June 22- 28, 2025

Ready to head to Italy but mass tourism isn’t your idea of fun travel? Than benvenuti to Puglia! Come visit before word gets out that this region will surely be the next Tuscany! Hundreds of miles of golden beaches with azure water, a breathtaking combination of whitewashed hilltop villages and the Baroque beauty of cities such as Lecce are just some of the highlights of Puglia. All combined with some of the simplest and tastiest food in Italy. This trip has been designed especially to immerse you in the local culture. Every day you’ll explore a part of the region and discover its incredible beauty, architecture, sacred sites, characteristic historic towns, locals and of course, plenty of food and wine. Puglia is the ideal backdrop for a relaxing experience and a rustic-chic holiday to remember. Come discover Puglia’s many small towns and villages, a treasure trove of lifestyle, art, architecture, history, design and culture. Simply relax and soak in Puglia’s simple, laid back way of life. Enjoy the landscape, the food, and the warm hospitality of the locals. It is that special beauty that makes it clear that you are absolutely nowhere else but Puglia. This is a full immersion experience with local culture, but without mass tourism!

A combined tour that not only explores the cuisine of Puglia, but also the culture, history and traditions.  


  • 8 days/7 nights accommodation in 5* hotel in Lecce
  • Daily breakfast at the hotel.
  • Daily lunch with wine at local Masserie, wineries, olive oil mills or other unique locations.
  • 2 multi-course dinners with wine
  • Private ground transportation throughout the week
  • Enjoy guided visits to the cities of Lecce, Gallipoli, Otranto, Alberobello and Ostuni.
  • Visit to Lecce’s outdoor market
  • Hands-on cooking class following. A full lunch and wine included will be enjoyed afterwards.
  • Hands-on baking class. Learn to prepare Lecce’s famous dessert: the pasticciotto.
  • Wine tasting and tour at one of Puglia’s most renowned Masseria. 
  • Visit to local cheese producer with full lunch following.
  • Tour of working farm. Meet the animals that produce some of Puglia’s best cheeses! 
  • Visit to prestigious olive oil producer with tasting with certified oil sommelier.


  • Airfare / Flights (Folks should fly into Brindisi Airport). 
  • Transfer from / to airport
  • ​Tips / gratuities for guides, instructors and drivers  
  • Travel Insurance: As of 2023, we will require everyone traveling with us to carry some form of Travel Insurance. Click here for info. 

Day 1 - Welcome to Puglia! Arrival with Welcome Dinner & Meet and Greet

Welcome Dinner and Meet and Greet, Learn All About the Week Ahead

Welcome to Puglia!

For our first evening together, we will enjoy a delicious welcome dinner in the historic town center savoring traditional culinary delights of Puglia and Lecce.

During dinner, we will introduce ourselves, get to know each other, and discuss the week ahead.

Day 2 – Hands – On Cooking Class + Walking Tour of Lecce

Market Visit and Cooking Class in the Morning, with Afternoon Guided Tour of Lecce

Grab your apron and be sure to have a light breakfast as today we visit a dear friend of ours and take part in our first hands-on cooking class. We will meet our host in Lecce’s main square and he will guide us around the market in Lecce, the Florence of the South. We will visit Lecce’s oldest market where we will learn how to order our ingredients for our class. Learn about legumes, and the importance they have in our diet, and how we should be eating more of them! After our shopping trip, we head back to the kitchen where we will make pasta from scratch, to be paired with the various products we just purchased at the market. But the class doesn’t end there, we will also learn all about the wines from Puglia.

After class and our very abundant lunch, we explore the town of Lecce with our guide, and learn all about the capital of Baroque art. A walk through the magnificent elegance of Lecce will be a great way of discovering the city and getting to know our home base better.

Day 3 – Wine Tasting and Lunch at Typical Masseria + Tour of Alberobello

Wine Tasting and Lunch at a Local Winery in the Morning, Guided Tour of the Fairytale Village of Alberobello in the Afternoon

Today we visit one of our favorite masseria and winery for a delicious lunch and wine tasting. The delicious specialties we will feast on are created with fresh, genuine ingredients stemming from ancient traditions and creativity that make up Salento’s typical cuisine. Today we discover the pleasures of Pugliese cuisine, savoring rich, delicious courses paired with five prestigious wines from the masseria. We gather together around a well-laden table to tell our stories, laugh, sing and experience those unforgettable moments typical of Italy’s ‘Dolce Vita’ lifestyle.

