Tailor-made Southern Italy tours

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Our southern Italy tours invite curious travelers to taste wood-fired pizza in Naples, wander lemon-scented lanes in Sorrento, and glide by private boat into Capri’s shimmering coves.

Created for those who crave authentic, tailor-made travel, this experience weaves together local guides, hidden ateliers, and handpicked dining for a journey that feels genuinely personal.

Share your pace and passions, and we’ll craft a trip to Italy that turns simple moments into lasting memories. Start planning today and discover Southern Italy entirely on your terms.

Southern Italy tour highlights

  • Neapolitan culinary journey: Taste true Naples with a tailor-made food tour of pizzerias and markets.
  • Scenic Sorrento and Amalfi drive: Drive Sorrento's cliffs and Amalfi curves in a private car.
  • Capri Island discovery: Explore Capri's grottos, hidden coves, and chic boutiques with a local guide.
  • Authentic local immersion: Stay in charming seafront guesthouses and meet artisans.
  • Personalized luxury and flexibility: Flexible, personalized service from planning to departure.
DayLocationActivityOvernight
1Naples

• Arrival in Naples and private transfer to hotel

• Free time to explore

• Sample Neapolitan pizza or unwind at a local café

Naples
2Naples

• Tailored Naples walking tour

• Street food tasting at Pignasecca Market and visit to a traditional presepe artisan

• Explore the Duomo and learn about Saint Gennaro

Naples
3Naples

• Guided tour of Pompeii

• Drive up Mount Vesuvius for lunch or wine tasting

• Return to Naples for a relaxed evening

Naples
4Sorrento → Positano

• Private transfer to Sorrento and two-hour walking tour with sea views

• Optional food tasting of limoncello and regional specialties

• Continue to Positano

Positano
5Positano

• Free morning in Positano

• Tailor-made options: boat trip, beach club access or cooking class

• Dine on fresh seafood or enjoy a sunset drink

Positano
6Amalfi Coast / Positano

• Private boat tour along the Amalfi Coast

• Explore Amalfi town or visit the Emerald Grotto (optional)

• Return to Positano for dinner or an evening walk

Positano
7Capri

• Transfer to Positano pier and hydrofoil to Capri

• Hotel check-in and free time to explore

• Discover Capri’s dining scene or enjoy a quiet evening

Capri
8Capri

• Free day on Capri

• Private sunset cruise with prosecco passing the Faraglioni

Capri
9Capri

• Guided morning walk in Anacapri and Capri town

• Optional Augustus Gardens or Mount Solaro chairlift

• Afternoon free to enjoy the island

• Final dinner in Capri or relaxed evening stroll

Capri
10Capri → Naples → Airport

• Private transfer from hotel and hydrofoil to Naples

• Departure from Italy

Places you'll visit

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Naples
NaplesCampania
Day01

Arrival in Naples

Upon arrival in Naples, your private driver will meet you at the airport and transfer you to your hotel for check-in.

Spend the afternoon at leisure exploring narrow streets or relaxing with views of the bay. This Southern Italy trip blends tailored experiences, tastings of Neapolitan pizza, guided walks around Mt Vesuvius, and optional boat trips to Sorrento and Capri. Our local team crafts every detail for an authentic Italian itinerary.

Naples
Day02

Naples walking tour and street food

Join a local Neapolitan guide on a tailored walking tour to uncover Piazza Plebiscito and the Royal Palace. Stroll the seafront with views of the bay and Mt. Vesuvius, and wander Spaccanapoli through the historic centre, experiences you can explore further on a Southern Italy tour.

Taste authentic street food at Pignasecca market, visit a craftsman to see traditional handmade presepe figures, and explore the Duomo to hear the story of Saint Gennaro.

Margherita Pizza Naples
Day03

Pompeii and Vesuvius

Explore ancient Pompeii on this immersive journey through Southern Italy. Stroll through the ruins to see the thermal baths, the Lupanare frescoes, the Macellum, and the Basilica, core moments that enrich many Southern Italy tours, here experienced in a more personal way.

