This itinerary can be further customized according to your wishes & preferences
A beautifully balanced 9-day Italian adventure that weaves together culture, countryside, and unforgettable cities.
Embark on a 9-day Italian journey through Venice, Florence, Urbino, Gradara, and the Montefeltro region, where iconic cities, rolling landscapes, and medieval villages come together in perfect harmony.
From wandering the canals of Venice and the Renaissance streets of Florence to exploring the historic charm of Urbino, Gradara, San Marino, and San Leo, this thoughtfully paced itinerary blends cultural treasures with hands-on experiences -wine tastings, local cheese and cashmere farms, and authentic Italian traditions- creating an unforgettable journey through Italy’s art, history, and countryside.

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Days 1-2: Discover Venice’s most iconic landmarks by land and water, from Rialto to St. Mark’s, complete with a gondola ride and insider guidance. |
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Days 3-5: Experience Florence and Tuscany through medieval towns, Renaissance masterpieces, and world-class wine and cuisine. |
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Day 6: Arrive in Gradara with a guided visit to its iconic medieval castle.
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Day 7: Discover the Republic of San Marino and enjoy a scenic wine tasting overlooking the Adriatic. |
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Day 8: Visit the fortress of San Leo and explore unique rural traditions. |
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Day 9: Check out and depart for your return home |
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Days 1-2: Discover Venice’s most iconic landmarks by land and water, from Rialto to St. Mark’s, complete with a gondola ride and insider guidance. |
|
|
Days 3-5: Experience Florence and Tuscany through medieval towns, Renaissance masterpieces, and world-class wine and cuisine. |
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Day 6: Arrive in Gradara with a guided visit to its iconic medieval castle.
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Day 7: Discover the Republic of San Marino and enjoy a scenic wine tasting overlooking the Adriatic. |
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Day 8: Visit the fortress of San Leo and explore unique rural traditions. |
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Day 9: Check out and depart for your return home |
These are our top accommodation options for this trip. We only feature particular hand-picked hotels, which our team has carefully inspected. These hotels have received great feedback from our previous guests.
- Boutique 4-5* accommodation
- All private tours with excellent licensed guides, as described in the itinerary
- All private transfers with professional drivers and luxury vehicles
- All domestic flights/trains/ferries
- All taxes and VAT
- Personal travel insurance
- International Flights

























































