Eat and drink your way through Italy's famous culinary regions —Bologna, Tuscany, and Rome—on this packed weeklong tour. Start in Bologna, Italy's food capital, to try the Parmigiano Reggiano cheese and see the University of Bologna. Continue to Florence to see works by Michelangelo and Leonardo da Vinci, then sample local Chianti in a Tuscan winery. End your trip in Rome to experience Vatican City, Roman ruins, and the perfect Italian pizza.
Italy Travel Insights
This 8-day trip is perfect for travelers who want a packed itinerary but don't have tons of time. Explore Bologna's culinary delights, from traditional Parmeggiano Reggiano cheese to local prosciutto, then head to Florence to see pieces by top Renaissance artists like Michelangelo, Leonardo da Vinci, and Machiavelli. In Tuscany, visit medieval villages, sip on full-bodied Chianti, and relax in sun-filled plazas overlooking rolling hills. End the trip in Rome to see the Sistine Chapel, Colosseum, and try your hand at making the perfect pizza.
If sitting on a Tuscan hillside winery with a glass of Chianti, kneading fresh pizza dough, and seeing the Sistine Chapel sound like a good way to spend nine days—look no further, because this packed itinerary is for you. Start in Bologna to see the 11th-century university and stuff yourself full of Parmeggiano cheese, prosciutto, and Ragu alla Bolognese. Continue to Florence to see Michelangelo's 'David' in the Uffizi Gallery, then spend a day drinking Chianti like the Romans do in Tuscany. Finish in Rome to see the Galleria Borghese and Colosseum before becoming best friends with your perfectly handmade Italian pizza.
Ten days may not be enough time to see all of Italy, but you should try anyway! Fuel your Colosseum-sized appetite with regional cheese & prosciutto specialties in Bologna, then head to Florence to see art by Michelangelo, Donatello, and Leonardo da Vinci. Take our word and sample the fresh-pressed olive oil and handmade chocolate focaccia, then spend a full day drinking Chinati in Tuscan vineyards and medieval courtyards. End your trip in Rome, where the Vatican City, Roman Forum, and the perfect cup of gelato await.
Eat like royalty, drink like a Roman, and explore Italy's top cultural and historic sites on this packed 11-day trip. Start in Bologna and explore the 11th-century university and the covered porticos which line the streets. Indulge your taste buds with the local Parmigiano Reggiano and mortadella, then continue to Florence to see the iconic Duomo and Galleria dell'Accademia, which houses Michelangelo's 'David'. Pair handmade chocolate Foccacia with a glass of chilled Prosecco and the rolling Tuscan countryside for a perfect afternoon delight. End in Rome to see the Galleria Borghese & Sistine Chapel and spend lazy afternoons trying every single flavor of gelato.
Is twelve days enough time to try every single gelato flavor? Likely not—but you can try your best with this food-centric tour of Italy. Start in Bologna, where artisanal cheese, cured ham, and medieval architecture dominate the scene. Then, head to Florence and visit a perfect Tuscan winery before soaking in the sunshine of the Amalfi Coast. End your trip in Rome, with nightlife, the iconic city highlights, and plenty of pizza.
If you like eating and think thirteen is a lucky number, then we've got the trip for you! Start in Venice, the "City of Water", and explore the Grand Canal with a ride on a gondola. Sample Parmigiano-Reggiano, local prosciutto, and explore medieval architecture in Bologna, then head to Tuscany to see Renaissance-era art in Florence and spend a sunny afternoon with a glass of local Chianti. Explore the steep cliffside wineries, turquoise water, and lemon groves of the Amalfi Coast before ending your trip in metropolitan Rome at the Galleria Borghese & Sistine Chapel, and exploring bohemian Trastevere in a full-day food & wine tour.
