42 days in Italy Itinerary

42 days in Italy Itinerary

Created using Inspirock Italy itinerary planner

Plan created by another user. Make it yours
1
Venice
— 6 nights
2
Montepulciano
— 8 nights
3
Massarosa
— 6 nights
4
Taranto
— 7 nights
5
Agrigento
— 3 nights
6
Castellammare del Golfo
— 2 nights
7
Palermo
— 3 nights
8
Minori
— 5 nights

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.
You'll explore and learn at Castello del Catajo and MAAAP Museo Archeologico Ambientale delle Acque di Padova. Do some cultural sightseeing at Castello Estense and Pomposa Abbey. Change things up with these side-trips from Venice: Pineta di Volano (in Lido di Volano), Laguna di Venezia (in Chioggia) and Padua (Museo Veneto Del Giocattolo, Padova, Italia, Esapolis - Museo Vivente degli insetti, &more). There's still lots to do: look for all kinds of wild species at Riserva Naturale Ca' Roman, take in the waterfront activity at Malamocco, steep yourself in history at Campo de le Gatte, and play a few rounds at Circolo Golf Venezia.

To see photos, ratings, other places to visit, and other tourist information, use the Venice road trip planner.

Montreal, Canada to Venice is an approximately 12-hour flight. Due to the time zone difference, you'll lose 6 hours traveling from Montreal to Venice. In September in Venice, expect temperatures between 29°C during the day and 17°C at night. Cap off your sightseeing on the 13th (Sun) early enough to go by car to Montepulciano.

Things to do in Venice

Parks · Wildlife · Outdoors

Side Trips

Padua, Castello Estense, Pomposa Abbey, Pineta di Volano, Castello del Catajo
Find places to stay Sep 7 — 13:
Highlights from your plan
Malamocco ©
Malamocco
Castello Estense ©
Castello Estense
Basilica di Santa Giustina ©
Basilica di Santa Giustina

8
nights
Montepulciano

Montepulciano ©
Perched on a limestone ridge in the heart of Tuscany, Montepulciano is known worldwide for its production of red wine, the Vino Noble.
Visit Pitigliano Centro Storico and Abbazia di Sant'Antimo for their historical value. Get some cultural insight at Mate Winery and Poggio Rubino. Explore Montepulciano's surroundings by going to Civita di Bagnoregio (in Bagnoregio), Cascate del Mulino (in Saturnia) and Antico Ghetto e Sinagoga Pitigliano (in Pitigliano). There's much more to do: do a tasting at Podere Il Cocco, take an in-depth tour of Museo Nazionale Tarquiniense, contemplate the long history of Pozzo di San Patrizio, and admire the natural beauty at Giardino dei Tarocchi.

For traveler tips, ratings, more things to do, and other tourist information, refer to the Montepulciano tour itinerary maker website.

You can drive from Venice to Montepulciano in 4 hours. Alternatively, you can take a train; or take a bus. In September, daily temperatures in Montepulciano can reach 32°C, while at night they dip to 19°C. Finish your sightseeing early on the 21st (Mon) to allow enough time to travel to Massarosa.

Things to do in Montepulciano

Historic Sites · Parks · Wineries

Side Trips

Montalcino, Orvieto, Tarquinia, Pitigliano, Cala Violina
Find places to stay Sep 13 — 21:
Highlights from your plan
Mate Winery ©
Mate Winery
Ciacci Piccolomini d'Aragona ©
Ciacci Piccolomini d'Aragona
Podere Il Cocco ©
Podere Il Cocco

6
nights
Massarosa

Massarosa ©
Get some historical perspective at Chiesa San Pantaleone Pieve a Elici and Bergogno Borgo Medioevale. Get outdoors at Sentiero n. 7b - Via delle Ginestre and Grotta del Vento. Get out of town with these interesting Massarosa side-trips: Isola Santa Lake (in Isola Santa), Barga (Duomo di San Cristoforo & La Cantina del Vino) and Rocca di Trassilico (in Trassilico). Next up on the itinerary: examine the collection at Museo Delle Mummie Roccapelago, contemplate in the serene atmosphere at Santuario dei Santi Pellegrino e Bianco, do a tasting at Podere Concori, and explore the historical opulence of Castello di Carpineti.

