Our 10 Best Luxury Italy Itineraries
Villa Gamberaia in Tuscany, Italy
Italy is a top destination among luxury travelers and our best luxury Italy itineraries for all types of trips, from food tours to romantic vacations, offer the finest experiences from Rome to Sicily, and beyond.
Find inspiration for your custom trip to the country in these popular itineraries or browse our luxury Italy tours for more ideas on how to experience the best of Italy on a vacation that is handcrafted to bring your travel dreams to life.
From an adventurous, private, island-hopping excursion to an exclusive, romantic culinary tour with a Michelin-starred chef, an insider’s discovery of lesser-known towns to secluded countryside comforts, discover the luxuries of Italy on your tailored tour.
1. Best of Italy Vacation in 12 Days
Val d'Orcia in Tuscany, Italy
Length: 12 days
Places Visited: Venice • Lake Garda • Florence • Rome • Amalfi Coast • Capri • Ravello • Amalfi • Val d’Orcia • Atrani
Why we recommend this sample itinerary:
Best of Italy Vacation in 12 Days perfectly unveils a culture known for glamour and a zest for life. Michela, an Italy travel specialist, designed the tour to celebrate history, heritage, and luxury. You can find essential Italian highlights and personalized experiences, including an exclusive visit to the Vatican museums before opening hours and dinner cooked by a famous chef.
Learn more: 12-Day Italy Itineraries & Vacations
2. Fully Immersive Tour of Italy: Highlights and Hidden Gems
Maddalena archipelago near Costa Smeralda in Sardinia, Italy
Length: 21 days
Places Visited: Venice • Bologna • Cinque Terre • Siena • Sorrento • Costa Smeralda • Rome
Why we recommend this sample itinerary:
Travel expert Mario designed the Fully Immersive Tour of Italy: Highlights and Hidden Gems to immerse you in Italy's many cultural treasures. Not only can you experience the pleasures of gilded cities, you can also discover the authentic charms of Italy at a perfect pace. This sample itinerary brings a balance of adventure and leisure, from a truffle hunt to tracing the imperial grandeur of Amalfi.
Learn more: Italy Tours for Seniors
3. Food-Lover's Tour of Tuscany and Umbria
Church of San Biagio in Montepulciano surrounded by Tuscan countryside
Length: 9 days
Places Visited: Perugia • Montepulciano • San Gimignano • Montefalco • Assisi • Bevagna • Bagno Vignoni • Siena • Lucca • Pisa
Why we recommend this sample itinerary:
Food-Lover's Tour of Tuscany and Umbria concentrates on Italy’s culinary greatness. Samuele, an Italy travel specialist, designed this sample tour to focus on Italy's rich cultural and food traditions. Your love affair with Italian food will further as you taste the heritage and enjoy the endlessly enticing flavors in Umbria and Tuscany. Taste fine olive oils, celebrated wines, and elusive local cheeses on this remarkable tour.
Learn more: Italy Food & Wine Tours • Tuscany Tours & Vacations
4. Italian Adventure to Rome, Amalfi Coast, and Sicily
The coast of Sorrento, Italy
Length: 12 days
Places Visited: Rome • Sorrento • Capri • Amalfi • Positano • Ravello • Palermo • Erice Segesta
Why we recommend this sample itinerary:
Italy travel expert Veronica has designed the Italian Adventure to Rome, Amalfi Coast, and Sicily tour to celebrate diversity, ancient history, and natural beauty. This elegant adventure is a discovery of Italy’s layered past, from Greek temples to Capuchin necropolises. Whether village-hopping along the Amalfi Coast or diving into the flavors of Palermo with a private food tour, you will sample the indelible culture around every corner.
Learn more: Rome to Amalfi Coast Tours • Sicily Tours & Vacations
5. Luxury Italy Wine Tour of the Top Regions
Vineyards in Piedmont, Italy
Length: 9 days
Places Visited: Piedmont • Lombardy • Chianti
Why we recommend this sample itinerary:
Travel specialist Giulio designed the Luxury Italy Wine Tour of the Top Regions to capture the essential wine culture of the most celebrated regions in the country. With a mixture of medieval villages and luxurious wine tastings, this sample itinerary brings exclusive opportunities to sample bold flavors, relax in luxury villas, and truly indulge in one of Italy’s most famous artisan traditions.
