At Escape Expert, we bring to life journeys that feel like scenes from a novel — the shadows, the glamour, the secret longing. This trip is inspired by the psychological drama of Tom Ripley, weaving across Italy’s most seductive corners: the Amalfi Coast, Capri, Naples, Rome, and Venice. It’s a story of identity, art, power — and beauty that masks something darker.
Duration: 7 nights
Best months: May to October
Price: from ~ USD 15,340 per person, excluding flights
Country: Italy
Region: Amalfi Coast, Rome & Venice
The Journey Through Ripley’s Italy
Touch down in Naples and glide along the dramatic Campania coastline to your cliff-perched retreat. Here, in a converted monastery, you get your first taste of the lush life Ripley observed — terraces dripping wisteria, lemon groves, sea-swept jacuzzis. A private guide leads you through Amalfi’s ancient alleys, its cathedral’s frescoes, and Atrani’s hidden vistas — the same places where the tension between Ripley and Dickie first unfolded.
Amalfi Coast & Atrani: Beginnings of Enchantment
Capri & Naples: A Tale of Two Souls
Board a private boat and cross to Capri in true cinematic style. Visit secluded coves, grand villas draped in flowers, and hidden corners that echo the drama of Ripley’s own villa life. Afterward, explore Naples’ historic heart — including the Rione Sanità, where Ripley’s fascination with Caravaggio comes alive. In the church of Pio Monte della Misericordia, admire The Seven Works of Mercy, the painting Ripley himself visited.
Rome: Reinvention & Elegance
In Rome, Ripley sheds old skin. You arrive in a vintage Fiat, the city unfolding around you in whispers of art and power. Stay at a refined hotel above Via Condotti — once Ripley’s stylish neighborhood — then stroll through baroque churches, mysterious palazzos, and art-filled galleries. Pause at San Luigi dei Francesi to see Caravaggio’s masterpieces, then feel the city’s glamour and menace at the Spanish Steps, the Pantheon, and the Trevi Fountain.
Venice: The Final Act
Your journey’s crescendo is in Venice, where water glows gold at sunset. Stay in a noble palazzo with private pier access on the Grand Canal — reminiscent of Ripley’s own Venetian residence. With a guide, walk through Piazza San Marco, lose yourself in St. Mark’s Basilica, and reflect at Caffè Florian, where history and intrigue linger in every arch. Then dine by candlelight on a rooftop terrace, under arches that echo stories of identity, power, and longing.
Signature Moments & Highlights
- Exploring cliffside villas and lemon groves on the Amalfi Coast.
- Sailing to Capri in private, discovering hidden grottoes and elegant coves.
- A deep dive into Caravaggio’s world in Naples and Rome.
- Cruising through Venice at dusk and dining in historic palaces.
- Stepping into Ripley’s shoes: vintage cars, secret alleys, and layered identities.
Ready for Something Extraordinary?
We craft journeys that go beyond the ordinary—blending stunning landscapes with immersive cultural encounters. Designed for travelers seeking authenticity, wonder, and unforgettable memories.
Why This Journey Leaves a Mark
This is more than a tour — it’s a narrative you inhabit. You’ll not only see Italy, but feel it: the tension between beauty and danger, between aspiration and illusion. Following Ripley’s footsteps, you live a tale of reinvention, ambition and art. And when the trip ends, you’ll carry with you an internal story — one of transformation, of secrets revealed, and of a life lived on the edge of desire and deceit.
