30 days in Italy Itinerary

30 days in Italy Itinerary

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Route & dates

30 days in Italy Itinerary

Start: Montreal, Quebec
Fly:  12​h
1
Venice
— 6 nights
Bus:  1​h 15​min
2
Verona
— 5 nights
Train:  1​h 30​min
3
Florence
— 6 nights
Drive:  1​h 45​min
4
Montalcino
— 3 nights
Drive:  2​h 30​min
5
Rome
— 5 nights
Drive:  3​h 15​min
6
Positano
— 4 nights
Train + Fly:  18​h
End: Montreal, Quebec

6
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.
Peggy Guggenheim Collection and Gallerie dell'Accademia will appeal to museum buffs. Doges' Palace and St Mark's Campanile are good opportunities to explore the local culture. Venture out of the city with trips to Padua (Scrovegni Chapel & Basilica di Sant’Antonio - Basilica del Santo). The adventure continues: explore the activities along Canal Grande, stop by I Tre Mercanti, admire the striking features of Basilica di San Marco, and appreciate the extensive heritage of St. Mark's Square.

For maps, other places to visit, and more tourist information, read Venice custom trip planner.

Montreal, Canada to Venice is an approximately 12-hour flight. The time zone difference moving from Eastern Standard Time (EST) to Central European Time (CET) is 6 hours. In June, daytime highs in Venice are 30°C, while nighttime lows are 20°C. Finish your sightseeing early on the 7th (Wed) so you can take a train to Verona.

Things to do in Venice

Historic Sites Museums Neighborhoods

Side Trip

Padua
Find places to stay Jun 1 — 7:
Highlights from your plan
Doge's Palace ©
Doge's Palace
Piazza San Marco ©
Piazza San Marco
Basilica di San Marco
Basilica di San Marco

5
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.
Give yourself a bit of retail therapy at Piazza delle Erbe and Via Mazzini. Your inner history buff will appreciate Arena di Verona and Chiesa di San Fermo. Get out of town with these interesting Verona side-trips: Villa Calicantus (in Calmasino) and Borghetto sul Mincio (in Valeggio Sul Mincio). There's much more to do: step into the grandiose world of Castelvecchio Museum, learn about winemaking at Villa Mosconi Bertani, wander the streets of Quinzano, and look for gifts at ENOTECA PIACERE DIVINO.

For traveler tips, other places to visit, ratings, and more tourist information, read our Verona itinerary maker.

You can take a train from Venice to Verona in 1.5 hours. Other options are to drive; or take a bus. In June, daytime highs in Verona are 33°C, while nighttime lows are 20°C. Wrap up your sightseeing on the 12th (Mon) early enough to take a train to Florence.

Things to do in Verona

Historic Sites Wineries Neighborhoods

Side Trips

Villa Calicantus, Borghetto sul Mincio
Find places to stay Jun 7 — 12:
Highlights from your plan
Piazza delle Erbe ©
Piazza delle Erbe
Arena di Verona ©
Arena di Verona
Museo di Castelvecchio ©
Museo di Castelvecchio

6
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Satisfy your inner culture vulture at Galleria dell'Accademia and Uffizi Gallery. Museum-lovers will get to explore Pitti Palace and Basilica of Santa Croce in Florence. You'll find plenty of places to visit near Florence: Castello del Trebbio (in Santa Brigida) and Sovestro in Poggio (in San Gimignano). The adventure continues: contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, appreciate the extensive heritage of Piazza del Duomo, take some stellar pictures from Piazzale Michelangelo, and snap pictures at Ponte Vecchio.

For traveler tips, where to stay, reviews, and other tourist information, refer to the Florence trip itinerary builder.

Take a train from Verona to Florence in 1.5 hours. Alternatively, you can drive; or take a bus. June in Florence sees daily highs of 34°C and lows of 19°C at night. Wrap up your sightseeing on the 18th (Sun) to allow time to drive to Montalcino.

