Discover the best of Italy's northern regions, starting in the medieval city of Florence, with guided walking tours and wine tastings in Tuscany. Make your way through San Marino and the coastal cities of Riccione and Ravena before heading into Emilia-Romagna for a culinary exploration through Bologna and Parma. Take a cooking class and learn how to identify wine with a sommelier, then enjoy exploring the extravagant shores of Lake Como and the fashion-focused streets of Milan.
Italy Travel Insights
Located in northwestern Italy, Cinque Terre is a Mediterranean dreamscape as beautiful as any other in Italy. However, the seasons determine the type of holiday you can expect here. Fall and winter bring grey skies and chilly weather. Summer is the most popular month, with the beaches of Monterosso al Mare overflowing with sunseekers, making the shoulder seasons the ideal time to travel. But there are other secrets to seasonal travel to Cinque Terre, and you'll find them below.
Most travelers will find that 7 to 10 days is perfect for a well-paced Italy trip with stops in Venice, Rome, and Florence. If you don't mind a fast-paced journey, you can see the highlights of this route in less time—as few as 5 or 6 days. Travelers with more time can enjoy extra sights and activities at each stop, or explore more of the country—some of our favorite itinerary extensions include Amalfi, Sorrento, or Maiori. Keep reading for more inspiring Venice, Rome, and Florence itineraries.
Spend seven days exploring art and history in three of Italy's most beautiful cities with this luxury itinerary. You'll tour the famous islands of Murano and Burano to see the master glassblowers and lace makers at work, explore Venice's canals on a private gondola, see ancient ruins in Rome and Pompeii, and spend three days exploring the Amalfi Coast.
In Milan, all you need is a day to experience the highlights, whether it's visiting the Gothic Cathedral or shopping the high streets of the Quadrilatero della Moda. With more time, however, you can venture outside the city for a hike around famous Lake Como. And with close to a week there's the added adventure of visiting Turin and the wine-producing region of Piedmont, too.
With just 24 hours in Venice, you should stroll St. Mark's Square, indulge in delicious street-food, and toast an Aperol spritz as the sun sets over the canals. However, with 2-3 days, there's the option to visit colorful outer islands like Burano and Morano. And with up to six days you can take a cooking class in a Venetian palace, a rowing lesson from a professional gondolier, then cap it all with wine tastings and a relaxing steam bath/massage in a luxurious spa.
Cinque Terre is a collection of five seaside villages on a two-mile/three-km stretch of Italy’s northwest coast. Known as the Italian Riviera due to its dramatic setting, it takes a mere day to visit each of these gems. 2-3 days would allow you to enjoy its beaches and discover the culture via a cooking class. And with 4-5 days you could get to know every inch of Cinque Terre on boat trips, hikes of the surrounding mountains, and even make an extra trip to historic Genoa.
Explore Italy's spectacular Amalfi Coast with an 11-day trip that combines hiking, boating, leisure time and sightseeing. This hiking-centric itinerary revisits those old walking trails, including the legendary, rugged Sentiero degli Dei path, and includes stops on the islands of Capri and Ischia. Every turn along the Amalfi Coast road and pathways is like a postcard, with perfect scenes of bougainvillea, lemon trees, terraced vineyards, and that dazzling blue water beyond—and it's best explored on foot!
This tour starts along the Amalfi Coast, exploring picturesque hillside villages, the famous Path of the Gods hiking trail, the lively city of Naples, and the islands of Ischia and Capri. You'll then fly to the island of Sicily, where you'll discover the famous Sicilian-Baroque architecture in towns like Ragusa, Syracuse, Noto, and more, plus ancient ruins in Agrigento and the Valley of the Temples. End the trip on the top of Mount Etna, Europe's largest active volcano, and along the historic streets of Taormina and Catania.
On this 10-day trip, you'll travel by train to three of Italy's most popular cities, where flavors, history, archaeology, and the territory intertwine. Your journey begins in Rome with a day-long excursion to the fabled ruins of Pompeii. Next, you'll visit Florence, the city of Michelangelo, and take a day tour to the Chianti region. Your Italian adventure concludes in Venice, where you'll wander through Saint Mark's Square and travel by boat along the famous Grand Canal. After this trip, you will truly understand why Italy is called the Bel Paese!
