Sorrento Women's Adventure

Sorrento Women’s Trip

Take a deep breath, and fall into the embrace of beauty. This is the Sorrento Coast, where jagged mountains plunge their way to the sea, colorful villas cling to cliff-sides and fishing boats bob atop impossibly turquoise waters. A land like this can’t be “seen”, it must be experienced – taken in with all of your senses.

As you pay visits to Capri, Amalfi and Positano, you’ll walk in the footsteps of Roman Emperors along seaside mule-trails that weave through Mediterranean forests and lemon-scented hillsides – offering stunning, panoramic views of the sparkling azure sea. Sip a glass of Prosecco as the sun sets over the yacht-studded harbor, meander the narrow alleyways  – lined with irresistible shops – and dine on delectable, fresh seafood in local trattorie.

Each day brings just the right combination of invigorating walks, private visits, thrilling options and a healthy dose of spontaneity – so that you can fully immerse yourself in the regional culture and stunning beauty of the Sorrento Coast.

Stunningly Beautiful and Endlessly Fascinating

Our Sorrento Women’s Trip is led by Strada Toscana team member, Pia Ruoppo, and includes hands-on activities, behind-the-scenes looks into local culture and meaningful, shared experiences with Pia’s family – natives of the Sorrentine Peninsula for generations. Plus you’ll be immersed in the beauty of one of Italy’s most spectacular regions, all while staying at a private villa, nestled in a historic lemon grove.


DAY 1: Arrival

  • Arrival Villa Pizzo, welcome and tour of villa and lemon grove
  • Dinner

Benvenuti in Italia! Sit back and relax as you’re transported from Napoli Airport to the stunning Sorrento Coast and your historic villa accommodations, nestled in a centuries-old lemon grove. Here you’ll be greeted by your delightful trip host, Pia, as you get settled into your room. Afterwards, you’ll join Pia, and your fellow travelers, for a tour of the grand villa and its surrounding lemon grove. The history of this place – and this region of Italy – is unique and fascinating. Afterwards it’s time for a friendly aperitivo before enjoying a delicious, regional-style dinner served in the villa’s grand dining hall. 

DAY 2: Sorrento

  • Private walking tour of Sorrento, shopping time, excursion to the “upper” Sorrentine Peninsula
  • Breakfast, Lunch, Dinner

This morning, after a delicious breakfast that includes freshly baked torte, breads and crostate, yogurt, fruits, eggs – along with fresh-squeezed orange juice from the estate’s grove – your private driver will transport you to Sorrento’s charming historic center. Here you’ll explore the winding alleyways with our friend, Sasha (an exceptional local guide) where you’ll discover churches filled with stunning masterpieces and surprising historic sites. Afterwards you’ll have time to explore or shop on your own before we meet up for a breathtaking excursion up the steep mountains that rise above the town of Sorrento. After a stop at our favorite, panoramic lookout, it’s on to Pia’s sister’s fattoria (farm) with stunning views of the Mediterranean Sea. Here you’ll enjoy a tour of the family’s organic herb gardens, followed by a delicious lunch, featuring foods from the farm.

In the afternoon, it’s back to the villa for free time to relax or take a stroll through the shady lemon grove before enjoying a relaxing aperitivo and dinner together.

DAY 3: Isle of Capri

  • Ferry to Isle of Capri, walking tour of Capri and Anacapri, optional chairlift ride to Mt. Solaro
  • Breakfast, Dinner

This morning after a delicious breakfast at the villa, get your camera ready, as you’re off with Sasha on a beautiful 30 minute ferry ride to the famous island of Capri. Here you’ll explore the former mule trails, turned trendy avenues, as you take in views of the yacht-studded harbor below and learn the ancient history of the island. Next you’ll shuttle to Anacapri  – on the opposite end of the island – where Sasha will take you to one of the most beautiful, tiny churches in Italy. Its hand-painted tile floors are simply stunning!

After lunch on your own, you might hop on the chairlift for a panoramic, 12 minute ride to the summit of Mont Solaro – or opt to shop your way through Anacapri instead. Either way, you’re in for incredible views that stretch across the sea. Afterwards, it’s back to the port for your ferry ride back to Sorrento. This evening you’ll enjoy aperitivo, followed by a delicious Mediterranean inspired dinner.

