Tuscany is famous for its beautiful landscapes, vineyards, cypress trees, farms, and medieval hill towns. What better way to experience some of the best views in Italy than by bike. You'll explore the hills and towers of San Gimignano, have a chance to taste Brunello wines in Montalcino, and learn about the history and architecture of Siena.
Italy Travel Insights
In 990 BCE, the Archbishop of Canterbury traveled from England to Rome to meet with the Pope. He wrote a detailed diary of the 80 stages of his journey through the United Kingdom, France, and Italy, and this path is now known at the Via Francigena (the Francigena Way), a path for religious pilgrims from Canterbury to Rome. The trail travels through Tuscany, and you can experience it on this five-day itinerary that winds through the Tuscan countryside.
From Tuscany to Veneto to the Italian Riviera, this 12-day itinerary is perfect for indulgent travelers who want to see and taste the best of Italy. You'll start in Northern Italy, with a tour of Verona and then see romantic Venice. You'll visit the birthplace of the Renaissance in Florence, then tourTuscan vineyards, and visit Pisa's 'leaning tower.' Your adventure will end with the former fishing villages of the Cinque Terre where you'll sample the foods of Liguria — the Italian Riviera — including seafood, pesto, and focaccia.
Explore the magnificent natural beauty of the Val d'Orcia region in Tuscany, walking through cypress-lined hills and vineyards, with time for tasting the wine, cheese, honey, and other culinary delights that the area is known for. Your adventure will take you through the wine-growing town of Montepulciano, then to Pienza where you can taste its distinctive Pecorino cheese, and finally to the medieval Tuscan powerhouse of Siena.
This 8-day itinerary takes you on a gastronomic adventure through two of Italy’s most spectacular landscapes and cuisines. Starting in the Piedmont hill town of La Morra, you’ll work your way south to Tuscany, ending in the medieval city of Montalcino. In between, you’ll explore picturesque villages, sample local dishes, and visit historic wineries.
Explore the coastal trails of the Ligurian Riviera on foot with this adventurous itinerary. Starting in the seaside village of Camogli, you’ll make your way south, visiting beachside San Fruttuoso and Portofino before hopping a train to the iconic Cinque Terre. These five colorful villages are set like gems along steep sea cliffs, and you’ll walk between them via the region’s famed footpaths. Your final day ends in Portovenere, where you can watch the sunset over the shimmering Bay of Poets.
Explore Puglia, the "heel of Italy," one of the country's southernmost regions, which welcomes visitors with olive trees, a sparkling turquoise sea, and whimsical towns and villages. Take a walking tour through Lecce, snap photos of the iconic trulli homes in Alberobello, and enjoy the beaches and cuisine this region is famous for.
Take in the sights and sounds of Italy's romantic capital, travel along the ruggedly beautiful southern coast, and dive deep into Sicily's ancient culture. You'll do all this and more over 18 unforgettable days, beginning in Rome with tours of the city's emblematic sights before heading to the rocky beaches of the Amalfi Coast and the sunny island of Capri. Then you'll visit the island of Sicily, where you'll experience the best of its culture and cuisine on an adventurous road trip.
This 17-day grand tour of Italy is your ticket to all the beauty and living history for which that country is famous. You'll begin in Rome and visit the most famous sights, including the Colosseum, Vatican, and Roman Forum, before absconding south to the sunkissed shores of the Amalfi Coast. A jaunt to Sicily and a road-trip around that incomparable island completes the adventure as you discover its great food, wine, and natural beauty.
This 16-day adventure includes visits to some of the most incredible locales in Italy. This includes everywhere from the capital of Rome to the Amalfi Coast to the island of Sicily. On top of the beautiful sights, you'll also enjoy unforgettable activities like museum visits, a street-food tour of Palermo, hiking up Mt. Etna, and more.
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.
