:  1​h 45​min
4
Florence
— 5 nights
Drive:  2​h 15​min
5
Assisi
— 5 nights
Drive:  4​h 30​min
6
Amalfi
— 5 nights
Taxi + Subway:  1​h 30​min
7
Naples
— 5 nights
Train:  1​h 15​min
8
Rome
— 6 nights
Fly:  17​h 30​min
End: San Jose

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.
Venture out of the city with trips to Padua (Scrovegni Chapel & Basilica di Sant’Antonio). Next up on the itinerary: explore the activities along Canal Grande, snap pictures at Ponte di Rialto, get to know the fascinating history of Piazza San Marco, and examine the collection at Museo Ebraico di Venezia.

To find maps, photos, and more tourist information, refer to the Venice online vacation builder .

San Jose, Costa Rica to Venice is an approximately 17.5-hour flight. You can also do a combination of flight and train; or do a combination of bus and flight. The time zone changes from Central Standard Time to Central European Time, which is usually a 7 hour difference. Plan for much colder temperatures traveling from San Jose in February, with highs in Venice at 11°C and lows at 3°C. Finish your sightseeing early on the 2nd (Mon) so you can take a bus to Verona.

Things to do in Venice

Historic Sites Museums Parks

Side Trip

Padua
Find places to stay Feb 27 — Mar 2:
Highlights from your plan
Canal Grande ©
Canal Grande
Basilica di San Marco
Basilica di San Marco
Doge's Palace ©
Doge's Palace

4
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.
Change things up with these side-trips from Verona: Scuola Italiana di Sci Azzurra (in Folgarida) and Scuola Italiana di Sci & Snowboard Kristal (in Andalo). And it doesn't end there: experience the emotional art of opera at Arena di Verona, see the interesting displays at Casa di Giulietta, steep yourself in history at Museo di Castelvecchio, and make a trip to Piazza delle Erbe.

For traveler tips, other places to visit, photos, and tourist information, you can read our Verona road trip app .

Traveling by bus from Venice to Verona takes 1.5 hours. Alternatively, you can drive; or take a shuttle. Expect warmer temperatures when traveling from Venice in March; daily highs in Verona reach 34°C and lows reach 34°C. Wrap up your sightseeing on the 6th (Fri) to allow time to take a train to Milan.

Things to do in Verona

Historic Sites Tours Winter Sports

Side Trips

Scuola Italiana di Sci Azzurra, Scuola Italiana di Sci & Snowboard Kristal
Find places to stay Mar 2 — 6:
Highlights from your plan
Arena di Verona ©
Arena di Verona
Piazza delle Erbe ©
Piazza delle Erbe
Museo di Castelvecchio ©
Museo di Castelvecchio

3
nights
Milan

Milan ©
In many ways the most modern of Italian cities, Milan is a busy, elegant metropolis with an impressive list of grand palaces, fine churches, and important museums.
You'll find plenty of places to visit near Milan: Mandello del Lario (Chiesa di San Giorgio & Anything But Work) and Museo Egizio (in Turin). There's lots more to do: pause for some serene contemplation at Duomo di Milano, shop like a local with Galleria Vittorio Emanuele II, see La Casa Maledetta, and explore the historical opulence of Castello Sforzesco.

To see reviews, photos, and tourist information, you can read our Milan trip planner .

You can take a train from Verona to Milan in 1.5 hours. Another option is to drive. Plan for colder temperatures traveling from Verona in March, with highs in Milan at 16°C and lows at 5°C. Wrap up your sightseeing on the 9th (Mon) early enough to take a train to Florence.

Things to do in Milan

Historic Sites Outdoors Parks

Side Trips

Mandello del Lario, Museo Egizio
Find places to stay Mar 6 — 9:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
Museo Egizio ©
Museo Egizio

5
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
You'll find plenty of places to visit near Florence: Leaning Tower of Pisa (in Pisa) and Siena (Piazza del Campo, Battistero di San Giovanni, & more). The adventure continues: see the interesting displays at Academy Of Florence Art Gallery, get to know the fascinating history of Piazza del Duomo, steep yourself in history at Cathedral of Santa Maria del Fiore, and admire the masterpieces at Pitti Palace.

To see photos, where to stay, traveler tips, and tourist information, go to the Florence trip itinerary planner.