DAY 4: Pompeii

  • Guided tour of Pompeii, family-style cooking lesson
  • Breakfast, Dinner

This morning, after another delicious breakfast, you’re in for a treat as our private driver transports you to famous, archeological site of Pompeii. Here you’ll discover the site’s fascinating history – along with plenty of mysteries – as you walk the ancient avenues of this Roman city with your exceptional guide – a city frozen in time after the eruption of Mount Vesuvius.

After lunch on your own at the park’s outdoor cafe, it’s back to the villa to relax or take a walk along the seaside cliffs. Then, it’s time don an apron for a delightful cooking lesson with Pia’s family that includes regional specialties and traditional recipes. Learn how citrus – in particular, lemon – influences the cuisine of Sorrento, and why fresh and local is the secret to some of the best food in Italy. Aperitivo is woven into your cooking time, followed by dinner featuring your homemade dishes – of course!

DAY 5: Amalfi, Positano

  • Private boat ride and coastal tour, visit to Amalfi and Positano, pizza night
  • Breakfast, Dinner

This morning, after breakfast, it’s off to the harbor for a stunning boat ride along the Sorrento coast all the way to Amalfi. Along the way you’ll explore tiny, azure coves and discover magnificent villas that overlook the sea. As you arrive in Amalfi, take in the shape of this seaside village that spills from the mountains right down to the beach. Here you’ll have time to explore, shop, and have a look inside Amalfi’s must-see cathedral. Stunning! Grab lunch on your own, before returning to the boat as you continue to Positano. 

Positano’s steep, inviting avenues are lined with shops selling everything from jewelry to sandals to ceramics. Visit the town’s historic duomo, dip your toes in the sea, or cool your feet – and your taste buds – at a gelateria before your boat driver transports you back to Sorrento. This evening we’ll be taking it easy at the villa with pizza delivery by a local, Napoli-style pizzeria. Perfect!

DAY 6: Sorrento & Environs

  • walk to Marina Grande, sandal shopping, limoncello dinner, farewell dinner
  • Breakfast, Dinner

This morning after breakfast your private driver will be transporting you to Sorrento’s historic center where you’ll take a scenic walk with Sasha, along winding, seaside avenues, to charming, Marina Grande, with its quaint fishing boats and inviting, seaside trattorie. Here you’ll enjoy lunch on your own, followed by free time to shop in Sorrento, including a stop at our friends’ hand-made sandal shop. 

In the afternoon, back at the villa, you’ll enjoy an oh-so-fun limoncello-making lesson with Pia, followed by aperitivo in the lemon grove and a special, farewell dinner. 

DAY 7: Departure

Early morning departure to Napoli Airport or Napoli Centrale Train Station.


Your accommodation for the Girlfriends Getaway in Italy: Sorrento, are 17th century Villa Pizzo, privately owned by the original family, and situated in the very center of one of Sorrento’s most historic lemon groves. Flooring throughout the villa is colorful, hand-painted, ceramic tiles – a centuries-old tradition of the area, while sleeping rooms boast strikingly tall windows and a variety of family antiques. Outside areas include a third story terrace, overlooking the lemon grove, and a park-like garden with a variety of plants.

See the Photo Gallery


  • 7 days/6 nights at historic Villa Pizza
  • Private group transportation to/from Napoli Airport on arrival and departure days
  • Private ground transportation to/from towns and sites included in the trip itinerary
  • All abundant breakfasts
  • All delectable dinners
  • One delicious lunch
  • Evening aperitivo
  • Family-style cooking class
  • Ferry ride to Capri
  • Guided walking tour Capri and Anacapri
  • Private, coastal boat tour to Amalfi and Positano
  • Excursion to Pompeii, with private guided tour of the archeological site
  • Free time for shopping and exploring
  • Invigorating, guided walks and private visits

Not included: Airfare, meals, alcoholic drinks, buses, trains or boat transportation outside of that which is specifically listed in the trip package, gratuities for villa staff and drivers

The Unexpected is Part of the Journey: At Strada Toscana we weave amazing, authentic experiences into every trip, but sometimes unexpected things come up. If a site has an unscheduled closing, we improvise to include something equally as wonderful and interesting. The quality of the trip is never at risk, as our team is committed to excellence, along with our vast, local, Italian connections.


  • Dates:
    • May 13-19, 2023 – SOLD OUT
    • MAY 5-11, 2024 – SOLD OUT
  • Prices:
    • $3,295 – $3,995 USD per person (based on room choice upon booking)
  • A $700 deposit is required to secure your space on this trip
  • Remaining trip balance payment is charged to the same credit card on file 120 days prior to the trip start date
  • Terms and Conditions