Dates: September 4-13, 2027
Price: $4300 plus airfare
Puglia forms the sun-kissed “heel” of Italy’s boot, celebrated for its endless ancient olive groves, crystalline coastlines, and whitewashed hill towns. It offers a relaxed, authentic Mediterranean escape defined by unique trulli, vibrant baroque architecture, and spectacular farm-to-table dining. Be sure to check back often as dates and daily activities are updated and confirmed. This itinerary is subject to change based on vendor availability. This trip is limited to 8-10 participants.
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Embark on an exclusive journey through the most fascinating destinations of Puglia and Matera. This itinerary combines carefully selected accommodations, professional local guides, comfortable private transportation, UNESCO World Heritage Sites and authentic food and wine experiences.
From the seaside charm of Trani and Castel del Monte to Alberobello, Matera, Lecce, Otranto and Gallipoli, the journey offers a perfect balance of culture, traditions, gastronomy and beautiful landscapes.
DAY 1 – SATURDAY, SEPTEMBER 4
WELCOME TO PUGLIA
Arrival at Bari Airport or Bari Central Railway Station. Private transfer to Trani. Check-in at your boutique hotel in the historic center. Free time to relax and explore the charming harbor, the Cathedral overlooking the sea and Trani’s old town.
DAY 2 – SUNDAY, SEPTEMBER 5
BEACH DAY IN BISCEGLIE
Late morning departure for Bisceglie. Enjoy a relaxing day at a local beach club, including reserved entrance, sunbeds and umbrellas. Lunch at the beach club is included. Free time to swim, relax and enjoy the Adriatic coast. Return to Trani in the late afternoon. Evening at leisure.
DAY 3 – MONDAY, SEPTEMBER 6
TRANI & CASTEL DEL MONTE: SEA, WINE AND MYSTERIES
Departure for Castel del Monte. Guided tour of the UNESCO-listed castle built by Emperor Frederick II. Return to Trani followed by a Moscato di Trani wine experience, including guided tasting and an introduction to local wine traditions. Free time to relax. Sunset guided tour of Trani, including the Cathedral, Jewish Quarter and Villa Comunale, followed by an aperitif. Evening at leisure.
DAY 4 – TUESDAY, SEPTEMBER 7
BURRATA, EXTRA VIRGIN OLIVE OIL & BARI AT SUNSET
Visit to a traditional dairy farm with a hands-on mozzarella and burrata-making experience, followed by tasting. Continue to a local olive oil mill for an extra virgin olive oil tasting and introduction to Apulian olive oil production. Arrival in Bari and check-in at Hotel Boston or similar. Sunset guided tour of Bari Old Town. Evening at leisure.
DAY 5 – WEDNESDAY, SEPTEMBER 8
ALBEROBELLO & POLIGNANO A MARE
Departure for Alberobello. Guided walk through the UNESCO-listed trulli district, discovering local traditions and meeting local artisans. Continue to Polignano a Mare. Local tasting stops including traditional focaccia and the famous Polignano coffee. Walking tour through the historic center and its panoramic sea-view terraces. Return to Bari in the afternoon. Evening at leisure.
DAY 6 – THURSDAY, SEPTEMBER 9
MATERA: THE CITY OF STONE
Departure for Matera. Guided tour of the spectacular Sassi district. Free time in Matera. Check-in at a boutique hotel located in the heart of the Sassi district. Free afternoon and evening to enjoy the magical atmosphere and sunset over the ancient stone city.
DAY 7 – FRIDAY, SEPTEMBER 10
LECCE: BAROQUE BEAUTY & LOCAL TRADITIONS
Private transfer from Matera to Lecce. Arrival and check-in at Hotel President or similar. Guided tour of Lecce, the “Florence of the South”, discovering its Baroque churches, Roman remains, hidden courtyards and lively squares. In the afternoon, enjoy an authentic papier-mâché workshop, Evening at leisure.
DAY 8 – SATURDAY, SEPTEMBER 11
OTRANTO & GALLIPOLI: SEA, HISTORY AND SOUTHERN CHARM
Discover Italy’s easternmost town aboard a traditional Ape Calessino, exploring its historic center, Cathedral and beautiful Adriatic views. Free time before continuing to Gallipoli and free time for lunch. In the afternoon, enjoy another Ape Calessino experience through Gallipoli’s historic center, discovering noble palaces, Baroque churches and picturesque streets overlooking the sea. Return to Lecce with an evening at leisure.
DAY 9 – SUNDAY, SEPTEMBER 12
MONOPOLI & BARI
Private transfer from Lecce to Bari with a stop in Monopoli. Free time to discover Monopoli’s charming historic center, old harbor and picturesque streets overlooking the Adriatic Sea. Free afternoon and evening in Bari.
DAY 10 – MONDAY, SEPTEMBER 13
ARRIVEDERCI PUGLIA
Though it’s hard to say arrivederci, we’ll make sure your final day is filled with lasting memories. After immersing yourself in Italy’s charm, culture, and cuisine, you’ll leave knowing you’ve truly conquered one of the country’s most captivating regions.
What’s Included
ALL HOTELS AND ACCOMODATIONS DURING THE DATES LISTED
BREAKFAST AT OUR HOTELS AND DINNERS AT UNIQUE LOCATIONS DAILY
BALANCE BETWEEN SCHEDULED EXPERIENCES AND UNSCHEDULED TIME TO EXPLORE FURTHER OR RELAX AS YOU CHOOSE
PLENTY OF DOWNTIME TO ENJOY UNSCHEDULED MOMENTS ANY WAY YOU PLEASE.
ALL ATTRACTION TICKETS AND PASSES FOR EXPERIENCES AND GUIDED TOURS (ALWAYS WITH LOCAL EXPERTS).
ALL TRANSPORTATION INCLUDING AIRPORT TRANSFERS UPON ARRIVAL AND DEPARTURE.
Our Commitment:
As we get to know you, we will be able to find those little corners of Tuscany that delight and enchant. From magical meals, fabled artworks, and secret passageways, we’ll share with you those little things that make this the experience of a lifetime.
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