Take a closer look at some of our hand-picked hotels that provide the ingredients for a rewarding travel experience with Caspin Journeys.
8 DAYS • 7 NIGHTS
GROUP SIZE: 8 – 12
activity level: FAIRLY EASY
FROM € 4,050
DATES & AVAILABILITY
27 Sept – 4 Oct 2026
SOLD OUT – JOIN WAITLIST
04 – 11 October 2026
SOLD OUT – JOIN WAITLIST
20 – 27 April 2027
PRIVATE GROUP
27 Apr – 4 May 2027
SOLD OUT
10 – 17 October 2027
17 – 24 October 2027
SOLD OUT – JOIN WAITLIST
CHECK AVAILABILITY FOR OTHER DESTINATIONS
FOR PRIVATE GROUPS
OR OTHER INFO
Explore Puglia on foot on our exciting walking tour and enjoy breath-taking sea views along a rugged coastline dotted with “Trulli” and vast expanses of ancient olive groves seemingly untouched by time.
Our journey takes us to the heel of the Italian peninsula, a land blessed with sun, sea, and dramatically changing landscapes. We discover Trani, Otranto and the decorative baroque town of Lecce, visit imperial Castel del Monte, explore the spectacular Castellana Caves and two national parks. Before ending our beautiful journey, we stop to explore the ‘Sassi’ cave dwellings of Matera.
Hospitality in Puglia is a truly memorable experience; our accommodations are in the region’s traditional “masserie”—historic agricultural estates—where we are welcomed with open arms by the locals and fed an abundance of delicious Pugliese specialities.
Our walking tour of Puglia explores the sun-drenched heel of Italy, a land of rugged coastlines, ancient olive groves, and unique Trulli houses. It is a compelling destination rich in history and dramatically changing landscapes, from baroque towns to prehistoric cave dwellings.
PICK UP: 14.00 at BARI AIRPORT
DROP OFF: 10.00 at BARI AIRPORT
Before the tour starts you may wish to spend a few nights in Rome.
Bari airport hotel Parco dei Principi, we can pick you up there after the airport pick up.
Rendezvous at 14.00 at Bari airport.
Transfer by minibus 3 hrs. to the old town of Otranto, the most easterly town in Italy. We walk from a colorful bauxite lake along the coast to the Tower of the Serpent, symbol of Otranto and enter the city gates to explore the delightful historic city canter. Once upon a time, it was the most prosperous trading port in the Mediterranean!
Meals: Dinner
Walk: 3 km, 1 hour
Overnight: Otranto
Stunning walk from Otranto along a dramatic coastline of cliffs, fortified farms and watchtowers to reach the beautiful cove of Porto Badisco where the bay displays aqua marine reflections among fishing boats bobbing up and down in the water. According to Homer, Aeneas landed here on his escape from Troy!
After lunch you have free time in the afternoon to explore Otranto.
Note: In 1481 the Turks attacked and slaughtered the population. The bones are kept in the Duomo and a visit to see its amazing Byzantine mosaic floor portraying the tree of life is a must.
Meals: Breakfast, Lunch & Dinner
Hike: Feels like 10km, 3-4hrs.
Overnight: Otranto
We visit the baroque city of Lecce, sometimes called the Florence of the South. The historic center is a great place for strolling to admire handcrafts and spotting Roman remains.
Lunch independently.
We then head to the coast for a beautiful walk in a protected marine nature reserve known as Torre Guaceto. Along this short piece of coastland with exceptional sandy and rocky backdrops, we walk through maquis and olive groves and fresh water lagoons where migrant birds stop to feed.
At the end of the walk is a 16th-century Aragonese defensive look-out tower.
Meals: Breakfast, Dinner
Hike: 8km, 3 hrs.
Overnight: Locorotondo
Free morning to explore the narrow alleyways of the beautiful little town Ostuni known as La Citta Bianca ( White town) with lots of places to enjoy a bite to eat (lunch not included). A 24k year old skeleton of a prehistoric pregnant woman was recently found here.
In the afternoon we stop to admire the ancient olive groves where prehistoric stone Dolmen and crypts dating from the Neolithic Age (4000-3000 BC) can be found.
Meals: Breakfast, Lunch & Dinner
Hike: 10km, 3 hrs.
Overnight: Locorotondo
We start our day walking out of our hotel and into the Murge dei Trulli, a village landscape of olive groves, orchards, vines and trulli houses. After a light lunch in the beautiful whitewashed old town of Cisternino, a short drive brings us to Alberobello where the highest concentration of these dry stone huts with conical roofs is to be found – even a Trulli church!! Free time to stroll around.
We can now relax and maybe take forty winks as we drive through open farmland to Matera. Upon arrival we walk into the old town while our minibus goes ahead with the luggage.
Meals: Breakfast, Lunch & Dinner
Hike: Feels like 15km, 4-5hrs
Overnight: Matera
A fascinating walk across to the Murge Materana and later among Matera’s Sassi, the best surviving and most complete examples of rock-cut settlements in the Mediterranean basin. Developed in close harmony with the natural environment, the caves here have been used since prehistoric times. At first bare cave dwellings, they were used as early Christian churches or to house flocks of sheep and later they were developed into house-like structures. This setting has inspired film directors for decades and was used for the film ‘The Passion’.
