Create the perfect Italy adventure that's uniquely yours! Choose from over 190 customizable tours and trips that you can tailor to fit your budget, preferred travel dates, and personal style. Whether you're seeking luxury experiences, budget-friendly options, or something in between, our flexible packages allow you to design every detail of your journey. Join 90 satisfied travelers who've crafted their ideal trips with our customizable options.
Duration
1 day22 days
Departures
Tour Types
Activities
Physical Rating
Accommodations
Comfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
Upscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.
Like a creamy gelato or hot espresso, one taste of Italy can linger for a lifetime. Travelling from the Eternal City of Rome and up through the hazy hills of Tuscany, you’ll spend eight days sampling the best of Assisi, Siena, Florence, Bologna, Venice, and Montepulciano. Catch the spirit of La Vita Bella as you explore elegant Florentine piazzas, rummage through handcrafted artisanal treasures, sip world-class wines, and float down intimate Venetian canals
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
Traveling from eternal Rome and up through the hazy hills of Tuscany, you’ll spend eleven days sampling the best of Assisi, Siena, Florence, Bologna, Venice, the Tuscan wine region, and Capri! Catch the spirit of la vita bella as you explore elegant Florentine piazzas, rummage through handcrafted artisanal treasures, sip world-class wines, and float down intimate Venetian canals. You will then discover the treasures along Italy’s Amalfi Coast, to sun-bleached Capri before returning to Rome!
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
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
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
Accommodation
Hotel
Age Range
8-99 yrs
Operated in
English
Destinations
Milan, Rome, Florence, Venice
Milan, Rome, Florence, Venice
Page 14 of 183 Customized Tours and Trips in Italy with 100 Reviews
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
Let the rails guide you through Italy’s most iconic cities on the "Absolute Italy by Rail" tour package—a 12-day independent trip curated for travelers eager to blend flexibility with cultural immersion. Begin in Rome, where ancient landmarks and modern vibrancy intertwine before you board high-speed trains to Florence, gateway to the Tuscan countryside.
Marvel at Monteriggioni’s intact medieval walls and San Gimignano’s legendary towers. In the Cinque Terre, your included pass lets you freely explore pastel-hued villages perched above the sea. Milan awaits with its Gothic cathedral, Da Vinci’s Last Supper, and the glamour of La Scala Opera House. Conclude your journey in Venice, where the Piazza San Marco, Rialto Bridge, and tranquil canals offer endless inspiration.
The trip’s unique highlight is its self-guided structure, delivering both convenience and freedom. With accommodations and transport arranged, you’re free to create your own Italian adventure at your own rhythm, making every moment a personal discovery.
Train tours
Tour Type
Independent TourTypically a private tour undertaken by one or two travelers
Immerse yourself in Italy’s art, history, and stunning landscapes with the 'Italian Treasures' tour, an 11-day art and architecture odyssey crafted for those who savor a relaxed yet deeply enriching experience. This guided journey begins and ends in Rome, weaving through Florence, Milan, Venice, and lesser-known gems along the way.
Start in Rome, where the Colosseum and Trevi Fountain capture the city’s ancient spirit. Delve into the grandeur of St. Peter’s Basilica at Vatican City before heading to Florence—the Renaissance’s birthplace. Take in panoramic views from Piazzale Michelangelo and marvel at world-class masterpieces.
Continue to Pisa to see its iconic Leaning Tower, then explore Cinque Terre’s colorful coastal villages, a UNESCO World Heritage Site renowned for scenic trails. Visit Genoa’s historic port, relax in Portofino’s idyllic harbor, and discover Milan—the fashion and design capital. The Lakes Region beckons with serene waters and lush gardens, while Verona enchants with its Shakespearean romance.
Experience the magic of Venice’s canals, pause in Padova, and explore San Marino’s mountaintop fortress. Traverse Perugia’s rolling landscapes and visit Assisi’s Basilica of St. Francis before returning to Rome. The USP of this tour lies in its comprehensive route, balancing iconic highlights with hidden treasures, all delivered at a gentle pace for maximum enjoyment and discovery.
Experience Sicily’s culinary and cultural heartbeat with the "Flavours of Sicily" self-guided food trip—a nine-day independent adventure designed for curious travelers with a taste for authentic local experiences. Begin in Catania, where you’ll pick up your car and wind your way to the Etna region, sampling wines at a local vineyard before ascending Mount Etna, Europe’s highest active volcano.
Taormina’s dramatic landscapes and Syracuse’s ancient Greek ruins offer a feast for the senses. Stroll through Noto’s ornate baroque streets and relax on the picturesque beaches of Marzamemi. Explore Ragusa’s distinctive Sicilian architecture and Agrigento’s Valley of the Temples, where ancient Doric columns rise from the earth.
Alcamo’s renowned wines and Marsala’s sun-drenched coastlines precede your arrival in Palermo, a city alive with Norman-Arab, baroque, and gothic influences. Indulge in Palermo’s gastronomic delights on a culinary walk before your journey concludes.
The unique highlight of this tour package is its freedom: a self-drive format lets you explore at your own pace, blending Sicily’s iconic sights with immersive food and wine experiences for a truly personalized trip.
Food tours
Tour Type
Independent TourTypically a private tour undertaken by one or two travelers
Accommodation
Hotel, Resort
Age Range
8-99 yrs
Operated in
English
Destinations
Palermo, Catania, Syracuse, Sici
Palermo, Catania, Syracuse, Sicily, Mount Etna, Agrigento, Alcamo