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Journey to Puglia to discover the rustic charm, rich culture, ancient olive groves, and sun-baked coastline of this region nestled in the heel of Italy’s boot. We’ll visit charming towns and artisan food producers, savor traditional food and wine, and enjoy the warm hospitality of the locals as we soak in the unhurried pace of life on this authentic Italian experience.


the iconic trulli buildings of Alberello, recognized as a UNESCO World Heritage Site 


olive oil from ancient trees, Primitivo wine from family-owned local wineries, and freshly made burrata cheese


the Baroque city of Lecce, the walled medieval village of Otranto, and the charming seaside villages of Ostuni and Monopoli

Day 1

Arrival to Puglia

Welcome to Puglia! Our driver will greet you in either the Bari or Brindisi airports (your choice) and transport you south to our accommodations in a historic residence in the ancient Baroque city of Lecce.

Take some time to relax and get settled before gathering this evening for introductions and an aperitif followed by a Welcome Dinner at a nearby restaurant.


Overnight at Pollicastro Boutique Hotel

Day 2


This morning join a local expert guide after breakfast for a walking tour through the history, culture, and legends of Lecce— dubbed the “Florence of the South.” Stroll through the winding streets of the old town and take in the Romand monuments, the beautiful Piazza del Duomo, and the ornate churches of Santa Croce and Chiesa del Gesù.

After the tour, sit down for a wine-paired lunch featuring traditional local fare followed by a free afternoon and evening to meander and discover Lecce at your own pace.

Breakfast, lunch

Overnight at Pollicastro Boutique Hotel

Day 3

Salento & Otranto

Today, we'll venture south to the countryside and coast of the Salento peninsula. Our first stop will be a farmhouse that dates back to the 1500s. Tour the olive orchard and sample some of the aromatic and fruity extra virgin olive oil before sitting down to a traditional lunch. Next, we’ll head east toward the turquoise waters of the Adriatic Coast where we’ll visit a local winery for a guided tour and wine tasting.

Our last stop will be the charming seaside town of Otranto, a UNESCO World Heritage Site, enclosed by medieval walls and filled with history, architecture, and small boutiques and cafes. Stroll through the historic town center with a local guide followed by some free time to have dinner and wander on your own before returning to the property.

Breakfast, lunch

Overnight at Pollicastro Boutique Hotel

Day 4

Negroamaro wine & Ostuni

After breakfast, we’ll check out and make our way to a winery in the northwest Salentine peninsula where the Leone de Castris family has been making wine for three centuries. Learn about the region’s old winemaking traditions during a guided tour and tasting of their award-winning wines. Next, travel north to the hilltop town of Ostuni, dubbed the “White City” for its white painted old town, which forms a maze of narrow alleys, arches, and staircases.

Enjoy time to explore and have lunch on your own before we continue our journey to our countryside accommodations. We’ll meet this evening for a cooking class followed by a wine-paired dinner of our own creation.  

Breakfast, dinner

Overnight at Masseria Montenapoleone

Day 5

Mozzarella, Burrata & Cisternino

Our first visit today will be to Masseria Lamapecora, one of the premier cheese making farms in Puglia. We’ll visit the production area and see how mozzarella and burrata are made before sitting down to sample the cheese during a light lunch. Return to our accommodations afterward for some time to relax before venturing back out to a winery in the Valle d’Itria for a cellar and vineyard tour and tasting of high-quality wines.

Our last stop is the charming town of Cisternino where we’ll have free time to stroll in the historic city center, take in the elegant central piazza and historic churches, and find a spot for dinner. Our Travel Director is happy to provide recommendations.

Breakfast, lunch

Overnight at Masseria Montenapoleone

Day 6

Monopoli & Polignano a Mare

This morning we visit the lovely town of Monopoli, located on the Adriatic Sea. Join a local expert guide to explore its narrow meandering streets, historic squares, and charming harbourside. Sit down for a casual lunch and savor the flavors of the land & oceans. From there, head to the ancient seaside town of Polignano a Mare, where we will board a boat to explore the coast and sea caves.

Later, have time to stroll in the historic town center, perhaps check out the popular pebbled beach, and enjoy dinner on your own. Again, our Travel Director is happy to provide recommendations.