Enjoy a free evening to have dinner (dinner not included) in the old city of Matera.
Meals: Breakfast, Lunch
Hike: 10km, 3hrs
Overnight: Matera
Early departure for the National Park of the ‘Alta Murgia’ Mediterranean Prairie to visit the mystical and interesting Castel del Monte (UNESCO). This 13th century castle built by Frederick II which stands out against the natural backdrop of the surrounding Apulian hills and one of the most sophisticated secular buildings of the middle ages.
We continue to the coastal town of Trani with its stunningly located 12th century Norman cathedral and castle. Time to enjoy a promenade in this unique seaside setting and explore this historic port town before dinner.
Meals: Breakfast, Lunch & Dinner
Hike: 4km, 1hr
Overnight: Trani
Scheduled drop off at Bari airport at 10.00am (or earlier as long as this accommodates everyone in the group).
Trani station is only a short walk. If you are departing at a different time, we can help you book taxi transfers.
Meals: Breakfast
8 DAYS • 7 NIGHTS
GROUP SIZE: 8 – 12
activity level: FAIRLY EASY
FROM € 4,050
DATES & AVAILABILITY
27 Sept – 04 Oct 2026
SOLD OUT – JOIN WAITLIST
04 – 11 October 2026
SOLD OUT – JOIN WAITLIST
20 – 27 April 2027
PRIVATE GROUP
27 Apr – 4 May 2027
SOLD OUT
10 – 17 October 2027
17 – 24 October 2027
SOLD OUT – JOIN WAITLIST
CHECK AVAILABILITY FOR OTHER DESITATIONS
FOR PRIVATE GROUPS OR OTHER INFO
This journey takes you to the sun-drenched “heel” of Italy, a land of dramatically changing landscapes and deep-rooted traditions. Our tour stands out for its deep immersion into the local culture; you will stay in traditional masserie—historic agricultural estates—and experience the legendary hospitality of the region. From the whimsical Trulli houses of Alberobello to the ancient Sassi cave dwellings of Matera, we combine UNESCO World Heritage sites with rugged coastal walks and vast, ancient olive groves.
We meet at 14.00 on Day 1 at Bari Airport. If you have arrived earlier and are staying at the Bari airport hotel Parco dei Principi, we can also arrange to pick you up there shortly after the main airport rendezvous.
For international travellers from the US, Canada, or Australia, the most efficient route is to fly into a major European hub and take a connecting flight to Bari International Airport (BRI).
We highly recommend arriving a day or two before the tour begins to settle in and shake off any jet lag. While many guests choose to spend time in Rome before heading south, a wonderful local option is the seaside town of Polignano a Mare. If you choose to stay there, we can conveniently drive by and pick you up on Day 1 after our initial rendezvous at the Bari airport.
For your stay in Polignano a Mare, we recommend the following high-quality options:
Alternatively, if you prefer to stay right at the airport for a seamless start, the Parco dei Principi hotel is our designated secondary pick-up point.
This tour is considered fairly easy and accessible, focusing on enjoyable walks through diverse landscapes rather than strenuous mountain trekking.
Read more on our Difficulty Level Guide.
Pugliese cuisine is a celebration of “cucina povera”—simple, high-quality ingredients transformed into feasts. You will enjoy an abundance of local specialties, including fresh cheeses, olives, figs, melons, and broad beans. Vegetables abund! A highlight of the tour is dining in our masseria accommodations, where we are fed traditional dishes prepared with ingredients grown on the estate.
Our accommodations are a highlight of the trip. We stay in traditional masserie, which are historic, fortified agricultural estates. These unique properties have been beautifully restored to offer high-end comfort while retaining their authentic character, often surrounded by olive groves that have stood for centuries.
We schedule our tours to take advantage of Puglia’s best weather, typically in the Spring and Autumn. These seasons avoid the intense heat of the southern Italian summer while ensuring the landscapes are at their most vibrant—from the lush green olive groves in May to the clear, crisp light of October that perfectly illuminates the white stone of the “Città Bianca” (Ostuni).
How do I book this tour with Caspin Journeys?
To book, click on the BOOK NOW button next to your preferred departure date on our website or contact us via inquiries@caspin.com
A deposit reserves your spot, and the balance is due ahead of the tour.
Is travel insurance required?
Yes. All participants must have comprehensive travel insurance that covers medical emergencies, trip cancellation, evacuation, and loss/damage of personal items.
Can I join as a solo traveller?
Yes — solo travellers are welcome. In the moment of booking, choose the single room option.
What about tips
This question comes up a lot. Tips and gratuities for most services during the trip such as restaurant staff, porters etc. are included and handled by Caspin Journeys.
As for your tour leaders we at Caspin leave this gesture to your discretion.
If you have already booked to travel with us,
the link below will redirect you to your WeTravel account — our secure booking platform — where you can manage your booking, check your payment status, and much more.
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