Our 20 Best Italy Itineraries & Vacation Packages

Balance the stories of the ancients with the inspiring art of the Renaissance as you take in the opulent masquerades and intricate delicacies during your personalized Italy itinerary that is perfect for the first-time traveler.  Listen to the echoes of gladiators in the subterranean labyrinth of the Colosseum, and then watch as the gilded frames glisten as they border the masterworks found inside the Vatican Museum. Wander the hidden corridor that connects Florentine palaces and learn how to hand roll delicate pasta to make tortellini. From exploring medieval towns of the Tuscan region to learning the art of glassblowing, whether you are a novice visitor or seasoned vacationer, you will discover something new and exciting around every beautiful corner.  As you refine your own Italy travel itinerary, consider browsing our many tours as you consider your own dreamy vacation.

The wonders of Rome, the coastal Campania region, and Sicily come alive on this 11-day tour of Italy's southern half. From the Italian capital to the bustling port city of Palermo, enjoy a balanced itinerary that combines guided excursions, food tours, and ample free time to bask in all that is best of the regions you visit.

Whether a lover of art and history, mythology or culture, you will find the majesty of it all as you tour Rome and the Amalfi Coast during your exclusive Italy itinerary for the senior traveler. The treasures of the Vatican span millennia with works displayed that are entangled with the past as the prestige of gladiatorial heroes emanates from the walls of the Colosseum.  The peak of Mount Vesuvius continues to linger above ancient Pompeii as lemon groves overtake the terraced ridges along the coast outside of Amalfi. Your customizable itinerary for seniors will embody the warmth of Italy and provide a masterful exploration of Rome and the Amalfi coast.

The perfect balance of leisure and adventure is available on this 21-day tour of Italy. With destinations, such as Venice and Bologna, you will get a sound introduction to Italy's urban charm that can then be compared to the rustic countryside of Tuscany and the Costa Smeralda. No matter your preference, by the tour's end, you will be well acquainted with the culture and history of this unique Mediterranean world.

From gliding through Venetian canals to exploring the northern jewels of Lake Como and Milan, venturing along the coast of Cinque Terre to discovering the charms of Tuscany, this 17-day highlights tour of Italy showcases beauty and wonder. Uncover the true splendors of Italy when embarking on this trip as you discover the Lakes District and immerse yourself in the world of Ancient Rome.

Follow in the footsteps of shepherds and pilgrims, hikers and explorers on the trails surrounding Cinque Terre during your custom tailored Italy itinerary. The majestic turquoise water of the Mediterranean Sea splashes against the mixture of rugged terrain and sandy beaches. Vineyards, olive orchards, and citrus groves grow on precipitous terraces. Fishing boats wade in the natural harbors. Storybook castles and elegant churches decorate medieval towns. Indulge in the unique experience of the culture and landscape along the intimate trails of Italy’s famous five coastal towns.

The regions of Italy have perfected their flavors, turning cooking into a cultural statement. Experience the celebration of Abruzzo cuisine in learning the traditional craft on your custom-tailored Italy culinary itinerary. The nutty aroma of olive oil encapsulates a family-owned olive mill. Wines offer bouquets of strawberry and raspberry. Dramatic castles adorn soaring cliffs and the velvety, light texture of gelato beckons you back for another bite. Fishermen cast their nets into the Adriatic. Medieval lanes lead to unforgettable panoramas. Lounge on the beach, learn to make pasta from start to finish and bask in the refined flavors of Italy.

Whether a lover of wine or a self-professed connoisseur, you will indulge in the variety of Tuscan vineyards with this personalized gourmet itinerary of Italy. Medieval towers crown the hilltops, cypress trees line the country roads, and vineyards blanket the verdant knolls. Sample the exceptional wines known as Super Tuscans or leisurely sip the excellent wines of Montepulciano. Savor the familiar flavors of a home-cooked Italian meal and wander the cobbled lanes of a charming, hidden medieval town. Your dreams of a gourmet wine, gastronomy, and art experience come to life in the grandeur of Tuscany with this one week Italy itinerary.

Venture beyond the Colosseum in Rome and the Venetian canals when discovering the marvels between the Adriatic and Tyrrhenian Seas on this custom tailored Italy itinerary for returning travelers. Enjoy the unique baroque architecture in Lecce and the unforgettable troglodyte homes of Matera. Relish the magnificent views of Ravello that encompass the shores of the Amalfi Coast. Sample the flavors of the Puglia region with a private cooking class and delight in refreshing samples of wine and olive oil at a private vineyard. Find fairytale ambiance in Alberobello and handmade shoes in Positano for an unforgettable second helping of Italy.

Venice invokes opulence, Rome conjures grace and grandeur, and Florence embodies artistic refinement during your Italy itinerary tailored to offer the finest of Italian luxuries. Lay your head in historical villas once used by nobles and which now contain contemporary comforts. Discover the secret history of the Venetian Republic from within the Doge’s Palace. Follow the Medici across the secret Vasari Corridor in Florence. Experience the opulent artistic tastes of successive Popes in the Vatican Museum. From palaces to ancient arenas, gondolas to glassblowing, you can indulge in exclusive luxury and polished style in Italy.

The old world charm of Venice and the Istria Peninsula will sparkle like precious gems during your Italy itinerary along the shores of the Adriatic Sea.  Walk in the footsteps of the Roman Empire and in the wake of the Venetian Republic as you delight in a customizable experience of the photogenic woodlands and the crystal clear turquoise of the Adriatic. Ride a gondola along narrow canals and then stroll down the cobbled lanes of a medieval hilltop fortress. Sip wine from a family estate and then discover the enchanting gold mosaics of St. Mark’s Cathedral. Unveil the treasures of the Adriatic Sea found around Venice and Croatia with a week that will bring you to overflowing with delight. For more Italy itineraries, click here for inspiration as you perfect your own vacation along the Adriatic.

Become gladiators, search for priceless paintings, and indulge in unforgettable adventures with a custom tailored family-friendly Italy itinerary. Relish a chance to blend fun and education with culture that the kids can touch. Knead handmade pasta dough under the guidance of a private chef and then wander through hidden corridors and along the labyrinthine Hypogeum in the Colosseum. Explore extinct volcanic craters and learn the art of making fresh gelato in a medieval town. Your private family Italy tour itinerary will offer flavorful delights, ancient marvels, and secret catacombs to create memories that will last a lifetime.