For where to stay, photos, reviews, and more tourist information, go to the Massarosa vacation builder app.

Getting from Montepulciano to Massarosa by car takes about 2.5 hours. Expect a daytime high around 30°C in September, and nighttime lows around 17°C. Finish up your sightseeing early on the 27th (Sun) so you can travel to Taranto.

Things to do in Massarosa

Parks · Nature · Historic Sites

Side Trips

Barga, Grotta del Vento, Giardino Botanico Maria Ansaldi Pania di Corfino, Podere Concori, Rocca di Trassilico
Find places to stay Sep 21 — 27:
Highlights from your plan
Grotta del Vento ©
Grotta del Vento
Museo Delle Mummie Roccapelago ©
Museo Delle Mummie Roccapelago
Duomo di San Cristoforo ©
Duomo di San Cristoforo

7
nights
Taranto

Taranto ©
Taranto is a coastal city in Apulia, Southern Italy. You'll explore and learn at Masseria Brancati and Spartan Museum of Taranto - Hypogeum Bellacicco. Do some cultural sightseeing at Sassi di Matera and Castello Aragonese. Explore Taranto's surroundings by going to Castello (in Avetrana), Torre Guaceto Marine Protected Area (in Carovigno) and Porto Cesareo (Togo Bay Beach & Palude del Conte e Duna Costiera). There's lots more to do: look for all kinds of wild species at Jonian Dolphin Conservation, take an in-depth tour of Museo Nazionale Archeologico, take in the architecture and atmosphere at Chiesa Sant’Andrea Degli Armeni, and appreciate the extensive heritage of Centro Storico.

To find traveler tips, maps, where to stay, and other tourist information, you can read our Taranto trip itinerary builder site.

Use the Route module to find suitable travel options from Massarosa to Taranto. Traveling from Massarosa in September, plan for a bit warmer nights in Taranto, with lows around 22°C. Finish your sightseeing early on the 4th (Sun) so you can travel to Agrigento.

Things to do in Taranto

Parks · Historic Sites · Beaches

Side Trips

Ostuni, Porto Cesareo, Castello, Torre Guaceto Marine Protected Area, Sassi di Matera
Find places to stay Sep 27 — Oct 4:
Highlights from your plan
Jonian Dolphin Conservation ©
Jonian Dolphin Conservation
Sassi di Matera ©
Sassi di Matera
Masseria Brancati ©
Masseria Brancati

3
nights
Agrigento

Agrigento ©
Historically one of ancient Greece's leading cities, Sicily's Agrigento is home to the seven monumental temples that make up the well-preserved Valley of the Temples.
Let the collections at Museo del Giocattolo Sciacca and Museo Etnoantropologico capture your imagination. Do some cultural sightseeing at Valle dei Templi and Collezione La Gaipa. Get out of town with these interesting Agrigento side-trips: Riserva Naturale Orientata Torre Salsa (in Siculiana), Museo Degli Archi Di Pasqua (in San Biagio Platani) and Riserva Naturale Orientata Foce del Fiume Platani (in Cattolica Eraclea). There's still lots to do: take an in-depth tour of Museo Archeologico Regionale di Agrigento, step into the grandiose world of Castello Chiaramonte, see the interesting displays at Casa Natale di Luigi Pirandello, and explore the striking landscape at Scala dei Turchi.

To see reviews, where to stay, and other tourist information, use the Agrigento day trip app.

Traveling by combination of car and ferry from Taranto to Agrigento takes 8.5 hours. Alternatively, you can do a combination of flight and train; or take a bus. Traveling from Taranto in October, Agrigento is a bit warmer at night with lows of 22°C. Finish your sightseeing early on the 7th (Wed) so you can drive to Castellammare del Golfo.

