Small-Group Tour for Women 50+

Sicily, Italy

Beyond the Postcard

Sicilyd
Sicilye
Sicilyf
Sicilyh
Sicilym
Sicilyn
Sicilyb
Sicilyc
Sicilyk
Sicilyj
Sicilyl
Sicilyi
Sicilyg
Dates Sep 15 - Sep 24, 2027
Duration 10 days
Group size 8-12 people
Deposit due now $750
Shared Room
$6895
Single Room
$7995

This Sicily journey is for women who want to go deeper, beyond famous sights and into the rhythms of daily life that make this island so unforgettable. Sicily is layered, expressive, and deeply human, shaped by centuries of conquest, creativity, resilience, and ritual. Here, history is not locked behind glass; it lives in kitchens, workshops, village squares, and conversations shared over food.

Over ten beautifully paced days, we move from Palermo’s raw energy to quiet mountain villages, from ancient temples and Norman cathedrals to working farms, family kitchens, and artisan studios. We meet people who carry traditions forward with pride - basket makers, bakers, potters, winemakers, farmers, and storytellers - and we’re welcomed not as spectators, but as guests.

Traveling in a small, women-only group allows this experience to feel relaxed and personal. There is time to linger, to ask questions, to laugh, to absorb details, and to enjoy Sicily without feeling rushed or overwhelmed. This is not about checking boxes - it’s about savoring place, culture, and connection.

If you love trips that feel rich, textured, and deeply memorable, where beauty comes from authenticity rather than polish, this Sicily journey offers something truly special.

Itinerary

Included meals: Dinner

Welcome to Sicily! Upon arrival, you’ll be met at the airport and transferred to our hotel near Palermo’s city center. After settling in and resting from your journey, we gather in the evening for a relaxed tour orientation followed by our first shared dinner.

Over classic Sicilian dishes, we begin getting to know one another - setting the tone for a journey shaped by curiosity, warmth, and shared discovery.

Included meals: Breakfast, Lunch, Dinner

We begin the day with a gentle walking tour through Palermo’s historic heart, starting at the Cathedral, a striking blend of Norman, Gothic, and Baroque elements that tells the story of how many cultures have shaped this city. From there, we move to Quattro Canti, the elegant crossroads that anchors Palermo’s old town, alive with movement and conversation.

We then step into one of Palermo’s oldest markets, where the city’s energy is unmistakable. Fishmongers call out, produce stalls overflow, and street-food vendors fry and assemble beloved local specialties. Here, we sample traditional bites such as arancini and pani ca meusa, learning why these foods are woven into everyday Sicilian identity.

In the afternoon, we drive to the countryside near Segesta, arriving at a family-run baglio. Welcomed into the kitchen, we take part in a hands-on cooking class, learning regional recipes and techniques directly from our hosts. The day ends gathered around the table, enjoying the meal we’ve prepared together before returning to Palermo.

Included meals: Breakfast, Dinner

This morning we head up to Monreale, where we visit its magnificent 12th-century cathedral. Inside, golden Byzantine mosaics glow softly, covering the walls with vivid biblical scenes that invite you to slow down and take them in.

From here, we continue along the coast to Cefalù, a town that feels effortlessly lived-in. Walking through its historic center, we pass fishermen’s houses, laundry-lined balconies, and small shops selling ceramics and sweets. We visit Cefalù Cathedral, then enjoy free time for lunch and wandering through its medieval streets and open piazzas.

In the afternoon, we turn inland toward the Madonie Mountains and on to Castelbuono, a centuries-old town of stone lanes and low traditional houses. We'll soon arrive at our local farm stay, where we'll first learn about manna. This naturally sweet sap is harvested from ash trees and we'll walk through the orchards to see how it’s collected and used in Sicilian cuisine, all before enjoying a tasting.

We then settle in for the night at our comfortable farm stay, while surrounded by mountain quiet.

Included meals: Breakfast, Lunch, Dinner

This day brings us into Sicily’s agricultural and historical layers. We visit a working olive farm where active archaeological excavations sit beside living groves. Walking the site, we see the remains of an ancient olive mill before learning how oil is produced today.

A guided tasting introduces the nuances of Sicilian olive oil, followed by lunch prepared with ingredients grown right on the estate - simple, seasonal, and deeply connected to place.

In the afternoon, we explore two mountain villages, Petralia Sottana and Petralia Soprana. Wandering their narrow streets and main squares offers a quiet glimpse into daily life far from the tourist trail. We return to our farm stay for dinner and another peaceful evening in the countryside.

