7-Day Puglia, Italy Gallivant

Arrive in Bari and make your way to your luxury villa in Locorotondo, where a warm welcome awaits with chilled local rosé, regional antipasti, and introductions with your local host team. Spend the afternoon relaxing by the pool or exploring the villa grounds before gathering for a sunset aperitivo. In the evening, enjoy a private chef’s welcome dinner highlighting Puglia’s signature dishes and wines.

Begin your morning with espresso and breakfast from the villa cart before setting out on a private walking tour of Locorotondo, known for its circular layout and blooming balconies. Continue to Alberobello to explore its iconic trulli houses with your local guide. Lunch is served at a countryside masseria before returning to the villa for afternoon leisure time. As the sun sets, join a private mixology class featuring Italian cocktail classics made with local botanicals, followed by a relaxed villa pizza dinner with a local pizzaiolo.

After breakfast, depart for the stunning Adriatic coast and the seaside town of Polignano a Mare. Board a private boat for a scenic cruise along the coastline, exploring hidden sea caves and enjoying a prosecco toast on the water. Lunch follows at a cliffside restaurant overlooking the turquoise Adriatic. Later, wander the old town’s cobblestone lanes before returning to the villa. The evening features a long-table vineyard dinner under twinkling lights, paired with local wines and olive oil tastings.

Travel to Ostuni, the “White City,” for a private guided walk through its sun-drenched streets and cathedral square. Pause for coffee at a panoramic café overlooking the Adriatic before visiting a family-run olive oil estate for a tasting and mill tour. Continue to a boutique winery for a vineyard walk and wine tasting, then join a local nonna for a hands-on cooking class featuring orecchiette, focaccia Barese, and tiramisù. Enjoy the fruits of your labor over a leisurely lunch with paired wines. Evening dinner at a special restaurant rounds out this flavorful day.

Journey inland to the UNESCO World Heritage city of Matera, famed for its ancient cave dwellings and stone churches. Explore the Sassi di Matera with your expert guide and visit local artisans working in studios carved into the rock. Enjoy lunch at a cave restaurant overlooking the ravine, with time to visit Casa Noha or MUSMA contemporary art museum. Return to your villa in the evening for a sommelier-led tasting of Puglia’s celebrated varietals—Negroamaro, Primitivo, and Nero di Troia.

Start the day with a light villa breakfast, then embark on a guided e-bike ride through the Apulian countryside, pausing for a picnic lunch among centuries-old olive trees. In the afternoon, travel to Lecce—known as “The Florence of the South”—for a guided tour of its ornate architecture, including the Basilica di Santa Croce and Piazza del Duomo. Visit local paper-mâché artisans before enjoying free time for shopping or gelato at Natale. The evening culminates with dinner at one of Lecce’s acclaimed restaurants before returning to your villa.

Spend your final morning at the villa enjoying your final farewells over coffee and light breakfast bites before making your way back to the Bari airport. In the car ride back, you can smile as you think about all of the flavors, memories, and friendships that define this Culinary Gallivant through Puglia.