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True inspiration is born from the convergence of flawless geography and personal desire. This collection of conceptual journeys serves as a testament to what is possible when Italy’s most evocative regions are tailored to an uncompromising standard.

Rather than rigid packages, these sample itineraries represent masterfully calibrated frameworks, from immersive ten-day cultural immersions amid the baroque architecture and sun-drenched coastal terroirs of Sicily, to refined seven-day retreats uncovering the private estates and cinematic waters of Lakes Como and Garda.

Every timeline, route and exclusive encounter within these pages is entirely malleable, designed to be disassembled and reimagined by our private concierge to mirror your exact definition of the extraordinary.

SICILY GRAND TOUR

Immerse yourself in the profound, multi-layered heritage of Italy’s most enigmatic island during a masterfully curated 10-day journey. This itinerary offers a sophisticated exploration of Sicily’s historical trajectory, mapping a path through its architectural wonders and diverse cultural landscapes.

Highlights:
  • Palermo & Monreale 
  • Segesta, Salt-pans & Erice
  • ​Selinunte & The Olive Oil Experience
  • Traditional Cooking Class & Valley of The Temples
  • Noto & Modica with Chocolate Tasting
  • Catania & Taormina
  • Mt. Etna

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CHARMING LAKES OF ITALY

Embark on a 7-day journey through the most enchanting towns in Northern Italy, where the splendors of Lake Como and Lake Garda await, promising a blend of charm, breathtaking landscapes, delectable local cuisine, and exciting adventures.

Highlights:
  • Bellagio and its charm
  • Cruise around Lake Como on a Venetian Limo
  • Traditional cooking class along with local experts
  • Sirmione, Lake Garda 
  • Wine tasting at one of the finest Valpolicella wineries 

CLASSIC ITALY

During this timeless 10-day Italy tour, you'll have the opportunity to immerse yourself fully in the country's most iconic destinations, delving into their rich and diverse histories and embracing the local cultures along the way.

Highlights:
  • Explore Venice and take a gondola ride
  • Visit some of the most important Renaissance masterpieces in Florence
  • Visit Siena, San Gimignano and a wonderful Tuscan winery 
  • Check out the Colosseum along with a local guide
  • Visit the Vatican City and learn about its secrets 
  • Taste regional food and wine at each destination 

SORRENTO & THE AMALFI COAST

Unveil the dramatic beauty of the Campanian coastline through a masterfully calibrated 7-day journey designed to circumvent the crowds and embrace the region’s authentic spirit. Suspended between the scent of citrus groves and the deep blue of the Tyrrhenian Sea, this itinerary offers an immersive retreat into the Mediterranean high life.

Highlights:
  • Enjoy a boat tour along the Amalfi Coast and visit Capri island
  • Learn about Limoncello and olive oil production 
  • Explore Positano - “the vertical city"
  • Hike the Path of the Gods
  • Stroll among Pompeii ruins, hike Mt. Vesuvius, and visit a winery at the foot of the volcano

PUGLIA: ITALY’S UNDISCOVERED GEM 

Embark on a 7-day journey through Puglia, Italy’s hidden gem, where charming towns, stunning coastlines, and rich history await. From the UNESCO-listed wonders of Matera to the whitewashed beauty of Ostuni, this itinerary offers an unforgettable blend of adventure, culture, and culinary delights.

Highlights:
  • Explore Bari Vecchia’s historic charm
  • Wander the trulli-lined streets of Alberobello
  • Taste exquisite olive oils in Ostuni
  • Discover Matera’s ancient cave dwellings
  • Relax on the cliffs of Polignano a Mare
  • Indulge in a wine tasting in Salento
  • Set sail along the Adriatic coast from Otranto

Free Bespoke Quote

Every tailor-made journey we create is designed to give you exclusive access to the very best our country has to offer.

Whether it’s a luxury food and wine experience alongside world-class sommeliers or a private, after-hours visit to a Renaissance villa, each moment is carefully curated around your passions. 

Are you ready to experience your own tailor-made journey through Italy?
Complete the form on this page and receive your free, personalized quote.
Accredited Travel Agent IATA - International Air Transport Association
The Step-by-Step Process

1. Initial Inquiry & Discovery
Once we receive your request via contact form, email, or WhatsApp, we will reach out to understand your expectations, preferences, and budget.
This discovery phase allows us to design not just where you’ll go, but how you’ll experience Italy.

2. Preliminary Bespoke Proposal
Based on our conversation, we will create a first draft of your personalized itinerary, along with an initial cost estimate. This serves as the creative foundation of your journey.

3. Refinement & Personalization
We will review the proposal together and refine it as needed, until it feels just right.

4. Your Journey: 24/7 On-Site Assistance
Once we finalize the itinerary together, we will take care of everything for you and remove the stress of having to book everything on your own. We work closely with our trusted partners and arrange every detail for you. 
We provide all the essential information needed to ensure a smooth and stress-free journey. We also include curated recommendations for restaurants and local specialties in each destination and region you’ll visit. During your stay in Italy, you will always have our dedicated support.
We are not satisfied until you are.
Our philosophy is simple: your happiness comes first.

Unrivaled Support & the “Happiness Guarantee”

Our service doesn’t end once your trip is booked: it’s only the beginning. 

While you are in Italy, we remain at your side as a discreet yet constant point of support, available 24/7 (phone, email, or WhatsApp) to handle last-minute changes, secure exceptional experiences, or resolve any unexpected issues.

Our philosophy is simple: your happiness comes first.
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ITALY BESPOKE TOURS SRLS 
Via dei Mille 13, 22100 Como, Italy
+39 351 339 9365 | info@italybespoketours.com
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