Highlights
Venture through Naples' historic city center (UNESCO) overflowing with local life and eccentric monuments.
Explore a sfusato lemon grove and hike the Amalfi Coast's ancient Path of Lemons.
Make the most of a free afternoon in the popular resort town of Positano.
Itinerary
Southern Italy’s hidden charms come alive on the 'Italy: Amalfi Coast to Puglia' trip, a 14-day group getaway for travelers keen to explore beyond the usual tourist trail. Starting in Naples and finishing in Alberobello, this tour guides you through Minori, Lecce, Monopoli, and more, weaving together dramatic coastlines, historic caves, and artisan towns.
Marvel at the legendary Veiled Christ in Naples, sample volcanic wines near Pompeii, and bask in the chic vibes of Positano. Spend two nights in a unique cave dwelling in Matera and end your journey housed in a traditional Puglian abode. The itinerary’s moderate activity keeps things accessible while offering plenty of local flavor and cultural discovery.
The USP is the rare opportunity to experience local life—whether sleeping in centuries-old caves or sampling regional cuisine—making this beach trip an immersive, off-the-beaten-path Italian adventure.
day 1 - Overnight Flight
In a country of renowned cuisine, iconic coastlines, and ancient roots, stray off the beaten path and explore a new side of the Italy you know and love. Make your way through southern Italy and experience the Amalfi Coast and the Puglia region.
day 2 - Naples, Italy
Arrive in Naples, a vibrant mecca for locals and travelers alike. Volcanic landscapes give way to medieval architecture and Grecian lanes, creating a unique culture exclusive to Naples. Settle into your new home for the next 2 nights and admire the view of crashing waves and bobbing boats. Toast to the start of your Italian getaway over dinner, looking out over the deep blue Bay of Naples to Mt. Vesuvius looming in the distance.
day 3 - Naples
Explore Naples’ exuberant historic city center (UNESCO) and underground ancient ruins with a local guide. During your afternoon at leisure, consider visiting the nearby National Archeological Museum and peruse relics from Pompeii. Tonight’s Impact Moment comes in the form of a private concert, performed by the Napulitanata social enterprise, which supports Italian heritage and abates the city’s high unemployment.
day 4 - Naples - Pompeii - Minori
Feel the ghosts of the past as you wander through Pompeii with a guide. After you’ve explored the public baths and private villas, get a new perspective on the volcanic countryside with a visit to a nearby winery. Layers of ash have transformed the timeworn soil into a fertile vineyard. Enjoy a wine tasting with lunch before continuing to the beloved Amalfi Coast. Watch the sun fade along the horizon in coastal Minori, your new home for the next 4 nights.
day 5 - Minori - Maiori - Minori
A fishing village of terraced lemon groves, Minori exudes the quintessential Amalfitana vibe. Start your morning in a garden and learn about sfusato lemons, used in limoncello. Sample this fragrant liqueur before hiking* along the coast. You’ll trek the rugged Path of Lemons - an ancient, hilly route that links Minori with the nearby town Maiori. Explore on your own before returning by boat. The remainder of the day is yours.
day 6 - Minori - Amalfi - Positano - Minori
Journey by boat** to Amalfi, the rocky coast’s namesake town. Formerly a maritime republic, Amalfi puts a historic spin on the seaside hubs, containing cobblestone piazzas and towering mosaicked cathedrals. After a few hours on your own, ferry past tumbling cliffs and pastel-colored houses on your way to Positano. Enjoy a free afternoon in this resort town, perhaps browsing the posh boutiques or resting along the beach. Return to Minori by ferry.
day 7 - Minori - Ravello - Minori
Look down upon the Amalfi Coast from Ravello, a picturesque village with the best vantage point of the winding coastline. Then, it’s your choice! Visit the gardens of Villa Rufolo, making your way through a latticework of hedges and flowers to gaze out at the azure waves below -OR- hike the half-mile trail down to the remote gardens of Villa Cimbrone*** before returning to Minori for an afternoon at leisure.
day 8 - Minori - Matera
This morning, discover one of Italy’s delectable cheese products during a visit to a dairy farm. Taste freshly made mozzarella for lunch before continuing south to Matera (UNESCO), whose inimitable scenery has been featured in blockbuster films. Experience the town’s cave dwellings, your home for the next 2 nights. Each cave is unique, half-excavated and half-carved from the land. In these unparalleled accommodations,**** connect with the Italian landscape like never before.
day 9 - Matera
Hike into Matera’s 9,000-year-old history on a guided walking tour along its hillside caves, narrow passages and steep alleys known to locals as the Sassi. The afternoon is yours to explore more of Matera’s heritage. Perhaps you’ll visit the remarkable Palombaro Lungo underground water cistern or head out of town for a hike through the surrounding countryside dotted with prehistoric caves and medieval rock churches.
day 10 - Matera - Lecce
Cross into the Puglia region and continue your journey to Lecce, a Baroque powerhouse of limestone. Get to know the city with a local expert and take in its iconic architecture and papier-mâché craftsmanship and later enjoy a private folk music and dance performance, highlighting the traditional pizzica e taranta. According to legend, spider bites cause the women to dance with feverish energy.
day 11 - Lecce - Otranto - Lecce
Today enjoy an excursion to the picturesque village of Otranto and enjoy its characteristic winding lanes and hidden cafes. Take your time for a relaxing lunch along the sea and enjoy your time at leisure in one of the pearls of Salento. In the evening, enjoy a typical Apulian dinner in Lecce.
day 12 - Lecce - Ostuni - Alberobello
Stop in Ostuni, a whitewashed town surrounded by olive trees. Zoom through the town like a local in the backseat of an open-air Ape Calessino, a traditional 3-wheeled car. Enjoy time on your own in Ostuni before continuing to Alberobello, (UNESCO), a whimsical city known for its trulli, stone huts with cone-shaped roofs. Meander with your guide through a labyrinth of these gnomish houses, some adorned with symbols carrying religious or astrological meanings. Make your way to your personal room**** in one of these peculiar houses that will be your home for the next two nights.
day 13 - Alberobello
Today, take a tour of an olive oil mill and taste a variety of extra virgin olive oils. Back in Alberobello, enjoy free time to further explore the city on your own. As the day draws to a close, gather to wish Italy goodbye at a farewell dinner.
day 14 - Alberobello - Tour Ends
Depart for home with treasured memories of rocky shores and cobblestone streets.

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