Breakfast, lunch

Overnight at Masseria Montenapoleone

Day 7


Today we drive west to the village of Alberobello whose iconic trulli — ancient limestone structures with conical shaped roofs — have made it a UNESCO World Heritage Site. Enjoy a guided tour of this unique fairy tale village, followed by some free time to wander before continuing to a nearby wine cellar for a tasting of the local varietals and light lunch.

After, return to the property for time to relax before we gather this evening to toast our journey and savor a festive farewell dinner.

Breakfast, lunch, dinner

Overnight at Masseria Montenapoleone

Day 8

Depart Bari (or Brindisi)

After breakfast, depart for Bari or Brindisi Airport for flights home or continue your travels through Puglia on the Matera Extension. Arrivederci!


Extend your trip

+ 4 days in MATERA

Day 8


Check out this morning and venture west toward the ancient city of Matera. On the way, visit the vast underground system of caverns and caves at the Grotte di Castellana. Continue on to Cantine Polvanera to taste their excellent wines made from Primitivo grapes and enjoy a wine-paired lunch. Arrive in Matera in the afternoon and check into our elegant accommodations in the 17th century residence of the Gattini noble family. The remainder of the afternoon and evening are free to relax and explore your new surroundings.


Overnight at Palazzo Gattini

Day 9

Sassi & Matera

The ancient city of Matera—the first UNESCO World Heritage Site in southern Italy— is a maze of winding staircases, steep lanes, cave dwellings, and tiny courtyards. Meet an expert local guide for a walking tour of the millenia-old Sassi cave-dwelling district and hear the stories of this unique and fascinating neighborhood. Afterward, have lunch at a local restaurant with the rest of the day open to further enjoy Matera on your own.

Breakfast, Lunch


Overnight at Palazzo Gattini

Day 10


Head out this morning stopping first at an ancient cave adorned with thousand-year-old Biblical frescoes. Continue on to the historical town of Altamura where we’ll visit a bakery that dates back to the early 15th century and contains one of the few public communal ovens still in operation that was used for centuries by local families to bake their bread. Savor a taste of the traditional pane di altamura bread known for its excellent quality and enjoy a wine-paired lunch and time to explore this authentic village in the heart of Puglia.


Overnight at Palazzo Gattini

Day 11

Depart Bari

After breakfast, take a private transfer to Bari Airport for flights home. Arrivederci!



The Fine Print

Questions? Get in touch.




Program: Date TBD
Extension: Date TBD

Flight Information

If you would like assistance with reserving your flights, please contact us at

Activity Level

This trip has been designed to include daily exploratory walks that range from one to three hours. Each day, whether touring a city or winery, guests should be prepared to be on their feet for multiple continuous hours. Guests should feel comfortable strolling along cobbled surfaces, walking up and down stairs, and sauntering down uneven nature paths. Europe tends to have Old World infrastructure (narrow cobblestone streets, lack of elevators, etc.), which can leave some areas inaccessible. Typically, our more invigorating walks are included as optional activities.  If your mobility is limited in any way, or if you have questions, please contact our Guest Services team at

Note: Group maximum is based on double occupancy. The itinerary is subject to change or substitution at any time. You can learn more at


  • Seven nights accommodations, including all taxes and fees
  • Meals as listed on the itinerary: 7 breakfasts, 5 lunches, and 3 dinners, plus wine pairings with most major meals
  • All private excursions described in the itinerary along with services of local speakers, guides, entrance fees, gratuities, and transportation
  • Full guiding services of a dedicated Travel Director
  • Private airport transfers with porterage on the first and last scheduled days of the program

Not Included

  • Pre-and post-trip accommodations and associated expenses
  • Air and land transportation to/from host cities
  • All types of personal insurance
  • Personal expenses
  • Additional alcoholic beverages beyond what has been arranged by Experi to pair with the included major meals

Rates From

Jr. Suite: TBD
Deluxe: TBD
Classic: TBD
Single: TBD

Extension Rates From

Classic: TBD
Single: TBD

*Rates are per person, double occupancy in US Dollars. Call to discuss availability and rates for triple accommodations.


A $1,000 nonrefundable deposit per person reserves your space for this program. Final payments are due no later than 90 days prior to departure. An additional $500 deposit is required for extension reservations.

Travel Insurance

Learn more about travel insurance and how it can help you prepare for the unexpected at

Travel Terms & Conditions

View our complete terms and conditions here at

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