Over 15 days you'll experience the highlights of Italy. In the capital Rome, you'll visit landmarks like the Colosseum and historic institutions like the Vatican. You'll then enjoy the pebble beaches and sun-kissed coast of Amalfi before venturing far south to Sicily, where a road trip will take you from Palermo to Mount Etna.
Give yourself over to the beauty of Italy for 13 days of culture, romance, and adventure. After touring the famous sights of Rome, like the Forum and Colosseum, you'll travel south to the ruggedly beautiful Amalfi Coast and the incomparable Mediterranean gem of Capri. The trip culminates with an exciting road trip around the island of Sicily in which you'll tour Palermo and visit ancient Greek ruins.
Get away from it all for 12 days of unforgettable experiences in Italy. This includes touring the most famous sights of Rome, lazing on the pebbly beaches of the Amalfi Coast, and marveling at the cotton-candy-pink sunsets of Capri. The Mediterranean dream doesn't end there—you'll also embark on a road trip adventure around Sicily, from the historic streets of Palermo to the Greek ruins of Syracuse.
The only thing better than visiting one incredible region of Sicily is visiting three. Over 11 days you'll do just that, beginning in Rome with tours of its ancient ruins and historic sights. You'll then travel south to the incomparable Amalfi Coast and island of Capri before finishing up in Sicily with an epic road trip that includes a visit to historic beach towns like Cefalú and ancient Greek ruins.
In just 10 days you can craft an unforgettable Italian vacation that includes many highlights. This, of course, includes the historic locales in Rome, but you'll also travel south to the ruggedly beautiful Amalfi Coast and Capri, a pure postcard region if ever there was one. You'll then immerse yourself in the rich culture of Sicily on an adventurous jaunt that will take you from Palermo to Cefalú to ancient Greek ruins.
This 18-day itinerary covers two of southern Italy's most stunning regions: Puglia and Sicily. It begins in Puglia with visits to the cone-shaped trulli homes of Alberobello and the ancient cave dwellings in Matera. Then head to Lecce to see Baroque architecture and Roman ruins before experiencing the highlights of Sicily on a self-drive road trip.
On this 17-day tour of Italy's southern regions, you'll go beyond medieval and Roman history and also visit the ruins of ancient civilizations. 9,000-year-old cave dwellings exist in the historic city of Matera, in Italy's Puglia region, but you'll also visit coastal gems like Lecce and Bari. The adventure culminates in Sicily with tours of Greek and Roman ruins and a hike up Mt. Etna.
This packed 16-day adventure combines the culturally rich region of Sicily with one of Italy's less-heralded gems: Puglia. First, you're off to the heel of Italy's boot, home to ancient and unique cities like Matera and Alberobello. Then you'll jet to Sicily, where you'll hop in a rental car and drive across the island, stopping at ancient Greek and Roman ruins along the way.
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.
This two-week holiday combines anthropology and history with a road-trip adventure in two of Italy's most unique regions. First, you'll tour Puglia, Italy's "heel of the boot," which is home to beautiful beaches and ancient cities. Then you'll fly to Sicily for a road trip from the cultural melting pot of Palermo to ancient Greek and Roman ruins—plus enjoy a jaunt to Mt. Etna.
Ancient ruins, beautiful beaches, historic cities—you'll get all this and more on a 13-day tour of southern Italy. First up you'll visit cave dwellings and go on food tours in Puglia, the southernmost region of mainland Italy. Then you'll fly to the island of Sicily, which you'll discover on a road trip that will take you from postcard coastal towns to ancient Greek ruins in Syracuse.
On this 12-day holiday in Italy, you'll visit ancient ruins and historic sights in two of Italy's most beautiful southern regions: Puglia and Sicily. Moreover, you'll enjoy various activities, from cooking classes to beach trips and even a hike up Mt. Etna. The best part is you'll finish the trip with a road trip around Sicily, visiting its most famous locales like the ancient Greek ruins at Syracuse.
