Exploring Puglia

The ideal adventure for the well-traveled who have yet to discover the enchanting region of Puglia and the ancient city of Matera. Spend 8 days and 7 nights exploring the charming towns of Bari and Lecce, the historic trulli houses of Alberobello, and the awe-inspiring cave dwellings of Matera.

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Tour Highlights

Indulge in the flavors and culture of Puglia on this 8-day guided tour. Explore historic cities like Bari, Lecce, Monopoli, Alberobello, Gallipoli, and Matera, each offering a unique blend of history and charm. Visit renowned wineries, where you'll taste some of the region's finest wines, and savor the local cuisine with cooking classes and traditional meals. Wander through the picturesque streets of Alberobello with its iconic trulli houses, and discover the breathtaking beauty of Matera's ancient cave dwellings. Immerse yourself in the rich cultural heritage of Puglia, from its stunning architecture to its world-class gastronomy, on this unforgettable journey through Italy's heel.

  • When April 27 2025 - May 4 2025
  • Duration 8 days
  • Price $4,200 per person
  • Availability Limited spots

What's Included

  • 8 days, 8 nights
  • 2 nights at 4-star Hotel Oriente, in Bari
  • 3 nights at 4-star Masseria Caretti Grande, near Lecce
  • 2 nights at 4-star Palazzo Viceconte, in Matera (classic/junior suites rooms)
  • Private bus transportation with a dedicated driver
  • Group transfer from Matera to Bari airport on the last day
  • Full-time tour leader and wine host
  • Full-time expert local tour guide
  • 3 Winery visits and tastings
  • 15 meals, including multi-course meals with wines
  • Expert guide tours in Bari, Lecce, and Castel del Monte
  • Tickets to Abbey of Santa Maria di Cerrate
  • Cooking class and lunch at the Masseria
  • Olive oil tasting at Tenuta Conte Onofrio Spagnoletti

Your Itinerary

Schedule a call

Arrive in Bari on your own. Meet in the hotel lobby, take a tour of the Old Town, and partake in a group Welcome Dinner at a local trattoria.

Accommodation Hotel Oriente Bari Included Meals Dinner

Check out and drive from central Bari to Tenuta Conte Onofrio Spagnoletti, a historic estate surrounded by 39,000 olive trees and located in the heart of the DOCG wine appellation Castel Del Monte. Guided tour of the estate, including the impressive underground cellars digged into the tufa rock. Later, the wine tasting is paired with a selection of traditional cheese, bread, salami, seasonal vegetables and a soup prepared with cereals and beans. Drive through the scenic Murgia region, crossing olive groves and fields and their typical white-stone walls Board a local shuttle and reach the entrance of Castel Del Monte, an imposing medieval fortress built by eclectic Emperor Frederick II in the 1200s. Visit the interior with a local guide, and discover the references to the number eight and to infinity that recurs in architecture and symbols

Accommodation Hotel Oriente Bari Included Meals Breakfast, Lunch, olive oil tasting

Drive to Monopoli. Wander around the charming seaside town, its castle built on the water and enjoy some free time for shopping in the whitewashed narrow streets adorned with cactus and colorful doors. Drive to Alberobello. Walk with the tour manager through the iconic trulli, round houses and workshops topped with a cone-shaped roof, once used as a temporary shelter.

Accommodation Masseria Caretti Grande Included Meals breakfast and dinner

Explore Gallipoli with the tour manager, walking around the medieval walls built above the Ionian Sea. Weather permitting, it's possible to stop at the pristine beach Spiaggia dell Purità, and deep our toes in the water. Free time for souvenir shopping. Drive to Cantine Coppola. Tour of the modern winery and its museum focused on the family's history. Lunch is paired with wine tasting of Negramaro grapes and other local varieties and served in the winery's garden surrounded by cactus, olive trees, and peaceful countryside. Drive to Lecce. Guided tour of the town center, known as the Florence of the South with impressive Baroque architecture. Late afternoon and sunset are the best time of the day to watch the sunlight reflecting on the local stone used to build churches, private palaces and streets.

Accommodation Masseria Caretti Grande Included Meals Breakfast and lunch

Enjoy a lazy morning relaxing at the beach or follow the Masseria owner for a foraging walk in their garden. Cooking class at the Masseria followed by lunch. Short drive to the nearby medieval Abbey of Santa Maria di Cerrate, a hidden jewel of medieval art and architecture, presently preserved by the National Trust. Continue to Ostuni a hilltop town located about one hour north. Walk in the town center with great photo opportunities over Valle d'Itria and its traditional homes.