Rome wasn't built in a day, but you can spend fourteen days eating and drinking your way through Italy's top culinary destinations! Go for a gondola ride in Venice, try the decadent tiramisu, and sample the local Cicchetti. Head to Bologna to see 11th-century architecture and try the Parmeggiano, then head to Florence to see Michelangelo's David and Leonardo's top works. Pair a bottle of Tuscan Chianti with a farm-to-table charcuterie board, then head west for four days on the sunny Amalfi Coast. Explore medieval fishing villages and learn to make the perfect Neopolitan pizza before capping your trip off with visits to the Sistine Chapel, Colosseum, and local gelateria in Rome.
This 15-day itinerary is our most comprehensive culinary tour through Italy, from a Venice street food excursion to wine tasting in Tuscany's medieval vineyards. You'll visit Bologna for medieval churches, aged cheese, and cured Parma ham, spend four days relaxing on the sunny Amalfi Coast, and end your trip in Rome, where the Vatican City, Colosseum, and the perfect cappuccino await.
One way to really get under Italy’s skin is to swap the run-of-the-mill hotel experience for something more unusual. Drift off in a ‘floatel’ in Venice, sleep troglodyte-style in the sassi (cave dwellings) of Matera, cuddle up in an igloo in the Alps, or stay in a monastery on the fringes of Rome—we’ve got you covered with this list.
Rome is a city where you can fully embrace la dolce vita, especially if you opt to stay in style and intimacy in one of its boutique hotels. Whether it’s a chic and central escape near the Spanish Steps or a hilltop retreat commanding knockout views of the Italian capital, we’ve sought out places that skillfully bring together history, design, entrancing views, and tempting food.
Spend five days exploring the art and cuisine of Italy's Tuscany region. Discover Rennaissance art in Florence, browse bustling markets for fresh produce and cured meats and stroll through narrow medieval streets to see the 1,000-year-old Ponte Vecchio bridge. Head to the Tuscan countryside to visit Siena, tour a typical Chianti winery, and see the medieval Monteriggioni fortress. End your visit with a trip to see the famous leaning tower of Pisa and Lucca's historic city walls.
This packed 5-day itinerary is perfect for travelers with a thirst for adventure who are on a time crunch. Explore the glass-roofed Galleria Umberto shopping center, enjoy coffee on the medieval Piazza del Plebiscito, and try the seafood cuoppo in Naples. Visit the Pompeii ruins, hike around Mt. Vesuvius, and visit colorful bohemian Positano on the Amalfi Coast. Make sure you try the Naples pizza—the Amalfi Coast's real highlight.
Discover historic and modern highlights of the Eternal City in this 5-day tour. Hear stories of gladiators in Rome's ancient Colosseum, tour the iconic Pantheon and visit the Vatican Museum to see the world-famous Sistine Chapel. Explore the Galleria Borghese to see works by Rafaello and Caravaggio, then stroll around the peaceful gardens of Villa Borghese. Enjoy a quiet cup of coffee in the Piazza Navona and unwind at night with a homemade Italian pizza and a glass of wine.
Take a quick spin through the birthplace of the Italian Renaissance with this five-day Tuscan cycling tour. This challenging bike route will take you through the medieval villages and cypress-spotted hills of the Tuscan wine region . Go from Florence to Siena as you take in the region's food, historic castles, and sun-kissed landscapes, accompanied, of course, by a good glass or two.
Soak up the sunshine and go off the beaten track on this 8-day cycling expedition around Puglia in the heel of Italy's boot. You'll bike to lesser-known towns and villages on this moderate-level ride, pedaling through lush inland plateaux and down the coastline on mostly flat terrain. Enjoy southeastern Italy's historic sites, flavorful food, and natural beauty on this active tour.
Spend a week cycling through Italy's Apulia region in the Mediterranean southeast. Start in ancient Matera to see 9,000-year-old cave dwellings, then continue to the laid-back Ionian coast. Cycle through endless olive groves, white-walled coastal resort towns, and quiet country roads.
Spend 6 days biking through Tuscany's serene landscapes, medieval towns, and quiet country roads. Explore rivers and hills, Renaissance villas, and the beauty of the homeland of Giacomo Puccini, Pinocchio, and Leonardo da Vinci.
