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Rome to Cinque Terre with Bocelli Live: A Signature Italy Tour

Duration: 9 Days / 8 Nights
Orientative Price: from 9800€ pp

A refined 9-day itinerary through Italy’s most iconic landscapes and cultural gems—from the grandeur of Rome to the vineyards of Tuscany, ending on the cliffs and sea of Cinque Terre.

Explore ancient cities, private vineyards, world-class art, and attend the unforgettable Andrea Bocelli concert at Teatro del Silenzio.

Throughout the journey, you’ll stay in a handpicked selection of historic palazzi in Rome, boutique wine resorts in Montalcino, and elegant countryside villas in Chianti—each place a destination in itself.

Destinations

Most exclusive Expereinces

Take it to the next level

Private art tours, intimate vineyard experiences, and VIP access to Bocelli’s concert at Teatro del Silenzio.

From truffle pasta in the hills of Chianti to Roman street bites and sunset wine tastings in Val d’Orcia.

Evenings in Renaissance courtyards, music under the stars, and boat rides along colorful coastal cliffs.

Trip Highlights

  • Private Grandeur
    Explore the Vatican and Colosseum with expert guides, and stay in a noble Roman palazzo steps from the Eternal City’s most iconic landmarks.

    Tuscany in Symphony
    Cook in a centuries-old winery, taste Brunello among the vines, and experience the magic of Andrea Bocelli live at Teatro del Silenzio.

    Coastal Elegance
    Sail past the pastel villages of Cinque Terre, sip wine at sunset, and unwind in a luxurious seaside retreat with unforgettable views.

Day 1-3

Rome

Art, history, and flavor come together in the Eternal City. From iconic landmarks to quiet, privileged corners, Rome is a grand beginning.

Suggested experiences:

– Private tour of the Vatican Museums & Sistine Chapel with early access

– Ancient Rome tour: Colosseum, Forum, Pantheon

– Food tour in Trastevere or Campo de’ Fiori, tasting local street classics

– Borghese Gallery with private art historian

– Rooftop aperitivo or evening passeggiata with gelato

Day 4-6

Tuscany & Bocelli Concert

Vineyards, medieval towns, and music among the hills—these days in Tuscany blend beauty, depth, and emotion.

Choose from these curated experiences:

– Cooking class at a 15th-century winery in Montalcino with Brunello pairing

– Montepulciano & Pienza tour with wine and cheese tastings

– Siena private tour including the Duomo and Piazza del Campo

– Chianti wine tour with visits to boutique producers

– Andrea Bocelli live at Teatro del Silenzio, VIP tickets

Truffle hunt and truffle complete lunch

Day 7-8

Cinque Terre

The perfect finale: pastel villages, dramatic cliffs, and the rhythm of the sea. Pure Mediterranean romance.

Make the most of your time on the Riviera with these experiences.

– Private boat tour along the Cinque Terre coast (Portovenere to Vernazza)

– Visit to Monterosso, Manarola, or Corniglia

– Seafood lunch with sea view

– Panoramic viewpoints and coastal walkways

Start Planning

Your Italian Dream