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.

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 Prosecco as the sun sets over the yacht-studded harbor, and meander the narrow alleyways  – lined with irresistible shops.

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 includes hands-on activities, behind-the-scenes looks into local culture and meaningful, shared experiences with locals. Plus you’ll be immersed in the beauty of one of Italy’s most spectacular regions, all while staying at a historic, boutique hotel in the heart of Sorrento.


DAY 1: Arrival

  • Highlights: Arrival, welcome with Pia
  • Dinner

Benvenuti in Italia! Sit back and relax as you’re transported from Napoli Airport to the stunning Sorrento Coast and your four-star accommodations, in the heart of Sorrento’s historic center. Here you’ll be greeted by your trip leader, Pamela Haack, as you get settled in your elegant room. Afterwards, you’ll join Pamela for a tour of the neighborhood – including a stunning overlook along the Bay of Naples. Dinner this evening will be enjoyed at once of Sorrento’s traditional, family-run restaurants featuring delectable specialties of the region.  

DAY 2: Isle of Capri

  • Highlights: Ferry to Isle of Capri, walking tour of Capri and Anacapri, optional chairlift ride to Mt. Solaro
  • Breakfast, Lunch, Aperitivo

This morning, after breakfast, get your camera ready, as you’ll be joining our local guide, Sasha for a scenic, 30 minute ferry ride to the famous island of Capri. After a jaunt up the cliffside by taxi, you’ll tour the adorable village of Anacapri, where Sasha will take you to the stunning church of San Michele to see one of the most amazing, hand-painted tile floors in all of Italy. After an optional ride up to Mount Solaro by chairlift, it’s off to a scenic location to enjoy lunch in one of Annacapri’s top restaurants. After lunch you’ll continue to the chic town of Capri to explore the former mule trails, turned trendy avenues, as you take in views of the yacht-studded harbor while Sasha shared with you the incredible ancient history of the island. 

After returning to Sorrento by ferry, and some time to relax and refresh, we’ll meet up for a friendly aperitivo on the rooftop of our boutique hotel, followed by a free evening to shop or enjoy dinner on your own.

DAY 3: Sorrento

  • Highlights: Private walking tour of Sorrento, shopping time, tour of private lemon grove, cooking class
  • Breakfast, Aperitivo, Dinner

This morning, after a delicious breakfast you’ll join Sasha for an insider’s look at the historic center of Sorrento, including the stunning Cattedrale of Sorrento and Basilica Sant’Antonio. Afterwards you’ll have time to explore, shop and enjoy lunch on your own at any one of Sorrento’s inviting outdoor cafes.

This afternoon our private driver will transport us to a sweeping, private lemon grove that overlooks the Bay of Naples and Mount Vesuvius. Here we’ll meet up with our delightful friend, Pia – a native of the peninsula – who will take you on a fascinating tour as you get to know the delicious Sorrento lemon and its fabulous history. Then it’s on to Pia’s family’s cafe and garden shop where you’ll don apron for a delightful cooking lesson that includes regional specialties and traditional, 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 homemade dishes – of course!

DAY 4: Pompeii

  • Highlights: Guided tour of Pompeii, seaside aperitivo
  • Breakfast, Lunch, Aperitivo

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 Pompeii’s fascinating history – along with plenty of mysteries – as you walk with Sasha along the ancient, stone avenues of this impressive Roman city  – frozen in time after the fateful eruption of Mount Vesuvius. After lunch at the park’s outdoor cafe, it’s back to Sorrento to relax or take a walk along the seaside cliffs.

This evening we gather together and walk to one of Sorrento’s most elegant locations for a special, seaside aperitivo featuring the refreshing Sorrento Spritz and delectable, chef-prepared appetizers. Sunset at this location is nothing less than spectacular!

DAY 5: Amalfi, Positano

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

This morning, after breakfast, it’s off to Marina Piccola to begin 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 relax together with pizza at a local, family-run pizzeria.

DAY 6: Sorrento & Environs

  • Highlights: Marina Grande (optional), Museo Correale di Terranova (optional) farewell dinner
  • Breakfast, Dinner

This morning, after breakfast, you’ll take a meandering walk (optional) with Pamela to Marina Grande, with its quaint fishing boats and inviting, seaside trattorie. Here you might enjoy a second coffee, while taking in the incredible views, followed by free time to shop and explore your way back to centro Sorrento. Lunch today is on your own. 

In the afternoon, you’ll have free time for some final shopping, and you might also visit the beautiful Museum of Correale di Terranova, one of the few villas of Sorrento that is still family owned, and a recently restored museum. Alternatively, you might make your way down to the public seaside docks of Sorrento to enjoy some sun. This evening you’re in for a treat as you dine at one of Sorrento’s top, sought-after restaurants that features truly exceptional cuisine from the area, in a charming, elegant atmosphere. 

DAY 7: Departure

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


Your accommodation for the Sorrento’s Women’s Trip is 4 Star, Boutique Hotel Palazzo Guardati. Owned by a historic Sorrentine family, Palazzo Guardati is located in the very heart of Sorrento, overlooking the Gulf of Naples – and just a short walk to both Marina Piccola and Marine Grande. Surrounded by winding avenues, flanked by characteristic artisan shops and workshops, guests are immersed in the magic atmosphere of old Sorrento. From this elegant and convenient home base, complete with rooftop terrace and pool (the views of Mt. Vesuvius are incredible), you’ll explore Pompeii, Capri and the romantic Amalfi Coast.

See the Photo Gallery


  • 7 days/6 nights at Boutique Hotel Palazzo Guardati
  • Private group transportation to/from Napoli Airport on arrival and departure days
  • Private ground transportation for excursions included in the trip itinerary
  • All abundant breakfasts
  • Two delicious lunches
  • Four delectable dinners
  • Rooftop aperitivo hours
  • Seaside aperitivo with appetizers
  • Pizza night
  • Family-style, private cooking class
  • Tour of private lemon grove
  • Ferry ride to/from Capri
  • Guided walking tour Capri and Anacapri
  • Private, coastal boat tour to Amalfi and Positano
  • Private guided tour of Pompeii 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 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