36 days in Italy Itinerary

36 days in Italy Itinerary

Created using Inspirock Italy journey planner
Make it your trip
Fly
1
Milan
— 2 nights
Drive
2
Bellagio
— 2 nights
Drive
3
Verona
— 2 nights
Drive
4
Selva di Val Gardena
— 2 nights
Drive
5
Venice
— 2 nights
Drive
6
Florence
— 3 nights
Drive
7
Lucca
— 1 night
Drive
8
Siena
— 2 nights
Drive
9
Perugia
— 1 night
Drive
10
Pienza
— 1 night
Drive
11
Montepulciano
— 2 nights
Drive
12
Orbetello
— 2 nights
Drive
13
Rome
— 3 nights
Fly
14
Bari
— 2 nights
Drive
15
Naples
— 2 nights
Fly
16
Cagliari
— 4 nights
Fly
17
Palermo
— 1 night
Fly

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Milan — 2 nights

Fashion Capital of World

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.
Start off your visit on the 1st (Thu): admire the masterpieces at Pinacoteca di Brera, then appreciate the extensive heritage of Piazza del Duomo, and then take in the spiritual surroundings of Duomo di Milano. Keep things going the next day: explore the different monuments and memorials at Monumental Cemetery, contemplate in the serene atmosphere at Il Cenacolo, then step into the grandiose world of Castello Sforzesco, and finally admire the striking features of Galleria Vittorio Emanuele II.

To find other places to visit, more things to do, traveler tips, and tourist information, refer to the Milan trip planner.

New Delhi, India to Milan is an approximately 10.5-hour flight. The time zone difference when traveling from New Delhi to Milan is minus 4.5 hours. When traveling from New Delhi in December, plan for cooler days in Milan, with highs around 9°C, while nights are slightly colder with lows around 1°C. Wrap up your sightseeing on the 3rd (Sat) early enough to drive to Bellagio.
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Historic Sites · Museums · Shopping
Find places to stay Dec 1 — 3:

Bellagio — 2 nights

Pearl of Lake Como

Known as the pearl of Lake Como for its luxury accommodations, high-end shops, and fine dining options, Bellagio serves as the lake's premiere resort town.
Start off your visit on the 3rd (Sat): make a trip to Piazza Cavour, then take in the architecture and atmosphere at Cathedral of Como (Duomo), then take in the architecture and atmosphere at Basilica di San Fedele, and finally contemplate in the serene atmosphere at Basilica di Sant'Abbondio. On the next day, tour the pleasant surroundings at I Giardini di Villa Melzi, take in the pleasant sights at La Perla del Lago, take in the exciting artwork at Original Watercolors di Masits Agnes, then take in the architecture and atmosphere at Basilica di San Giacomo, and finally view the masterpieces at Valentinarte Art Gallery.

For ratings, where to stay, traveler tips, and tourist information, you can read our Bellagio planner.

Getting from Milan to Bellagio by car takes about 2 hours. Other options: take a train. Expect a daytime high around 8°C in December, and nighttime lows around -1°C. Wrap up your sightseeing on the 5th (Mon) early enough to drive to Verona.
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Historic Sites · Shopping · Museums · Parks
Side Trip
Find places to stay Dec 3 — 5:

Verona — 2 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.
On the 5th (Mon), make a trip to Piazza Bra, steep yourself in history at Piazza delle Erbe, don't miss a visit to Torre dei Lamberti, admire the striking features of Casa di Giulietta, then snap pictures at Ponte Scaligero, and finally see a show at Arena di Verona. Here are some ideas for day two: explore the world behind art at Palazzo Te, indulge in some personalized pampering at Aquardens: Le Terme di Verona, then take in the spiritual surroundings of Basilica di San Zeno Maggiore, and finally step into the grandiose world of Museo di Castelvecchio.

To see traveler tips, where to stay, ratings, and other tourist information, refer to the Verona holiday builder app.

Getting from Bellagio to Verona by car takes about 2.5 hours. Other options: take a train; or take a bus. In December, daily temperatures in Verona can reach 8°C, while at night they dip to 0°C. Cap off your sightseeing on the 7th (Wed) early enough to go by car to Selva di Val Gardena.
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Historic Sites · Museums · Spas · Shopping
Side Trips
Find places to stay Dec 5 — 7:

Selva di Val Gardena — 2 nights

Kick off your visit on the 7th (Wed): take a stroll through Ortisei: Zona Pedonale, hit the slopes at Val Gardena, then fly down the slopes at Scuola Sci Selva, and finally don't miss a visit to Sella Pass. Here are some ideas for day two: take a stroll through Via dei Portici, get engrossed in the history at South Tyrol Museum of Archaeology, then make a trip to Piazza Walther, and finally pause for some serene contemplation at Duomo di Bressanone.

