A Women-Only Journey · October 18 - 31, 2027
A Women-Only Journey Through Southern Italy’s Most Iconic & Enchanting Destinations
From Coastlines to Culture: A Women-Only Exploration of Southern Italy
There’s a reason women fall in love with Southern Italy.
Maybe it’s the colorful villages perched above the sea, the scent of lemons drifting through the air, or the way life in Southern Italy seems to slow down just enough to savor it all. Long dinners filled with wine and laughter, seaside strolls at sunset, conversations that linger late into the evening, and the warmth of both the people and the experience itself — this part of Italy has a way of making you feel completely present. And when shared with an incredible group of women, the journey becomes even more meaningful, creating the kind of memories and friendships that stay with you long after you return home.
On this women-only journey through the Amalfi Coast, Matera, and Puglia, we’ll experience the Italy most travelers dream about — cruising to Capri across the sparkling Bay of Naples, wandering the cliffside streets of Positano, sipping limoncello in Minori, exploring ancient cave dwellings in Matera, and sleeping beneath the cone-shaped rooftops of Alberobello’s magical trulli houses. Along the way, we’ll discover hidden corners of southern Italy through its food, music, traditions, breathtaking coastlines, and charming villages that feel untouched by time.
Some trips stay with you forever. This is one of them. If Southern Italy is calling you, now is the time to answer.
Where You're Going
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Trip Highlights
Our Itinerary
Tap any day to see what's planned — and where you'll rest your head each night.
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Benvenuta to beautiful Naples, a vibrant coastal city filled with history, culture, incredible food, and breathtaking views of the Bay of Naples. Upon arrival, transfer to our elegant hotel located along the scenic seafront promenade of Via Partenope, where sparkling waterfront views and the charm of southern Italy immediately set the tone for our adventure ahead. The remainder of the day is yours to relax, settle in, and soak up your first taste of Italy.
Today is yours to experience Naples however you choose alongside your new travel sisters. Wander the lively streets, sip espresso at a waterfront café, explore historic piazzas, indulge in authentic Neapolitan pizza, or simply enjoy the beauty and energy of this unforgettable seaside city. Whether you spend the day sightseeing, shopping, or relaxing by the bay, Naples offers the perfect introduction to the magic of Southern Italy.
Today we’ll explore the vibrant soul of Naples with a locally guided tour through the city’s historic center, a UNESCO World Heritage site filled with centuries of culture, architecture, and lively southern Italian charm. We’ll also discover the fascinating underground ruins hidden beneath the city streets, revealing layers of Naples’ ancient past. This evening, enjoy a special Sisterhood Travels community moment during a private concert performed by the Napulitanata social enterprise, an organization dedicated to preserving Italian musical heritage while helping combat local unemployment in Naples. We’ll then gather together for our Welcome Dinner as we toast to the unforgettable adventure ahead.
This morning we’ll set sail across the sparkling Bay of Naples to the enchanting Isle of Capri, one of Italy’s most glamorous and breathtaking destinations. Joined by our local guide, we’ll explore the island’s famous Piazzetta, admire its dramatic rocky coastline, and soak in the relaxed beauty of this Mediterranean paradise filled with chic boutiques, lush gardens, and charming cafés. We’ll continue with a scenic drive to Anacapri, where we’ll enjoy a light farm-to-table lunch paired with local flavors and wine before taking in even more of Capri’s unforgettable island atmosphere. After a magical day surrounded by stunning coastal views and Italian elegance, we’ll sail back to Naples in the afternoon.
Today we step back in time with a guided visit to the fascinating archaeological site of Herculaneum, the remarkably preserved ancient Roman city buried by the eruption of Mount Vesuvius. As we wander through its ruins, you’ll gain a glimpse into daily life in ancient Italy centuries ago. Later, we’ll visit a traditional pasta factory to learn about one of Italy’s most beloved culinary traditions before enjoying a delicious light lunch featuring fresh local specialties. This evening, we arrive in the charming coastal town of Minori on the breathtaking Amalfi Coast, where we’ll settle in for the next three unforgettable nights surrounded by stunning seaside scenery.