Continue up Mount Vesuvius and pause at a panoramic restaurant for pizza or a local wine tasting. Your driver takes you to 1,000 meters, where you’ll begin a guided walk to the crater rim, taking in sweeping views of Mount Somma, the Vesuvius cone, and the Valley of the Giant.

Pompeii
Day04

Arrival in Positano and Sorrento

Your private driver collects you at the hotel for a tailored, two-hour private walking tour of Sorrento. Discover clifftop views across the Gulf of Naples to Mount Vesuvius and the islands of Procida, Ischia, and Capri.

Optional local food tasting available to sample limoncello and regional specialties. After the tour, your driver transfers you to Positano for hotel check-in and leisure time to explore the colorful cliffside village.

Positano
Day05

Free day in Positano

Positano rises like a dream above the Amalfi Coast, its steep lanes lined with boutiques, terraces, and fragrant lemon trees. Spend the day at Positano Marina, relaxing on the beach, swimming in crystal-clear waters, and savoring fresh seafood right by the shore.

To elevate your experience, choose from tailor-made options that echo the spirit of southern Italy tours: private boat excursions, reserved beach club access, or a hands-on cooking session with local chefs for a deeply authentic Southern Italy itinerary.

Sorrento
Annalisa

Tips from Annalisa

Italy Travel Expert

quotes

Want to escape the crowds in Positano? Walk ten minutes from the main beach to Fornillo. It’s quieter, more relaxed, and still has sunbeds, beach bars, and the same jaw-dropping views. Locals prefer it for a reason.

Day06

Amalfi Coast boat tour

Sail the stunning Amalfi Coast on a private boat tour, stopping in hidden bays for swimming and exploring grottoes and caves. Pass Praiano, the Fiordo di Furore, Conca dei Marini with the Emerald Grotto, and the historic maritime town of Amalfi, an experience also featured on the Rome and the Amalfi Coast trip.

Choose an optional Emerald Grotto visit paid locally, or take 2 to 3 hours of free time for lunch and wandering in Amalfi, then return to Positano.

Almafi
Day07

Arrival in Capri

Walk down to Positano pier and board the hydrofoil to Capri. Upon arrival, settle into your hotel and enjoy a free afternoon to explore the Piazzetta, relax by the pool, or follow one of the island’s scenic coastal paths.

Capri’s charm, glamorous boutiques, ancient Roman villas linked to Emperor Tiberius, dramatic sea views, and intimate restaurants add a refined dimension to your journey, reflecting the elegance often associated with Southern Italy tours.

Capri
Day08

Capri at leisure and sunset cruise

Enjoy a free day on Capri to relax and explore hidden coves, boutique shops, and fragrant lemon groves.

In the afternoon, enjoy an exclusive private sunset boat tour, glide past the Faraglioni, sip prosecco, and toast as sky and sea glow.

Capri
Day09

Guided morning walk in Anacapri and Capri

Your private guide is at your disposal for the morning. Enjoy a short, tailored walk through the centers of Anacapri and Capri, then choose between visiting the fragrant Augustus Gardens or riding the chairlift to Mt. Solaro for sweeping island views. The tour concludes around lunchtime, leaving the afternoon open to savor Capri’s relaxed rhythm.

This personalized pace reflects the thoughtful style often associated with Southern Italy tours, brought here into a single, seamless island experience.

Capri
Day10

Departure from Naples

Wrap up your trip with a private transfer from your hotel, hydrofoil tickets, and a ride from Naples pier to Capodichino Airport, all sorted for your afternoon flight.

Soak up the final views of Capri and Sorrento as you go. Think back on the food, the history, and those salty coastal moments. You’ve traveled Italy your way: authentic, personal, unforgettable. Safe journey home.

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