Your trip to Rome and Florence starts with guided tours through Rome's historical core, Vatican City, and the Roman Forum, with walks through the Colosseum and to the top of Palatine Hill. Head to Florence to experience its historic squares, cathedrals, and museums, plus an Italian cooking class to learn how to make traditional pasta and dessert. End your trip in the Tuscan countryside with visits to Siena and San Gimignano, complete with walking tours and a wine tasting.
Combine the best of Rome and Florence in this 6-day trip, starting with guided tours of the Vatican City, the Sistine Chapel, Rome's historical center, and the ancient sites of the Colosseum and the Roman Forum. Take the train to Florence where you'll discover medieval plazas, monuments, cathedrals, and museums, plus incredible views of the Arno River and Ponte Vecchio. End your tour with a cooking class in Florence, where you'll lean how to make traditional Italian pasta, dessert, and more.
Start your 5-day trip by discovering the sites of Rome with a guided tour through historic cathedrals, squares, museums, and bridges, plus enjoy incredible views atop one of its seven hills. Visit Vatican City, perusing its Renaissance art through museums, the Sistine Chapel, and St. Peter's Basilica, then head to Florence to discover its famous Duomo and the statue of David in the Galleria dell'Accademia. Finish the tour with a visit to Lucca and Pisa, two Tuscan cities with history that goes beyond the Leaning Tower.
Explore the highlights of Malta and Sicily, starting in Valletta with day trips to prehistoric cities and sites, ancient temple ruins, and the natural beauty of the Blue Grotto and Gozo Island. Sail to Sicily to admire its famed baroque architecture, its ancient temples and Greek ruins, and the views atop Mount Etna. Explore cities like Syracuse, Catania, and Palermo, plus enjoy a wine tasting and some of the region's best cuisine.
Starting in Valletta, Malta, this tour explores the island's ancient ruins and historical cities, with visits to Mdina, Marsaxlokk, and the "Three Cities", plus the Blue Grotto sea cave, the megalithic temples, and Gozo Island. Sail to Sicily to discover its beloved baroque architecture in Ragusa, Noto, and Syracuse, followed by a day atop Mount Etna for impeccable views of the island, lessons on past eruptions, and a wine tasting. End your tour with a visit to Taormina's Greco-Roman theater and a farewell dinner amongst Catania's historical streets.
Combining the two islands of Malta and Sicily, this tour starts with ancient history and ruins in Valletta, where you'll visit prehistoric and medieval cities, a deep sea cave, and megalithic temples. Sail to Sicily on a catamaran to explore the island's impeccable baroque architecture in Ragusa, Noto, and Syracuse, then enjoy the history, views, and wine of Mount Etna. End your trip with a visit to ancient Greek and Roman ruins in Taormina, plus a Sicilian dinner in the city of Catania.
Discover the beauty of Sardinia's best beaches, starting from Santa Teresa di Gallura, right at the northern tip of the island. Explore the secret heart of the island hidden in the scenery of the Supramonte limestone mountain range. Your grand finale will include a hike among the granite rocks and gorgeous beaches of the southernmost point of Sardinia. As you enjoy Sardinia's incredible scenery and crystal-clear water, you'll be surprised by the diversity of this enchanting island.
Italy’s southern half is full of treasures both artistic and architectural, historical and natural, with culinary delights you’ll want to taste again and again. You can get a sense of the country’s past and present with just five days in the capital—but with one, two, or three weeks, you’ll be able to branch out, exploring several different regions and seeing plenty of the island of Sicily, which has a culture, history, and even dialect all its own.
In southern Italy lies the Amalfi Coast, a 31-mile (50 km) stretch of coastline that's the very definition of Mediterannean beauty. Known for its sunkissed lemon groves, pebble beaches, and romantic islands, everyone from rich socialites to budget-conscious tourists holiday here during spring and summer. But despite fluctuations in weather throughout the seasons, the Amalfi Coast offers a great getaway any time of year. You just have to know what to expect.
Some of the best wines and food in the world will fuel you on this 8-day cycling adventure through rolling hills and quaint villages in Tuscany. Begin your active trip with a truffle workshop in Alba before cycling through Piedmont and on to Tuscany. Along the way, you'll wander through medieval villages of golden sandstone and limestone, dine in Michelin-starred restaurants, sample world-class wines and cheeses, and learn how to make pasta.
Active travelers will get a full dose of sea and countryside views as they bike their way through southern Italy. Begin in the prehistoric town of Matera, then pick up your bike and ride to the whimsical settlement of Alberobello with its conical trulli houses. Sample local wines and culinary delights in Cisternino, then soak up some sun in charming beach towns on the Adriatic like Monopoli, Gallipoli, and Polignano a Mare. End your trip with excursions to spectacular grottos, and stroll past Baroque architecture and Roman ruins in Ostuni, Otranto, and Lecce.