On this seven day trek, you'll encounter some of the world's most beautiful alpine scenery, including three of the most famous peaks in the Dolomites: the Tre Cime di Lavaredo. Hike between mountain huts high in the beautiful Northern Dolomites, traverse sheer rock walls using the area's famous via ferrati, and enjoy authentic Italian cuisine in cozy refugi lodges along the route.
Traverse the northern Dolomites starting at the Tre Cime di Lavaredo, three of the range's most famous peaks, and make your way to the Grupo Latemar near Bolzano. You'll hike through a number of national parks, crossing desert rocklands, forests, and green pastures as you travel the cultural and historic border between Europe's southern Latin and northern Germanic regions.
Italy has 20 regions, each with its own identity. Landscapes, cuisine, and dialect differ greatly from one to the next, and each merits its own visit. If your time is limited, you’ll be able to see Italy’s highlights in a matter of days—but spending two weeks or more means you'll get to explore multiple regions and fall in love with the authentic Italy.
When should you go to Italy? Summer is very warm, especially in the south, along with plenty of tourists in pursuit of 'la dolce vita'. Hit the coast in late spring, early summer, or September when weather is warm and crowds are manageable. Autumn brings moderate temps throughout the country and beautiful foliage in Tuscany—this is also a quiet time of year in Rome and Florence, making it ideal for sightseeing.
From artistic Florence to the famously beautiful National Park of Cinque Terre, this week-long highlights tour will give you a taste of some of the best that sunny, charming Italy has to offer. Explore Rome's ancient monuments, soak in the beauty of the Tuscan countryside, and visit vineyards, food shops, and incredible restaurants along the way.
Discover the sights and delights of Italy on this two-week highlights tour. Explore the floating city of Venice, the Renaissance jewel of Florence, and the Eternal City of Rome. Ride a Vespa through picturesque Tuscany and discover the stunning Amalfi Coast. Soak up the culture, food, and wine while you fall in love with Italy.
Get ready, cyclists: this one's for you! The Eroica is a world-renowned vintage bike race, held annually in the hilly, vineyard-dotted region of Chianti in Tuscany. Follow the route of this legendary race, experiencing the Strade Bianche (unpaved white roads) that take you through the heart of this magnificent countryside.
In Sicily, culinary tradition is a unique mix of flavors from the Greeks, Arabs, and Normans who once called this island home. Dynamic food experiences reach far beyond Sicily's famed eggplant specialty, caponata. To give you a glimpse of Sicily’s food culture, we share a few less-talked-about (but equally important) signature dishes—paired with a list of restaurants locals swear by.
This region of Sicily is perhaps the most popular part of the Mediterranean's most iconic island — and for good reason. Europe's largest volcano, ancient archeological sites, shimmering turquoise waters, and easy to navigate resort towns are all reasons travelers flock to this region of the island in droves each year. Step slightly off the beaten path, however, and it is still possible to catch a glimpse of the Ionian coast's beauty, history, and culture.
Sicily is a captivating destination, with scenic beauty, historic sites, and culinary delights. This 7-day itinerary is for the active traveler looking to experience the best of the island while cycling and walking.
This 7-day tour along the southeastern coast of Sicily features impressive archaeological sites, including the Neapolis Archaeological Park in Syracuse and the Valley of the Temples in Agrigento. It's an incredibly scenic drive, with golden beaches and vineyards, plus overnight stays in ancient, seaside towns.
This tour of Sicily starts in the island's largest city, colorful and vibrant Palermo, before continuing to the country for scenic drives and island hopping. Boat rides, visits to wineries, walks along cobblestone streets and exploration of archaeological sites are just a few of the bucket list items you can tick off on this Sicilian adventure.