Today we experience the magic of the Amalfi Coast from the water as we journey by boat to the historic seaside town of Amalfi. With its charming piazzas, stunning cathedral, and colorful coastal beauty, Amalfi perfectly captures the timeless elegance of southern Italy. Enjoy free time to wander, shop, or simply soak in the atmosphere before continuing by ferry along dramatic cliffs and picturesque pastel-colored villages to glamorous Positano. Spend the afternoon exploring its chic boutiques, relaxing by the beach, or enjoying the unforgettable coastal views before returning to Minori by ferry this evening.
Today we embrace the authentic beauty of the Amalfi Coast in the charming fishing village of Minori, surrounded by terraced lemon groves and stunning Mediterranean views. Visit a local garden to learn about the region’s famous sfusato lemons and enjoy a tasting of traditional limoncello before setting out along the scenic Path of Lemons, the historic coastal trail connecting Minori and Maiori. This afternoon is yours to enjoy your way: you can choose to relax like a local with coffee and seaside people-watching in Minori, or visit the beautiful hilltop village of Ravello, known for its breathtaking views and the spectacular gardens of Villa Rufolo.
Today we journey deeper into southern Italy, beginning with a visit to a local dairy farm where we’ll discover the art of traditional Italian cheesemaking and enjoy fresh mozzarella for lunch. We then continue to the extraordinary city of Matera, a UNESCO World Heritage site famous for its ancient cave dwellings and breathtaking landscapes featured in numerous films. For the next two nights, we’ll experience something truly unforgettable as we stay in unique cave-style accommodations carved into the hillside — an incredible opportunity to connect with the history, beauty, and atmosphere of this one-of-a-kind destination.
Today, experience Matera your way. Choose to explore the city’s fascinating 9,000-year-old history on a guided walk through the ancient Sassi district, where winding alleyways, stone staircases, and hillside cave dwellings create one of Italy’s most unforgettable settings. Or, immerse yourself in local culture during a traditional cooking demonstration held inside one of Matera’s iconic rock homes. The remainder of the day is yours to continue discovering this extraordinary city at your own pace — from hidden churches and underground cisterns to breathtaking countryside views surrounding Matera’s ancient landscape.
Today we journey into the sun-drenched region of Puglia, pausing at a wine museum to discover the rich traditions and distinctive wines that make this region so beloved throughout Italy. We’ll then continue to the elegant city of Lecce, often called the “Florence of the South,” where stunning Baroque architecture, golden limestone buildings, and centuries-old craftsmanship create an atmosphere unlike anywhere else. Joined by a local expert, we’ll explore Lecce’s charming streets while learning about its fascinating history and famous papier-mâché artistry.
This morning we’ll visit the picturesque seaside village of Otranto, where winding lanes, hidden cafés, and sparkling coastal views create the perfect setting for a relaxed day in southern Italy. Enjoy time to explore at your own pace, savor a leisurely lunch by the sea, and soak in the laid-back charm of one of Salento’s most beautiful towns. This evening, we’ll experience the vibrant spirit of Puglia during a private folk music and dance performance featuring the traditional pizzica and taranta — energetic dances rooted in local legend, culture, and centuries-old southern Italian traditions.
We’ll visit the stunning whitewashed town of Ostuni today, perched among endless olive groves and known as the “White City” of Puglia. Experience the town like a local as we ride through its charming streets in traditional open-air Ape Calessino vehicles before enjoying free time to explore its picturesque alleys, boutiques, and cafés. Later, we continue to the magical town of Alberobello, a UNESCO World Heritage site famous for its whimsical trulli — unique stone houses topped with cone-shaped roofs that look straight out of a fairytale. After exploring this enchanting village with our guide, we’ll settle into our own trulli accommodations for a truly unforgettable stay in the heart of Puglia.