Enjoy a different kind of vacation with this adventure in southern Italy. You'll arrive in the Puglia region and immediately visit historic cities like Alberobello, Matera, Lecce, and Bari. You'll then fly to Sicily, where you'll take a quick self-drive road trip around the island, stopping at ancient ruins and the historic beach town of Cefalú.
Over 10 days you'll explore Puglia and Sicily, two of the most historic and culturally unique regions of Italy. You'll begin this southern adventure with a tour of colorful villages like Alberobello and ancient cave dwellings in Matera. Then you'll arrive on the island of Sicily, where you'll embark on a street food tour of Palermo, visit Greek ruins at Segesta, and laze on the beaches of Cefalú.
Discover Puglia, one of the lesser-visited yet stunningly beautiful regions of Italy. Over nine days you'll experience the highlights of this southern coastal region, including the ancient caves at Matera and the historic streets of Lecce and Bari. To cap the trip, you'll fly to Palermo, Sicily, where you'll discover the culture on walking tours plus visit Cefalú, one of the most beautiful beach towns on the island.
Tuscany is a fantastic destination throughout the calendar year. But there are advantages to visiting in spring and fall: you'll encounter fewer crowds, avoid high peak-season pricing on hotel rooms, and enjoy comfortable, sunny weather that's ideal for hiking, sightseeing, and the beach. Read on for more details on the best times to visit Tuscany—and the top events you won't want to miss during all four seasons.
Breeze through the Friuli Venezia Giulia region for six spectrum-spanning days. Whether you're in the craggy capital city of Trieste, hiking through ancient towns along the Corso Ridge, or gliding over Venetian canals, you're sure to find something to keep you here.
The Friuli Venezia Giulia region may be small, but it's packed with some of Italy's favorite spots. Spend seven days sauntering through historic architecture, hiking trails, handmade arts, and more as you explore the scenery and culture.
Get enchanted by eight days in this region of northeastern Italy. You'll stroll the city streets of Trieste before you hike its neighboring Carso Ridge, then switch over to seafaring Venice to see its dramatic landmarks and local artisans at work.
Petite Friuli Venezia Giulia offers plenty to cover on this nine-day trip. You'll learn about the arts of mosaic construction, glassblowing, lacework, and more as you traverse city streets and ancient mountain roads in Udine, Trieste, and Venice.
The capital of Friuli Venezia Giulia moved from Udine to Trieste, and so will you on this 10-day trip. Make your way through regional history, artwork, and landscapes to discover this distinctive region and its famous Venetian neighbor.
The Friuli Venezia Giulia region combines Slovenian, Croatian, Austrian, and Italian influences to create the perfect combination for this 11-day trip. Whether you're enjoying urban cafe culture on the streets of Trieste, lounging on the beaches of Grado, or exploring the Venetian canals, you're sure to learn something new along the way.
Taste thousands of years of cultural influences on this 12-day tour through northeastern Italy. Sample prosciutto in San Daniele, sip signature white and orange wines in the Friuli countryside, and dine alongside the edges of the canals of Venice as you make your way through the region.
The Friuli Venezia Giulia region and its neighbors are a work of art in themselves, but you can explore some of its smaller properties as well on this 13-day trip. Study the art of mosaic-making, visit Roman ruins at Aquileia, and hike the mountain scenery of the Carso Ridge before you leave the region for its neighbors. Then seek out Da Vinci's works in Milan and handmade traditions in Venice before you return home.
One of Italy's biggest attractions has always been its food, and you can sample plenty of it over the course of these two weeks. You'll relax by the seaside, walk through former Roman cities, and hike over mountains as you make your way to various tasting and art experiences to satisfy all of your sense.
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.
In a mere week, you can craft an unforgettable Italian holiday that includes two historic regions. The first is Rome, with its ancient Colosseum, Vatican, and the myriad other sights you'll discover on a city tour. Then you're off to Sicily for a bit of culture and island fun in the form of street-food tours and a day trip to Cefalú, one of the most beautiful coastal cities in the world.