Learn more: Italy Wine Tours
6. Heart of Italian Cuisine: 10-Day Gastronomy and Culture Tour
Market in Florence, Italy
Length: 10 days
Places Visited: Palermo • Rome • Florence
Why we recommend this sample itinerary:
Cooking is the heart and soul of Italian culture. Robert, an Italy travel expert, has shared the Heart of Italian Cuisine: 10-Day Gastronomy and Culture Tour to highlight the diverse legacy that feeds Italian gastronomy. Whether you are a foodie or simply enjoy a good meal, your customized tour will focus on heritage through food, immersing you in vibrant open-air markets, private cooking classes, and gelato’s effortless charisma.
Learn more: Italy Food Tours • Rome Tours & Vacations
7. Honeymoon Highlights: Rome, Florence, Venice Tour
The Spanish Steps in Rome, Italy
Length: 12 days
Places Visited: Rome • Florence • Venice • Chianti • Pompeii • Castellina • Tuscany
Why we recommend this sample itinerary:
With newlyweds in mind, travel specialist Daniela has crafted the Honeymoon Highlights, Rome, Florence, and Venice Tour to reveal the passion, color, and beauty of Italy. From wineries in the Tuscan countryside to the simple pleasures of Cinque Terre, the highlights of Rome to the beauty of Florence, you can bask in Italy’s renowned beauty.
Learn more: Italy Honeymoon Packages • Italy Tours for Couples
8. Unexplored Northern Italy Tour: A Different Side of Italy
Miramare Castle in Trieste, Italy
Length: 8 days
Places Visited: Udine • Spilimbergo • San Daniele del Friuli • Grado • Trieste
Why we recommend this sample itinerary:
Travel expert Mario has designed Unexplored Northern Italy Tour: A Different Side of Italy to immerse you in a different perspective of the country. Instead of the familiar highlights, you discover the splendor of multicultural Udine and the relaxing thermal spa town of Grado. This tour celebrates the history and effortless charm of northern Italy’s natural, cultural, and welcoming beauty.
Learn more: Northern Italy Itineraries & Tours
9. Pontine Islands, Ischia, and South of Naples Sailing Tour
Ponza, Italy
Length: 8 days
Places Visited: Ponza • Palmarola • Ventotene • Ischia • Procida • Capri • Castellammare
Why we recommend this sample itinerary:
A luxury vacation around gorgeous Italian islands comes to life in this sample itinerary, Pontine Islands, Ischia, and South of Naples Sailing Tour. Crafted by Mario and Veronica, this vacation will immerse you in the vibrant colors of the Mediterranean. You can follow in the footsteps of emperors and relax on enchanting Tyrrhenian beaches as you sail between renowned islands and remote corners on this unique experience.
Learn more: Southern Italy Itineraries & Tours
10. Perfect 9-Day Puglia Exploration
Trulli houses in Alberobello, Italy
Length: 9 days
Places Visited: Savelletri • Lecce • Matera • Alberobello • Ostuni
Why we recommend this sample itinerary:
Puglia is a corner of Italy often overlooked by travelers, but deserves much more attention. Travel specialist Rose has crafted Perfect 9-Day Puglia Exploration to showcase the exceptional beauty of the southeastern peninsula. With ancient history and charming olive groves, picturesque beaches, and mouthwatering cuisine, this tour embraces the authentic joys of Puglia and the simple pleasures of Italy.
Learn more: Italy Coastal Tours & Vacations
Plan Your Luxury Italy Itinerary with a Travel Specialist
Siena, Italy
Embrace the luxuries of Italy on itineraries that include exclusive experiences, whether private romantic sunset cruises or insider tours of ancient landmarks, and find inspiration in the beautiful traditions, gorgeous landscapes, and delicious flavors with our Italy tours and vacations.
To discover more ideas and advice from our Italy travel specialists, from the best places to visit to the top things to do, explore our Italy travel guide when planning your luxury Italy itinerary.
Life-Enriching Travel Designed Just for You
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Trips curated by the world’s top destination experts
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Concierge-level service leading up to and during your trip
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Unique, exclusive experiences and insider access
