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 Trips include hands-on activities, behind-the-scenes looks into local culture and meaningful shared experiences. Plus, this is Sorrento! 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.

SORRENTO Women’s Tour 2023 Dates

May 13-19

Note: Upon booking, select dates from the “2023 Sorrento Women’s Trip” dropdown menu.


DAY 1 – Sunday, May 13: Arrival

  • Arrival Villa Pizzo, tour of lemon grove, trip orientation
  • Dinner

Benvenuti in Italia! Sit back, relax and meet your new friends as you’re transported from the Rome Fiumicino Airport to the stunning Sorrento Coast and your historic villa accommodations, nestled in a centuries-old lemon grove. After arrival you’ll have an opportunity to explore your surroundings before enjoying a tour of the villa and lemon grove with your delightful host, Pia. The history of this place – and this region of Italy – is unique and fascinating. Afterwards it’s time for a friendly aperitivo with your fellow travelers before enjoying a delicious, regional-style dinner served in the villa’s grand dining hall. 

DAY 2 – Monday, May 14: Sorrento

  • Private walking tour of Sorrento, shopping time, limoncello lesson
  • Breakfast and 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 glimpses of dramatic cliffs that meet the Bay of Naples. Afterwards you have free time to shop, meander and grab lunch on your own at any number of Sorrento’s inviting trattorie.

In afternoon you’ll make your way back to the villa for free time to relax and refresh before enjoying an oh-so-fun limoncello-making lesson with Pia. Afterwards you’ll take a panoramic walk to romantic Marina Grande, with its charming fishing boats and seaside houses. Here you’ll enjoy a delicious dinner at our friends’ seaside restaurant.

DAY 3 – Tuesday, May 15: Isle of Capri

  • Ferry to Isle of Capri, walking tour of Capri and Anacapri, aperitivo in the lemon grove
  • Breakfast and 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 – Wednesday, May 16: Pompeii

  • Guided tour of Pompeii, regionally inspired cooking lesson
  • Breakfast and dinner

This morning after breakfast it’s an early start, as we’re headed out on a short train ride to the incredible archeological site at 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 near the park, you’ll return to the villa for some free time to relax or take a walk along the seaside cliffs. Then it’s time to don an apron for a delightful cooking lesson that includes regional specialties and family 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 dishes – of course!

DAY 5 – Thursday, May 17: Amalfi, Positano

  • Private boat ride and coastal tour, visit to Amalfi, visit to Positano, pizza night
  • Breakfast and 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 drivers transport you back to Sorrento. This evening it’s off to a nearby pizzeria for an easy-going pizza dinner after a long, fantastic day of exploration.

DAY 6 – Friday, May 18: Sorrento & Environs

  • Sandal-making demonstration, Rosella’s mountainside fattoria, farewell dinner
  • Breakfast and dinner

This morning after breakfast your private driver will be taking you to Sorrento historic center for a private, sandal-making demonstration, as the hand-made leather sandals of this region are world-famous. All those colors and styles! After some free time for lunch on your own, it’s back to the villa to enjoy an afternoon of relaxation.

In late afternoon you’ll take a stunning ride up the mountainsides that rise above Sorrento to the south. 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 aperitivo. This evening’s farewell dinner features some of family’s favorite regional dishes. The perfect ending to this amazing week of adventure and discovery! 

DAY 7 – Saturday, May 19: Departure

Early morning departure to Rome Fiumicino Airport.


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 Rome Fiumicino Airport on arrival and departure days
  • Private ground transportation to/from all towns and sites included in the trip itinerary
  • All abundant breakfasts
  • All delectable dinners, featuring fresh, local produce, exceptional seafood and regional wines
  • Evening aperitivo
  • Regional-style cooking class
  • Ferry ride to Capri
  • Private, coastal boat tour to Amalfi and Positano
  • Side trip to Pompeii, with private guided tour of the archeological site
  • Sandal-making demonstration
  • Free time for shopping and exploring
  • Invigorating, guided walks
  • Tours with exceptional local guides who know the area inside out
  • Visits to tucked away churches and lesser-known sites (we love getting off the beaten path)

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
  • $3,290 – $3,720 USD per person (based on room choice upon booking)
  • A $500 deposit is required to secure your space on the trip
  • Terms and Conditions