36 days in Italy Itinerary

36 days in Italy Itinerary

Created using Inspirock Italy route planner
Make it your trip
Fly
1
Rome
— 5 nights
Drive
2
Assisi
— 4 nights
Drive
3
Siena
— 3 nights
Drive
4
Florence
— 4 nights
Train
5
Verona
— 4 nights
Fly
6
Lampedusa
— 1 night
Fly
7
Taormina, Sicily
— 2 nights
Fly
8
Alghero, Sardinia
— 2 nights
Drive
9
San Teodoro, Sardinia
— 3 nights
Fly
10
Ravello
— 2 nights
Fly
11
Venice
— 5 nights
Fly

S M T W T F S
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
5
6
7
8
9
10
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13
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17
18
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21
22
23
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27
28

Rome — 5 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Visit Colosseum and St. Peter's Basilica for their historical value. Pantheon and Vatican Museums are good opportunities to explore the local culture. Take a break from Rome with a short trip to Parco Archeologico di Ostia Antica in Ostia Antica, about 42 minutes away. The adventure continues: pause for some serene contemplation at Arcibasilica di San Giovanni in Laterano, appreciate the extensive heritage of Piazza Navona, explore the world behind art at Galleria Borghese, and take an in-depth tour of Palazzo Doria Pamphilj.

To find reviews, maps, where to stay, and other tourist information, read our Rome online trip planner.

Tampa, USA to Rome is an approximately 14.5-hour flight. Traveling from Tampa to Rome, you'll lose 6 hours due to the time zone difference. Traveling from Tampa in September, expect Rome to be slightly colder, temps between 81°F and 60°F. Wrap up your sightseeing on the 23rd (Sat) early enough to drive to Assisi.
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Historic Sites · Museums · Neighborhoods
Side Trips
Find places to stay Sep 18 — 23:

Assisi — 4 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Explore hidden gems such as Cascata delle Marmore and Pozzo di San Patrizio. Your cultural itinerary includes sights like Duomo di Orvieto and Basilica di Santa Maria degli Angeli - Porziuncola. Explore the numerous day-trip ideas around Assisi: Basilica of Saint Ubaldo (in Gubbio), Rocca Paolina (in Perugia) and Orvieto Underground (in Orvieto). There's lots more to do: take in the architecture and atmosphere at Basilica di Santa Chiara, learn about winemaking at Tili Vini Societa Agricola, contemplate in the serene atmosphere at Eremo delle Carceri, and examine the collection at Museo della Porziuncola.

For reviews, maps, photos, and tourist information, read Assisi tour itinerary builder app.

Traveling by car from Rome to Assisi takes 2.5 hours. Alternatively, you can take a train; or take a bus. September in Assisi sees daily highs of 78°F and lows of 57°F at night. Wrap up your sightseeing on the 27th (Wed) early enough to drive to Siena.
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Side Trips
Find places to stay Sep 23 — 27:

Siena — 3 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Get some cultural insight at Historic Centre of San Gimignano and Abbazia di San Galgano. Your inner history buff will appreciate Centro Storico di Siena and Castello di Monteriggioni. Get out of town with these interesting Siena side-trips: San Gimignano (Torre e Casa Campatelli, Duomo di San Gimignano, &more). And it doesn't end there: enjoy breathtaking views from Torre del Mangia, take in the architecture and atmosphere at Duomo di Siena, admire the masterpieces at Palazzo Pubblico and Museo Civico, and indulge your taste buds at Food & Drink.

For more things to do, reviews, and other tourist information, you can read our Siena trip tool.

You can drive from Assisi to Siena in 2 hours. Alternatively, you can take a bus; or take a train. In September, daily temperatures in Siena can reach 81°F, while at night they dip to 61°F. Finish your sightseeing early on the 30th (Sat) to allow enough time to drive to Florence.
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Historic Sites · Wineries · Tours · Museums
Side Trips
Find places to stay Sep 27 — 30:

Florence — 4 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Your inner history buff will appreciate Cathedral of Santa Maria del Fiore and Basilica San Miniato al Monte. Piazzale Michelangelo and Florence Academy of Fine Arts are good opportunities to explore the local culture. Change things up with these side-trips from Florence: Montecatini Alto (in Montecatini Alto) and Pisa (Camposanto, Duomo di Pisa, &more). Next up on the itinerary: admire the masterpieces at Pitti Palace, steep yourself in history at Basilica of Santa Croce, get to know the fascinating history of Piazza del Duomo, and contemplate in the serene atmosphere at The Baptistery of St. John.

