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Journey through Puglia to Matera route map

Arrive at your first hotel in Monopoli, located on the waterfront next to the 16th century fortress, Castello di Carlo V.

Meals: Breakfast

A quintessential southern Italian town, Monopoli entices you in with glimpses into everyday life whilst still being a popular tourist destination. From the photogenic harbour, see local fishermen return their catch with nonnas on the balconies behind, watching the world go by.Follow your nose through the old towns narrow winding streets, past small boutiques and tempting eateries. The Basilica of the Madonna della Madia is a beautiful baroque style cathedral, well worth a visit, as is Palmeiri Palace, an 18th century Baroque Palace highlighting Lecce-inspired architecture. Enjoy a glass of chilled white wine on the Piazza Giuseppe Garibaldi; the perfect way to end your day.

Meals: Breakfast

Expand your exploration of Monopoli to the coastline and along the lungomare – the paved promenade that skirts the old town along the coast. There are plenty of beaches within walking distance from where you can enjoy your morning. One of Puglia’s most famous beaches – Cala Porto – in Polignano a Mare, is just a 15min drive away should you want to tick this one off the list too.Later in the day, you will be transferred to Locorotondo where we have arranged a wine tasting for you; Bianco Locorotondo DOC is a famous sparkling white wine in Italy. You will stay in Locorotondo for the next two nights, plenty of time to see why it deserves its accolade of ‘Borghi più belli d’Italia’ (one of the most beautiful villages in Italy).

Meals: Breakfast

Perched atop a hill, Locorotondo is a fantastic viewpoint to see the surrounding countryside bursting with olive groves and vineyards. Spend the morning wandering the maze of whitewashed lanes, grand baroque archways, and sipping an aperol spritz in the sun.In the afternoon, we recommend taking the train to Alberobello (10mins – exc. Sundays). This small town is an incredibly picturesque destination which has become a must see for many travellers in Puglia. Made a UNESCO World Heritage Site for its unusual districts of trulli, these white-washed conical roofed houses have become icons of the town. Wandering the trulli district is fascinating, there are also a handful of small museums and shops nearby that you can visit before taking the train back to Locorotondo.

Meals: Breakfast

This morning, you will be transferred to your third and final overnight destination of Matera. Technically not in Puglia, but in the neighbouring region of Basilicata, Matera cannot be missed when visiting Southern Italy. One of the oldest cities in the world, Matera is rich in nature, history, and culture; it’s unlike anywhere else.Today we have arranged a guided group tour of this fascinating city, giving you the opportunity to learn from the locals as you explore the unique cave settlements and historic rock churches. As the European Capital of Culture in 2019 and the set of James Bond’s No Time To Die in 2020, there is much to discover in this magical city of stone.

Meals: Breakfast

Take your time exploring more of Matera. Simply wandering the streets fully immerses you into the character of the ancient city with its churches cut into the rock of hillsides and ravines. Some of the best viewpoints of the city are from Belvedere di Piazza Giovanni Pascoli overlooking the rock church, ravine and Duomo’s bell tower – perfect for a photo opportunity. You may also like to visit MUSMA, an extraordinary art museum with modern sculptures scattered in a 17th century cave palace.End your day with a traditional Italian meal at one of the many great restaurants in Matera. Typical dishes are orecchiette pasta, senise peppers, and Aglianico wine – one of the local red wines. We recommend choosing a restaurant with a view; sunset over the city is one of the most magical times to see Matera, glowing in the golden hour.

Meals: Breakfast

Matera city is perched on the edge of the ravine, walking down to the ravine is a great morning activity (before it gets too hot). The rocky trail is quite steep in places, but the views are truly spectacular. From the ravine, you can begin to appreciate the scale of the city and the contrast between the dwellings and the more modern, grander buildings.In the afternoon, we have arranged a bread making workshop for you. Matera bread is a delicacy of the region, it has a unique taste produced only with re-milled durum wheat semolina from the Lucanian area and is an ancient and honoured tradition. During the workshop, you will discover this ancient art within one of the city’s historic bakeries, making your very own loaf of Matera bread. End with a tasting/aperitif of the handmade products and Lucanian wine.

Meals: Breakfast

Add extra nights in Matera to explore more of this incomparable city before departing for home.

Meals: Breakfast

What’s included

& 4
 hotels
All breakfasts, wine tasting in Locorotondo and bread-making workshop in Matera
Management by your local Headwater-appointed agent
Private car transfers between hotels
Luggage transfers between hotels
7 nights hotel-to-hotel accommodation in a mix of 3

What’s not included

Request a single room if required, purchase travel insurance and arrange any visas and vaccinations.

Additional information

On day 3, transfer inland for a curated tasting in Locorotondo, where you’ll sample crisp Locorotondo DOC—typically blends of Verdeca and Bianco d’Alessano. Guided by a local sommelier, compare styles from still to lightly sparkling as you learn how limestone soils and sea breezes shape the wines’ citrus and fennel notes.

Afterward, stroll the whitewashed lanes and small piazzas of one of Italy’s “Borghi più belli,” pausing at belvederes over the Valle d’Itria’s olive groves and trulli-dotted fields. Notice the characteristic “cummerse” pitched roofs and the circular street plan that gave the town its name. This evening is about savoring Puglia’s gentle light, traditional hospitality, and the region’s quietly confident food-and-wine culture.