Things to do in Florence

Historic Sites Museums Wineries

Side Trips

Castello del Trebbio, Guardastelle Vineyard
Find places to stay Jun 12 — 18:
Highlights from your plan
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore

3
nights
Montalcino

Montalcino ©
In the heart of wine country, the hill town of Montalcino offers a glimpse of untouched medieval-era Tuscany.
Get some cultural insight at Ciacci Piccolomini d'Aragona and Take Me Out in Tuscany. Get some historical perspective at Siena Cathedral and Palazzo Pubblico and Museo Civico. Explore the numerous day-trip ideas around Montalcino: Siena (Centro Storico di Siena, Piazza del Campo, & more). There's still lots to do: learn about winemaking at Podere Il Cocco.

For reviews, other places to visit, more things to do, and other tourist information, you can read our Montalcino travel planner.

Traveling by car from Florence to Montalcino takes 2 hours. Alternatively, you can do a combination of train and bus; or take a bus. Traveling from Florence in June, expect nights in Montalcino to be about the same, around 20°C, while days are a bit cooler, around 30°C. Finish your sightseeing early on the 21st (Wed) to allow enough time to drive to Rome.

Things to do in Montalcino

Historic Sites Transportation Tours

Side Trip

Siena
Find places to stay Jun 18 — 21:
Highlights from your plan
Ciacci Piccolomini d'Aragona ©
Ciacci Piccolomini d'Aragona
Duomo di Siena ©
Duomo di Siena
Palazzo Pubblico and Museo Civico ©
Palazzo Pubblico and Museo Civico

5
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Visit Palatine Hill and Villa Adriana for their historical value. Vatican Museums and Borghese Gallery will appeal to museum buffs. Take a break from Rome with a short trip to Villa d'Este in Tivoli, about 46 minutes away. The adventure continues: explore the ancient world of Colosseum, get a taste of the local shopping with Via Condotti, wander the streets of Campo de' Fiori, and ponder the design of Trevi Fountain.

To see photos, where to stay, traveler tips, and other tourist information, you can read our Rome trip itinerary planner.

You can drive from Montalcino to Rome in 2.5 hours. Alternatively, you can do a combination of bus and train; or take a bus. June in Rome sees daily highs of 33°C and lows of 20°C at night. Finish your sightseeing early on the 26th (Mon) so you can drive to Positano.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trips

Tivoli, Vatican City
Find places to stay Jun 21 — 26:
Highlights from your plan
Colosseum ©
Colosseum
Vatican Museums
Vatican Museums
Pantheon ©
Pantheon

4
nights
Positano

Positano ©
Often referred to as the gem of the Amalfi Coast, Positano remains one of southern Italy's most sought-after vacation locales, thanks to its hillside location and picturesque, pastel buildings.
Shop till you drop at Ceramiche d'Arte Carmela and Ceramiche Lizart Di Milano Pietro Snc. Visit Gli Scavi Archeologici di Pompei and Duomo di Ravello for their historical value. Venture out of the city with trips to Lido Capo di Conca (in Conca dei Marini) and Ravello (Villa Cimbrone Gardens & Villa Rufolo). The adventure continues: kick back and relax at Fornillo, look for gifts at Nana' Positano, and stroll through Bagni d'Arienzo.

To find reviews, photos, ratings, and tourist information, read Positano travel itinerary planner.

Getting from Rome to Positano by car takes about 3.5 hours. Other options: take a train; or take a bus. Expect a daytime high around 34°C in June, and nighttime lows around 24°C. On the 30th (Fri), you'll have the morning to explore before heading back home.

Things to do in Positano

Parks Beaches Outdoors

Side Trips

Ravello, Pompeii Archaeological Park, Lido Capo di Conca, Lizart Ceramiche
Find places to stay Jun 26 — 30:
Highlights from your plan
Fornillo ©
Fornillo
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Duomo di Ravello ©
Duomo di Ravello

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