Fifteen days is enough time to get to the heart of any region of Italy. With just over two weeks you could go on a road trip of Sicily and enjoy its beautiful coastline. You could also combine three of Italy’s most famous and Romantic cities—Venice, Florence, and Rome—into one grand itinerary. And if you’re interested in unique outdoor excursions amid Italy’s famed natural landscapes, try truffle hunting in Tuscany or going on boating trips in the northern Lakes Region.
See our itineraries below or read our guide to the best 15-day trips in Italy.
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.
Explore the best of Sicily on this 15-day itinerary, from Palermo's famous food scene to the Greek theater in Taormina. Visit Syracuse, the birthplace of Archimedes, to see the 2700-year-old town of Ortygia and sunny Arenella Beach. Spend four days enjoying nature and the arts in Taormina, then head to Catania, where filming sites from the Godfather trilogy, delicious street food, and bustling fish markets await.
Get away from the hustle and bustle on this 15-day Lakes District itinerary. See da Vinci's "The Last Supper" and catch a football game in Milan, then enjoy the city's buzzing nightlife. Tour resplendent summer villas on Lake Como, shop flea markets on Lake Maggiore, then end your trip on Lake Garda, where sunny beaches, charming Tyrolean villages, and the Valpolicella wine region await.
If you've already visited Italy's famous cities and crave an authentic experience, this comprehensive 15-day itinerary in Puglia is for you. Spend time in the busy port city of Bari and relaxed Lecce and visit the small sun-soaked coastal villages of Gallipoli, Leuca, and Otranto. Eat hand-made Orecchiette, go swimming on rocky beaches, and explore life on the peninsula from the ancient Matera caves to the 12th-century Basilica of St. Nicholas.
Head to Itay for 15 days of adventure and relaxation. Visit world-famous art museums and historic palaces, take a gondola ride in Venice, and explore Tuscany's Chianti wine region. From the cliffside villages and rocky beaches of the Amalfi Coast to the ancient Colosseum in Rome, this itinerary offers the best of Italy's culture for every type of traveler.
Spend 15 days traveling through the dramatic Dolomites in Northern Italy to Lake Garda. Enjoy self-guided hikes in Belluno and Ortisei, visit a castle and monastery near Bolzano, and experience scenic Lake Garda by boat. Explore the Old Towns, and the fortresses guarding them, in Malcesine and Sirmione. Finish your trip in Verona by delving into Roman history on a guided city tour and visiting a local winery.
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.
Perfect for the history buff and nature lover, this tour spends two weeks traversing the ancient history of Sardinia and Corsica, starting in the bustling city of Cagliari. Make your way across the two islands by visiting ancient ruins, UNESCO World Heritage Sites, and the birthplace of Napoleon, all while indulging in local culture as you visit vineyards, cheese farms, and cork producers. On your free days, sample the local cuisine, sun bathe on dazzling beaches, discover caves and panoramic cliffside views, and try your luck at windsurfing.
If spending 15 days relaxing on the beautiful Amalfi Coast and exploring history and culture in Rome sounds perfect, this itinerary is for you. Start in Amalfi to see old-timey fishing villages, go wine-tasting, and eat fresh-caught seafood. Take a day trip to see the Pompeii ruins, then visit Naples' medieval city center. End your trip in Rome to see world-famous art in the Galleria Borghese and explore ancient Roman ruins.
In a little over two weeks you can enjoy comprehensive tours of southern Italy's most beautiful regions: Puglia and Sicily. The adventure begins in the former, where you'll visit historic cities on Italy's heel of the boot like Lecce, Bari, and Alberobello. Then it's off to Sicily, where on a self-drive road trip you'll discover Palermo, visit ancient Greek and Roman ruins, and hike up to Mt. Etna.
Get ready for the ultimate 15-day Mediterranean experience. You'll first tour the highlights of Rome before venturing south to Italy's Amalfi Coast and the nearby island of Capri, which rises out of the sapphire blue waters like a siren. The adventure then kicks into high gear with an epic road trip around Sicily, where you'll explore its famous ruins, luxuriate in its rich culture, and dine on its incomparable cuisine.
Explore the small villages, rugged coastline, and the incredible scenery of the Cinque Terre and the Italian Riviera on this comprehensive 15-day trip. Stay in old-world towns where you'll hike cliffside paths, visit coastal medieval fortresses, and learn to cook in a local's home. Visit Genoa for the food & old town, then end your trip in Pisa to climb the famed tower and hunt for truffles in the Tuscan countryside.
Traveling by high-speed train, this 15-day itinerary covers Italy's three most famous cities: Rome, Florence, and Venice. Not only will you see the top attractions and trendy neighborhoods, but you'll break up the trip with excursions that include making wood-fired pizza, tasting Chianti, and boating to lesser-visited islands on the Adriatic. To round out this epic adventure, you'll also have three relaxing days in the Cinque Terre to partake in its hiking trails, Mediterranean beaches, and west coast sunsets.
From metropolitan Rome to small-town Amalfi, explore Italy's cities and coast on this luxurious 15-day comprehensive itinerary. Start in Venice to tour grand palaces and dine on fresh seafood, then head to Florence for world-famous art museums and famous Tuscan wine. End the trip with exclusive access to Vatican City and three days on the Amalfi Coast for luxury yacht tours and a helicopter flight over Pompeii.
Spend 15 days discovering Italy's art, culture, and cuisine with this comprehensive trip. Ride a gondola in Venice, climb Pisa's famous tower, and see Michelangelo's 'David' sculpture in Florence. Enjoy wine tasting in Tuscany and learn to make the perfect pasta dish. Round out the trip with 5 days in Rome, where world-famous Vatican City and a relaxing visit to Castelli Romani summer estates await.
