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Easy Hiking in Southern Italy: Naples to Brindisi, Fall 2022
September 30 to October 11, 2022


Easy Hiking in Southern Italy: Naples to Brindisi – Fall 2022


You simply don’t know Italy if you haven’t experienced its deep south. Colonized by the Greeks and adorned by the Romans, Southern Italy boasts some of the oldest and greatest Greek temples outside of Greece. We will walk along parts of Europe’s most picturesque coast, the Amalfi, winding around the cliffs that stretch into the sea.  Along the way we’ll have opportunities to talk to the locals about their farming methods and vineyards as we sample some of Italy’s best pastas and sauces. Capri and Naples offer the most inspiring views of all, and they are also known for their tasty pizza and gelato. Our rambles follow ancient farmers’ paths through quiet countrysides and cover three to six miles each day, with gains of 1,000 feet at the most — a moderately easy trip.

From spectacular, lesser-known wine to hidden artistic treasures and mystical, unforgettable landscapes, Southern Italy is full of surprises. Highlights include a stroll on the edge of Vesuvius, a meandering walk high above the Bay of Sorrento, a visit to the gardens of Ravello (where the locals believe the devil tempted Christ), a visit to the Greek/Roman ruins of Paestum, an adventure in the stone city of Matera with homes built in caves, rural walks in verdant Puglia, a swim in the translucent Adriatic Sea, and two nights in Lecce — the “Florence of Southern Italy.”

This tour across Campania, Basilicata, and Pulgia offers the best that Southern Italy has to offer. We’ll understand why the Italians call it the “mezzogiorno,” or happy land, and appreciate why the Italians themselves vacation in this place of scenic beauty and delicious food. Register today and enjoy our unforgettable itinerary.

*Please click on each day to view daily itinerary.

Day 0 - September 29: Flight from US to Naples

Day 1- September 30: Arrival in Naples

We begin our tour of Naples midmorning, walking through the centro storico and the greatest avenues of Naples with an experienced and entertaining local guide. The grandiosity of this city’s countless royal buildings and spectacular churches is a great surprise to the first-time visitor. The Duomo is the spiritual centerpiece of Naples. We will also visit local markets and ancient neighborhoods, and hear tales of Naples’ historical characters. You’ll have a few hours of free time to explore on your own before our welcome dinner where we sample some of the local specialties of Neapolitan cuisine. Lodging in Naples

Day 2 - October 1: Vesuvius and Pompeii

No visit to Southern Italy would be complete without a visit to Mount Vesuvius and Pompeii. We will start the day with a refreshing hike up the ash maker itself, Mount Vesuvius. A volcanologist will teach us about his trade as we hike up and around the black sand that encircles the crater. Along the way, we will also learn how the legends of Vesuvius dominate local folklore. After lunch, we will make our way to Pompeii, the ancient Roman settlement that was destroyed in A.D. 79 by the explosion of Mt. Vesuvius and remained covered in thick protective ash until its excavation began at the end of the 1700s. Lodging in Massa Lubrense for two nights .

Day 3 - October 2: Capri

This morning we will enjoy a short cruise to the fabled island of Capri, where we will drive up the unforgettably winding road to Anacapri, a picturesque town of 5,000 that somehow clings to the mountainside. A short walk brings us to Migliara, where we enjoy a view of the Punta Carena lighthouse and neighboring Ischia and Procida islands. Those who want to hike farther can climb to Capri’s highest point, Monte Solaro (1,926 feet above sea level). But don’t worry; there is a chairlift option as well (fee additional)! After enjoying this world-class view, we will return to Anacapri with its fascinating boutiques to enjoy free time and lunch. Later we visit San Michele, an 18th-century villa built by Axel Munthe with some of the finest examples of Neapolitan Baroque artwork. Lodging in Massa Lubrense

Day 4 - October 3: Ravello and Amalfi

A scenic drive along the coast takes us to Ravello, a town that is known for its ravishing gardens and stupendous views. We will tour Villa Cimbrone, an original 19th-century estate, which boasts lifelike statues, the viewpoint Belvedere of Infinity, and exquisite gardens that hang over the sea. We will then depart on foot along an ancient mule path to the tiny village of Pontone, ending our walk in Amalfi, with time to enjoy a gelato or tour the Catedrale di Sant’ Andrea, which is a combination of Sicilian, Arabic, and Norman architecture on the outside and pure baroque on the inside. Lodging in Paestum for two nights

