Luxury Southern Italy Explorer: Naples to Positano

8 days days

|

From $3895 pp

This eight-day journey explores the heart of Southern Italy, home to the nation’s finest food and most beautiful scenery. 

At a glance...

From the vibrant streets of Naples to the quiet beauty of Sorrento, Capri and the Amalfi Coast, it’s a route that offers you the very best of Southern Italy at a pace that allows you to relax and treasure each moment.

Along the way, you’ll visit ancient ruins, taste regional wines, sail between islands and experience daily life in some of Italy’s most captivating coastal towns. Private transfers, guided experiences and comfortable boutique stays ensure a smooth and unhurried journey throughout.

Why Luxury Southern Italy Explorer: Naples to Positano

In detail

  • Day 1: Naples

    Day 1: Naples

    Arrive in Campania, where your private driver will meet you for the short transfer to your hotel in Naples. Once settled, join a guided evening walk through the city’s historic centre. Explore local markets, sample traditional street food and take in the lively atmosphere that defines southern Italy’s largest city.

  • Day 2: Naples to Sorrento

    Day 2: Naples to Sorrento

    This morning, travel by private car to Mount Vesuvius and take a guided walk to the crater for views across the Bay of Naples. Afterwards, enjoy a relaxed lunch and wine tasting at a vineyard on the mountain’s slopes with stunning panoramic views.

    Continue to Pompeii for a private guided tour of the archaeological site, where well-preserved streets and frescoes reveal everyday life in Roman times. Travel onwards to Sorrento for your overnight stay.

  •  Day 3: Sorrento

    Day 3: Sorrento

    Spend the day in the hills above Sorrento for a hands-on cooking experience at a local villa. Learn the techniques behind traditional pizza and pasta using seasonal ingredients, then sit down to enjoy your meal with wines from the estate. The afternoon is free to explore Sorrento or simply relax and take in the coastal views – the choice is entirely yours.

  • Day 4: Sorrento to Capri

    Day 4: Sorrento to Capri

    After breakfast, transfer to the harbour for a private boat journey to Capri. Cruise along the coastline before arriving on the island, where a local driver will take you to your hotel. The rest of the day is at leisure – stroll through Capri Town’s narrow lanes, visit local boutiques or relax on the terrace overlooking the sea.

  • Day 5: Capri

    Day 5: Capri

    Join your guide for a morning walk along the Path of the Forts, one of Capri’s most scenic and iconic trails. Learn about the island’s history as you follow the route between sea views and ancient watchtowers. The afternoon is free to visit the Blue Grotto, enjoy coffee in the Piazzetta or simply spend time by the water.

  • Day 6: Capri to Positano

    Day 6: Capri to Positano

    Take a private boat back to the mainland, then continue by car along the Amalfi Coast to Positano. The afternoon is yours to settle in and explore at your own pace. Walk through colourful streets lined with cafés and boutiques or relax on the beach as the sun sets over the bay.

  • Day 7: The Amalfi Coast

    Day 7: The Amalfi Coast

    Spend the day exploring the region with your private guide. Visit Amalfi to see its striking cathedral before travelling to Ravello for its panoramic gardens and villa terraces. Stop along the coast for photographs and a relaxed lunch before returning to Positano in the evening.

  • Day 8: Departure

    Day 8: Departure

    Your driver will collect you for the transfer to Naples Airport for your flight home. The morning offers time for a final coffee overlooking the sea before saying farewell to southern Italy.

Add your Do Not Disturb moment

  • Experience the Vatican as few ever do — in the calm of evening, guided by those who know its secrets best. This exclusive after-hours visit reveals the artistry and emotion behind the world’s most famous collection, offering time to pause, reflect, and truly see.

  • Step into Trastevere — the Rome locals keep for themselves. Wander ivy-lined streets with a private historian, meet artisans still shaping the city by hand, and pause for an unhurried meal in a hidden courtyard. A Do Not Disturb experience revealing the soul of Rome through ease and access.

  • Experience Rome’s culinary artistry in complete ease. From private gardens to hidden terraces, Roman Dining in Style is a Do Not Disturb moment where food, setting, and connection come together in perfect harmony.

  • Step beyond Rome’s busy streets into its quietest spaces. From Trastevere’s hidden courtyards to the grand gardens of Tivoli, The Roman Garden Escape is a Do Not Disturb experience designed for stillness, beauty, and time shared with those who matter most.

  • Step inside Rome’s greatest monument in rare quiet. The Colosseum, Unveiled is a Do Not Disturb experience that reveals the arena’s hidden layers — from its underground chambers to its silent grandeur — guided by those who know its stories best.

  • Step through the ruins that shaped the modern world. Walking Through Time: The Roman Forum Reimagined is a Do Not Disturb experience revealing where power, philosophy, and architecture first met — and how the story of civilization still echoes between these stones.

  • Step into Rome’s most enduring masterpiece. The Pantheon is a Do Not Disturb experience revealing the harmony between light, structure, and spirit — an encounter with timeless design that continues to define the modern world.

  • Step into the light and shadow of Caravaggio’s Rome. From hidden chapels to private collections, Caravaggio’s Rome is a Do Not Disturb experience that reveals the artist’s genius as it was meant to be seen — intimately, quietly, and in place.

  • See Rome through a modern lens. Modern Rome: Art, Design & Aperitivo is a Do Not Disturb experience revealing the city’s evolving creative spirit — from hidden studios and private galleries to an aperitivo shared above the skyline.

  • A private visit to Leonardo’s Last Supper offers a rare chance to see one of the Renaissance’s most important works in near silence. This moment reveals the mural’s true scale, its fragile beauty and the architectural harmony of Santa Maria delle Grazie, all without the rush of standard viewing slots.

  • A private tour of the Duomo di Milano reveals the cathedral’s immense architecture, centuries of craftsmanship and the quiet beauty of its terraces, all without the pace and crowds of standard visits. This is Milan’s most iconic landmark experienced with time, clarity and space to appreciate its details.

  • Experience a private gondola ride in Venice through peaceful canals. Avoid the crowds with a romantic, tailor-made tour led by expert gondoliers.

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