Today we experience one of Puglia’s most treasured traditions with a visit to a local olive oil mill, where we’ll learn about the region’s centuries-old production methods and enjoy tastings of rich, flavorful extra virgin olive oils. Back in Alberobello, enjoy free time to continue exploring the town’s charming trulli-lined streets, browse local shops, or simply relax and soak in the atmosphere of this unique destination. This evening, we’ll come together for a special Farewell Dinner as we celebrate the unforgettable memories, laughter, and friendships made throughout our Southern Italy adventure.
Our unforgettable journey through Southern Italy comes to an end today as we say goodbye to the beautiful region of Puglia and the wonderful new friends who shared this adventure together. After breakfast, transfer to the airport in Bari for your flight home, taking with you the memories of breathtaking coastlines, charming villages, incredible cuisine, and the magic of Italy that will stay with you long after the trip ends.
Trip Inclusions
Pricing & Payments
Deposits and interim payments are non-refundable. Rates are guaranteed once your deposit is received and your reservation is confirmed.
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Book This TripKnow Before You Go
This immersive Southern Italy journey features a fast-moving combination of historic cities, coastal villages, ferry travel, walking tours, unique accommodations, and frequent hotel changes across several regions of Italy. Travelers should be prepared for full sightseeing days, daily walking on uneven terrain, numerous stairs, and navigating historic towns where vehicles often cannot access narrow streets. While there is free time built into portions of the itinerary, this tour is best suited for active travelers who are comfortable being on their feet for extended periods and managing the physical realities of Southern Europe’s older and more scenic destinations.
Expect daily walking ranging from approximately 1 to 3 miles throughout the day, often over uneven cobblestone streets, stone pathways, and pedestrian-only historic centers. Standing for periods of time is common during sightseeing, museum visits, ferry boarding, and local cultural experiences.
Southern Italy’s historic towns are incredibly beautiful but often feature steep inclines, uneven pavement, stone staircases, narrow alleyways, and cobblestone streets that can be slippery or uneven. In several smaller towns, including portions of the Amalfi Coast, Matera, and Alberobello, large coaches cannot navigate the narrow roads. Travelers should expect short walks between drop-off points and their hotels while handling personal belongings. Matera’s ancient Sassi district is particularly atmospheric but physically demanding in places, with winding stone streets, uneven surfaces, hills, and numerous staircases throughout the city.
The scenic Path of Lemons experience along the Amalfi Coast is approximately 2.4 miles (3.8 kilometers) long and includes multiple flights of stairs along historic hillside pathways between Minori and Maiori. Travelers should be comfortable with moderate uphill and downhill walking in warm Mediterranean conditions. A boat option will be provided for those who prefer not to participate in the hike. The hike and/or boat excursion may be modified or canceled due to inclement weather or adverse sea conditions.
This itinerary includes several ferry and boat rides, including excursions to Capri and along the Amalfi Coast. Boarding and disembarking ferries may involve ramps, uneven dock surfaces, or steps. Sea conditions can occasionally be rough, particularly along the Amalfi Coast. Travelers prone to motion sickness may wish to bring appropriate medication.
This itinerary includes unique and authentic accommodations designed to fully immerse travelers in the character of Southern Italy. In Matera and Alberobello, accommodations are often “scattered hotels” or albergo diffuso-style properties, where guest rooms are spread among multiple historic buildings within walking distance of a central reception area. Due to limited vehicle access in these historic districts, there may be short walks with luggage from the motorcoach drop-off point to the hotel. Rooms in these historic properties are often unique in size, layout, and design, reflecting the history and architecture of the destination. Some rooms may feature stairs, uneven flooring, compact bathrooms, or limited elevator access. In Matera, cave-style accommodations may also include stone staircases and uneven surfaces.
Important Information
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There will be a maximum of 20 Sisters on this tour, including your Sisterhood Travels Group Leader. Roommate matching is available.
85% of our Sisters travel solo — we can match you.
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Reserve Your SpotSouthern Italy: Amalfi Coast, Matera & Puglia
October 18 - 31, 2027
Don't Miss Out
These journeys have only a few spots left. If one's calling you, now's the time.
