South of Italy Multigenerational Jewish Tour – 10 Days

Start your South of Italy Multigenerational Jewish Tour Today

From
$10,110

per person sharing a double/twin room

* excluding international flights

This 10-day multigenerational Jewish tour of southern Italy from Shin Tours moves from Capri to Naples, Matera, and Ostuni. It visits the synagogue of 1864 and Lecce’s medieval Giudecca and Jewish Museum.

This is the family route through our Jewish tours to Italy, with southern Italy between the heritage days.

You’ll stay in 5-star hotels, with three nights in Capri. A local expert guide leads the tour in each city, and a specialist guide joins for selected experiences.

Something for each generation:

  • Grandparents: Jewish Naples and the Lecce Giudecca
  • Parents: Matera’s Sassi, Pompeii, and Puglia’s food
  • Children: Capri’s beach club, a boat day, and the trulli of Alberobello

from $10,110 per person sharing · quote on request

Duration 10 days / 9 nights
Cities Capri · Naples · Matera · Ostuni
Accommodation 5-star city, island, and Puglian hotels
Guiding A local expert guide in each city; specialist guides for selected experiences
Group Priced on a group of 10 travelers
From price from $10,110 per person sharing

What’s Included on This Tour Package

  • Airport transfers on arrival in Naples and departure from Brindisi
  • Water transfers between Naples and Capri
  • Private transfers between Naples, Matera, Alberobello, and Ostuni
  • A professional English-speaking guide for each tour in the itinerary
  • All entrance fees to the sites and synagogues in the itinerary
  • 9 nights’ accommodation with daily breakfast
  • Jewish Naples, including the synagogue of 1864 (Day 4)
  • Pompeii, privately guided (Day 5)
  • Guided days in Matera, Alberobello, and Polignano a Mare (Days 6–8)
  • Lecce, with the Giudecca and the Jewish Museum (Day 9)

Pricing & How to Book This Tour

Prices for this tour start from $10,110 per person sharing*, based on our 5-star accommodation. This covers everything listed in “What’s Included” – guiding throughout, Jewish Naples with the synagogue, Pompeii, the guided days in Matera and Puglia, Lecce’s Giudecca and Jewish Museum, and all site entrances.

To book this tour, please contact us.

And if you’d like this journey shaped around you, we can build a bespoke version. We tailor it to your budget, your ideal itinerary, and your own private group, on the dates that suit you. Contact us and we’ll design it together.

Footnote: *Prices are in US dollars, per person, based on a group of 10 sharing a double or twin room, and exclude international flights. Contact us for a quote for your group or a personalized version of this tour.

Traveling as a Family

Three generations travel together on this itinerary, and the days are built to suit all of them. The Jewish heritage days include the synagogue of 1864 in Naples on Day 4 and Lecce’s medieval Giudecca and Jewish Museum on Day 9. Between them come Pompeii, Matera, and the trulli of Puglia.

Pace matters with a group this mixed. Capri’s three nights sit early, with beach time and a boat day, before the touring days in Matera and Puglia. Families marking a milestone may want to view our Bar and Bat Mitzvah Italy tour. Many ask whether Italy is safe for Jewish travelers; we’re glad to talk it through.

10-Day South of Italy Family Itinerary

This 10-day journey crosses southern Italy from the Bay of Naples to the heel of Puglia. Capri opens it, with three nights for the sea and the slower pace a family trip needs. Naples follows, where a Jewish community has lived for some 2,000 years and the synagogue of 1864 serves it. Pompeii comes next, preserved by Vesuvius in AD 79, followed by Matera, whose Sassi were carved into limestone and lived in for generations. Puglia holds the last days: the trulli of Alberobello, the cliffs of Polignano a Mare, and Lecce. The medieval Giudecca and a Jewish Museum on the site of a former synagogue close the journey.

Day 1 – Arrival in Naples and Transfer to Capri

Welcome to Naples. A transfer and a boat take you from the airport to your Capri hotel, and the evening is yours to settle in after the flight.

  • Stay: Jumeirah Capri Palace, Capri – three nights
  • Included: Airport transfer · water transfer to Capri

Overnight in Capri.