Get ready for a brisk tour of some of the most famous, beautiful, and ancient sites in Italy. This eight-day getaway begins with your arrival in Rome and guided tours of Roman landmarks like the Colosseum and globally renowned art museums like the Borghese Gallery. In Sicily, you'll make the capital of Palermo your base of operations as you go on street food tours and day trips to gorgeous coastal cities like Cefalú.
Nine days is enough time to both discover Rome and set off on an exciting road trip around the island of Sicily. In Rome, you'll tour the unmissable city sights like the Vatican, Colosseum, and the Borghese Gallery. Upon arrival, in Sicily, you'll pick up a rental car and set off from the streets of Palermo along the gorgeous coast to Mt. Etna before finishing the trip in the Baroque city of Catania.
Embark on the trip of a lifetime with a visit to not one but two of Italy's most historic locales. On this 10-day jaunt you'll enjoy city tours of Rome plus a cooking class where you'll learn to prepare traditional Italian dishes. Then you'll fly to the island of Sicily, where on a road trip you'll travel to coastal cities like Palermo and Cefalú, visit ancient Greek ruins at Syracuse, and even ascend Mt. Etna.
No Italian holiday is complete without visiting Rome, and no trip to Sicily is complete without driving around that historic island. On this 11-day itinerary you'll do both, starting with tours of Rome's most ancient and beautiful sights. In Sicily, you'll hop in a rental car and travel from its capital of Palermo along the stunning north coast to the east side, stopping at other historic cities like Syracuse and Catania.
12 days is not only enough time to enjoy an unforgettable Roman holiday, but you can add a road-trip adventure through Sicily to the itinerary. In Rome, you'll tour famous sights like the Vatican and Borghese Gallery plus learn the secrets to Italian cuisine in a cooking class. Then, after jetting to Sicily, you'll hop in a rental car and drive from one beautiful coastal city to another, from Palermo to Taormina to Syracuse to Catania.
If you want to see as many of Italy's historic sights and locales as possible on a limited time frame, you'll visit two places: Rome and Sicily. This 13-day itinerary covers both, beginning in Italy's capital with tours of the city sights and art museums. You'll then fly to Sicily for a road-trip adventure in which you'll stop at its most famous cities, ruins, and landmarks, like Mt. Etna.
In two weeks you'll not only immerse yourself in the splendor of historic Rome, but you'll also embark on an unforgettable road trip around the cultural melting pot that is Sicily. In the former, you'll tour famous sights like the Colosseum and Vatican plus take part in a local cooking class. In the latter, you'll drive around the island at your leisure, stopping at historic and beautiful cities like Syracuse, Agrigento, and Taormina.
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.
Lose yourself in the sights and sounds of Italy's capital before venturing south to the historic island of Sicily. This packed 16-day itinerary begins in Rome, where you'll visit the emblematic city sights. Then you'll jet south to Palermo and embark on a road trip around Sicily to discover its rich culture, cuisine, and history.
Over 10 days you can add some of the most beautiful locales in Italy to your holiday scrapbook. This itinerary begins in the south and Naples and includes tours of both the ruins of Pompeii and an ascent of Mount Vesuvius. Then it's pure postcard beauty as you travel to the Amalfi Coast and Capri before jetting off to Sicily for a road trip around that island's most famous and historic sights.
11 days is enough time to plan a whirlwind tour of southern Italy's most beautiful locales and historic sights. You'll start in Naples, birthplace of pizza, before sojourning on the Amalfi coast with its terraced vineyards and lemon groves. After fun and sun on Capri, you'll head to another great island—Sicily—for an unforgettable self-driving tour of ancient cities, Greek ruins, and active volcanoes.
Southern Italy always makes for an unforgettable vacation. This 12-day itinerary guarantees that outcome, as it begins in Naples, continues along the ruggedly beautiful Amalfi Coast, and includes a jaunt to Capri, the crown jewel of the Mediterranean. You'll cap the adventure with a road trip from one side of Sicily to the other, during which you'll enjoy all the great food and historic sights that island has to offer.