Don't miss out on Italy's best experiences! Book early from over 500 tours departing in September 2026. Secure better prices, guaranteed spots, and peace of mind with more than 7,300 verified traveler experiences.
Explore Rome at your own pace before heading south by high-speed train to discover charming whitewashed villages, UNESCO-listed wonders like Alberobello and Matera, dramatic coastal towns, and rich Baroque architecture. With guided tours, authentic regional cuisine, local wine tastings, and stays in handpicked accommodations, this itinerary offers a perfect blend of culture, history, and culinary delights—all wrapped in warm southern hospitality
Explorer
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Experience Italy like never before with a stay at the historic Villa Casagrande, where rolling vineyards, timeless villages, and authentic Italian living await. This immersive journey blends comfort and culture—enjoy guided tours of Florence and San Gimignano, hands-on cooking classes, wine tastings, and free time to unwind in the villa’s gardens or by the pool. More than a tour, it’s your chance to live like a local in the heart of Tuscany from Rome
Experience Tuscany’s timeless allure on the "Florence, San Gimignano & Siena – 4 days" private explorer tour, crafted for experienced travelers and seniors who seek both cultural highlights and leisure. Enjoy skip-the-line access to Florence’s Galleria dell’Accademia, home to Michelangelo’s David, and spend three nights in the heart of the Renaissance capital.
Explore the medieval towers of San Gimignano and the vibrant Piazza del Campo in Siena, with an included wine tasting to showcase the region’s flavors. With accommodation, transport, and meals arranged, this private trip stands out for its in-depth, stress-free immersion into Tuscany’s art, history, and gastronomy.
Step into the heart of ancient Rome with the "Rome Revealed: A Classic City Break" tour package. Perfect for families, young adults, and seniors, this 4-day trip includes 4-star hotel accommodation, seamless private transfers, and guided tours of the city’s most iconic sites. Explore the Vatican Museums, marvel at the Sistine Chapel, and walk among the ruins of the Roman Forum and Colosseum. With entrance tickets and professional guides included, this city break delivers an immersive and hassle-free Roman experience. The unique selling point: expertly curated access to the city’s legendary history, making every moment in the Eternal City memorable.
This tour will take you on a memorable train ride across the major touristic cities of Italy. You’ll begin by exploring Rome, with stunning feats of civilization, modern and age-old alike. Colosseum, Navona Square, Pantheon, Spain Square, and Trevi Fountain are a few places that you can visit. The next place where you’ll take a train would be Florence. History, art, countryside, and delicious food are the gist of what this capital city of Tuscany has in store for you. Accademia and Uffizi Galleries are a must-visit. After Florence, The City of Water, Venice, awaits your arrival. Though the journey to Venice via rail is gorgeous, the city itself has its charm. Riding into a gondola through the Grand Canal and being mesmerized by the city’s beauty should be on your list. In addition, take a walking tour covering St Mark’s Square, Doge's Palace, Bell Tower, etc. Finally, we are at the last city of this train tour—Milan. An epitome of great fashion and design, Milan is a heart stealer. Apart from the latest cultural trends, you can even get a slice of history by visiting the Milan Cathedral. Also, ensure not to miss Leonardo Da Vinci’s stupefying Cenacolo, the Last Supper, which is one of the most famous artworks in the world. This train journey is one of the most popular Italy travel packages, offering a comprehensive tour of Italy's iconic cities.
Explorer
Tour Type
Independent TourTypically a private tour undertaken by one or two travelers
Discover the heart of Puglia on a perfectly paced tour that blends history, charm, and culture. From the lively streets of Bari to the fairytale Trulli of Alberobello, the cave city of Matera, the elegant baroque towns of Lecce and Martina Franca, and the coastal gems of Otranto and Monopoli — this immersive experience showcases the best of Italy’s hidden south. With UNESCO sites, whitewashed hilltowns, and panoramic Adriatic views, this is Southern Italy at its finest
Explorer
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Experience the heart of Tuscany with a gastronomic escape at a historic Tuscan villa. This deliciously curated package includes hands-on cooking and pizza-making classes with the warm and welcoming chef, plus a scenic wine tasting at a local farm near San Gimignano. Enjoy time to relax or explore the nearby medieval gems of Siena and Florence, all while staying in a villa once home to popes and princes. With unforgettable meals, charming towns, and authentic Tuscan hospitality, this is the perfect getaway for food and wine lovers seeking a true taste of Italy
Uncover the beauty of central Italy on a 6-day tour from Rome through Tuscany and beyond. Explore the cliff-top city of Orvieto, admire Siena’s Gothic splendour, and enjoy the Renaissance treasures of Florence. Visit the colourful villages of Cinque Terre, marvel at the Leaning Tower of Pisa, and wander the medieval streets of Lucca and Volterra. Journey through the rolling landscapes of Montepulciano and the Val d’Orcia before discovering the Etruscan heritage of Sovana and the tranquil shores of Lake Bolsena.
Explorer
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Discover the best of Northern and Central Italy on this 6-day journey. Begin in stylish Milan before traveling to Genoa, a historic port city with a rich maritime heritage. Continue to La Spezia, the gateway to the breathtaking Cinque Terre, where pastel-colored villages cling to dramatic cliffs. With your Cinque Terre Train Card, explore the villages at your own pace, from Riomaggiore to Monterosso. End your adventure in the Eternal City of Rome, where ancient wonders and vibrant piazzas await
Discover the heart and soul of Sardinia on this 7-day small group journey, from historic Cagliari to the luxurious Costa Smeralda—featuring vibrant cities, traditional shepherds’ feasts, ancient Nuragic sites, and breathtaking coastal views. Along the way, explore hilltop villages, immerse yourself in Sardinian culture, and savor the island’s rich culinary heritage with local food and wine experiences. With handpicked accommodations, seamless transportation, and expert local guides, this tour offers an unforgettable blend of authenticity, comfort, and discovery
Explorer
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
