44 days in Italy Itinerary

44 days in Italy Itinerary

Created using Inspirock Italy itinerary planner
Make it your trip
Fly
1
Venice
— 6 nights
Drive
2
Bologna
— 6 nights
Train
3
Verona
— 4 nights
Drive
4
Santa Margherita Ligure
— 2 nights
Train
5
Cinque Terre
— 4 nights
Fly
6
Sorrento
— 6 nights
Fly
7
Portofino
— 2 nights
Fly
8
Positano
— 6 nights
Fly
9
Burano
— 1 night
Fly
10
Ravello
— 6 nights
Drive to Naples International Airport, Fly to Kansas City

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Venice — 6 nights

City of Romance

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 find plenty of places to visit near Venice: Vittorio Veneto (Toni Doro - Il Prosecco & Distilleria de Negri), Padua (Padua Botanical Garden - World Heritage Site, Basilica of St. Anthony, &more) and Prosecco Hills - World Heritage Site (in Susegana). There's lots more to do: contemplate the waterfront views at Canal Grande, enjoy breathtaking views from St Mark's Campanile, see the interesting displays at Museo Ebraico di Venezia, and admire the striking features of Basilica di San Marco.

To find reviews, other places to visit, photos, and tourist information, read Venice tour itinerary planner.

Kansas City, USA to Venice is an approximately 16.5-hour flight. The time zone difference moving from Central Standard Time to Central European Standard Time is 7 hours. In September in Venice, expect temperatures between 77°F during the day and 59°F at night. Wrap up your sightseeing on the 7th (Wed) to allow time to drive to Bologna.
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Historic Sites · Museums · Parks · Nature
Side Trips
Find places to stay Sep 1 — 7:

Bologna — 6 nights

Heart of Italian Cuisine

A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
Change things up with these side-trips from Bologna: Acetaia Villa San Donnino (in Modena), Florence (The Boboli Gardens, Ponte Vecchio, &more) and Adrenaline & Extreme Tours (in Maranello). And it doesn't end there: take in the architecture and atmosphere at Duomo di Siena, take in the spiritual surroundings of San Francesco, and ponder the world of politics at Palazzo Pubblico and Museo Civico.

To find traveler tips, reviews, maps, and more tourist information, read our Bologna vacation planner.

Traveling by car from Venice to Bologna takes 2 hours. Alternatively, you can take a train. Expect a daytime high around 78°F in September, and nighttime lows around 59°F. Finish your sightseeing early on the 13th (Tue) to allow enough time to take a train to Verona.
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Historic Sites · Museums · Shopping · Parks
Side Trips
Find places to stay Sep 7 — 13:

Verona — 4 nights

City of Romeo and Juliet

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.
Explore Verona's surroundings by going to Citari (in San Martino della Battaglia), Mantua (La Corte Dei Gonzaga & Basilica di Sant'Andrea di Mantova) and Garda (La Rocca & Lago di Garda). Next up on the itinerary: delve into the distant past at Arena di Verona, browse the eclectic array of goods at Piazza delle Erbe, explore the historical opulence of Piazzale Castel San Pietro, and contemplate the long history of Museo di Castelvecchio.

To see traveler tips, reviews, photos, and other tourist information, refer to the Verona travel planner.

Take a train from Bologna to Verona in 1.5 hours. Alternatively, you can drive; or take a bus. In September, plan for daily highs up to 78°F, and evening lows to 58°F. Cap off your sightseeing on the 17th (Sat) early enough to go by car to Santa Margherita Ligure.
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Historic Sites · Outdoors · Shopping · Parks
Side Trips
Find places to stay Sep 13 — 17:

Santa Margherita Ligure — 2 nights

Santa Margherita Ligure is a comune (municipality) in the Metropolitan City of Genoa in the Italian region Liguria, located about 35km southeast of Genoa, in the Tigullio traditional area.Santa Margherita Ligure borders the following municipalities: Camogli, Portofino, Rapallo.It has a port, used for both tourism and fishing activities. Kick off your visit on the 18th (Sun): pause for some serene contemplation at Santuario della Madonna del Carmine, stop by Santa Margherita Ligure, and then get outside with Smile. On the 19th (Mon), you'll have a packed day of sightseeing: make a trip to Santuario della Madonna dell'Olivo, surround yourself with nature on Set Sail Tours, and then take in the architecture and atmosphere at Cattedrale di N. S. dell'Orto.

To find other places to visit, traveler tips, reviews, and other tourist information, you can read our Santa Margherita Ligure trip planner.

Drive from Verona to Santa Margherita Ligure in 3.5 hours. Alternatively, you can take a train; or take a bus. Plan for a bit warmer nights when traveling from Verona in September since evenings lows in Santa Margherita Ligure dip to 66°F. Finish your sightseeing early on the 19th (Mon) so you can take a train to Cinque Terre.
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Outdoors · Tours · Wildlife · Historic Sites
Side Trips
Find places to stay Sep 17 — 19:

Cinque Terre — 4 nights

Italian Riviera

Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Get out of town with these interesting Cinque Terre side-trips: Pisa (Duomo di Pisa, Leaning Tower of Pisa, &more), Parco Naturale Regionale di Porto Venere (in La Spezia) and Bagno Maurizio (in Viareggio). Next up on the itinerary: see majestic marine mammals with 5 Terre Pelagos Boat Tours, admire the striking features of Palazzo Tori - Massoni, relax and rejuvenate at Vernazza Massage and Reflexology, and pause for some serene contemplation at Oratorio Di Nostra Signora Dell'Olivo.

