29 days in Italy Itinerary

29 days in Italy Itinerary

Created using Inspirock Italy attractions planner

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Route & dates

29 days in Italy Itinerary

Start: Hartford
Drive + Fly:  18​h
1
Milan
— 1 night
Drive:  1​h 30​min
2
Verona
— Few hours
Drive:  1​h
3
Bardolino
— 5 nights
Drive:  2​h
4
Venice
— 3 nights
Drive:  1​h 30​min
5
Bassano Del Grappa
— 5 nights
Drive:  3​h 30​min
6
Varenna
— 3 nights
Drive:  2​h
7
Stresa
— 3 nights
Drive:  3​h
8
La Morra
— 5 nights
Drive:  2​h 30​min
9
Milan
— 2 nights
Fly + Drive:  20​h 30​min
End: Hartford

1
night
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.
To see where to stay, photos, more things to do, and more tourist information, go to the Milan trip itinerary builder website .

Hartford, USA to Milan is an approximately 18-hour combination of car and flight. You'll lose 6 hours traveling from Hartford to Milan due to the time zone difference. In October, plan for daily highs up to 65°F, and evening lows to 52°F. You will have some time to spend on the 3rd (Thu) before leaving for Verona.

Things to do in Milan

Nightlife Historic Sites Outdoors

few
hours
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 3rd (Thu), take in the architecture and atmosphere at Chiesa Rumena, contemplate in the serene atmosphere at Basilica di San Zeno Maggiore, explore the ancient world of Porta dei Borsari, then contemplate in the serene atmosphere at The Church of Sant'Eufemia, and finally see the grandeur of opera at Arena di Verona.

To see other places to visit, ratings, where to stay, and more tourist information, go to the Verona online vacation planner .

You can take a train from Milan to Verona in 1.5 hours. Alternatively, you can drive. Expect a daytime high around 66°F in October, and nighttime lows around 50°F. Finish your sightseeing early on the 3rd (Thu) so you can drive to Bardolino.

Things to do in Verona

Historic Sites Nightlife
Highlights from your plan
Basilica di San Zeno Maggiore ©
Basilica di San Zeno Maggiore
Arena di Verona ©
Arena di Verona
The Church of Sant'Eufemia ©
The Church of Sant'Eufemia

5
nights
Bardolino

Bardolino ©
Bardolino is a comune (municipality) in the Province of Verona in the Italian region Veneto, located about 130km west of Venice and about 25km northwest of Verona.GeographyLocated on the eastern shore of Lake Garda, Bardolino borders the following municipalities: Affi, Cavaion Veronese, Costermano, Garda, Lazise, Manerba del Garda, Moniga del Garda, Padenghe sul Garda, and Pastrengo. You've now added Osteria Can e Gato to your itinerary. Get a sense of the local culture at La Limonaia del Castel and Santuario Basilica Madonna della Corona. You'll discover tucked-away gems like Santa Barbara Church and Chiesa di San Pietro in Mavino. Take a break from Bardolino with a short trip to Il Santuario di Montecastello in Tignale, about 1h 20 min away. There's more to do: take in the architecture and atmosphere at Chiesa di San Zeno.

To see traveler tips, maps, other places to visit, and tourist information, use the Bardolino online tour itinerary planner .

Drive from Verona to Bardolino in an hour. Alternatively, you can take a bus. In October in Bardolino, expect temperatures between 66°F during the day and 51°F at night. You will have some time to spend on the 8th (Tue) before leaving for Venice.

Things to do in Bardolino

Historic Sites Nightlife Museums

Side Trips

Chiesa di San Zeno, Osteria Can e Gato, Santa Barbara Church, Il Santuario di Montecastello, Chiesa di San Pietro in Mavino
Highlights from your plan
Chiesa di San Pietro in Mavino ©
Chiesa di San Pietro in Mavino
La Limonaia del Castel ©
La Limonaia del Castel
Il Santuario di Montecastello ©
Il Santuario di Montecastello

3
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.
Do some cultural sightseeing at Basilica di San Marco and Piazza dei Signori. Popular historic sites such as Scuola Grande di San Rocco and Church of San Pantalon are in your itinerary. Get out of town with these interesting Venice side-trips: Basilica di Aquileia (in Aquileia) and Chiesa Serbo Ortodossa di San Spiridione (in Trieste). There's lots more to do: take a stroll through Cannaregio, appreciate the extensive heritage of Campo del Ghetto, and pause for some serene contemplation at Church of Santa Maria e San Donato.

