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Although Italy is full of wondrous gems across “the boot,” some of its greatest treasures are hidden closer to its heel. In the Apulia region, known for its centuries-old farmland, whitewashed towns, and miles of scenic coastline, the water is bluer, the produce is fresher, and the pace is delightfully slower. This Undiscovered tour of Southern Italy invites you to kick back and live la dolce vita as you travel from heel to ankle, vineyard to grove, and clifftop to cave. From colorful Naples to the stunning 90-million-year-old caves of Castellana, you will experience Southern Italy’s hottest sights—and coolest. At a special wine tasting at the Manduria wine museum, you’ll raise your glass to the many highlights of “the heel,” including its castles and conical houses, ancient ruins and fresh ricotta, and its eternal sunshine and sunny disposition.
Tour Itinerary
Day 1
ARRIVE IN NAPLES, ITALY
Welcome to Naples! At 6 pm, meet your Tour Director and travel companions for a welcome dinner at your hotel. (D)
Day 2
NAPLES
A Slice of Life in Napoli NAPLES Guided sightseeing includes Palazzo Reale. Enjoy free time this afternoon. (B) TOUR HIGHLIGHT CULTURE & TRADITION Naples delivers Old World charm in spades as one of Italy’s oldest cities. From its regal Palazzo Reale to the 13th-century Duomo di San Gennaro’s frescoed masterpieces to nearby Mount Vesuvius to the most famous pizza in the world served throughout the city in Neapolitan style. A stroll along the promenade beside the Bay of Naples reveals why locals and visitors choose this spot to soak in the sunset on the Mediterranean Sea.
Day 3
NAPLES–MATERA
Hidden Gem MATERA Guided walking tour including a visit to Casa Grotta. (B,D) 155 mi / 250km TOUR HIGHLIGHT HISTORIC SPOT Matera is a city like no other, entirely carved out of the rocky slopes of a mountain in the Basilicata region and has been extended over millennia. Explore with a Local Guide to reveal the secrets of this unique city that also served as the setting for many famous films, including Mel Gibson’s “The Passion of Christ” and the James Bond 007 film, “No Time to Die.”
Day 4
MATERA–MANDURIA–LECCE
Cultivating Culture MANDURIA [LOCAL FAVORITE] Visit the Primitivo wine museum followed by a tasting. (B) 155 mi / 280km LOCAL FAVORITE LOCAL TASTES Wine holds a significant cultural and historical importance in Italy, making it one of the world's leading wine-producing countries. The Italian wine culture is deeply intertwined with the country's regional diversity. The Primitivo grape is the primary grape variety cultivated in the Manduria region. This grape is known for producing robust and full-bodied red wines with rich fruit flavors and holds its name as this type of grape matures early.
Day 5
LECCE
Sweet Strolls in Apulia LECCE Guided walking tour includes Duomo and Santa Croce Basilica. Free time. (B) TOUR HIGHLIGHT CULTURAL GEM Stroll through Apulia, the “Florence of the South,” to take in the vibrant and bustling atmosphere. Wander the narrow streets of golden sandstone looking for hidden Piazzas or indulge in a wine bar with a glass of local rose and views of the carved baroque churches the city has to offer around each corner.
Day 6
LECCE–OSTUNI–ALBEROBELLO AREA
Stone Houses OSTUNI Visit the whitewashed town before [LOCAL FAVORITE] savoring an olive oil tasting and light lunch en route to Alberobello ALBEROBELLO A guided walking tour includes a visit to a Trullo (traditional stone conical-roof hut). (B,L) 75 mi / 120km TOUR HIGHLIGHT ART & ARCHITECTURE The iconic round houses (Trulli) date back hundreds of years. These Trulli, constructed of dry stone and cone-shaped roofs include the oldest structures built in the 16th century and were used as grain storage or residences. Made without cement in the masonry techniques of the day, these whitewashed homes were easily disassembled to avoid property taxes when the collectors came calling! Today, you can stroll the streets lined with Trulli houses to see their conical rooftops decorated with symbols such as a cross, heart, astronomical symbol, or the evil eye.
Day 7
ALBEROBELLO AREA: EXCURSION TO CASTELLANA GROTTE
Grottos and Grapes CASTELLANA GROTTE Take a guided visit to the underground caves. (B) 31 mi / 50 km TOUR HIGHLIGHT HISTORIC SPOT The Grotte di Castellana is one of the largest cave systems in Italy, stretching for over two miles. The underground tunnels are a natural marvel with stunning geological formations illuminated in a rainbow of hues as the sun moves through the sky.
Day 8
ALBEROBELLO AREA: EXCURSION TO BARI
Old Town and Old Saint Nicholas BARI A guided walking tour includes the Old Town and San Nicola’s Church. [LOCAL FAVORITE] Enjoy a cooking demonstration of local specialties, followed by a farewell dinner at a local restaurant. (B,D) 68 mi / 110km TOUR HIGHLIGHT CULTURE & TRADITION Bari combines historical charm with modern amenities, culinary tradition, and cultural attractions. The city's markets, such as the Mercato Coperto, offer a vibrant showcase of fresh local produce and culinary delights. A major point of interest is the Basilica di San Nicola that holds the relics of Saint Nicholas who was the inspiration for the modern Santa Claus.
