Puglia, Italy 2027

August 30–September 7, 2027 · 9 Days · 8 Nights

More than a trip. A deeper taste of Italy.

Discover Puglia through its coastal towns, regional flavors, historic streets, and hands-on experiences. From the harbor of Monopoli to the remarkable stone city of Matera, the trulli of Alberobello, and the elegant architecture of Lecce, each day offers a different way to connect with southern Italy.

With accommodations, transportation, guided experiences, and selected meals arranged, you can spend less time planning and more time enjoying the journey.

Day 1 · Monday, August 30

Welcome to Puglia: Bari Arrival & Monopoli

Your journey begins at Bari Airport, where scheduled group transportation will take you to Monopoli, our home for the first four nights.

After checking in, take time to settle into your accommodations and ease into the rhythm of coastal Italy. Depending on your arrival time, enjoy a first stroll through town, pause for a coffee, or simply rest before our evening together.

We’ll gather for a welcome dinner in Monopoli’s historic center—a chance to meet your fellow travelers, enjoy local flavors, and celebrate the beginning of our Puglia adventure.

Included: Scheduled airport transfer, welcome dinner, and accommodations.
Overnight: Monopoli.

Day 2 · Tuesday, August 31

Matera: A Journey Through Stone & Time

After breakfast, we’ll travel to neighboring Basilicata for a day in Matera, where stone homes, winding lanes, and dramatic views create an extraordinary setting.

A guided city tour will introduce you to Matera’s history and distinctive landscape, helping you appreciate the stories behind the city’s remarkable architecture. There will be opportunities to take photographs and enjoy the atmosphere along the way.

We’ll share lunch at a local restaurant before returning to Monopoli in the late afternoon. The evening is yours to enjoy at your own pace—perhaps with a waterfront walk or dinner at a restaurant of your choosing.

Included: Breakfast, transportation, guided city tour, and lunch.
Overnight: Monopoli.

Day 3 · Wednesday, September 1

Alberobello & Locorotondo: Trulli, Hilltop Streets & Wine

Today begins with breakfast before we set out for Alberobello, known for its distinctive trulli: whitewashed buildings crowned with conical stone roofs.

Explore the trulli district, wander its lanes, and enjoy time to browse local shops and capture photographs. We’ll then gather for lunch at a traditional restaurant before continuing to Locorotondo.

The afternoon brings a vineyard visit and wine tasting accompanied by food—a relaxed introduction to the region’s winemaking and local flavors.

We’ll return to Monopoli after the day’s experiences.

Included: Breakfast, transportation, Alberobello visit, lunch, and vineyard visit with wine tasting and food.
Overnight: Monopoli.

Day 4 · Thursday, September 2

Polignano a Mare: Coastal Views & Culinary Traditions

After breakfast, we’ll travel to Polignano a Mare, where the historic town rises above the Adriatic on striking limestone cliffs.

A boat excursion with a light aperitivo offers a fresh perspective on the coastline. Back on land, enjoy time exploring the historic center, discovering its lanes, and taking in the sea views.

The day also includes a cooking class and cheese-making experience, bringing you closer to the ingredients and traditions that shape Puglian cuisine.

After a day of coastal scenery and culinary discovery, we’ll return to Monopoli.

Included: Breakfast, transportation, boat excursion with light aperitivo, cooking class, and cheese-making experience.
Overnight: Monopoli.

Day 5 · Friday, September 3

Monopoli to Lecce: Baroque Beauty & Regional Flavors

After breakfast, we’ll leave Monopoli and travel south to Lecce, our base for the next two nights.

A guided walking tour introduces you to the city’s historic center and ornate architecture. Take in its carved stone façades, welcoming squares, and elegant streets as you discover a different side of Puglia.

We’ll enjoy lunch at a local restaurant, followed by an olive oil and wine tasting accompanied by regional food.

The evening is free for you to explore, relax, or choose a spot for dinner.

Included: Breakfast, transportation to Lecce, guided walking tour, lunch, and olive oil and wine tasting with regional food.
Overnight: Lecce.

Day 6 · Saturday, September 4

Otranto: A Day by the Adriatic

Following breakfast, we’ll travel to Otranto for a day combining time on the water with exploration on land.

Enjoy a boat tour with aperitivo, then discover the historic center at a relaxed pace. There will be time to browse shops, take photographs, or settle into a café and enjoy the town’s coastal atmosphere.

We’ll gather for dinner at a local restaurant before returning to Lecce for the night.

Included: Breakfast, transportation, boat tour with aperitivo, and dinner.
Overnight: Lecce.

Day 7 · Sunday, September 5

Lecce to Bari: Old Town Life & Pasta Traditions

After breakfast, we’ll depart Lecce and travel to Bari, where we’ll spend our final two nights.

Explore Bari Vecchia, the city’s old town, with its winding streets and glimpses of everyday local life. We’ll visit the Strada delle Orecchiette, associated with the traditional handmade pasta that is one of Puglia’s best-known specialties.

Enjoy time to explore and shop before an evening at leisure. Choose your own dinner spot, take a stroll, or relax after the day’s journey.

Included: Breakfast, transportation to Bari, old town exploration, and a visit to the Strada delle Orecchiette.
Overnight: Bari.

Day 8 · Monday, September 6

Bari: Your Day to Savor

Begin with breakfast and a relaxed morning in Bari. Today offers time to revisit a favorite spot, pick up gifts, or enjoy one more leisurely coffee.

For those who would like an additional adventure, optional activities may include a Vespa tour, an e-bike tour, or a fishing experience. These activities are available at an additional cost and are subject to availability.

In the evening, we’ll come together for our farewell dinner—a final opportunity to share favorite moments, enjoy a meal together, and toast the journey.

Included: Breakfast and farewell dinner.
Optional, at additional cost: Vespa tour, e-bike tour, or fishing experience.
Overnight: Bari.

Day 9 · Tuesday, September 7

Arrivederci, Puglia

Enjoy breakfast before your scheduled group transfer to Bari Airport for your journey home.

Leave with memories of coastal afternoons, shared meals, historic towns, and the discoveries that made this corner of Italy your own.

Included: Breakfast and scheduled airport transfer.

Your Experience Includes

• Eight nights of accommodations: Four nights in Monopoli, two nights in Lecce, and two nights in Bari.

• Eight breakfasts.

• Selected meals: Welcome dinner, Matera lunch, Alberobello lunch, Lecce lunch, Otranto dinner, and farewell dinner.

• Culinary experiences: Vineyard tasting with food, boat aperitivi, cooking class, cheese-making experience, and olive oil and wine tasting with regional food.

• Tours, activities, and experiences listed in the itinerary.

• Private/group transportation throughout the itinerary.

• Scheduled group airport transfers on arrival and departure.

Not Included

International airfare, travel insurance, gratuities, personal spending, meals and beverages not specifically listed, and optional activities.

Accommodations & Airport Transfers

Tour pricing is based on shared-room accommodations. Private or single-room accommodations may be available for an additional supplement, subject to availability.

Scheduled group airport transportation is included. Arrivals after 8:00 p.m. and departures before 7:00 a.m. may require an additional private-transfer fee.

The itinerary’s timing and sequence may be adjusted for weather, local conditions, or operational needs. Boat excursions are weather dependent.

Come hungry. Leave with stories.