For more things to do, other places to visit, photos, and more tourist information, you can read our Cinque Terre day trip planning website.

You can take a train from Santa Margherita Ligure to Cinque Terre in 1.5 hours. Alternatively, you can drive. Plan for slightly colder nights when traveling from Santa Margherita Ligure in September since evenings lows in Cinque Terre dip to 59°F. Cap off your sightseeing on the 23rd (Fri) early enough to catch the flight to Sorrento.
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Parks · Outdoors · Historic Sites · Beaches
Side Trips
Find places to stay Sep 19 — 23:

Sorrento — 6 nights

Land of the Sirens

A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
Venture out of the city with trips to Le Vigne di Raito (in Raito), Pompeii (Tempio di Giove Capitolino, Pompeii Archaeological Park, &more) and Salerno (La Bottega di Marilu', Duomo di Salerno, &more). Next up on the itinerary: get to know the fascinating history of Archaeological Park of Paestum, explore the ancient world of Villa di Poppea, indulge your taste buds at Food & Drink, and take in panoramic vistas at Torre di Paestum.

To see traveler tips, maps, other places to visit, and other tourist information, read our Sorrento road trip planning website.

Getting from Cinque Terre to Sorrento by flight takes about 3 hours. Other options: drive; or take a train. Traveling from Cinque Terre in September, plan for somewhat warmer nights in Sorrento, with lows around 68°F. Cap off your sightseeing on the 29th (Thu) early enough to catch the flight to Portofino.
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Historic Sites · Tours · Outdoors · Transportation
Side Trips
Find places to stay Sep 23 — 29:

Portofino — 2 nights

Portofino is an Italian fishing village and holiday resort famous for its picturesque harbour and historical association with celebrity and artistic visitors. On the 30th (Fri), take in the architecture and atmosphere at Parrocchia Di San Martino, explore the historical opulence of Castello Brown, then look for all kinds of wild species at Area Marina Protetta Portofino, and finally find your balance on the water with some of the best stand-up paddleboarding in the area. Here are some ideas for day two: take in the waterfront activity at Marina di Portofino, contemplate in the serene atmosphere at Church of San Giorgio, then make a trip to Piazza Martiri Dell'Olivetta, then take in the exciting artwork at Galleria d'Arte Portofino, and finally visit a coastal fixture at Faro Di Portofino.

For other places to visit, more things to do, maps, and other tourist information, read Portofino sightseeing planner.

Traveling by flight from Sorrento to Portofino takes 3 hours. Alternatively, you can drive; or take a train. September in Portofino sees daily highs of 77°F and lows of 66°F at night. Cap off your sightseeing on the 1st (Sat) early enough to catch the flight to Positano.
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Historic Sites · Wildlife · Parks · Outdoors
Find places to stay Sep 29 — Oct 1:

Positano — 6 nights

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.
Positano is known for sightseeing, beaches, and shopping. Your trip includes some of its best attractions: take a tour by water with Boat Tours & Water Sports, get great views at Il Sentiero Degli Dei, stop by Artigianato Rallo, and contemplate in the serene atmosphere at Church of Santa Maria Assunta.

For ratings, where to stay, reviews, and tourist information, read Positano trip planner.

You can fly from Portofino to Positano in 3 hours. Alternatively, you can drive; or do a combination of train and taxi. In October, plan for daily highs up to 72°F, and evening lows to 63°F. Finish your sightseeing early on the 7th (Fri) to allow enough time to fly to Burano.
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Outdoors · Parks · Beaches · Tours
Side Trip
Find places to stay Oct 1 — 7:

Burano — 1 night

Kick off your visit on the 8th (Sat): stop by La Stramba and then head off the coast to Isola di Burano - World Heritage Site.

To find traveler tips, more things to do, other places to visit, and tourist information, read Burano tour planner.

Traveling by flight from Positano to Burano takes 3 hours. Alternatively, you can drive; or do a combination of taxi and train. Expect a bit cooler temperatures when traveling from Positano in October; daily highs in Burano reach 66°F and lows reach 51°F. Cap off your sightseeing on the 8th (Sat) early enough to catch the flight to Ravello.
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Parks · Nature · Shopping
Find places to stay Oct 7 — 8:
Highlights from your trip

Ravello — 6 nights

Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
Change things up with these side-trips from Ravello: Tramonti (Giardino Segreto dell'Anima & Societa Agricola Tenuta San Francesco - S.R.L.). There's much more to do: take in the spiritual surroundings of Duomo di Sant'Andrea, see the interesting displays at Museo della Carta, tour the pleasant surroundings at Villa Cimbrone Gardens, and admire the landmark architecture of Villa Rufolo.

To see reviews, more things to do, traveler tips, and tourist information, read our Ravello online attractions planner.

Traveling by flight from Burano to Ravello takes 3 hours. Alternatively, you can do a combination of taxi and train; or drive. In October, Ravello is somewhat warmer than Burano - with highs of 73°F and lows of 63°F. On the 14th (Fri), wrap the sightseeing up by early afternoon so you can travel back home.
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Historic Sites · Parks · Outdoors · Trails
Side Trips
Find places to stay Oct 8 — 14:

Italy travel guide

4.6
Landmarks · Ruins · Beaches
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.
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