After our amazing lunch, we visit Alberobello. Make sure your camera is charged today as an adventure awaits us! Nowhere else in the world will you find such unique towns of charming, narrow streets where the inhabitants live in “trulli,” small conical-roofed houses and picturesque white washed stones. This is an unusual little town indeed, one not to be missed when visiting Puglia.

Return to Lecce in late afternoon for some time on your own.

Day 4 – Hands-On Baking Class + Tour of Otranto

The Sweet Life of Puglia will be Enjoyed Today, Plus Guided Tour of Otranto

Puglia boasts a rich and tasty list of typical sweets, one for every occasion it seems. And today, we will discover the secrets handed down by local grandmothers that have allowed our instructor to preserve the genuineness of authentic flavors even today.  The class will take place in a lovely masseria, where we might prepare a number of typical desserts such as the pasticciotto, the mustazzoli, the cartellate, the purceddhuzzi, or the zeppole. We will enjoy a light lunch while our desserts bake. After lunch, dessert will be what we prepared in class, of course.

After class, we walk off the calories by visiting the lovely seaside town of Otranto. Otranto is the pearl of Salento, with its Aragonese Castle with a pentagonal plan, which inspired the gothic novel “The Castle of Otranto” by Horace Walpole, and the Cathedral with the largest floor mosaic in Europe, the meaning of which is still an object of debate today. You will also have some time to visit the many lovely shops along the main piazza.

Day 5 – Visit to Olive Oil Mill + Tour of Ostuni

Tasting Puglia's Liquid Gold in the Morning and Tour of the White City in the Afternoon

Today we visit an olive oil mill and learn all the secrets of organic extra virgin olive oil, its production, its preservation, and best use. We will enjoy a guided visit of the Masseria, the underground mill and the millenary olive grove. We will have a technical tasting of 4 different organic extra virgin olive oils with an olive oil sommelier. After a full tasting of the liquid gold, we will enjoy a full lunch in a most beautiful setting.

After lunch, we will walk off our calories during a guided walk in the lovely town in Ostuni, known as the “white city” for its impeccably clean white stone walls.

We return to Lecce in the late afternoon to spend the rest of the day at your leisure. 

Day 6 – Guided Visit to Cheese Masseria + Tour of Gallipoli

Say Cheese! Today we Visit a Lovely Cheese Farm in the Morning, and Tour Gallipoli in the Afternoon

Another wonderful experience awaits us today! We will visit another stunning Masseria for an engaging experience that will enrich you in every sense. You will be able to immerse yourself in a journey made of colors and smells. Getting to know the happy animals of the masseria, a love story that begins and ends with milk! You will be able to closely observe the cows, sheep, goats, and their puppies, feed them and even caress them. Conclude the experience with a visit to the “bottega,” a feast for your senses, a riot of cheeses with a thousand flavors and shapes. A delicious full lunch awaits us afterwards. Enjoy the menu of the day with delicious combinations of organic cheeses and dairy products from the owner’s production, Salento frisa seasoned according to tradition, tasty local vegetables, aubergines in oil and much more other.

After our visit to the farm and our ample lunch, we will walk it all off in the lovely town of Gallipoli. Gallipoli, the beautiful city of Greek origins with a Mediterranean style, is a fishing village on the coast. It has a very scenic old town center, built on an island now connected to the mainland by a bridge. Both quaint and very unique to stroll through the maze of alleys and beautiful streets, Gallipoli begs to be photographed.

Day 7 - Day on Your Own + Full Final Dinner

Our Time in Puglia is Winding Down, Today you Can Spend the Day at Leisure Before Meeting for a Group Dinner

Today, you will have the day on your own to spend at leisure in Lecce. Do some shopping, visit the hotel exquisite spa, visit the nearby Duomo or arrange with our wonderful hotel staff to be escorted to the beach for the day. The day is yours to spend as you wish! 

​In the evening, we will enjoy a final celebration dinner.

Day 8 - Breakfast at the Hotel Before Checking Out


Our time together has come to a close, enjoy a leisurely breakfast at the hotel before checking out.

Price & Details

8 Days / 7 Nights
$5,650 USD Per Person for Double Occupancy in Deluxe Room / Single Supplement $1,200 USD.

$1,000 USD Non-refundable deposit is required to secure your spot.

Francesca Montillo, Native Italian, Owner and Tour Leader Accompanies all Activities​​. Contact Francesca at for booking/reservation and further details.

If you would like to reserve a spot for this tour, or have any questions, please use the contact form below and we will send you the necessary booking instructions or additional information.

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