About this Trip

We’re going to Southern Italy!!!

This unforgettable journey through Southern Italy is an invitation to slow down, breathe deeply, and fully embrace la dolce vita — the Italian art of living well. It’s about wandering sun-washed streets, lingering over espresso in lively piazzas, savoring unforgettable meals, and sharing laughter-filled moments with an inspiring group of women, all set against some of Italy’s most breathtaking landscapes.

You’ll feel the vibrant pulse of Naples, where centuries of history blend seamlessly with modern Italian life. Here, the aroma of fresh pizza drifts through narrow alleyways, animated conversations spill from cafés, and remarkable art and archaeology surround you at every turn. Naples is bold, soulful, and unapologetically alive — a city that invites you to experience Italy in its most authentic form. Stepping into the ancient worlds of Herculaneum and Pompeii, you’ll walk Roman streets preserved in time, surrounded by frescoes, mosaics, and powerful reminders of life nearly two thousand years ago. These extraordinary moments inspire awe, reflection, and a deep appreciation for Italy’s timeless story.

In Sorrento, perched high above the Bay of Naples, life softens. Lemon-scented breezes drift through pastel streets, shimmering sea views stretch endlessly toward the horizon, and days unfold at a gentler pace. Here, you’ll wander charming lanes, relax by the water, savor slow meals, and truly embrace the beauty of being present.

Along the legendary Amalfi Coast, you’ll glide across turquoise waters as dramatic cliffs tumble into the sea and colorful villages cling impossibly to the mountainsides. Time spent wandering Amalfi and Positano feels like stepping into a postcard — filled with sunlit stairways, artisan boutiques, and endless moments to pause, breathe, and take it all in.

A day on Capri adds an extra layer of magic, where crystal-clear waters, towering rock formations, and sweeping island views create moments that feel effortlessly enchanting. Exploring peaceful Anacapri and soaking in the coastal beauty allows time to slow, savor, and simply be.

Our journey concludes in the elegant hilltop town of Ravello, where panoramic gardens and sweeping sea views offer a breathtaking finale. High above the coastline, this peaceful setting invites reflection, gratitude, and a deep sense of connection — to the places you’ve experienced, and to the women beside you.

This thoughtfully curated experience blends discovery, beauty, and connection, allowing you to travel with ease, presence, and intention — il vero spirito d’Italia. You’ll return home carrying far more than photographs — you’ll bring back stories, laughter, friendships, inspiration, and a renewed sense of wonder that only travel can provide.

There's something about Southern Italy that gets under your skin—in the best possible way. It's where I've laughed the hardest, eaten the best meals of my life, and felt that rare combination of being completely present and utterly free. I keep coming back because every visit reveals something new, and I can't wait to share that magic with you.

This itinerary wasn't just researched—it was lived. Every hotel was chosen for waking up to the right view, every restaurant for that perfect moment when good food meets great conversation, every experience for the stories you'll carry home. I've walked these ancient ruins, sailed these coastlines, and built relationships with the local guides who will make this journey come alive.

This isn't about checking boxes or racing through must-see lists. It's about savoring warm focaccia straight from the oven, feeling the Mediterranean sun on your shoulders, and sharing laughter with new friends as you watch fishing boats return to harbor at sunset. It's about the moments between the moments—the ones you can't plan but somehow always remember.

From the thrill of experiencing all towns in the Amalfi Coast to the pure joy of your first ferry ride along those legendary cliffs, every detail has been thoughtfully designed to let you experience Southern Italy the way it deserves to be experienced: with wonder, authenticity, and a whole lot of heart.Come discover the Italy that lives in my heart. I promise you'll leave a piece of yours there too.

Andiamo! (Let's go!)
Cindy

We’ve carefully designed this itinerary to give you the best possible experience — but sometimes, travel has its own little surprises! Please note that the itinerary is subject to change due to factors like weather, local schedules, flight or ferry adjustments, availability of experiences, or any unexpected circumstances that could affect timing or safety.

Rest assured, any updates will always be made with your comfort, enjoyment, and well-being in mind. Your final itinerary will be shared by your tour host around two weeks before departure, and any further updates during the trip will be shared in real time.

Arrival in Naples

• Benvenuto! - Airport pick-up from Naples International Airport (Please arrive before noon 12:00 pm local time)

• Private transfer to hotel

• Hotel check-in

• Welcome Dinner!

Activities

Benvenuti! Welcome to Southern Italy! Upon arrival at Naples airport, your private driver will greet you and escort you to our centrally-located hotel in the heart of Naples—Italy's third-largest city and one of its most vibrant. As we drive through the city, you'll catch your first glimpses of this incredible place where ancient history collides with modern Italian life. Naples sits dramatically on the Bay of Naples with Mount Vesuvius looming in the distance, and the streets pulse with an energy unlike anywhere else in Italy.

