Our 10 Best Luxury Italy Itineraries

Why we recommend this sample itinerary:

Designed by Italy travel specialist Michela to celebrate history, heritage, and luxury, Best of Italy Vacation in 12 Days unveils a culture renowned for its glamour and zest for life through privileged access experiences. It features essential Italian highlights, including ancient sites and pristine beaches, with an exclusive private visit to the Vatican museums before opening hours when crowds are absent.

Enjoy intimate dinner experiences prepared by renowned chefs, while staying in carefully selected luxury accommodations that epitomize Italian elegance and sophistication.

• Features essential Italian highlights like ancient sites and pristine beaches
• Includes an exclusive visit to the Vatican museums before opening hours
• Offers dinner cooked by a famous chef

Length: 12 days

Places Visited:

• Venice
• Lake Garda
• Florence
• Rome
• Amalfi Coast
• Capri
• Ravello
• Amalfi
• Val d'Orcia
• Atrani

Learn more: 12-Day Italy Itineraries and Vacations

Why we recommend this sample itinerary:

Travel expert Mario designed our Fully Immersive Tour of Italy: Highlights and Hidden Gems to immerse you in Italy's many cultural treasures through exclusive behind-the-scenes experiences. Enjoy the refined pleasures of gilded cities while discovering authentic charms in remote villages.

The perfectly curated pace balances adventure with leisurely indulgence, featuring activities ranging from private truffle-hunting expeditions with local experts to tracing the imperial grandeur of Amalfi through exclusive historical insights and privileged access to hidden gems.

• Experience the pleasures of gilded cities and discover the authentic charms of Italy
• Perfect pace balances adventure and leisure
• Includes activities from truffle hunting to tracing the imperial grandeur of Amalfi

Length: 21 days

Places Visited:

• Venice
• Bologna
• Cinque Terre
• Siena
• Sorrento
• Costa Smeralda
• Rome

Learn more: Our 7 Best Italy Tours for Seniors

Why we recommend this sample itinerary:

Designed by Samuele, an Italy travel specialist, Food-Lover's Tour of Tuscany and Umbria focuses on rich cultural and food traditions through intimate access to Italy's most celebrated artisan producers and family-owned establishments. Deepen your appreciation for Italian gastronomy through private heritage tastings, while discovering the endlessly enticing flavors of Umbria and Tuscany.

Taste exceptional olive oils, celebrated wines, and elusive local cheeses directly from master craftspeople, creating unforgettable connections between terroir, tradition, and those who preserve these ancient culinary arts.

• Deepen your love affair with Italian food through heritage tastings
• Enjoy the endlessly enticing flavors in Umbria and Tuscany
• Taste fine olive oils, celebrated wines, and elusive local cheeses

Length: 9 days

Places Visited:

• Perugia
• Montepulciano
• San Gimignano
• Montefalco
• Assisi
• Bevagna
• Bagno Vignoni
• Siena
• Lucca
• Pisa

Learn more: Italy Food and Wine Tours • Tuscany Tours and Vacations

Why we recommend this sample itinerary:

Italy travel expert Veronica designed the Italian Adventure to Rome, Amalfi Coast, and Sicily tour to celebrate diversity, ancient history, and natural beauty through exclusive access and intimate cultural immersion. Discover Italy's layered past through private archaeological tours, from Greek temples to Capuchin necropolises, with expert historians sharing untold stories. Experience exclusive village-hopping along the Amalfi Coast via private yacht, while diving into Palermo's authentic flavors through curated food tours led by local insiders.

Sample indelible culture around every corner through privileged encounters that reveal the soul of each magnificent destination.

• Discover Italy's layered past, from Greek temples to Capuchin necropolises
• Experience village-hopping along the Amalfi Coast
• Dive into the flavors of Palermo with a private food tour
• Sample indelible culture around every corner

Length: 12 days

Places Visited:

• Rome
• Sorrento
• Capri
• Amalfi
• Positano
• Ravello
• Palermo
• Erice Segesta

Learn more: Rome to Amalfi Coast Tours • Sicily Tours and Vacations

Why we recommend this sample itinerary:

Travel specialist Giulio designed this exclusive oenological journey to capture the essential wine culture of Italy's most celebrated regions through intimate access to prestigious estates and renowned vintners. On his Luxury Italy Wine Tour of the Top Regions, you will visit enchanting medieval villages while enjoying private luxury wine tastings in historic cellars, guided by master sommeliers and passionate winemakers. Embrace extraordinary opportunities to sample bold, exceptional flavors while relaxing in exclusive luxury villas nestled among pristine vineyards.

Indulge deeply in one of Italy's most treasured artisan traditions through personalized encounters that reveal the profound connection between terroir, heritage, and winemaking excellence.

• Visit medieval villages and enjoy luxurious wine tastings
• Embrace opportunities to sample bold flavors
• Relax in luxury villas
• Indulge in one of Italy's most famous artisan traditions

Length: 9 days

Places Visited:

• Piedmont
• Lombardy
• Chianti

Learn more: Best Italy Wine Tours and Vacation Packages

Why we recommend this sample itinerary:

Cooking represents the heart and soul of Italian culture, and Robert, an Italy travel expert, highlights the diverse culinary legacy through exclusive access to master chefs and family-owned establishments on his Heart of Italian Cuisine: 10-Day Gastronomy and Culture Tour. Perfect for sophisticated food enthusiasts, this immersive journey focuses on heritage through intimate encounters in vibrant open-air markets with local vendors. Experience private cooking classes with renowned chefs in their personal kitchens, alongside exclusive gelato experiences with artisan masters.