Explore Mediterranean beaches, Renaissance capitals, and medieval hill towns on this delightful 13-day tour through the Italian regions of Liguria and Tuscany. Start your adventure on the west coast, where you'll discover the quaint villages, rugged shorelines, and breathtaking scenery of the Cinque Terre. Head inland to spend a day wandering through history in Pisa, before journeying west to soak up the Renaissance splendor of Florence. The final five days take you deep into the Tuscan countryside, where you'll stay at a rural agriturismo villa and immerse yourself in the culture and landscape of the Val d'Orcia—wine tasting and truffle hunting around picturesque hill towns.
Stretch your legs around the beauty of the Amalfi Coast in this 7-day tour, starting in the vibrant city of Naples. Explore the monuments and sites of your city hub and explore the nearby island of Capri and the ruins of Pompeii, plus hike around the crater of Mt. Vesuvius. Then move on to the scenic Amalfi coast where Agerola will be your hub, allowing you easy access to breathtaking hikes leading to the villages of Ravello, Positano and Antrani.
On this colorful, seaside tour, you'll hike the routes along Cinque Terre's famous coastlines, visiting villages like Vernazza, Riomaggiore, Corniglia, and Portovenere. You'll hike through scenic vineyards and along steep trails to score the best views of the Ligurian Sea, stopping at sanctuaries, churches, castles, and seaside abbeys. At the end of your trip, enjoy a boat cruise along the entirety of Cinque Terre, from Portovenere to Levanto.
Discover the unique tastes of Italy's Salento region with wine and olive oil tastings, plus visits to a pasta factory, a fish market, and a culinary workshop, all while exploring some of the regions most historical towns, such as Lecce, Ostuni, and Alberbello. Enjoy cooking classes, as well as farm-fresh breakfasts and dinners at your cozy farmhouse lodging, set within a scenic olive grove. End the trip with the archeological wonders of Matera, a stunning hillside city designated as a UNESCO World Heritage Site.
Indulge your tastebuds in this gastronomic tour of beautiful Salento, starting with an olive oil tasting at your local farm stay, where you'll also enjoy cooking classes and daily farm-fresh breakfasts. Explore the historic towns and cities of Salento, including Lecce, Ostuni, Otranto, and Alberbello, home of the famous Trulli huts. Visit a local fish market, learn how traditional pasta and burrata cheese are made, and explore the fascinating archeological dwellings of UNESCO Heritage Site Matera, with its famous rustic bread.
Discover the authentic taste of Salento in this gastronomic tour that takes you through some of the most charming villages in Southern Italy, including Alberobello with its Trulli houses, Ostuni with its white-washed facades, and Castro with its rocky coastline. Enjoy tasting farm-fresh foods, local olive oil, wine, and burrata cheese, plus take cooking classes with your hosts and in the town of Maglie. End your trip with a walking tour of a stunning limestone landscape filled with fascinating archeological sites near the UNESCO Heritage Site of Matera, a ancient hilltop city famous for its rustic bread.
This tour takes you through the gorgeous region of Tuscany, where you'll indulge your tastebuds with locally-sourced cuisine and wine tastings, all while sleeping in a farmhouse surrounded by the scenic Chianti Hills. Visit medieval towns and cities, like Siena, Florence, Volterra, and San Gimignano, tasting wine along the way, including the famous noble wine at Brunello di Montalcino and Sassicaia in Bolgheri. End your trip in beautiful Cinque Terre, where more wine and local food awaits you, plus a private boat tour of all five villages.
This tour through Tuscany is the perfect way to indulge your taste buds, all while visiting stunning vineyards and medieval towns like Siena, Volterra, and San Gimignano. As you explore the ancient cobblestone streets and monuments, you'll enjoy the flavors of the region with wine tastings and traditional, locally-sourced cuisine, plus a private tour of Florence, a stop at the Leaning Tower of Pisa, and a stroll through the old Cypress trees of Bolgheri. End your trip on the rocky coast of Cinque Terre where you'll enjoy more wine and regional foods in La Spezia, Portovenere, and Riomaggiore.