This is the birthplace of pizza, home to world-class art and archaeology, and a city where laundry hangs from Baroque balconies and espresso flows like water. After check-in, take time to unwind and soak in the electric atmosphere. In the evening, we'll gather for our welcome dinner together—your first taste of authentic Italian hospitality and your first chance to connect with your fellow travelers. Over delicious food and wine, we'll toast to new friendships and the unforgettable adventures waiting for us along the Amalfi Coast!

Explore the City of Naples

• Breakfast at hotel

• Guided Naples city tour

• Lunch reservations in Naples

• Visit to the National Archaeological Museum

• Return to hotel

• Dinner reservations at local restaurant (walking distance)

Activities

Today we dive deep into the soul of Naples with our expert local guide! This UNESCO World Heritage city is a living, breathing museum where layers of history reveal themselves around every corner. We'll explore the historic center—one of the largest in Europe—with its narrow cobblestone streets, bustling markets, and stunning churches that showcase centuries of art and architecture.

You'll see how Neapolitans really live: families gathered in street-side cafés, artisans working in tiny workshops, and the organized chaos that somehow works perfectly. The energy is infectious and you'll understand why people say Naples is the most "real" city in Italy. We'll pause for lunch before heading to the National

Archaeological Museum, home to one of the world's finest collections of ancient treasures. After returning to the hotel to refresh, we'll walk together to a nearby restaurant for dinner, savoring authentic Neapolitan cuisine in a relaxed, welcoming atmosphere.

Ercolano, Pompeii & Sorrento

• Breakfast at hotel

• Hotel check-out

• Depart for Ercolano

• Lunch in Ercolano

• Depart for Pompeii with views of Mount Vesuvius

• Depart for Sorrento

• Dinner reservations at local restaurant (walking distance)

Activities

Get ready for an absolutely incredible day! We'll check out and embark on a journey through time to two ancient cities preserved by the eruption of Mount Vesuvius. First stop: Ercolano (Herculaneum), remarkably preserved and offering an intimate glimpse into daily Roman life. The level of preservation here is extraordinary and almost haunting in its detail. After lunch, we continue to legendary Pompeii, where you'll walk streets frozen in time nearly 2,000 years ago.

Exploring these ancient ruins with Vesuvius looming in the background is a powerful, moving experience that brings history to life in a way nothing else can. By late afternoon, we arrive in beautiful Sorrento, perched on dramatic cliffs overlooking the bay. Famous for its massive lemons, colorful buildings cascading to the sea, and that perfect blend of coastal ease and Italian elegance, this charming town becomes our home for the next four nights. After settling in, we'll walk to a local pizzeria for dinner—because in Campania, the birthplace of pizza, you absolutely must eat the real thing!

Discover Amalfi Coast - Amalfi & Positano

• Breakfast at hotel

• Hotel pick-up

• Ferry from Sorrento to Amalfi

• Free time and lunch in Amalfi

• Ferry from Amalfi to Positano

• Free time in Positano

• Ferry from Positano to Sorrento

• Dinner reservations at local restaurant (walking distance)

Activities

Today is the day you've been dreaming about—the legendary Amalfi Coast! We'll board a ferry and cruise along one of the world's most spectacular coastlines, where dramatic cliffs plunge into impossibly blue waters and pastel villages cling to mountainsides. This UNESCO World Heritage stretch has captivated travelers for centuries. As we cruise, you'll pass tiny fishing villages, grand clifftop villas, and medieval watchtowers, with the Mediterranean shimmering in every shade of blue imaginable.

Our first stop is Amalfi, a picturesque town with stunning architecture and rich history tucked into a ravine between steep cliffs. Wander narrow alleyways filled with artisan shops, explore historic sites, and enjoy lunch at your leisure. Then we ferry to Positano, quite possibly the most photogenic village in Italy. It cascades down the hillside in a tumble of pastel buildings draped with flowers, with luxury boutiques and breathtaking views at every turn. After time to explore, shop, swim, or simply soak in the beauty, we'll ferry back to Sorrento for dinner and story-sharing!