For maps, traveler tips, where to stay, and other tourist information, read Florence travel planner.

Traveling by car from Siena to Florence takes 1.5 hours. Alternatively, you can take a bus; or take a train. Expect a daytime high around 78°F in September, and nighttime lows around 59°F. Finish your sightseeing early on the 4th (Wed) to allow enough time to take a train to Verona.
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Find places to stay Sep 30 — Oct 4:

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.
Visiting Mountbaldo and Lago di Garda will get you outdoors. You'll discover tucked-away gems like Castello Scaligero and Borghetto sul Mincio. Change things up with these side-trips from Verona: Santuario di San Romedio (in Coredo), Mantua (Palazzo Ducale di Mantova & Palazzo Te) and Castel Thun (in Ton). There's still lots to do: explore the ancient world of Grotte di Catullo, contemplate the long history of Museo di Castelvecchio, enjoy the sand and surf at Jamaica Beach, and take in the spiritual surroundings of Basilica di San Zeno Maggiore.

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

Getting from Florence to Verona by train takes about 2.5 hours. Other options: drive. Traveling from Florence in October, expect nights in Verona to be about the same, around 50°F, while days are a bit cooler, around 66°F. Finish your sightseeing early on the 8th (Sun) to allow enough time to fly to Lampedusa.
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Side Trips
Find places to stay Oct 4 — 8:

Lampedusa — 1 night

Italy's southernmost territory, Lampedusa, is known for its turquoise waters, white-sand beaches, and island charm.
On the 9th (Mon), see the vivid underwater world at Capo Ponente, stroll through Cala Pulcino, then kick back and relax at Spiaggia dei Conigli, and finally tour the pleasant surroundings at Cala Croce Beach.

To see reviews, traveler tips, maps, and other tourist information, you can read our Lampedusa trip maker tool.

Getting from Verona to Lampedusa by flight takes about 3.5 hours. Other options: do a combination of train, ferry, and bus; or do a combination of train, bus, and ferry. While traveling from Verona, expect a bit warmer days and much warmer nights in Lampedusa, ranging from highs of 77°F to lows of 71°F. Finish up your sightseeing early on the 9th (Mon) so you can catch the flight to Taormina.
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Find places to stay Oct 8 — 9:

Taormina, Sicily — 2 nights

With its warm island weather and cliffside location overlooking the Ionion Sea, Taormina has been one of Sicily's most popular getaway destinations since the early 19th century.
On the 10th (Tue), see some colorful creatures with a scuba or snorkeling tour, then take in the pleasant sights at Piazza IX Aprile, then don't miss a visit to Corso Umberto, and finally stroll around Villa Comunale. Here are some ideas for day two: take in the architecture and atmosphere at Duomo di Taormina, delve into the distant past at Ancient Theatre of Taormina, then do a tasting at Gambino Vini, and finally step off the mainland to explore Isola Bella.

For reviews, other places to visit, maps, and tourist information, read Taormina trip planner.

Traveling by flight from Lampedusa to Taormina takes 3 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry and bus. Traveling from Lampedusa in October, Taormina is a bit cooler at night with lows of 64°F. Finish up your sightseeing early on the 11th (Wed) so you can catch the flight to Alghero.
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Outdoors · Wildlife · Parks · Tours
Side Trips
Find places to stay Oct 9 — 11:

Alghero, Sardinia — 2 nights

Little Barcelona

Built surrounding a 16th-century fortified port, Alghero remains one of Sardinia's most visited sites, rich in cultural and historical heritage.
Kick off your visit on the 12th (Thu): get a new perspective on things with Boat Tours & Water Sports, enjoy the sand and surf at Spiaggia di Maria Pia, and then do a tasting at Azienda Agricola Leda' d'Ittiri. Keep things going the next day: Head underground at Frecce delle Grotte di Antonio Piccinnu, then explore the striking landscape at Capo Caccia, then explore the fascinating underground world of Neptune's Grotto, and finally enjoy the sand and surf at Spiaggia Mugoni.