To see other places to visit, maps, photos, and other tourist information, use the Selva di Val Gardena trip planning app.

Traveling by car from Verona to Selva di Val Gardena takes 2.5 hours. Alternatively, you can take a train; or do a combination of train and bus. Expect little chillier temperatures when traveling from Verona in December; daily highs in Selva di Val Gardena reach 1°C and lows reach -3°C. Finish your sightseeing early on the 9th (Fri) to allow enough time to drive to Venice.
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Winter Sports · Outdoors · Parks · Neighborhoods
Side Trips
Find places to stay Dec 7 — 9:

Venice — 2 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.
On the 9th (Fri), explore the activities along Canal Grande, examine the collection at Doge's Palace, then get to know the fascinating history of Piazza San Marco, and finally admire the striking features of Basilica di San Marco. Get ready for a full day of sightseeing on the 10th (Sat): take in the architecture and atmosphere at Basilica of St. Anthony, take in the spiritual surroundings of Chiesa degli Eremitani - World Heritage Site, take in the architecture and atmosphere at Scrovegni Chapel, admire the striking features of Casa Ezzelino, then steep yourself in history at Peggy Guggenheim Collection, and finally snap pictures at Ponte di Rialto.

To see traveler tips, other places to visit, maps, and other tourist information, go to the Venice trip maker.

Drive from Selva di Val Gardena to Venice in 3 hours. Alternatively, you can do a combination of bus and train; or take a bus. Prepare for a bit warmer weather when traveling from Selva di Val Gardena in December: high temperatures in Venice hover around 11°C and lows are around 1°C. Wrap up your sightseeing on the 11th (Sun) to allow time to drive to Florence.
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Historic Sites · Museums · Nature · Parks
Side Trip
Find places to stay Dec 9 — 11:

Florence — 3 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Florence is known for sightseeing, museums, and historic sites. Your trip includes some of its best attractions: explore the world behind art at Florence Academy of Fine Arts, steep yourself in history at Basilica of Santa Croce, get a sense of history and politics at Palazzo Vecchio, and don't miss a visit to Piazzale Michelangelo.

Plan trip to Florence with our itinerary maker to find out where to go and what to do.

Getting from Venice to Florence by car takes about 3 hours. Other options: take a train; or take a bus. While traveling from Venice, expect somewhat warmer days and about the same nights in Florence, ranging from highs of 15°C to lows of 4°C. Finish your sightseeing early on the 14th (Wed) so you can drive to Lucca.
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Historic Sites · Museums · Wineries · Tours
Side Trip
Find places to stay Dec 11 — 14:

Lucca — 1 night

City of a Hundred Churches

Lucca, famous for its intact Renaissance-era city walls, remained an independent city-state until the end of the 18th century.
On the 15th (Thu), take in panoramic vistas at Torre Guinigi, pause for some serene contemplation at Chiesa di Sant'Anastasio, don't miss a visit to Piazza Anfiteatro, steep yourself in history at Le mura di Lucca, then don't miss a visit to Piazza dei Miracoli, and finally admire the striking features of Duomo di Pisa.

To see photos, traveler tips, ratings, and more tourist information, read our Lucca day trip planning app.

Getting from Florence to Lucca by car takes about 1.5 hours. Other options: take a bus; or take a train. Expect a daytime high around 15°C in December, and nighttime lows around 4°C. Finish your sightseeing early on the 15th (Thu) so you can drive to Siena.
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Historic Sites
Side Trip
Find places to stay Dec 14 — 15:

Siena — 2 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
On the 16th (Fri), pause for some serene contemplation at Pieve San Vittore, relax and rejuvenate at some of the best spas, admire the masterpieces at Complesso Museale Santa Maria della Scala, then contemplate the long history of Centro Storico di Siena, and finally take in panoramic vistas at Torre del Mangia. Keep things going the next day: admire the masterpieces at Palazzo Pubblico and Museo Civico, stop by Cappelleria Bertacchi, take in the spiritual surroundings of Battistero di San Giovanni, then pause for some serene contemplation at Duomo di Siena, then pause for some serene contemplation at Cappella di Piazza, and finally don't miss a visit to Piazza del Campo.

To see more things to do, ratings, and more tourist information, read our Siena attractions app.