Adventure in Capri & Anacapri

• Breakfast at hotel

• Ferry from Sorrento to Capri

• Boat tour of Capri and Blue Grotto

• Transfer from Capri to Anacapri

• Arrive in Anacapri for lunch

• Return to Capri

• Ferry from Capri to Sorrento

• Dinner reservations at local restaurant

Activities

Island paradise awaits! We'll ferry to legendary Capri—a glamorous retreat that has enchanted everyone from Roman emperors to Hollywood stars. Rising dramatically from turquoise waters, Capri is all sheer cliffs, hidden coves, and undeniable Mediterranean magic. We'll board a smaller boat to tour the stunning coastline, passing dramatic rock formations and secret beaches accessible only by sea.

The highlight? The famous Blue Grotto, a sea cave where sunlight creates an otherworldly electric blue glow—absolutely magical and unlike anything you've ever seen! Back on land, we'll head up to Anacapri, the quieter hilltop village that retains authentic island charm. Here we'll enjoy lunch with sweeping views over the island and Bay of Naples, with time to explore, shop, or simply soak in the slower pace. Then we return to Capri town, where elegance and natural beauty come together perfectly. After our return ferry, we'll gather for dinner and toast to another spectacular day!

Beaches of Sorrento (Free Time)

• Breakfast at hotel

• Optional beach visit

• Lunch by the beach

• Free afternoon

• Return to hotel

• Dinner reservations (walking distance)

   

Activities

Today is yours to experience Sorrento however you wish! This elegant coastal town, perched on clifftops overlooking the Bay of Naples with Vesuvius providing a dramatic backdrop, is perfect for slowing down. The historic center is filled with charming pedestrian streets, artisan shops, and family-run businesses where traditions have been passed down for generations. Those famous Sorrento lemons—as big as grapefruits—hang heavy in terraced groves that cascade to the sea.Sleep in and embrace island time! Join the group for a beach day swimming in crystal-clear waters, or explore on your own—browse local shops, visit historic sites, explore the old fishing village, or simply lounge by the pool with a book and limoncello. We'll have lunch reservations at a beachside restaurant for those who want to join.

In the evening we come together for dinner—sharing stories of the day and winding down in lovely Sorrento.

Ravello & Return to Naples

• Breakfast at hotel

• Hotel check-out

• Depart to Ravello

• Lunch in Ravello

• Ravello walking tour

• Free time in Ravello

• Depart for Naples

• Arrive in Naples for dinner

• Drop-off at port for departing guests

• Hotel check-in for remaining guests

Activities

For Main Package Guests: Our final day takes us to Ravello, the "City of Music" and perhaps the most enchanting hilltop town on the entire Amalfi Coast. Perched high above the sea, Ravello offers some of the most breathtaking panoramic views in all of Italy—the kind that make you gasp and feel like you're floating between heaven and earth. Artists, writers, and composers have long sought inspiration here, and you'll understand why the moment you arrive.

After checking out, we'll wind up the spectacular coastal road through terraced groves and mountain forests. Following lunch in this magical setting, we'll explore Ravello's treasures on a guided walking tour—stunning historic gardens that seem to float above the coastline, elegant architecture, and those unforgettable viewpoints where the entire coast unfolds beneath you. You'll have free time to wander these peaceful streets, sip espresso in charming piazzas, or simply absorb the beauty one last time before we depart for Naples. 

Tonight, we come together for our farewell dinner—celebrating the incredible journey we've shared, the friendships we've formed, and the memories we've made. There will be laughter, happy tears, and heartfelt toasts to this unforgettable adventure! Some heading to the port, others checking into a Naples hotel for the night.

For Sicily Add-on Guests: After our Ravello adventures and dinner in Naples, we'll head to the port for an overnight ferry to Palermo, Sicily. As the ship pulls away with Naples twinkling along the bay and Vesuvius silhouetted against the sky, a whole new adventure awaits!

Farewell to Italy!

• Breakfast at hotel

• Hotel check-out

• Transfer to airport

For Main Package Guests: Our Southern Italy adventure comes to a close today, but the memories will last a lifetime. Enjoy a leisurely breakfast—perhaps one last cornetto and cappuccino—and maybe a final stroll if time allows. Your private transfer will take you to Naples airport for your journey home—with a camera roll full of stunning photos, a heart full of unforgettable moments, connections with amazing women, and probably a suitcase full of limoncello and Italian treasures!
You're leaving with more than souvenirs though—you're taking home the feeling of Mediterranean sun on your shoulders, the taste of authentic Italian cuisine, the sound of waves against ancient cliffs, the sight of pastel villages tumbling to turquoise seas, and the joy of saying yes to adventure. A piece of your heart will always remain here on these sun-drenched coastlines.

For Sicily Add-on Guests: You'll arrive in Palermo, Sicily this morning, ready to continue your Italian adventure! Sicily is a world unto itself—ancient history, stunning architecture, vibrant culture, and Mount Etna looming over it all. The adventure continues!