Things to do in Agrigento

Parks · Museums · Wildlife

Side Trips

Siculiana, Museo Degli Archi Di Pasqua, Museo del Giocattolo Sciacca, Museo Etnoantropologico, Riserva Naturale Orientata Foce del Fiume Platani
Find places to stay Oct 4 — 7:
Highlights from your plan
Valle dei Templi ©
Valle dei Templi
Museo del Giocattolo Sciacca ©
Museo del Giocattolo Sciacca
Museo Etnoantropologico ©
Museo Etnoantropologico

2
nights
Castellammare del Golfo

Castellammare del Golfo ©
Castellammare del Golfo is a town and comune in the Trapani Province of Sicily. Kick off your visit on the 8th (Thu): don't miss a visit to Baglio Di Scopello, then enjoy the sand and surf at Spiaggia Guidaloca, and then enjoy the sand and surf at Spiaggia di Castellamare del Golfo. Get ready for a full day of sightseeing on the 9th (Fri): stop by La Pasticceria Maria Grammatico, then contemplate in the serene atmosphere at Chiesa di Sant'Agostino, and then admire the striking features of Tonnara di Scopello.

To find where to stay, other places to visit, reviews, and tourist information, you can read our Castellammare del Golfo trip tool.

Traveling by car from Agrigento to Castellammare del Golfo takes 2 hours. Alternatively, you can take a bus; or do a combination of train and bus. In October in Castellammare del Golfo, expect temperatures between 28°C during the day and 20°C at night. Cap off your sightseeing on the 9th (Fri) early enough to go by car to Palermo.

Things to do in Castellammare del Golfo

Parks · Beaches · Outdoors

Side Trips

Chiesa di Sant'Agostino, La Pasticceria Maria Grammatico
Find places to stay Oct 7 — 9:
Highlights from your plan
La Pasticceria Maria Grammatico ©
La Pasticceria Maria Grammatico
Tonnara di Scopello ©
Tonnara di Scopello
Baglio Di Scopello ©
Baglio Di Scopello

3
nights
Palermo

Palermo ©
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Start off your visit on the 10th (Sat): contemplate in the serene atmosphere at Church of San Cataldo, admire the striking features of Palazzo Conte Federico, contemplate the long history of Catacombe dei Cappuccini, admire the landmark architecture of Norman Palace, then pause for some serene contemplation at Chiesa Inferiore della Cappella Palatina, and finally take in the architecture and atmosphere at Cattedrale di Palermo. Get ready for a full day of sightseeing on the next day: take your sightseeing to a higher altitude at Rocca di Cefalu, then contemplate the long history of Duomo di Cefalu, then pause for some serene contemplation at Duomo di Monreale, and finally contemplate in the serene atmosphere at Santa Maria dell'Ammiraglio.

To find photos, other places to visit, reviews, and more tourist information, you can read our Palermo trip planner.

Traveling by car from Castellammare del Golfo to Palermo takes 1.5 hours. Alternatively, you can take a bus; or take a train. Wrap up your sightseeing by early afternoon on the 12th (Mon) to allow enough time to travel to Minori.

Things to do in Palermo

Historic Sites · Museums · Parks

Side Trips

Cefalu, Museo dell'Acciuga, Duomo di Monreale
Find places to stay Oct 9 — 12:
Highlights from your plan
Cattedrale di Palermo ©
Cattedrale di Palermo
Duomo di Monreale ©
Duomo di Monreale
Museo dell'Acciuga ©
Museo dell'Acciuga

5
nights
Minori

Minori ©
Villa Cimbrone Gardens and Duomo di Ravello are good opportunities to explore the local culture. Escape the urban bustle at Spiaggia Di Minori and Chalet de Mar. When in Minori, make a side trip to see Il Sentiero Degli Dei in Positano, approximately Positano away.

To find ratings, photos, where to stay, and more tourist information, go to the Minori itinerary planner.

Use the Route module to find suitable travel options from Palermo to Minori. In October, daily temperatures in Minori can reach 26°C, while at night they dip to 20°C. Finish your sightseeing early on the 17th (Sat) so you can travel back home.

Things to do in Minori

Outdoors · Parks · Beaches

Side Trips

Ravello, Amalfi, Vietri sul Mare, Il Sentiero Degli Dei
Find places to stay Oct 12 — 17:
Highlights from your plan
Duomo di Ravello ©
Duomo di Ravello
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens
Villa Rufolo ©
Villa Rufolo

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