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Imagine spending time in Italy’s most beloved locations without the higher costs and bigger crowds associated with busy travel season. Join us on a cultural and culinary adventure of Southern Italy’s wonderful gems. Start with a city tour of Naples, birthplace of Neapolitan pizza. A scenic drive brings you to the rocky outcrop of Matera—a UNESCO World Heritage Site. Learn all about the Sassi houses, thought to be among the first human settlements in Italy. Next overnight in the town of Lecce. Admire its lacy stone buildings and baroque squares and visit the Duomo and Santa Croce Basilica to understand why it is called the “Florence of the South.” In Alberobello, take a tour of the traditional Trullo houses—whitewashed, circular homes, with classic conical roofs. Marvel at the stunning 90-million-year-old caves of Castellana. Visit the Apulian capital of Bari on the heel of Italy’s “boot.” Join us in the off season and escape to Southern Italy’s off-the-beaten-path locales.
Tour Itinerary
Day 1
ARRIVE IN NAPLES, ITALY
Welcome to Naples! At 6 pm, meet your Tour Director and traveling companions for a welcome dinner at your hotel. (D)
Day 2
NAPLES
A Slice of Life in Napoli Your Southern Italian adventure begins with a guided sightseeing tour of Naples, a vibrant city oozing in character and culture. Your Local Guide will show you the main highlights, featuring an orientation drive and stop in the iconic Piazza Plebiscito. Enjoy some free time to discover more and perhaps try one of Naples’ most famous specialties – Neapolitan pizza! (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 Drive into the hilly region of Basilicata to reach Matera, one of the oldest towns in the world. Join a Local Guide on a fascinating walk to see the historic center with its complex of “Sassi” houses built into the local caves and visit one of the Casa Grotta (house caves). Enjoy free time in the late afternoon and evening. (B,D) 155 mi / 250km TOUR HIGHLIGHT CULTURE & TRADITION 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 guide the secrets of this unique city that has been the setting for many famous films from Mel Gibson’s “The Passion of Christ” to the James Bond film, “No Time to Die.”
Day 4
MATERA–MANDURIA–LECCE
Cultivating Culture A scenic drive into Apulia, the charismatic region with the longest coastline, that forms the heel of Italy’s “boot.” [LOCAL FAVORITE] Enjoy an interesting visit to the Primitivo wine museum to learn about the local production, followed by a tasting. Continue to Lecce and join your Local Guide on a walking tour to discover Lecce’s beautiful historic center. Visit the Duomo with its distinctive bell tower and the Basilica of Santa Croce that took over 200 years to complete. (B) 105 mi / 168km 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 hold its name as this type of grape matures early.
Day 5
LECCE
Sweet Strolls in Apulia Spend a full day at leisure in Lecce, often referred to as the “Florence of the South”. Explore more sights, browse the stores, sit in a café savoring local specialties and watching the world go by, or join an optional excursion to discover further afield. (B) TOUR HIGHLIGHT CULTURAL GEM Stroll around Lecce 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–ALBEROBELLO AREA
Stone Houses Enjoy a scenic drive to Alberobello, once there, follow your Local Guide on a walking tour through the Trulli-lined streets, including an interior visit of a Trullo (traditional conical-roof house) to discover how people live there. Enjoy some free time, and an evening at leisure. (B) 78 mi / 126km 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
Stalactites & Stalagmites A short drive this morning to Castellana Grotte. Descend underground for a fascinating guided visit and walk through some of the most suggestive caves. Return to the hotel and enjoy free time this afternoon and evening. (B) 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
Santa Claus Connections Drive to the vibrant port city of Bari and meet your Local Guide for a walking tour of Bari Vecchia, the city’s oldest district, including a visit to the Basilica of San Nicola. Enjoy some free time to explore more before joining your travel companions for 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 with 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 the inspiration for the modern Santa Claus.
Day 9
ALBEROBELLO AREA
Safe travels until we meet again! Your vacation ends with breakfast this morning. (Nearest airport is Bari.) (B)
What's Included
Meals
8 Breakfasts, 3 Dinners
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
Alberobello
|
Colle Del Sole
First-Class
Alberobello,
Italy
Via Indipendenza 63
Free WiFi
Hotel Colle del Sole is nestled in the charming town of Arberobello, within walking distance of the UNESCO Trulli's quarters. The hotel boasts a picturesque outdoor pool, and refined communal areas including an elegant bar and wine bar, an ample garden, and a restaurant serving local delicacies. The rooms at Hotel Colle del Sole are designed to offer comfort and elegance, and feature modern amenities such as air conditioning and flat-screen TVs.
* 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
Alberobello - Ba
|
Grand Hotel Olimpo
Superior First-Class
Alberobello - Ba,
Italy
Via Sette Liberatori Della Selva
Free WiFi
The Grand Hotel Olimpo is surrounded by typical Trulli and offers 40 comfortable, air-conditioned rooms, all fully equipped with a flat-screen, cable channel TV, safety deposit box, a minibar, desk and hairdryer. The Eden restaurant serves a refined à la carte menu with tasty, delicious combinations which respect the local gastronomic traditions and there is also a great selection of fine wines on offer.
* Hotel as shown or similar
Itinerary Dates & Prices
Start Date
End Date
Our Price
Guaranteed
Start Date
Oct 23, 2026
End Date
Oct 31, 2026
Our Price
$2,559
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Start Date
Oct 24, 2026
End Date
Nov 01, 2026
Our Price
$1,759
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Start Date
Oct 31, 2026
End Date
Nov 08, 2026
Our Price
$1,679
Guaranteed
Start Date
Nov 06, 2026
End Date
Nov 14, 2026
Our Price
$2,499
Guaranteed
Start Date
Nov 07, 2026
End Date
Nov 15, 2026
Our Price
$1,679
Guaranteed
Start Date
Nov 14, 2026
End Date
Nov 22, 2026
Our Price
$1,679
Guaranteed
Start Date
Nov 20, 2026
End Date
Nov 28, 2026
Our Price
$2,499
Guaranteed
Start Date
Nov 21, 2026
End Date
Nov 29, 2026
Our Price
$1,679
Guaranteed
Start Date
Nov 28, 2026
End Date
Dec 06, 2026
Our Price
$1,639
Guaranteed
Start Date
Jan 30, 2027
End Date
Feb 07, 2027
Our Price
$1,519
Guaranteed
Start Date
Feb 06, 2027
End Date
Feb 14, 2027
Our Price
$1,639
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Start Date
Feb 12, 2027
End Date
Feb 20, 2027
Our Price
$2,399
Guaranteed
Start Date
Feb 13, 2027
End Date
Feb 21, 2027
Our Price
$1,639
Guaranteed
Start Date
Feb 20, 2027
End Date
Feb 28, 2027
Our Price
$1,639
Guaranteed
Start Date
Feb 26, 2027
End Date
Mar 06, 2027
Our Price
$2,499
Guaranteed
Start Date
Feb 27, 2027
End Date
Mar 07, 2027
Our Price
$1,679
Guaranteed
Start Date
Mar 06, 2027
End Date
Mar 14, 2027
Our Price
$1,759
Guaranteed
Start Date
Mar 12, 2027
End Date
Mar 20, 2027
Our Price
$2,559
Guaranteed
Start Date
Mar 13, 2027
End Date
Mar 21, 2027
Our Price
$1,759
Guaranteed
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