You can plan Venice trip in no time by asking Inspirock to help create your itinerary.

Traveling by car from Bardolino to Venice takes 2 hours. Alternatively, you can take a train; or take a bus. In October in Venice, expect temperatures between 66°F during the day and 51°F at night. Wrap up your sightseeing by early afternoon on the 11th (Fri) to allow enough time to take a train to Bassano Del Grappa.

Things to do in Venice

Historic Sites Neighborhoods

Side Trips

Basilica di Aquileia, Church of Santa Maria e San Donato, Piazza dei Signori, Chiesa Serbo Ortodossa di San Spiridione
Highlights from your plan
Cannaregio ©
Cannaregio
Basilica di San Marco
Basilica di San Marco
Scuola Grande di San Rocco ©
Scuola Grande di San Rocco

5
nights
Bassano Del Grappa

Bassano Del Grappa ©
Bassano del Grappa is a city and comune, in the Vicenza province, in the region Veneto, in northern Italy. Step off the beaten path and head to Ponte degli Alpini and Libreria Palazzo Roberti. Get some historical perspective at Torre Civica and Piazza degli Scacchi. Change things up with these side-trips from Bassano Del Grappa: Canello azienda agricola (in Guia) and Valdobbiadene (Cantina San Gregorio & PDC Cartizze). There's still lots to do: take in the architecture and atmosphere at Tempio Ossario, step into the grandiose world of Castello Superiore, examine the collection at Palazzo Sturm - Museo della Ceramica G. Roi e della Stampa Remondini, and appreciate the extensive heritage of Viale dei Martiri.

Quickly create a custom-made itinerary for Bassano Del Grappa using our trip planner.

Take a train from Venice to Bassano Del Grappa in 1.5 hours. Alternatively, you can drive; or take a bus. In October, plan for daily highs up to 66°F, and evening lows to 51°F. You'll set off for Varenna on the 16th (Wed).

Things to do in Bassano Del Grappa

Historic Sites Museums Wineries

Side Trips

Valdobbiadene, Marostica
Highlights from your plan
Torre Civica ©
Torre Civica
Castello Superiore ©
Castello Superiore
Tempio Ossario ©
Tempio Ossario

3
nights
Varenna

Varenna ©
Varenna is a comune (municipality) on Lake Como in the Province of Lecco in the Italian region Lombardy, located about 60km north of Milan and about 20km northwest of Lecco.Varenna was founded by local fishermen in 769, and was later allied of the commune of Milan. Santuario Della Madonna delle Grazie di San Martino and Santuario Madonna del Soccorso will appeal to history buffs. Do some cultural sightseeing at Greenway del Lago di Como and Arnosto Antico Borgo. You'll find plenty of places to visit near Varenna: Chiesa Santa Maria del Tiglio (in Gravedona), Villa Fogazzaro Roi (in Valsolda) and Basilica di San Giacomo (in Bellagio). There's still lots to do: admire the landmark architecture of Villa Monastero, pause for some serene contemplation at Chiesa di S. Giorgio, view the masterpieces at Paul DEMARIA - The Open Lake & Landscape Studio d’Arte, and steep yourself in history at Menaggio.

Before you visit Varenna, use our trip planner to discover what you can do and see there.

You can drive from Bassano Del Grappa to Varenna in 3.5 hours. Alternatively, you can take a train; or do a combination of shuttle and train. Expect a daytime high around 64°F in October, and nighttime lows around 49°F. You will have some time to spend on the 19th (Sat) before leaving for Stresa.