Each carefully curated encounter reveals the passionate stories behind Italy's most treasured recipes and time-honored culinary traditions passed down through generations.

• Perfect for foodies or anyone who enjoys a good meal
• Focuses on heritage through food with vibrant open-air markets
• Includes private cooking classes and gelato experiences

Length: 10 days

Places Visited:

• Palermo
• Rome
• Florence

Learn more: Italy Tour for Food Lovers • Best Rome Tours and Vacations

Why we recommend this sample itinerary:

Travel specialist Daniela crafted Honeymoon Highlights, Rome, Florence, and Venice Tour with newlyweds in mind, revealing Italy's passion, color, and beauty through exclusive couple-focused experiences. Visit prestigious family-owned wineries in the Tuscan countryside for private tastings in romantic settings, while enjoying the simple yet sophisticated pleasures of Cinque Terre through personalized coastal excursions. Take in Rome's magnificent highlights and Florence's artistic treasures via exclusive after-hours access to iconic sites.

Bask in Italy's renowned romantic beauty through carefully orchestrated moments designed to create unforgettable memories in the world's most enchanting destinations for couples.

• Visit wineries in the Tuscan countryside
• Enjoy the simple pleasures of Cinque Terre
• Take in the highlights of Rome and the beauty of Florence
• Bask in Italy's renowned romantic beauty

Length: 12 days

Places Visited:

• Rome
• Florence
• Venice
• Chianti
• Pompeii
• Castellina
• Tuscany

Learn more: Best Italy Honeymoon Packages • Best Romantic Italy Tours for Couples

Why we recommend this sample itinerary:

Travel expert Mario designed Unexplored Northern Italy Tour: A Different Side of Italy to immerse you in an entirely different perspective of Italy, far from conventional tourist paths. Focus on unfamiliar yet extraordinary highlights through privileged access to hidden cultural treasures and intimate encounters with local artisans. Discover the sophisticated splendor of multicultural Udine while experiencing the rejuvenating luxury of Grado's exclusive thermal spa treatments.

Celebrate the rich history and effortless charm of northern Italy's natural beauty through carefully curated experiences that showcase the region's welcoming authenticity and refined cultural sophistication.

• Focus on unfamiliar highlights instead of typical tourist destinations
• Discover the splendor of multicultural Udine
• Experience the relaxing thermal spa town of Grado
• Celebrate the history and effortless charm of northern Italy's natural, cultural, and welcoming beauty

Length: 8 days

Places Visited:

• Udine
• Spilimbergo
• San Daniele del Friuli
• Grado
• Trieste

Learn more: Northern Italy Itineraries and Tours

Why we recommend this sample itinerary:

This exclusive luxury sailing adventure around Italy's most gorgeous islands comes to life through a unique maritime experience crafted by Mario and Veronica to allow you to dive into vibrant Mediterranean colors and pristine coastal beauty. On their Pontine Islands, Ischia, and South of Naples Sailing Tour, follow in the footsteps of ancient emperors while relaxing on enchanting, uncrowded Tyrrhenian beaches accessible only by private yacht.

Sail between renowned islands and remote, untouched corners that few travelers ever experience, enjoying personalized service aboard luxury vessels while discovering hidden coves, secluded beaches, and authentic island culture through intimate, privileged encounters.

• Follow in the footsteps of emperors
• Relax on enchanting Tyrrhenian beaches
• Sail between renowned islands and remote corners

Length: 8 days

Places Visited:

• Ponza
• Palmarola
• Ventotene
• Ischia
• Procida
• Capri
• Castellammare

Learn more: Southern Italy Itineraries and Tours

Why we recommend this sample itinerary:

Puglia is a sophisticated corner of Italy often overlooked by travelers, yet it deserves attention from discerning visitors seeking authentic experiences. Travel specialist Rose showcases the region's extraordinary beauty through her Perfect 9-Day Puglia Exploration, giving you exclusive access to the southeastern peninsula's hidden treasures and intimate cultural encounters. Immerse yourself in ancient history while wandering through charming, centuries-old olive groves with local farmers sharing generational knowledge.

Visit pristine, uncrowded beaches while enjoying exceptional cuisine prepared by passionate local chefs, embracing Puglia's authentic joys and Italy's simple yet refined pleasures through carefully curated experiences.

• Immerse yourself in ancient history and charming olive groves
• Visit picturesque beaches and enjoy mouthwatering cuisine
• Embrace the authentic joys of Puglia and the simple pleasures of Italy

Length: 9 days

Places Visited:

• Savelletri
• Lecce
• Matera
• Alberobello
• Ostuni

Learn more: Best Italy Coast Tours and Vacations

Embrace the luxuries of Italy on itineraries that include exclusive experiences, whether private romantic sunset cruises or insider tours of ancient landmarks. Find inspiration in the beautiful traditions, gorgeous landscapes, and delicious flavors with our Italy tours and trip packages.

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.