Getting from Lucca to Siena by car takes about 2 hours. Other options: take a train; or do a combination of train and bus. In December, daily temperatures in Siena can reach 16°C, while at night they dip to 5°C. Wrap up your sightseeing on the 17th (Sat) early enough to drive to Perugia.
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Historic Sites · Museums · Spas · Shopping
Side Trip
Find places to stay Dec 15 — 17:

Perugia — 1 night

Green Heart of Italy

Though it features Etruscan defensive walls and a medieval town center, Perugia is perhaps best known for its fine chocolate and annual chocolate festival.
Start off your visit on the 18th (Sun): step into the grandiose world of Rocca Paolina, take a stroll through City Centre, don't miss a visit to Piazza IV Novembre, see the interesting displays at Museo della Porziuncola, then pause for some serene contemplation at Basilica di Santa Maria degli Angeli - Porziuncola, and finally don't miss a visit to Corso Vannucci.

For traveler tips, photos, and tourist information, read Perugia online sightseeing planner.

Traveling by car from Siena to Perugia takes 1.5 hours. Alternatively, you can take a bus; or take a train. Traveling from Siena in December, you will find days in Perugia are a bit cooler (11°C), and nights are about the same (2°C). Finish up your sightseeing early on the 18th (Sun) so you can go by car to Pienza.
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Historic Sites · Neighborhoods · Museums
Side Trip
Find places to stay Dec 17 — 18:

Pienza — 1 night

Pienza, a town and comune in the province of Siena, in the Val d'Orcia in Tuscany (central Italy), between the towns of Montepulciano and Montalcino, is the "touchstone of Renaissance urbanism."In 1996, UNESCO declared the town a World Heritage Site, and in 2004 the entire valley, the Val d'Orcia, was included on the list of UNESCO's World Cultural Landscapes.HistoryBefore the village was renamed to Pienza its name was Corsignano. Kick off your visit on the 19th (Mon): stop by Zazzeri Pienza, pause for some serene contemplation at Church of San Francesco, make a trip to Piazza Pio II, then see the interesting displays at Palazzo Piccolomini, then contemplate in the serene atmosphere at Cathedral, and finally contemplate the long history of Terme Bagno Vignoni.

To find other places to visit, more things to do, reviews, and other tourist information, go to the Pienza trip itinerary planner.

Getting from Perugia to Pienza by car takes about 1.5 hours. Other options: do a combination of train and taxi. Expect a bit warmer weather when traveling from Perugia in December: highs in Pienza hover around 16°C, while lows dip to 5°C. Wrap up your sightseeing on the 19th (Mon) to allow time to drive to Montepulciano.
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Historic Sites · Shopping · Museums
Side Trips
Find places to stay Dec 18 — 19:

Montepulciano — 2 nights

Pearl of the 16th Century

Perched on a limestone ridge in the heart of Tuscany, Montepulciano is known worldwide for its production of red wine, the Vino Noble.
Kick off your visit on the 20th (Tue): do a tasting at Azienda Agricola Ercolani, take in the spiritual surroundings of Tempio di San Biagio, do a tasting at Icario Winery, learn about winemaking at Cantina Fattoria della Talosa, then do a tasting at Contucci, and finally don't miss a visit to Piazza Grande a Montepulciano. Get ready for a full day of sightseeing on the next day: test the waters at Piscine Termali Theia, then contemplate in the serene atmosphere at Eremo Le Celle, then learn about winemaking at Avignonesi, and finally admire the masterpieces at Museo Civico Archeologico delle Acque.

To find where to stay, traveler tips, and tourist information, go to the Montepulciano trip planner.

Montepulciano is very close to Pienza. In December, daily temperatures in Montepulciano can reach 16°C, while at night they dip to 5°C. Wrap up your sightseeing on the 21st (Wed) early enough to drive to Orbetello.
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Wineries · Historic Sites · Spas · Museums
Side Trips
Find places to stay Dec 19 — 21:

Orbetello — 2 nights

Orbetello is a town and comune in the province of Grosseto (Tuscany), Italy. Kick off your visit on the 22nd (Thu): take in the architecture and atmosphere at Concattedrale di Santa Maria Assunta, don't miss a visit to Mulino Spagnolo, then explore the activities along Laguna di Orbetello, then kick back and relax at La Feniglia, and finally steep yourself in history at Rocca Spagnola. Get ready for a full day of sightseeing on the 23rd (Fri): delve into the distant past at Necropoli di Tarquinia, get engrossed in the history at Museo Nazionale Tarquiniense, then steep yourself in history at Palazzo Vitelleschi, then witness a stunning natural landmark at Terme di Saturnia - Parco Termale, and finally take in the architecture and atmosphere at Chiesa di San Giorgio.