Ask Inspirock to suggest an itinerary and make planning a trip to Alghero fast, fun, and easy.

Traveling by flight from Taormina to Alghero takes 3 hours. Alternatively, you can do a combination of train, ferry, and bus; or do a combination of train and ferry. Traveling from Taormina in October, Alghero is a bit cooler at night with lows of 56°F. Cap off your sightseeing on the 13th (Fri) early enough to go by car to San Teodoro.
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Parks · Outdoors · Nature · Wildlife
Find places to stay Oct 11 — 13:

San Teodoro, Sardinia — 3 nights

A chance to sip cocktails at swanky beach bars by day and experience the vibrant club scene by night makes San Tedoro vacations extremely popular.
Step out of the city life by going to Spiaggia La Cinta and Spiaggia Capo Coda Cavallo. Step off the beaten path and head to Cala Brandinchi and Grotta del Bue Marino. Change things up with these side-trips from San Teodoro: Spiaggia Berchida (in Siniscola) and Golfo Aranci (Dolphin & Whale Watching & Spiaggia Bianca). It doesn't end there: stroll through Lu Impostu Beach and enjoy the sand and surf at Porto Taverna Beach.

For where to stay, other places to visit, ratings, and more tourist information, use the San Teodoro tour planning site.

You can drive from Alghero to San Teodoro in 2.5 hours. Alternatively, you can do a combination of train and bus; or take a bus. October in San Teodoro sees daily highs of 76°F and lows of 56°F at night. Wrap up your sightseeing on the 16th (Mon) early enough to fly to Ravello.
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Find places to stay Oct 13 — 16:

Ravello — 2 nights

Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
On the 17th (Tue), take advantage of the amenities at Fornillo, take a tour by water with Boat Tours & Water Sports, then take in the architecture and atmosphere at Chiesa di San Pancrazio Martire, then shop like a local with Ceramiche Cosmolena di Margherita di Palma, and finally contemplate the long history of Duomo di Ravello. On the 18th (Wed), you'll have a packed day of sightseeing: admire the landmark architecture of Villa Rufolo, tour the pleasant surroundings at Villa Cimbrone Gardens, steep yourself in history at Ruderi della Basilica di Sant'Eustachio, then examine the collection at Museo della Carta, then contemplate in the serene atmosphere at Duomo di Sant'Andrea, and finally take in the spiritual surroundings of Cloister del Paradiso.

To find maps, traveler tips, other places to visit, and tourist information, you can read our Ravello visit planning tool.

You can fly from San Teodoro to Ravello in 3 hours. Other options are to do a combination of bus, ferry, train, and taxi; or do a combination of bus, ferry, and train. Traveling from San Teodoro in October, expect a bit warmer with lows of 63°F in Ravello. Wrap up your sightseeing on the 18th (Wed) to allow time to fly to Venice.
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Find places to stay Oct 16 — 18:

Venice — 5 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 explore and learn at Doge's Palace and Peggy Guggenheim Collection. Step off the beaten path and head to Centro Storico di Venezia and Scrovegni Chapel. Explore Venice's surroundings by going to Padua (Chiesa degli Eremitani - World Heritage Site & Basilica of St. Anthony) and Castello Estense (in Ferrara). The adventure continues: wander the streets of Cannaregio, contemplate in the serene atmosphere at Basilica di Santa Maria Gloriosa dei Frari, pause for some serene contemplation at Basilica di Santa Maria della Salute, and appreciate the extensive heritage of Piazza San Marco.

To find maps, reviews, ratings, and tourist information, use the Venice online trip planner.

You can fly from Ravello to Venice in 3 hours. Other options are to do a combination of taxi and train; or drive. In October, Venice is a bit cooler than Ravello - with highs of 66°F and lows of 51°F. Wrap up your sightseeing on the 23rd (Mon) early enough to fly back home.
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Historic Sites · Museums · Neighborhoods · Parks
Side Trips
Find places to stay Oct 18 — 23:

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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