Things to do in Varenna

Historic Sites Neighborhoods Shopping

Side Trips

Greenway del Lago di Como, Basilica di San Giacomo, Chiesa di S. Giorgio, Santuario Madonna del Soccorso, Villa Fogazzaro Roi
Highlights from your plan
Greenway del Lago di Como ©
Greenway del Lago di Como
Villa Monastero ©
Villa Monastero
Villa Fogazzaro Roi ©
Villa Fogazzaro Roi

3
nights
Stresa

Stresa ©
Stresa is a town and comune of about 5,000 residents on the shores of Lake Maggiore in the province of Verbano-Cusio-Ossola in the Piedmont region of northern Italy, about 90km northwest of Milan. Visit Chiesa di San Vittore and Chiesa di Santa Maria delle Grazie for their historical value. Your cultural itinerary includes sights like Azienda Vitivinicola Fontechiara and Basilica di San Giulio. Get out of town with these interesting Stresa side-trips: Piazza Motta (in Orta San Giulio), Santuario Della Madonna Del Sangue (in Re) and Casale Monferrato (Piazza Mazzini (o del Cavallo) & Cattedrale di Sant'Evasio (Duomo di Casale Monferrato)). Next up on the itinerary: steep yourself in history at Varallo, take in the spiritual surroundings of Abbazia Benedettina dei Santi Nazario e Celso, pause for some serene contemplation at Chiesa di San Cristoforo, and look for gifts at La Cambusa.

To find where to stay, ratings, more things to do, and tourist information, you can read our Stresa visit planning app .

Drive from Varenna to Stresa in 2 hours. In October in Stresa, expect temperatures between 65°F during the day and 47°F at night. On the 22nd (Tue), you'll have the morning to explore before heading off to La Morra.

Things to do in Stresa

Historic Sites Wineries Shopping

Side Trips

Orta San Giulio, Casale Monferrato, Varallo, Azienda Vitivinicola Fontechiara, Chiesa di San Cristoforo
Highlights from your plan
Chiesa di Santa Maria delle Grazie ©
Chiesa di Santa Maria delle Grazie
Chiesa di San Vittore ©
Chiesa di San Vittore

5
nights
La Morra

La Morra ©
La Morra is a comune (municipality) in the Province of Cuneo in the Italian region Piedmont, located about 50km southeast of Turin and about 40km northeast of Cuneo. Alba International White Truffle Fair has been added to your itinerary. Popular historic sites such as Castello di Grinzane Cavour and Cattedrale Nostra Signora Assunta are in your itinerary. Eschew the tourist crowds and head to Cantina Francesco Borgogno and Castello di Camino. Change things up with these side-trips from La Morra: Saint Secondo (in Cortazzone) and Chiesa Sant'Ambrogio (in Treville). There's more to do: learn about winemaking at Cantina Comunale di La Morra and step into the grandiose world of Dimora Storica Castello di Guarene.

For reviews and more tourist information, you can read our La Morra travel route planner.

Drive from Stresa to La Morra in 2.5 hours. In October, daily temperatures in La Morra can reach 63°F, while at night they dip to 47°F. On the 27th (Sun), you'll have the morning to explore before heading off to Milan.

Things to do in La Morra

Wineries Historic Sites Events

Side Trips

Costa di Bussia - Tenuta Arnulfo, Cattedrale Nostra Signora Assunta, Alba International White Truffle Fair, Dimora Storica Castello di Guarene, Azienda Agricola Negro Angelo & Figli
Highlights from your plan
Castello di Grinzane Cavour ©
Castello di Grinzane Cavour
Castello di Camino ©
Castello di Camino
Saint Secondo ©
Saint Secondo

2
nights
Milan

Milan ©
On the 27th (Sun), pause for some serene contemplation at Chiesa di Santa Maria presso San Satiro and then contemplate in the serene atmosphere at Duomo di Milano. On the next day, steep yourself in history at Mura Venete, steep yourself in history at Cappella Colleoni, then contemplate in the serene atmosphere at Cattedrale (Duomo) di Bergamo e Battistero, then contemplate the long history of Abbazia di Chiaravalle, and finally pause for some serene contemplation at Chiesa di San Bernardino alle Ossa.

For ratings, photos, other places to visit, and tourist information, use the Milan vacation website .

You can drive from La Morra to Milan in 2.5 hours. You will have some time to spend on the 29th (Tue) before leaving for home.

Things to do in Milan

Historic Sites

Side Trip

Bergamo
Highlights from your plan
Duomo di Milano ©
Duomo di Milano