Days 2–3 – Capri at Leisure

Capri is a place to slow down, and these two days are left open. Families usually choose from a beach club day, a boat trip around the island that takes in the Blue Grotto and the Green Grotto, and time in Anacapri. We curate the details with you when you get in touch.

  • Stay: Jumeirah Capri Palace, Capri

Overnight in Capri.

 

Day 4 – Capri, then Jewish Naples

A boat brings you from Capri to Naples, where Jews have lived for some 2,000 years. Evidence of Jewish life has been found in Naples, Herculaneum, and Pompeii, and after 1492 refugees from Spain and Sicily added three new Jewish quarters to the two that already existed. Expelled in the 1500s, the community returned only in 1864, with the support of the banker Carl Rothschild, and the Naples Synagogue built that year still serves it.* A licensed Jewish guide tells this story in the synagogue, then leads you on foot through the old quarters where Jews lived from Roman times. Most of the medieval quarter was demolished in the late 19th century, so you’ll see two ancient synagogues from the outside, converted into churches in the 16th century and now abandoned.

*Visits to the Naples synagogue are arranged by written request for security reasons and are not possible on Shabbat or Sundays.

Overnight in Naples.

Day 5 – Pompeii, then Matera

Pompeii comes first, where the eruption of Vesuvius in AD 79 preserved the homes, marketplaces, and public spaces of a Roman town. Your private guide also raises a less familiar thread: the evidence of Jewish presence in the Bay of Naples, and what it suggests about everyday life in the ancient diaspora. The road east to Matera follows.

  • Drive: Pompeii → Matera, approx. 4 hrs
  • Stay: Vetera Matera, Matera – two nights
  • Included: Pompeii, privately guided

Overnight in Matera.

Day 6 – Matera’s Sassi

Matera’s Sassi are cave dwellings carved into limestone, stacked so that one house’s roof becomes another’s terrace. You’ll walk Sasso Barisano and Sasso Caveoso, enter a cave house where families lived, and visit a rock-hewn church with traces of frescoes. Lunch is in a local restaurant, and the afternoon brings more of the old town.

  • Stay: Vetera Matera, Matera

Overnight in Matera.

Day 7 – Alberobello & the Trulli

Alberobello’s trulli are whitewashed houses roofed in conical stone, built dry without mortar. In Rione Monti you’ll follow lanes past clusters of them, their rooftops topped with sculpted pinnacles and painted symbols. In Aia Piccola, where many trulli are still private homes, you’ll step inside one before a local lunch. The road to Ostuni follows.

  • Drive: Alberobello → Ostuni, approx. 40 min
  • Stay: Vista Ostuni, Ostuni – three nights

Overnight in Ostuni.

Day 8 – Polignano a Mare

Polignano a Mare sits on limestone cliffs above the Adriatic, its old town threading toward the sea through whitewashed lanes and small squares. You’ll stop above Lama Monachile, the pebble cove framed by cliffs and waterfront houses, and continue through the historic center with time for a coffee or a gelato. Lunch is on the coast. The afternoon is free by the water, or an optional boat trip along the cliffs and into the sea caves.

  • Stay: Vista Ostuni, Ostuni

Overnight in Ostuni.

Day 9 – Lecce & the Giudecca

Lecce’s Jewish Museum stands on the site of a former synagogue, where pools believed to have served as mikva’ot (ritual baths) survive below. Nearby, the former Giudecca follows Vico della Saponea, where the lane’s name remembers its Jewish soap-makers. Your guide traces a medieval community of artisans, merchants, and scholars through exchange, persecution, and expulsion.

The city’s Baroque sits around that story – Piazza del Duomo, the carved façade of Santa Croce, and the Roman amphitheater at Piazza Sant’Oronzo.

  • Stay: Vista Ostuni, Ostuni
  • Included: Lecce walking tour with the Giudecca and the Jewish Museum

Overnight in Ostuni.

Day 10 – Departure

A transfer takes you to Brindisi airport for your flight to Rome and your onward connection home.

  • Included: Transfer to Brindisi airport

End of service.

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