For traveler tips, more things to do, photos, and more tourist information, you can read our Orbetello online sightseeing planner.

Traveling by car from Montepulciano to Orbetello takes 2.5 hours. Alternatively, you can do a combination of bus and train; or take a bus. In December, daytime highs in Orbetello are 16°C, while nighttime lows are 5°C. Finish up your sightseeing early on the 23rd (Fri) so you can go by car to Rome.
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Parks · Historic Sites · Nature · Outdoors
Side Trips
Find places to stay Dec 21 — 23:

Rome — 3 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
On the 24th (Sat), admire the masterpieces at Vatican Museums, take in the architecture and atmosphere at Santa Maria in Trastevere, then delve into the distant past at Pantheon, and finally admire the local landmark of Trevi Fountain. Get ready for a full day of sightseeing on the 25th (Sun): pause for some serene contemplation at Church of St. Louis of the French, don't miss a visit to Piazza Navona, take in panoramic vistas at Museo Nazionale di Castel Sant'Angelo, then steep yourself in history at St. Peter's Basilica, then pause for some photo ops at La Pieta, and finally delve into the distant past at Colosseum.

To find reviews, photos, where to stay, and other tourist information, go to the Rome trip tool.

Getting from Orbetello to Rome by car takes about 2 hours. Other options: take a train. In December, daytime highs in Rome are 16°C, while nighttime lows are 4°C. Wrap up your sightseeing on the 26th (Mon) early enough to fly to Bari.
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Historic Sites · Museums
Side Trip
Find places to stay Dec 23 — 26:

Bari — 2 nights

Gateway to Apulia

Puglia's capital city, Bari, is a growing metropolis of industry and one of the country's most important commercial ports.
Kick off your visit on the 26th (Mon): test your team's savvy at popular escape rooms, contemplate in the serene atmosphere at Basilica San Nicola, and then explore the historical opulence of Castello Normanno Svevo. Get ready for a full day of sightseeing on the 27th (Tue): get to know the fascinating history of Lungomare e Murat, make a trip to Piazza del Ferrarese, then make a trip to Citta Vecchia - Bari, then contemplate in the serene atmosphere at Chiesa di San Giacomo, and finally take in the spiritual surroundings of Cattedrale di Bari.

To see other places to visit, more things to do, reviews, and more tourist information, go to the Bari trip itinerary maker tool.

Fly from Rome to Bari in 3 hours. Alternatively, you can take a train; or drive. In December, daytime highs in Bari are 16°C, while nighttime lows are 5°C. Finish up your sightseeing early on the 28th (Wed) so you can go by car to Naples.
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Historic Sites · Fun & Games
Find places to stay Dec 26 — 28:

Naples — 2 nights

Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Start off your visit on the 28th (Wed): pause for some serene contemplation at Duomo di Salerno, then make a trip to Centro Storico Salerno, then take in nature's colorful creations at Villa Comunale, and finally make a trip to Promenade Trieste. On the 29th (Thu), you'll have a packed day of sightseeing: get to know the fascinating history of Underground Naples, explore the world behind art at Museo Cappella Sansevero, stop by Cosmos-Artigianato Napoletano, make a trip to Via San Gregorio Armeno, then examine the collection at Chiesa Museo di Santa Luciella ai Librai, and finally pause for some serene contemplation at Duomo di Napoli.

To see ratings, other places to visit, photos, and other tourist information, go to the Naples itinerary website.

You can drive from Bari to Naples in 3 hours. Other options are to take a bus; or do a combination of train and bus. Expect a daytime high around 17°C in December, and nighttime lows around 6°C. Wrap up your sightseeing on the 30th (Fri) to allow time to fly to Cagliari.
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Historic Sites · Museums · Parks · Shopping
Side Trip
Find places to stay Dec 28 — 30:

Cagliari — 4 nights

City of Sun

The capital of Sardinia, Cagliari is spread out over seven hills and still bears the marks of its past conquerors, including the Phoenicians, Carthaginians, and Romans.
You'll find plenty of places to visit near Cagliari: Villasimius (Simius Beach, Spiaggia di Punta Molentis, &more). There's lots more to do: test your team's savvy at popular escape rooms, browse the eclectic array of goods at San Benedetto market, don't miss a visit to Catedrale di Santa Cecilia, and get engrossed in the history at Museo Archeologico Nazionale di Cagliari.

For traveler tips, where to stay, more things to do, and more tourist information, go to the Cagliari journey planning website.