Sicily can be experienced in as little as 3 to 5 days if you are short on time and interested in a quick coastal retreat. However, it’s much better to spend at least a week discovering this Mediterranean paradise. If you have 7 days you can explore a meaningful section of the island. Lucky travelers who have 14 days for their trip to Sicily can comfortably drive around Italy's entire coastline, experiencing the island's colorful clash of amazing flavors, ancient ruins, medieval villages, beaches and volcanoes.
If you have a week in Sicily, it’s best to focus on one or two regions as opposed to trying to see everything. There's the wine country of the west, the medieval villages of the southeast and the giant Etna volcano in between. The following 7-day itineraries offer some of these attractions, plus incredible food, dramatic coastal views and a history and culture that stretches to time immemorial.
With three days you can encounter a slice of Sicily and its wonderful coastlines, culture and ancient ruins. We have brought together two itineraries that show off these highlights and more. One trip starts from the bustling city of Palermo and continues to the scenic wineries of western Sicily. The other takes you to the younger Catania, located in the shadow of Mt. Etna and close to quaint seaside resorts. Both itineraries will introduce you to Sicily's culture of wine, food and music that together create an unforgettable experience.
An island as beautiful and historically rich as Sicily deserves to be experienced at a leisurely pace. This 15-day itinerary features beaches and cathedrals, fishing villages and urban markets, a volcano and ancient archeological sites. Take your time as you circumnavigate this stunning region of Italy.
Sicily's iconic beaches, historic palaces and cathedrals are best visited from May to June or September to October, when temperatures hover around 70ºF (21ºC). While the weather is ideal during these periods, be prepared for larger crowds and higher prices. Prices for accommodation drop and the tourist crowds thin out at other times of the year, making off-season travel a good option. Travel in November and December is highly recommended for these reasons.
Many of Sicily's highlights — volcanoes, ancient ruins, beautiful beaches and great cuisine — are found along the region's east coast. This 8-day tour will guide you through these stunning coastal towns at a comfortable pace and set you up at comfortable boutique hotels each night. You'll visit the natural wonders of Mt. Etna and Ciclopi Riviera, as well as enjoy some of the more refined aspects of Sicily, such as its great wine!
Experience Sicily in all its glory by driving around the island in 2 weeks. Highlights of this tour include Palermo, a cultural melting pot with stunning monuments and vibrant local markets and Taormina, the elegant village famous for its Greek theater and the postcard views. You'll also visit Syracuse and Agrigento, with their archaeological masterpieces, and hike Mt. Etna—Europe's most active volcano.
Discover the sights and delights of Italy on this week-long highlights tour. Visit Rome, the Eternal City, Florence the Renaissance Jewel and Venice one of the world's most romantic cities. Then head to the Tuscan countryside to taste its tradition, culture and famous Italian food and wine.
Explore the highlights of Sicily beginning in its capital of Palermo. In this cultural melting pot, the aromas of exotic spices carry from backstreet markets to cobbled throughways lined with Arab-Norman buildings. Then it's off to the Baroque gem of Catania, where en route you'll stop at Greco-Roman ruins and medieval fortress towns guarding long stretches of postcard beaches.
This one week tour of National Park of Cinque Terre lets you explore this UNESCO heritage site in all its glory. This is a unique area where houses are painted in vivid multi-colored shades and the sea is brighter than the sky. The hiking routes consist of ancient paths and mule tracks. Short train rides connect its five classic colorful fishing villages.
Dominated by volcanic peaks, some of them still active, Sicily and the Aeolian islands offer dramatic coasts and fertile interiors. Explore the beautiful Aeolian Archipelago—7 diverse islands including Lipari, Vulcano, and Stromboli—whose active volcanic cone dominates the horizon. End your trip with a climb to the top of Mt Etna, Europe’s largest active volcano.
Visit the island of Capri, the remains of Pompeii, and charming Naples on this active and culinary trip. Experience a landscape that varies from Mediterranean macchia (shrub) to cultivated terraces of citrus and olives, sampling fresh seafood, mozzarella, and pasta along the way.