On day 5, join a guided group tour through Matera’s Sassi districts—Sasso Caveoso and Sasso Barisano—to understand how homes, cisterns, and chapels were carved directly into soft tufa. With your local expert, step into rupestrian churches such as those dedicated to Santa Maria (viewed from the exterior and chosen on the day) to trace faded frescoes and centuries of devotion.

Hear how Matera evolved from abandonment to renewal, becoming European Capital of Culture 2019 and a cinematic backdrop for No Time To Die. Learn about water collection systems, family life in cave dwellings, and the city’s layered identity. The walk balances history with atmosphere, inviting you to pause for photos and reflection across stones that glow gold in late-afternoon light.

On day 7, set out in the cool morning to descend into the Gravina di Matera, following rocky paths scented with wild thyme toward the Parco della Murgia Materana. The trail is steep in places but rewards with birdsong, wind-carved limestone, and shifting perspectives on the cave-city rising above the canyon.

Continue to the Belvedere Murgia Timone, a panoramic lookout where the Sassi’s honeyed facades spread like an amphitheatre. Your leader will outline the route and safety tips, then time is yours to pause for photos and reflection, noticing ancient shepherd tracks and openings of rock-hewn chapels punctuating the cliffs. This self-guided hike connects landscape and heritage in a single, elemental morning.

On day 7, step into a historic bakery for a hands-on class devoted to Pane di Matera IGP. Guided by an artisan baker, you’ll mix re-milled durum wheat semolina with natural starter, knead the supple dough, and shape a distinctive, crown-like loaf. As the oven heats, learn how communal bakeries once anchored neighborhood life.

While your bread bakes, taste Lucanian specialties with a glass of Aglianico, appreciating the crust’s caramel notes and the tender, aromatic crumb. Stories of wheat from the Murgia, long fermentations, and family rituals infuse the experience with cultural depth. Leave with your own loaf and the know-how to recreate Matera’s most emblematic flavor back home.

On day 4, take a short rail hop from Locorotondo to Alberobello’s UNESCO-listed trulli. Wander the Rione Monti and Aia Piccola districts, where whitewashed dwellings crowned with conical roofs and limestone pinnacles line sloping lanes. Look for chalk symbols on the domes, browse small workshops, and, time permitting, step into the Trullo Sovrano museum to see traditional interiors.

This is a self-paced visit that reveals rural building ingenuity from the 17th–18th centuries and the enduring identity of the Valle d’Itria. This experience is at additional cost and bookable on tour through your local agent (train tickets and any museum entrances arranged on request), with suggested departure times and maps provided.

On day 2 or day 3, head for the sea to swim at Monopoli’s coves or at Polignano a Mare’s Lama Monachile (Cala Porto), framed by pale cliffs and the old Via Traiana bridge. Expect translucent water, smooth pebbles, and cliff-top vistas perfect for a mid-morning dip and sun-warmed pause.

Your local agent can arrange transfers, beach towels, and recommendations for seaside cafés. This experience is at additional cost and bookable on tour (transfer and sunbed hire if desired). Bring water shoes for comfort and enjoy time to soak in the lakeside atmosphere—here, the Adriatic’s salt tang and seabreeze are the whole point.

On day 6, explore Matera’s MUSMA (Museo della Scultura Contemporanea), set within the tufa chambers of Palazzo Pomarici. Sculptures unfold through interconnected grottoes, where natural light cuts across rough stone and modern forms—bronze, terracotta, and steel—create a dialogue with the ancient fabric.

The visit illuminates Matera’s latest chapter: a city that couples preservation with bold creativity. Audio guides and curatorial notes deepen understanding while you pause for photos and reflection in cool, echoing rooms. This experience is at additional cost and bookable on tour (entry and timings arranged locally), ideal for art lovers seeking a quieter counterpoint to the Sassi’s open-air drama.

On day 1 or day 2, climb the seaside fortress to walk the ramparts of Castello di Carlo V, Monopoli’s 16th-century stronghold. As the sun drops, the harbour and white facades glow while fishing boats slip past the bastions—an evocative setting for orientation photos and a gentle first evening in Puglia.

Inside, temporary exhibits often trace coastal defenses and local history, adding context to the site’s strategic position on the Adriatic. This experience is at additional cost and bookable on tour (entry tickets and timings arranged by your local agent). It’s a short, atmospheric visit that pairs beautifully with an aperitivo on nearby Piazza Garibaldi.

On day 2, wander Monopoli’s honey-stone lanes at your own pace, pausing by the photogenic harbour as fishermen mend their nets and balconies brim with geraniums. Follow the lungomare promenade to small coves where the Adriatic flashes turquoise, then drift back to Piazza Giuseppe Garibaldi for a cool glass of local white, soaking up the unhurried rhythm of southern Italy.

Along the way, step inside the Basilica of the Madonna della Madia to admire its baroque flourishes, and trace the ramparts of Castello di Carlo V by the waterline. Nearby, Palazzo Palmieri’s Lecce-inspired facade hints at Puglia’s artistic lineage. This self-guided orientation gently brings the city into focus, leaving the afternoon free to enjoy a free moment browsing boutiques or lingering at a café.

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