Indulge your taste buds on this Tuscan tour, visiting beautiful vineyards and medieval towns like Siena, Volterra, and San Gimignano, where you'll enjoy the flavors of the region with wine tastings and traditional, locally-sourced cuisine. Explore ancient cobblestone streets and monuments, enjoy the old Cypress trees of Bolgheri, and sleep soundly in your cozy farmhouse accommodation. End your trip on the rocky coast of Cinque Terre where you'll enjoy more wine and regional foods, plus one last stop at the Leaning Tower of Pisa.
Italy is a place you can spend a lifetime getting to know, while still feeling like you’ve barely scratched the surface. This country rewards long periods of time and repeat visits, but even if you only have a few days, you can still get a sense of its many rich and varied regions. In as little as five days (or as much as three weeks), you’ll be able to cover Northern Italy’s elegant cities, sweeping mountains, and seaside towns, seeing some legendary works of art and architecture and enjoying more than a few good meals.
Around 5 days should be more than enough time to soak in the wonders of the Amalfi Coast, one of Italy’s most beautiful destinations, but even if you have a day or three to spare, you’ll be able to see just why this region has been captivating visitors since Ancient Roman times. The Amalfi Coast isn’t a place you rush through, and with a little planning, you’ll be able to relax on its beaches, explore its secluded coves and grottos, wander its dreamy towns, and enjoy some incredible meals.
Once the center of the Italian Renaissance, Florence has evolved into a sophisticated city that holds firmly to its cultural past. Filled with world-class museums and galleries, beautiful churches, and former palaces, this is a city where you'll want to spend at least two or three days—enough time to hit most of the essential landmarks, shop for quality leather goods and stuff your face with delicious Tuscan food.
Active travelers who value independence and flexibility will appreciate this self-guided tour through the Tuscan countryside. Opt for a leisurely pace, or more involved hikes, as you first see the masterworks of Florence—the birthplace of the Renaissance—and then make your way to Chianti. You won't want to miss tasting some of the region's famous vintages, with Cypress tree views all around you. End your journey with an exploration of the preserved medieval city of Siena for a trip back in time.
Perfect for active travelers looking to enjoy one of Italy's most picturesque regions, this cycling trip will take you along snowy peaks and tranquil lakes in the Dolomite Mountains. Begin and end your trip with a bit of relaxation in the charming town of Pian dei Pradi before beginning your adventure through this lush region's hills, valleys, vineyards, farms, and quaint villages. Along your loop, you'll have time to sample authentic cuisine, soak in thermal baths, explore a nature preserve, and sip wine by the lake.
This eight-day walking tour takes you to Sardinia's Costa Verde, the Green Coast, which is known for its amazing views, wild deer, watchtowers, and sparkling waters. You'll visit a UNESCO geopark at Montevecchio, then walk through the dunes of Piscinas, a UNESCO World Heritage Site. Next, you'll explore beaches and granite cliffs before heading to two coastal islands to discover traditional fishing towns and popular resort areas.
Explore Northern Italy's natural charm starting with Lake Como, where you'll take a boat tour of its extravagant shore lined with mansions. Ride the funicular to the scenic vista in Brunate where you'll catch a panoramic view of Como and the stunning surrounding nature. Transfer to colorful Cinque Terre, where you'll hike from one seaside village to another while enjoying breathtaking sunsets and views of the Ligurian Sea.
This 6-day tour is perfect for those wanting to relax on the peaceful shores of Lake Como while still tackling Italy's impressive history. You'll hike the villages of Cinque Terre and enjoy the ancient cities of Parma and Florence, where you'll discover endless monuments, art galleries, and museums, including the Accadmia Gallery to see the David. After reveling in the scenic vistas of Levanto on the Ligurian Sea, explore vibrant neighborhoods in Florence, where you'll eat late into the night in buzzy neighborhoods.
An excellent combination of nature and history, this tour starts on the shores of picturesque Lake Como before heading to the colorful hills of Cinque Terre. Enjoy relaxing on the waterfront and hiking from one colorful village to another. End the tour in the ancient cities of Florence and Rome, where private guides will take you through the historical streets to the best art galleries, museums, and monuments, including the Vatican Museums, the Roman Forum, and the Accademia Gallery to see the David.
Explore the historical heritage of Italy combined with its natural splendor, starting with the scenic areas of Lake Como and Cinque Terre, where you'll cruise the shore by boat and hike from village to village. Stop in Parma to learn the secrets of world-famous prosciutto curing and discover the hidden side of Pisa beyond its leaning tower. End your trip in the ancient cities of Florence and Rome, where private tours will guide you to all the best monuments, museums, and art galleries, including the Accademia Gallery, the Vatican Museums, the Sistine Chapel, and the Roman Forum.