Southern Italy is a treasure chest of historic sights and locales of unparalleled beauty. You'll discover much of it over 15 days as you travel from Naples and the Amalfi coast to the island of Capri and finally to the cultural melting pot of Sicily. Throughout, you'll dine on great pizza, pasta, and seafood while also taking wine tours, visiting ancient ruins, and hiking up to the top of iconic volcanoes.
Enjoy the famously punctual trains of Italy and Switzerland on this 15-day itinerary that will take you through the beautiful Alpine lakes via a relaxed scenic route. In addition to the many lakes themselves, you'll experience historic castles, Alpine peaks and passes, and culinary creations on your journey.
Explore the birthplace of Pinnochio on this packed 15-day itinerary of the Tuscany region. Begin in Florence to see Michelangelo's 'David' sculpture and works by Da Vinci, Caravaggio, and Donatello. Hunt for flavorful truffles in the countryside, climb the leaning tower of Pisa and take a vintage Vespa out for a ride on rolling country roads. Visit the pretty medieval cities of Montepulciano and Siena, tour Tuscany's top vineyards, and handmake your own Italian pasta. Round out your trip with a hike on the historic Cinque Terre trail, which hugs the stunning Mediterranean coast.
Spend your holiday taking in the sights and sounds (and tastes!) of Italy with this 15-day tour. Peruse the piazzas in Florence and head into Tuscany for a wine tasting before discovering the colorful, cliffside villages of Cinque Terre and blue waters of the Mediterranean. From there, head to Rome, where history and architecture abound before finishing up your travels soaking in the sun with time along the Amalfi Coast, lazing on the sandy beaches.
Find your inspiration on this 15-day luxury trip through northwest Italy. Bask in the sun-baked hues of Portofino, rich culinary scene of Piedmont, and churches of Turin. Then, continue high into the Alps and down to the indulgent villas of Lake Maggiore and its Borromean Islands, where carefully cultivated beauty can be found around every corner.
Follow the highlights of the Friuli Venezia Giulia region for more than two weeks with this itinerary. The region encapsulates the Italian experience, spanning from the peaks of the Alps through vineyards and down to seaside towns to give you a full panorama of culture, nature, and cuisine.
Bring the whole family on this incredible 15-day adventure through Italy's top sites. Start in Venice where you'll go on a city-wide treasure hunt and learn to make carnival masks, then continue to Florence for a food tour and craft making. End your trip in Rome, where you'll dive into Ancient Roman history with a visit to the Colosseum and spend an afternoon in gladiator school.
Enjoy culture, history, adventure, and relaxation on this 15-day Sicily highlights tour, starting and ending in Palermo. Discover the monuments and markets of the regional capital, visit ancient Greek and Roman ruins in Syracuse, wander the narrow and winding streets of Ragusa Ibla, and swim in the inviting Tyrrhenian Sea off of Cefalù. You'll explore the medieval core of Erice, visit historic palazzi in Menfi, marvel at the expansive mosaics in Villa Romana del Casale, and hike Mount Etna.
Explore Sicily's highlights, including four days on three of the Aeolian Islands, on this 15-day itinerary. Starting from Catania, you'll head to Milazzo and on to Lipari, Vulcano, and Stromboli to relax in mud baths and on black sand beaches, and to hike the Stromboli volcano. Visit Palermo, the regional capital before checking out the Greek and Roman ruins of Agrigento and Syracuse and ending the trip with a cooking class in the elegant seaside town of Taormina.
Spend two weeks exploring the historical and natural charm of Italy, focusing on the highlights of ancient cities like Venice, Pisa, Florence, and Rome, where you'll enjoy sunset gondola rides, guided tours, traditional meals in hip neighborhoods, and endless visits to museums, art galleries, and monuments. Travel in style with private, guided tours of the medieval city of Siena, the Chianti Wine Region, Vatican City, and the Roman Forum. Swap the bustle of city life for solitude in Lake Como and Cinque Terre, enjoying boat tours, day hikes, and traversing the seaside in search of colorful villages.
Travel by boat, train, and rental car on this exciting 15-day tour of Italy. It all starts in Venice, where you'll glide through charming canals and visit nearby islands. Next is the walkable city of Florence for incredible art and culture (and, yes, pasta). Pick up your rental car from here and explore Tuscan hill towns, Mediterranean beaches, and vineyards in Chianti before heading south. Drop your car in Rome and spend the last few days touring the Eternal City's ancient sites and famous fountains on foot.
Travel by high-speed train from Rome to Venice on this grand 15-day tour of Italy. Upon landing in Rome, you'll take dreamy walks through elegant streets and ancient ruins, with guided tours of the Vatican and Catacombs. Next is Florence to see masterpieces, cook Tuscan cuisine, and hike between villages in the Cinque Terre. Then head north to Verona to tour its UNESCO-listed streets (and nearby wineries) before ending in Venice with free time to explore its maze of canals and islands.
Enjoy a mix of world-class cities and scenic excursions during this grand 15-day tour of Italy. After landing in Rome, spend three days seeing the legendary attractions independently and with a private guide. Then make your way to off-the-beaten-path Umbria to stay in an ancient walled city. Next is Florence for pasta-making and a drive through Tuscany before heading to the romantic city of Verona. You'll also boat through Venice's canals and sample the waterfront bar scene—the perfect end to the trip.
This 15-day itinerary places you in the heart of two of Italy's most historic locales: Rome and Sicily. The adventure begins in Italy's capital where you'll have multiple days to tour its most famous sights and uncover its lesser-visited gems. Then you're off to Sicily for the road trip of a lifetime as you visit Greek and Roman ruins, dine on incredible street food, and ascend Mt. Etna.