Accommodation Masseria Caretti Grande Included Meals Breakfast, Lunch

Check out and drive to Grottaglie. Visit a ceramic workshop for a quick demonstration and enjoy some free time in town known for the artisanal production of potteries. Drive to Manduria. Visit Agricola Felline and enjoy wine tasting paired with a light lunch. Drive to Matera. Check-in for the next 2 nights at Palazzo Viceconte. Dinner in a nearby pizzeria

Accommodation Palazzo Viceconte, Matera Included Meals Breakfast, Lunch, Dinner

Tour of Matera with a local guide (2 hours). Lunch on your own in Matera and free afternoon to explore. Group Farewell Dinner.

Accommodation Palazzo Viceconte, Matera Included Meals Breakfast, Dinner

Porterage from the hotel to the bus parking lot. Group transfer to Bari airport (

Accommodation N/A Included Meals Breakfast

Your Organizer Discovering great wines, one glass at a time.

At Crush Wine Experiences, our mission is to introduce you to your favorite craft winery or distillery.

The capital of Puglia Bari

  • Join an expert local guide for a walking tour through the historic Old Town of Bari.
  • Step inside the medieval Basilica of Saint Nicola and get a glimpse of the iconic local ladies making pasta in front of
    their homes.
  • Savor a welcome dinner served in a local trattoria with traditional recipes.
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Wine, Olive Oil & Medieval Architecture Castel Del Monte

  • Visit Tenuta Conte Onofrio Spagnoletti, a historic estate surrounded by 39,000 olive trees and located in the heart of the DOCG wine appellation Castel Del Monte
  • Tour of the estate, including the impressive underground cellars dug into the tufa rock
  • Enjoy a wine tasting is paired with a selection of traditional cheese, bread, salami, seasonal vegetables and a soup prepared with cereals and beans
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Southern Puglia wines Gallipoli and Manduria

  • Gallipoli and Manduria in southern Puglia are renowned for their distinctive wines.
  • Gallipoli, located near the Ionian Sea, is celebrated for its robust Primitivo wines, which boast rich, fruity flavors.
  • Manduria, known as the heart of Primitivo di Manduria, produces some of Italy’s most prestigious Primitivo wines, characterized by their deep color, intense aromas, and full-bodied taste.
  • Both regions benefit from Puglia’s sunny climate and fertile soils, ideal for viticulture.
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"Florence of the South" The city of Lecce

  • Take a guided tour of the charming city center, known for its impressive Baroque architecture
  • In the late afternoon watch the sunlight reflecting on the local stone used to build historic churches, private palaces and streets
  • Lecce is regarded as the most beautiful city in Southern Italy

Apulian cuisine Local Food

  • Puglia is known for its cucina povera, which translates to ‘cuisine of the poor’, characterizing its simplicity. Moreover, simple dishes allow the quality of local and seasonal ingredients to take center stage.
  • Bread, vegetables and pasta have the leading role in the cuisine.
  • Fruits, fish and wine are consumed frequently as well, but meat plays a minor role.

Exploring Puglia

The ideal adventure for the well-traveled

Alberobello

Trulli houses

Local cuisine

Dining in Lecce

Ancient towns

The city of Matera

Gateway to the Ionian Sea

Gallipoli

Staying at the Masseria

A fortified farmhouse estate

Meet Our Expert Sommelier & Tour Leader

Sam Kimball is not just a sommelier; he’s a storyteller. With years of experience and a deep passion for Italian wines, he’ll introduce you to the art and science of wine tasting.

From the robust Primitivo and Negroamaro to the refreshing and vibrant Fiano and Bombino Bianco, you’ll taste the diversity of Puglia’s wine heritage on this tour.

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Pricing

Double Occupancy Private Room $4,100.00 p/person

Includes:
  • 4 Star Hotels
  • Transportation
  • Local Expert City Guides
  • Winery Visits and Tastings
  • Guided, effortless travel
  • 15 meals

Single Occupancy Private Room $5,000 p/person

Includes:
  • 4 Star Hotels
  • Transportation
  • Local Expert City Guides
  • Winery Visits and Tastings
  • Guided, effortless travel
  • 15 meals
Boutique, intimate tour experience, limited to 16 guests + 2 hosts

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