Day 9
ALBEROBELLO AREA
Safe travels until we meet again! Your vacation ends with breakfast this morning. (B) (Nearest airport is Bari)
What's Included
Meals
8 Breakfasts, 1 Lunch, 3 Dinner
Hotels
Napoli
|
Starhotel Terminus
First-Class
Napoli,
Italy
Piazza Garibaldi 91
Free WiFi
The Terminus hotel offers a 4 star retreat from everyday life in the midst of lively Naples. It is located in a strategic location just steps from the metro L1 stop Garibaldi, which offers easy transport to reach the main attractions of the city.
* Hotel as shown or similar
Matera
|
Hotel Del Campo
Superior First-Class
Matera,
Italy
Anngolo Via Lucrezio and Via Gravina
Free WiFi
Set in a former 18th century aristocratic residence with beautiful ancient gardens, this charming property is located just outside the centre of Matera within easy reach of the Sassi UNESCO site. It offers large rooms, all of which are located in a new wing and feature parquet floors, air conditioning, and Free Wi-Fi. The hotel Restaurant serves delicious local specialities in the historic dining room together with an extensive choice of traditional wines from Basilicata.
* Hotel as shown or similar
Lecce
|
Hilton Garden Inn Lecce
Superior First-Class
Lecce,
Italy
Via Cosimo De Giorgi 62
Free WiFi
Set in a quiet residential area in the heart of the Salentine Peninsula, just a short distance away from the stunning attractions of Lecce's historic city center also known as 'The Florence of the South'. This contemporary hotel boasts a complimentary 24-hour fitness center, Beauty & Spa facility and a seasonal rooftop outdoor swimming pool with views of the city skyline. All 143 rooms are designed for extra comfort with self-adjusting Garden Sleep System® beds, air-conditioning, coffee/tea making facilities and complimentary Wi-Fi access. A full-service restaurant offers inspired Italian cuisine in a contemporary and refined atmosphere, a variety of snacks and refreshments can be found at the 24-hour Pavilion Pantry and the trendy looking bar offers drinks and light bites in stylish surroundings.
* Hotel as shown or similar
Conversano
|
D'Aragona Hotel & Spa
Superior First-Class
Conversano,
Italy
Via San Donato, 5
Free WiFi
Located in a very peaceful position close to some of Apulia's most important attractions like Alberobello, Polignano a Mare and Ostuni, this hotel is a great choice for those who want to explore the region. All its air-conditioned rooms have flat-screen/satellite TV and minibar. Most of the rooms also have balconies. Other amenities include an elegant restaurant serving local dishes and two swimming pools. Free Wi-Fi access is available in public areas.
* Hotel as shown or similar
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Start Date
Apr 20, 2026
End Date
Apr 28, 2026
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$3,589
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Apr 27, 2026
End Date
May 05, 2026
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$3,049
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May 04, 2026
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May 12, 2026
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$3,689
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May 11, 2026
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May 19, 2026
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$2,619
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May 18, 2026
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May 26, 2026
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$3,119
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May 25, 2026
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Jun 02, 2026
Our Price
$3,069
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Jun 01, 2026
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Jun 09, 2026
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$3,069
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Jun 08, 2026
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Jun 16, 2026
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$3,069
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Jun 15, 2026
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Jun 23, 2026
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$3,689
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Aug 24, 2026
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Sep 01, 2026
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$2,499
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Aug 31, 2026
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Sep 08, 2026
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$3,119
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Sep 07, 2026
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Sep 15, 2026
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$3,119
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Sep 14, 2026
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Sep 22, 2026
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$3,119
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Sep 21, 2026
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Sep 29, 2026
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$2,869
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Oct 05, 2026
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Oct 13, 2026
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$3,119
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Oct 12, 2026
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Oct 20, 2026
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$2,969
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Oct 19, 2026
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Oct 27, 2026
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$2,769
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Start Date
Apr 20, 2027
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Apr 28, 2027
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$3,769
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Apr 27, 2027
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May 05, 2027
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$3,199
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May 04, 2027
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May 12, 2027
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$3,879
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May 11, 2027
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May 19, 2027
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$3,279
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May 18, 2027
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May 26, 2027
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$3,279
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May 25, 2027
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Jun 02, 2027
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$3,229
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Jun 01, 2027
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Jun 09, 2027
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$3,229
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Jun 08, 2027
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Jun 16, 2027
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Jun 15, 2027
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Jun 23, 2027
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$3,879
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Aug 24, 2027
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Sep 01, 2027
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$2,629
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Aug 31, 2027
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Sep 08, 2027
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$3,279
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Sep 07, 2027
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Sep 15, 2027
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$3,279
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Sep 14, 2027
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Sep 22, 2027
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Sep 21, 2027
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Sep 29, 2027
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$3,279
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Oct 06, 2027
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Oct 05, 2027
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Oct 13, 2027
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$3,279
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Start Date
Oct 12, 2027
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Oct 20, 2027
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$3,119
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Start Date
Oct 19, 2027
End Date
Oct 27, 2027
Our Price
$2,899
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