Find the perfect balance of Italy's history and natural beauty on this tour, starting with boat rides and scenic vistas on Lake Como before heading to the scenic hills of Cinque Terre, where you'll hike from one colorful village to another. Transfer to Pisa and Florence, meandering the cobblestone streets in search of endless monuments, museums, and art galleries, including the famous Leaning Tower of Pisa and The David. End your trip with a private tour of Vatican City and Ancient Rome, all while enjoying traditional dishes in Rome's hip and buzzy neighborhoods.
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.
Combine the historical splendor of Italy with its natural charm in this 14-day tour, highlighting the ancient cities of Venice, Pisa, Florence, and Rome with sunset gondola rides, regional dishes in local neighborhoods, and guided walking tours, plus visits to many museums, art galleries, and monuments. Enjoy tasting wine in the picturesque hills of Tuscany, plus guided tours of Siena, Vatican City, and the Roman Forum. Swap lively city centers for outdoor experiences in Lake Como and Cinque Terre, like boat tours, day hikes, and traversing the seaside in search of colorful villages.
Your exploration of Italy's historical and natural charm starts in the streets of Venice and continues through the ancient cities of Parma, Pisa, Florence, and Rome, where you'll discover museums, art galleries, monuments, and more. Enjoy a sunset gondola ride, a private food tour, traditional dishes in hip neighborhoods, and a guided visit to Vatican City and the Roman Forum. Trade bustling city centers for outdoor experiences like boat tours and day hikes in Lake Como, as well as the unforgettable memory of traversing colorful villages in Cinque Terre.
From a romantic gondola ride in Venice to exploring ancient ruins in Rome, this 12-day tour is the perfect harmony of history and nature. Aside from Venice and Rome, you'll also discover the ancient cities of Pisa, Florence, and Parma by sampling the region's famed prosciutto, visiting monuments and museums, eating traditional dishes in hip neighborhoods, and encountering some of Italy's most treasured art. Enjoy the country's natural charm with boat rides and scenic hikes in Lake Como, and walking from one colorful village to another in beautiful Cinque Terre.
Perfect for those looking to explore Northern Italy's range of historical and natural charm, this 11-day trip visits important sites in Venice, Pisa, Florence, and Rome, plus Lake Como and Cinque Terre. Enjoy your trip in style with private guides and transportations ensuring your discovery of museums, art galleries, and monuments, as well as the region's famous prosciutto. Satisfy your bucket list with a gondola ride at sunset, authentic meals in hip neighborhoods, a boat tour of Lake Como's famed mansions, and an incredible hike from one Cinque Terre village to another.
Combing nature, history, and culture, this Italian tour takes you through the ancient cities of Venice, Pisa, Florence, and Rome, plus Lake Como and Cinque Terre, all with luxury private transfers and guides. Enjoy meandering through museums, art galleries, and monuments, as well as trying the regions famous prosciutto, riding a gondola at sunset, and discovering hip neighborhoods. Relax on the shores of Lake Como before settling in Cinque Terre, where you'll hike from one village to another.
Avoid the crowds and explore Italy's quieter central regions on this laid-back 11-day itinerary. Starting in Marche, you'll explore medieval hill towns, tour renowned wine country, and go truffle hunting in ancient woodlands. Spend a day climbing through the mountaintop kingdom of San Marino before crossing the Apennines to Umbria, Italy's "green heart." Here you'll soak up the art, culture, and cuisine of Perugia, its beguiling regional capital.
This relaxed 10-day itinerary gives you plenty of time to discover the hidden gems of central Italy. Start in eastern Marche, nestled between the Apennine Mountains and the Adriatic Sea. Tour the area's renowned wine country, settle into the medieval hill towns of Ascoli Piceno and Urbino, and spend a day exploring the tiny kingdom of San Marino. Head southwest across the mountains to end your stay in Perugia, where you'll discover its Renassaince history and immerse yourself in the regional cuisine.
This leisurely 9-day itinerary introduces you to the medieval hill towns and rolling countryside of Italy's lesser-known central regions. Skip the crowds and explore the rolling wine country and fortified villages of Marche before heading north to the tiny kingdom of San Marino. Cross the Apennines to end your trip in Umbria, sampling the culture and cuisine of the regional capital of Perugia.