Getting from Naples to Cagliari by flight takes about 3 hours. Other options: ride a ferry. In December, plan for daily highs up to 18°C, and evening lows to 7°C. Wrap up your sightseeing on the 3rd (Tue) to allow time to fly to Palermo.
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Parks · Outdoors · Beaches · Historic Sites
Side Trips
Find places to stay Dec 30 — Jan 3:

Palermo — 1 night

The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Start off your visit on the 3rd (Tue): pause for some serene contemplation at Santa Maria dell'Ammiraglio, steep yourself in history at Palazzo Conte Federico, admire the striking features of Norman Palace, then steep yourself in history at Catacombe dei Cappuccini, then don't miss a visit to Cattedrale di Palermo, and finally don't miss a visit to Quattro Canti.

For maps, photos, reviews, and tourist information, refer to the Palermo road trip planner.

Fly from Cagliari to Palermo in 3 hours. Alternatively, you can ride a ferry. On the 4th (Wed), you'll travel back home.
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Historic Sites
Find places to stay Jan 3 — 4:

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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Tuscany travel guide

4.4
Landmarks · Art Museums · Sacred & Religious Sites
Birthplace of the Italian Renaissance
Known for its landscapes, traditions, and history, Tuscany possesses an unparalleled artistic legacy that continues to influence world culture. Regarded as the birthplace of the Italian Renaissance, the region boasts a lengthy list of attractions, including world-class museums, art galleries, and archeological sites. With a distinct culture and a very strong linguistic identity, this region is sometimes referred to as a nation within a nation. A land of picture-postcard areas, Tuscany contains plenty of places to visit on your holiday, with seven World Heritage Sites, including the historic town centers of Florence and Siena. With more than 120 protected nature preserves, Tuscany is not only a land of culture and historic monuments, but also a great place to discover and enjoy the Italian outdoors. Take it slowly here (as the locals do), and give yourself plenty of time to get to know the local culture and cuisine of Tuscany's medieval towns and ancient villages.
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Umbria travel guide

4.4
Churches · Landmarks · Sacred & Religious Sites
Characterized by a landscape of green hills, attractive towns, and World Heritage-listed monuments, Umbria is the only region in the country with neither a coastline nor an international border. Umbria is home to the town of Assisi, a World Heritage Site and a major religious center that houses a number of attractions. Its Franciscan church has one of the world's finest medieval collections of frescos, a must-see on any itinerary here. Umbria is one of Italy's smaller regions, yet what it lacks in size, it more than makes up in the natural beauty of its agricultural lands and quaint villages.
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Lazio travel guide

4.5
Ruins · Fountains · Art Museums
Often overshadowed by the country's magnificent capital city, Lazio is a densely populated region in the middle of the boot-shaped Italian peninsula. Though this prosperous area is home to Rome, Lazio offers many other cities, lakes, and white-sand coastal areas as beautiful additions to your itinerary. The region's landscapes are as varied as the people who live here. In the north, Lazio is lush and hilly. The southern section features rugged areas tailor-made for adventurous hikers and cyclists. Venture deeper into Lazio's countryside to find more places to visit, like restaurants and museums, as well as remnants of the ancient civilizations that once flourished in this area.
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Sardinia travel guide

4.2
Beaches · Landmarks · Caves
Sardinia, with its Mediterranean atmosphere and charm, is loved by visitors looking for things to do outdoors on their holiday, like swimming, boating, windsurfing, hiking, climbing, and camping. Taking advantage of the island's near-perfect summer weather, visitors tend to overcrowd Sardinia's coastal areas. The inner life of the island, away from the most popular vacation spots, remains largely unblemished by mass tourism and commercialization. Sardinia is steeped in history and has a colorful character quite different from the rest of Italy. This is where the ancient Nuragic society, whose stone monuments still litter the land, flourished more than three millennia ago--predating the Etruscan civilization in mainland Italy by several hundred years. Sardinia's seaside resorts may be among the best in the world, but its quieter and more interesting countryside offers a greater array of attractions, including a patchwork of forests, citrus groves, and medieval villages.
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Sicily travel guide

4.5
Beaches · Ruins · Churches
The largest island in the Mediterranean Sea, Sicily is a ruggedly attractive land. The island has a long history of foreign domination and has been controlled by the Greeks, Romans, Arabs, and Normans. The result is a distinct culture blending elements from all of those areas and featuring an intriguing dialect. This is a huge island with plenty of small villages to tour, each with its own treasures. Beyond the popular coastal areas, Sicily's inland attractions include an unspoiled landscape of mountains, hills, and villages that sometimes seem frozen in time. While the natural environment is its biggest draw, Sicily's greatest asset may be its people. They are proud of their traditions and incredibly hospitable to visitors.
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