Itinerary #1: Luxury Italian Highlights: Venice, Florence, Amalfi Coast & Rome
Perfect for discerning travelers visiting Italy for the first time, this luxury-wrapped 10-day itinerary introduces you to the iconic sites of four cities. Throughout, private city tours and exclusive excursions ensure you not only see, but also learn about the history and lesser-known stories of famous landmarks, including the Vatican Museum, the Colosseum, and Doge's Palace. Meanwhile, dinner at a 3-star Michelin restaurant, a helicopter ride over Pompeii, and first-class train journeys ensure you have plenty of opulence to look forward to.
Day | Highlights | Overnight |
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Day 1 | Arrive in Venice, Tour the "Floating City" | Venice |
Day 2 | Explore Venice's Art & Culture, Squero Boatyard Tour | Venice |
Day 3 | First Class Train to Florence, Tour the City with an Art Historian | Florence |
Day 4 | Exclusive Accademia Gallery Visit, Sunset Boat Tour | Florence |
Day 5 | First Class Train to Rome, Tour the "Eternal City" | Rome |
Day 6 | VIP Tour of the Vatican & Museums | Rome |
Day 7 | Roman Colosseum & Forum Tour, Afternoon Cooking Class | Rome |
Day 8 | Pompeii & Mount Vesuvius Helicopter Flight, Transfer to Praiano | Praiano |
Day 9 | Guided Tour of Amalfi, Citrus Farm Visit & Limoncello Tasting | Praiano |
Day 10 | Depart Praiano |
Welcome to Italy! Your luxurious adventure begins with a two-day stay in Venice, which you'll spend uncovering the city's highlights and hidden gems. Team up with a private guide for a tour of Doge's Palace, shop for lavish finds in the San Samuele district, and visit a boatyard to learn about the evolution of Venice's gondolas. Next, zip to Florence by first-class train, where more exclusive city tours await. An art historian will lead you to stunning cathedrals and galleries and you'll also be treated to a private tour of the Galleria dell'Accademia and a sunset boat ride before continuing to Rome.
There's certainly no shortage of mind-boggling history to discover in Rome, which is why three days have been set aside to fit in all the city's must-sees. Highlights include a private tour featuring the Spanish Steps and Trevi Fountain, a VIP Vatican Museums experience, and a walking tour of the Colosseum. Additionally, join a local-led cooking class before transferring to Praiano. Located on the Amalfi Coast, this cliff-tucked town is just the place to wrap up your trip in style, especially with a helicopter tour, a visit to a dreamy lemon farm, and dinner with picture-perfect Mediterranean views on the agenda. Learn more
Itinerary #2: Luxury Northwest Italy: Riviera, Langhe, Turin & Alps
Experience the allure of countryside wineries, cliffside villages, and charming mountain towns with this perfectly-paced tour of Italy's northwest. Three days each in Portofino and the Langhe Wine Region ensure you have ample time to relax and enjoy your picturesque surroundings, while privately guided tours introduce you to historical wonders and dazzling viewpoints. Plus, spend two days in the inviting ski town of La Thuile, hopping between idyllic villages and embracing Alpine life.
Day | Highlights | Overnight |
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Day 1 | Arrive in Milan, Transfer to Portofino | Portofino |
Day 2 | Morning at Leisure, Afternoon Boat Tour to San Fruttuoso Abbey | Portofino |
Day 3 | Day Trip to Cinque Terre, Winery Visit & Ligurian Cooking Lesson | Portofino |
Day 4 | Visit Genoa, Transfer to the Langhe Wine Region | Santo Stefano Belbo |
Day 5 | Truffle Hunting & Wine Tasting, Michelin-Starred Dinner Reservation | Santo Stefano Belbo |
Day 6 | Tour Alba, Slow Food Experience in Bra | Santo Stefano Belbo |
Day 7 | Transfer to Turin, City Tour & Exclusive Library Visit | Turin |
Day 8 | Afternoon Tour of Aosta, Transfer to La Thuile | La Thuile |
Day 9 | Cableway to Monte Bianco, Alpine Life Tour | La Thuile |
Day 10 | Transfer to Milan, Depart |
While your trip begins in Milan, the Italian Riviera awaits, and straight after landing you'll transfer to its charming village of Portofino. A three-night stay here ensures you have time to explore the coastal gem independently, boat to the medieval Abbey of San Fruttuoso, and train between the enchanting Cinque Terre's towns of Monterosso al Mare and Manarola. Next, pause in the medieval city of Genoa for a self-guided tour before continuing to the prestigious Langhe Wine Region. As your home for three nights, you'll have plenty of time to sip and savor your way through the region's finest reds and whites.