Day 5 - October 4: Paestum and Agropoli

This morning we will tour the Greco-Roman city of Paestum. Here, the ancient temple of Hera, built in 550 B.C., has been painstakingly restored and preserved through the ages. In the museum, we will view unique frescoes depicted on tomb slabs that date to the 5th century B.C. -- including the world-famous Tomb of the Diver. In the afternoon, time permitting, we will visit Agropoli and its imposing Angevin-Aragonese castle. Lodging in Paestum

Day 6 - October 5: Matera

Today we will reach the lesser-known, but incredibly beautiful, Basilicata region. In the recent past, this was one of the poorest areas in Italy, but it's also one of the most beautiful. Its Middle Eastern appearance secured it as the setting for Mel Gibson’s movie “The Passion” and many other biblical-era productions. Its capital city of Matera will surely be one of the highlights of our journey. The labyrinthine streets combine ancient stone structures with buildings of later eras -– a fascinating blend of old and new, which will take your breath away...especially at sunset. We can tour one of the cave homes furnished exactly as it was before the government moved the people out in the 1950s. The UNESCO World Heritage central city is being redone artistically, all while keeping the historic architecture of the buildings. At dusk, when the city's white stone turns to pink, a quiet walk on its cobblestone streets will take you back in time. Lodging in Matera for two nights

Day 7 - October 6: Matera

Today we will hike into Parco Regionale delle Chiese Rupestri, “Park of the Rock Churches.” Once home to ancient civilizations, this area today is a nature sanctuary that provides protection to numerous plant species. Our trail leads us through deep gorges with prehistoric caves. We will also visit the incredible Crypt of the Original Sin, a fresco that was painted with astonishing colors and techniques 1,300 years ago. In the afternoon, we will have some time in Matera to explore further this magical city before dinner in one of the unique restaurants carved in the rock. Free evening -- excludes dinner. Lodging in Matera

Day 8 – October 7: Valle d'Itria and Alberobello

We will travel into the famed trulli area of Apulia and the lush Valle d’Itria. Blanketed with vineyards and olive groves, this valley is dotted with hundreds of trulli, traditional dry stone structures with conical roofs that were used by Apulian farmers. After a demonstration of how these trulli were built, we will walk on an ancient farmer’s path along sturdy stone walls through olive trees and an abundance of oak, cork, and carob trees. We will then take a tour of the UNESCO World Heritage village of Alberobello -- very picturesque with all of its Trulli -- and get settled in our special hotel for the next two nights. This is our opportunity to learn to cook a southern Italian meal. Buon appetito! Lodging near Alberobello for two nights.

Day 9 - October 8: Ostuni and the seaside

Known for its whitewashed walls, Ostuni overlooks the Adriatic and features a dramatic 15th-century cathedral in its medieval center. We will explore Ostuni before heading to the coast for a stunning walk on a beautiful beach and a chance to swim in the brilliant turquoise water. Lodging near Alberobello.

Day 10 - October 9: Olive oil tasting and Lecce

We will enjoy an unforgettable olive oil tasting on our way to Lecce, the Florence of the south. It is a baroque town full of surprises -- a church dizzyingly decorated with asparagus column tops, decorative dodos, and cavorting gremlins -- inspiring someone to say the façade made him think a lunatic was having a nightmare. We will observe the Spanish influence as we tour the world-famous Church of the Holy Cross and then continue to visit the monuments and buildings that make Lecce one of the most appealing cities in Italy. An outdoor veranda near the main square is the location for a delicious luncheon of many varieties of antipasti. Free evening -- excludes dinner. Lodging near Lecce for two nights.

Day 11 - October 10: Otranto and Lecce

This morning we will make our way to Otranto on the Adriatic coast. Otranto is a lovely city with a small harbor, a castle, an incredibly well- preserved medieval city center, and a beautiful cathedral that hosts one of the most famous mosaic floors of the South, depicting a stupendous Tree of Life. Tonight we will return to Lecce, where we will feast on a farewell dinner of local specialties. Lodging near Lecce

Day 12 - October 11: Departure

Your tour ends today in Brindisi.


Trip Details:

$4,475 per person, double occupancy

What is included in the trip

  • Hotel accommodation with breakfast – at the listed hotels or hotels of similar category and price for 11 nights
  • Arrival and departure transfers
  • Private deluxe bus with air conditioning
  • Food and accommodation for the bus driver throughout the trip
  • Professional tour leading, local guides when needed
  • 1 main meal per day, including water, wine, coffee or tea
  • 1 cooking class in Paestum
  • a mozzarella cheese tasting
  • local sweets tasting
  • All entrances as per the itinerary
  • Boat ticket for Capri round trip

What is not included

  • International airfare
  • Personal expenses
  • Travel Insurance
  • Tips to guides, tour leader, drivers