Take a train from Milan to Florence in 2 hours. Alternatively, you can drive; or fly. In March in Florence, expect temperatures between 17°C during the day and 6°C at night. Finish up your sightseeing early on the 14th (Sat) so you can go by car to Assisi.

Things to do in Florence

Historic Sites Museums Shopping

Side Trips

Siena, Leaning Tower of Pisa
Find places to stay Mar 9 — 14:
Highlights from your plan
M.G. Design ©
M.G. Design
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Cathedral of Santa Maria del Fiore ©

5
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Assisi is known for historic sites, museums, wineries, shopping, and wildlife. Your plan includes some of its best attractions: take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, see the interesting displays at Museo della Porziuncola, learn about winemaking at Azienda Agraria Saio, and step into the grandiose world of Rocca Maggiore.

To find reviews, other places to visit, and other tourist information, use the Assisi tour itinerary app .

You can drive from Florence to Assisi in 2.5 hours. Alternatively, you can take a train. In March in Assisi, expect temperatures between 17°C during the day and 5°C at night. Finish up your sightseeing early on the 19th (Thu) so you can go by car to Amalfi.

Things to do in Assisi

Historic Sites Museums Wineries
Find places to stay Mar 14 — 19:
Highlights from your plan
Azienda Agraria Saio ©
Azienda Agraria Saio
Museo della Porziuncola ©
Museo della Porziuncola

5
nights
Amalfi

Amalfi ©
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.
Venture out of the city with trips to Torre di Grado (in Praiano) and Cetara (Torre di Cetara & Chiesa San Pietro Apostolo). And it doesn't end there: Head underground at Grotte di Suppraiano, make a trip to Vicoli, scale e archi, get great views at Torre dello Ziro, and take in the spiritual surroundings of San Giovanni del Toro.

To find traveler tips, reviews, other places to visit, and more tourist information, read Amalfi online visit planner .

You can drive from Assisi to Amalfi in 4.5 hours. Other options are to take a train; or do a combination of train and bus. Plan for somewhat warmer nights when traveling from Assisi in March since evenings lows in Amalfi dip to 14°C. Finish up your sightseeing early on the 24th (Tue) so you can travel to Naples.

Things to do in Amalfi

Historic Sites Wineries Parks

Side Trips

Ravello, Atrani, Praiano, Maiori, Cetara
Find places to stay Mar 19 — 24:
Highlights from your plan
Chiesa di San Francesco ©
Chiesa di San Francesco
Grotte di Suppraiano ©
Grotte di Suppraiano
Vicoli, scale e archi ©
Vicoli, scale e archi

5
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Venture out of the city with trips to Salerno (Promenade Trieste, Duomo di Salerno, & more) and Vietri sul Mare (Villa Comunale & Arciconfraternita della Santissima Annunziata e del Santissimo Rosario). The adventure continues: steep yourself in history at Pompeii Archaeological Park, see the interesting displays at Museo Archeologico Nazionale di Napoli, don't miss a visit to Via San Gregorio Armeno, and delve into the distant past at The Neapolis Buried.

To see maps, more things to do, other places to visit, and other tourist information, you can read our Naples trip planner .

You can do a combination of taxi and subway from Amalfi to Naples in 1.5 hours. Other options are to drive; or take a bus. Plan for little chillier nights when traveling from Amalfi in March since evenings lows in Naples dip to 9°C. Finish your sightseeing early on the 29th (Sun) to allow enough time to take a train to Rome.

Things to do in Naples

Historic Sites Museums Parks

Side Trips

Salerno, Vietri sul Mare, Pompeii Archaeological Park
Find places to stay Mar 24 — 29:
Highlights from your plan
Miglio Sacro ©
Miglio Sacro
Museo Cappella Sansevero ©
Museo Cappella Sansevero
Chiesa San Pietro a Corte ©
Chiesa San Pietro a Corte

6
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, museums, classes, and shopping. Your plan includes some of its best attractions: delve into the distant past at Colosseum, ponder the design of Trevi Fountain, don't miss a visit to Piazza Navona, and contemplate the long history of St. Peter's Basilica.

For maps, reviews, more things to do, and tourist information, use the Rome online tour planner .

Traveling by train from Naples to Rome takes 1.5 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 19°C in March, and nighttime lows around 8°C. On the 4th (Sat), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Rome

Historic Sites Museums Tours

Side Trip

Vatican City
Find places to stay Mar 29 — Apr 4:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
Trevi Fountain ©
Trevi Fountain

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