Beyond wine, the Langhe is also renowned for its excellent cuisine, and throughout your stay, you'll be welcomed on a truffle hunting experience and into the upscale local eateries of two historical towns—Alba and Bra. Afterward, you're off to Turin for an insider's look at the massive Library of the Academy of Science, and onward to Aosta to check out its well-preserved Roman ruins. Eventually, you'll make it to your final overnight destination, the ski town of La Thuile. Here, you'll ride the Skyway Monte Bianco cableway and visit postcard-perfect mountain villages before returning to Milan. Learn more
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Itinerary #3: Luxury Escape to Southern Italy: Sorrento, Amalfi Coast, Agropoli & Rome
Discover the hidden delights and thought-provoking historical wonders of southern Italy on this laid-back luxury getaway crafted for those seeking a mix of guided tours and independent exploration. Starting in Rome, you'll shrug off jet lag while checking out ancient ruins. Then, use Sorrento as a base to explore Pompeii and the island of Capri before tucking in for three days of beachy relaxation on the Amalfi Coast. Your final days feature the ancient temples of Agropoli and a return journey to Rome.
Day | Highlights | Overnight |
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Day 1 | Arrive in Rome, Explore the "Eternal City" | Rome |
Day 2 | Train to Naples, Guided Tour of Pompeii, Transfer to Sorrento | Sorrento |
Day 3 | Cruise to Capri, Explore the "Isle of Sirens" | Sorrento |
Day 4 | Transfer to the Amalfi Coast, Winery Visit & Tasting | Amalfi Coast |
Day 5 | Hike the Path of the Gods, Relax in Positano | Amalfi Coast |
Day 6 | Explore the Amalfi Coast at Leisure | Amalfi Coast |
Day 7 | Transfer to Agropoli, Guided Tour of Paestum & Veila Archaeological Park | Agropoli |
Day 8 | Free Day in Agropoli & the Cilento Coast | Agropoli |
Day 9 | Transfer to Salerno, Train to Rome, Free Time | Rome |
Day 10 | Depart Rome |
Upon landing in Rome, don your walking shoes and take the afternoon and evening to explore the city's storied squares and iconic landmarks independently. The following morning, transfer to the welcoming coastal town of Sorrento, which will serve as your base to visit the volcanic-ruined city of Pompeii and the quaint villages on the island of Capri. Afterward, pause at the elegant Marisa Cuomo winery for a tour while en route to your next overnight destination—Positano on the Amalfi Coast. Spend your first afternoon here lazing on Arienzo Beach before tackling the famous Sentiero degli Dei (Path of Gods).
On your final day on the Amalfi Coast, the choice is yours to walk the Lemon Path or rest up at the Arienzo Beach Club, both of which will set you up perfectly for the evening's sunset cruise. Then, it's back on the road, this time to Agropoli, where you'll spend an afternoon admiring the ruins of the Temples of Athena, Neptune, and Hera. While in Agropoli, you'll also visit the sixth-century Castello Angioino Aragonese and dine with lovely sea views. Lastly, zip back to Rome on a high-speed train and spend your final night indulging in Roman street food and refreshing spritzes. Learn more
Itinerary #4: Luxury Driving in Italy: Milan, Turin, Florence, Viterbo & Naples
Immerse yourself in the fabulous art, history, and wine of Italy on this far-reaching road trip, perfect for seasoned travelers seeking both flexibility and upscale experiences. Highlights include a visit to the opulent Milan Cathedral, wine tasting in the Langhe region, and private walking tours in Florence and Pompeii. Throughout, you'll also find ample time to explore independently and treat yourself to decadent dinners and side excursions to charming small towns.
