Flavors of Puglia

Puglia: Extraordinary Wine, Whitewashed Towns & the Italian Table

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Tour Highlights

Spend nine unhurried days in Italy’s sun-drenched heel on this boutique small-group journey, limited to just 10–14 guests. From a sea-view hotel on Bari’s promenade to a storied Masseria among the olive groves, you’ll live Puglia like an insider. Wander the cone-roofed streets of Alberobello, the baroque grandeur of Lecce, and hilltop-white Ostuni. Shape orecchiette in a hands-on cooking class, descend into the Castellana Caves, and stand before mighty Castel del Monte. Above all, you’ll taste: five celebrated wineries, golden estate olive oil, custard-filled pasticciotto, and long farm-to-table dinners paired with local vintages. Your wine host is Rebecca Robinson, longtime Executive Director of Zinfandel Advocates & Producers (ZAP) for 29 years, who believes the best way to know a place is through its food, wine, and people. And Guided by an expert Italian tour manager throughout, this is Puglia savored slowly, authentically, and beautifully. Arrivederci to the ordinary.

  • When October 18 2027 - October 26 2027
  • Duration 9 days
  • Price €7,000 per person
  • Availability Limited spots

Highlights / What’s Included

  • 8 nights in two handpicked hotels: sea-view Panorama rooms at Bari’s Grand Hotel delle Nazioni, plus 4 nights at the historic Masseria Caretti Grande
  • Four winery visits: Castel del Monte estate, Masseria Li Veli, Schola Sarmenti and Agricola Felline, plus a hosted tasting at the masseria
  • Olive oil and wine tasting with a traditional farmer’s lunch on an estate with 39,000 olive trees
  • Private guided tour of Castel del Monte, Frederick II’s 13th-century octagonal fortress
  • Hands-on orecchiette cooking class followed by a farm-to-table lunch
  • Expert-guided tours of Bari, Lecce, Ostuni and Alberobello, with headsets
  • Private guided tour of the Castellana Caves with a speleologist
  • An evening in clifftop Polignano a Mare with a three-course dinner
  • Pasticciotto tasting in Galatina, home of Puglia’s famous custard pastry
  • Visit to an artisan ceramics workshop in Grottaglie
  • 17 included meals, including welcome and farewell dinners, with wine at every dinner
  • Dedicated Italian tour manager for all 9 days, with a private minibus, airport transfers and porterage

Your Itinerary

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Your Puglia adventure begins the moment you land. A private transfer takes you to the Grand Hotel delle Nazioni on Bari’s elegant seafront promenade. Settle into your sea-view Panorama room, then join your fellow travelers for a welcome dinner at a beloved local trattoria. There, fresh Adriatic seafood meets hearty countryside recipes, all paired with regional wines. It’s a perfect first taste of the flavors to come.

Accommodation Grand Hotel delle Nazioni, Bari Included Meals Dinner

This morning a local expert leads you through Bari’s old town, a maze of whitewashed lanes, ancient churches and everyday Pugliese life. Enjoy lunch and free time at your own pace. In the late afternoon, head down the coast to Polignano a Mare, a postcard-perfect town perched on limestone cliffs above the turquoise Adriatic. Stroll its terraces at golden hour, then gather for a three-course dinner with wine.

Accommodation Grand Hotel delle Nazioni, Bari Included Meals Breakfast, Dinner

Drive into the rolling Murgia countryside, a landscape of olive groves, stone farmhouses and dry-stone walls. At a historic estate surrounded by 39,000 olive trees, you’ll tour cellars carved into tufa rock. Then taste estate olive oil and Castel del Monte DOCG wines over a traditional farmer’s lunch. Afterward, explore the iconic Castel del Monte, Frederick II’s enigmatic 13th-century fortress, before an evening free in Bari.

Accommodation Grand Hotel delle Nazioni, Bari Included Meals Breakfast, Lunch

Head into the Valle d’Itria to Alberobello, a storybook town famous for its trulli, the whitewashed stone houses topped with cone-shaped roofs. A local guide reveals their history and secrets on a leisurely walking tour, followed by lunch at your own pace. In the afternoon, travel south to Masseria Caretti Grande, your fortified farmhouse home for the next four nights. You’ll be welcomed with a three-course dinner and wine.

Accommodation Masseria Caretti Grande Included Meals Breakfast, Dinner

Savor a slow morning at the masseria before rolling up your sleeves for a hands-on cooking class. You’ll learn to shape orecchiette, Puglia’s signature “little ears” pasta, then sit down to the farm-to-table feast you helped create. In the afternoon, visit Masseria Li Veli for a premium tasting of Salento wines. The evening ends with a traditional dinner at a nearby agriturismo.

Accommodation Masseria Caretti Grande Included Meals Breakfast, Lunch, Dinner

Discover Lecce, the “Florence of the South,” on a guided tour of its honey-colored baroque churches and piazzas, followed by lunch and free time. In the afternoon, stroll Galatina with your tour manager and taste the pasticciotto, a warm custard-filled pastry that has made the town famous. End the day at Schola Sarmenti winery in Nardò with a wine tasting and light dinner.

Accommodation Masseria Caretti Grande Included Meals Breakfast, Dinner

Travel to Grottaglie, a town with centuries of ceramic tradition, and step inside an artisan’s workshop to watch local masters at work. Continue to Agricola Felline, one of Puglia’s most respected wineries, for lunch with wine pairings. Return to the masseria for a free afternoon by the pool or among the olive groves. In the evening, your hosts pour a farewell tasting paired with local products.

Accommodation Hotel: Masseria Caretti Grande Included Meals Breakfast, Lunch

Begin in Ostuni, the dazzling “White City,” which crowns a hilltop above olive groves stretching to the sea. A local expert guides you through its sun-bleached lanes before lunch at your leisure. In the afternoon, descend into the spectacular Castellana Caves for a private tour with a speleologist, among cathedral-like caverns of stalactites. Return to Bari for a festive farewell dinner.

Accommodation Grand Hotel delle Nazioni, Bari Included Meals Breakfast, Dinner

Enjoy a final breakfast overlooking the Adriatic and one last stroll along Bari’s seafront promenade. Then a group transfer takes you to Bari airport. You’ll head home with a suitcase full of memories, new friends, and perhaps a few bottles of Primitivo. Arrivederci, until next time!

Accommodation None (departure) 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.

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

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.

"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 on our Small Group Tour

The ideal adventure for the well-traveled

Alberobello

Trulli houses

Local cuisine

Dining in Lecce

Gateway to the Ionian Sea

The best of Southern Italy

Staying at the Masseria

A fortified farmhouse estate

Meet Our Expert Sommelier & Tour Leader

Rebecca “Becky” Robinson has spent nearly three decades celebrating wine, food and the people behind them. As ZAP’s longtime Executive Director, she championed Zinfandel’s heritage and the preservation of historic old vines with some of California’s most prestigious wineries in Napa, Sonoma, and beyond.

On this tour, she’ll be your guide to Primitivo, Zinfandel’s Puglian twin, sharing its story as we explore the vineyards, kitchens and villages it calls home.

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Pricing

Double Occupancy Private Room €7,000 per person p/person

Includes:
  • 5 Star Hotels
  • Transportation
  • Local Expert Guides
  • Winery Visits and Tastings
  • Guided, effortless travel
  • 17 meals

Single Occupancy Private Room €8,100 per person p/person

Includes:
  • 5 Star Hotels
  • Transportation
  • Local Expert Guides
  • Winery Visits and Tastings
  • Guided, effortless travel
  • 17 meals

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