Day | Highlights | Overnight |
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Day 1 | Arrive in Milan, Explore the City | Milan |
Day 2 | Guided Tour of Milan, Afternoon at Leisure | Milan |
Day 3 | Drive to Turin via Lake Como | Turin |
Day 4 | Explore the Towns of the Langhe Region | Turin |
Day 5 | Drive to Florence via Parma, Explore Tuscany's Renaissance Capital | Florence |
Day 6 | Half-Day Guided Walking Tour of Florence | Florence |
Day 7 | Drive to Viterbo via the Hilltop Town of Orvieto | Viterbo |
Day 8 | Drive to Naples, Self-Guided City Tour | Naples |
Day 9 | Tour of Pompeii, Free Evening in Naples | Naples |
Day 10 | Depart Naples |
Famous for its sophisticated shops and dazzling cathedrals, Milan is the perfect introduction to Italy's luxurious side, and over a two-day stay, you'll uncover its abundance of highlights independently and alongside a private guide. Admire the medieval Castello Sforzesco, witness Leonardo da Vinci's "The Last Supper," and step into the ornate Milan Cathedral. Then, on the morning of Day 3, collect your rental car and hit the road to Turin. Here, after spending your first evening people-watching in central squares, you'll hop back in the car to explore the fascinating historical towns of the Langhe region.
Your next stop is Florence, where you'll spend two days—first exploring Palazzo Vecchio and the Uffizi Gallery, and the second on a private guided tour of the city's plazas, cathedrals, and galleries. Back on the road, a 2.5-hour drive brings you to Viterbo, and with just an overnight here, the evening is all yours to meander through the town's breathtaking medieval historical center. Afterward, continue to your final destination, Naples. Kick off your stay with independent exploration, then squeeze in a tour of Pompeii and a farewell dinner before catching your onward flight. Learn more
Itinerary #5: Luxury Italian & Swiss Lakes by Train
Discover the serene beauty and elegance of Italy and Switzerland's lake regions on this wildly scenic train journey. Perfect for those who appreciate the finer things in life, this trip includes time in St. Moritz, Lake Como, Bellagio, and Interlaken. When you're not sipping espresso on terraced overlooks or taking in spectacular views during cable car rides, enjoy world-renowned railway routes, leisurely boat cruises, and fabulous dinners with views.
Day | Highlights | Overnight |
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Day 1 | Arrive in Milan (Italy), Transfer to Lake Garda, Tour Sirmione | Gargnano |
Day 2 | Guided Tour of Malcesine, Cable Car to Monte Baldo | Gargnano |
Day 3 | Bernina Express Train Journey Across the Alps to St. Moritz (Switzerland) | St. Moritz |
Day 4 | Transfer to Lake Como (Italy), Local Winery Visit & Lunch | Tremezzina |
Day 5 | Day Trip to Bellagio & Varenna by Private Boat | Tremezzina |
Day 6 | Gotthard Panoramic Train Journey & Boat Trip to Lucerne (Switzerland) | Lucerne |
Day 7 | Transfer to Interlaken, Day Trip to Thun | Interlaken |
Day 8 | Day Trip to Jungfrau Region & Trummelbach Falls | Interlaken |
Day 9 | Train to Zürich, Afternoon City Tour | Zürich |
Day 10 | Depart Zürich |
Straight from the airport in Milan, you'll be whisked away to the Lake District's picturesque town of Gargnano. Over two days, wander the captivating village of Sirmione, boat to Malcesine to explore Castillo Scaligera, and ride a cable car to the summit of Monte Baldo for awe-inspiring Alpine views. Then, you're off to the luxurious St. Moritz via the scenic Bernina Express train line. After a night here dedicated to browsing chic shops and dining on Swiss classics, continue to Tremezzina, a lavish town that's a perfect base to visit Lake Como and the nearby towns of Bellagio and Varenna.
The second half of your journey begins with a spectacular train ride onboard the Gotthard Panorama Train to Flüelen, followed by a steamboat journey to Lucerne, Switzerland. An afternoon here gives you just enough time for a guided city tour, then you're off to the quiet mountain city of Interlaken. Throughout your stay in Interlaken, admire the medieval buildings of Thun and lace up your hiking shoes for memorable excursions to Männlichen mountain and the thundering Trümmelbach Falls. Lastly, catch a train to Zürich and squeeze in a private city tour before prepping for your departing flight. Learn more
More Great 10-Day Italy Itineraries
Looking for more inspiration for your trip to Italy? Check out these other 10-day Italy itineraries, with outdoor adventures, cultural trips, and best-of tours to hit the highlights.