Included meals: Breakfast, Lunch, Dinner

This morning we head to Isnello for a hands-on basket-making experience. Local artisans welcome us into their workshop to demonstrate how panari baskets are crafted using techniques passed down through generations. With their guidance, we try the process ourselves and learn why these baskets still matter in everyday village life.

Afterward, our hosts prepare an abundant aperitif-style lunch featuring breads, cheeses, cured meats, olives, and seasonal specialties.

In the afternoon, we'll take a guided walk through town, including a stop at a well-known pastry shop to taste a local sweet before finishing the day at a nearby wine producer for a tasting of Sicilian varieties and regional products. We then return to the farm stay for the night.

Included meals: Breakfast, Lunch

Leaving the Madonie behind, we drive toward Taormina, stopping first in Forza d’Agrò — a small village that feels like an open-air museum. Stone lanes, historic churches, and sweeping coastal views offer a vivid sense of Sicily’s past, and film lovers may recognize locations used in Il Padrino.

After a relaxed fish lunch at a local trattoria, we continue to Taormina. A guided walk introduces us to its historic center, lively streets, and panoramic viewpoints overlooking Mount Etna and the Ionian Sea. There’s time to wander, shop, or enjoy a coffee before we continue on to Catania, stopping briefly in the hilltop village of Castelmola for views and atmosphere.

We arrive in Catania in the evening, check in, and take an initial walk through the city with our tour leader.

Included meals: Breakfast, Lunch

Today we explore one of Sicily’s most dramatic landscapes: Mount Etna. Traveling by 4×4 with an expert guide, we move off-road through lava fields while learning how centuries of eruptions have shaped the land.

We take a short, easy walk to explore side craters and have the option to step inside a lava cave - a fascinating look at the volcano’s inner workings. On Etna’s lower slopes, we visit a top winery, learning how volcanic soil and elevation influence grape varieties and wine styles. A guided tasting paired with lunch rounds out the experience before we return to Catania for a free afternoon.

Included meals: Breakfast, Lunch

Today is rich with food traditions. In Palazzolo Acreide, we meet a family of bakers who show us how they prepare breads, pizzoli, focaccia, and cookies using methods passed down through generations - with plenty of tasting along the way.

We then visit a butcher shop to learn about the town’s traditional sausage, a Slow Food product still made using historic techniques. Lunch is a relaxed tasting of local specialties, including charcuterie and cheese.

In the afternoon, we drive to Syracuse and check in at our hotel before enjoying a walk through Ortigia - the city’s historic island - with its sea views, baroque squares, and narrow lanes. The evening is free for dinner at one of the many nearby restaurants.

Included meals: Breakfast, Dinner

This morning we take part in a hands-on Sicilian puppet workshop focused on the Opera dei Pupi, a traditional puppet theater recognized by UNESCO. Guided by a master artisan, we paint wooden figures and engrave metal armor, creating our own handcrafted puppets while learning about the stories and symbolism behind them.

The afternoon is free to enjoy Syracuse as you wish, visiting the archaeological park, exploring Ortigia’s markets and streets, or spending time by the sea. In the evening, we gather for our farewell dinner, sharing one last meal together and reflecting on our journey across this most memorable Italian island.

Included meals: Breakfast

We have one group transfer to Catania Airport today, suitable for flights scheduled for noon or later. For those extending their stay, a transfer to the city center can be arranged.

What's Included

  • Small group experience with a maximum of 12 women
  • Professional tour leader throughout the trip
  • Local English-speaking tour guides throughout the trip
  • 9 nights of accommodation in comfortable 3-star/4-star hotels and a farmstay
  • Daily breakfast, 6 lunches and 6 dinners
  • Transportation within Sicily by private air-conditioned vans/minibus
  • All activities, entrance fees and experiences listed in the itinerary
  • Arrival airport transfers
  • One group departure transfer to Catania Airport

Accommodations

We will stay in 3 and 4 hotels during this trip, as well as a wonderful family-run farmstay. You may book a single room or a spot in a shared room with two separate beds, which will be shared with another woman in the group. All rooms have a private bathroom.

Physical Demand

Moderate

This trip includes historic city walks, mountain villages, archaeological areas, artisan visits, farm experiences and time near Mount Etna. Guests should be comfortable walking for up to 2 hours at a time over uneven terrain, cobblestones, stone streets, steps, hills and outdoor paths.

Some days include long drives, warm temperatures, early starts and full schedules. The Mount Etna day may include uneven volcanic terrain and a short walk around side craters, with the option to enter a lava cave. This trip is best suited for women who are comfortable with uneven surfaces, steps and full days.

Travel Information

Arrival Airport

Palermo Airport (PMO)

Departure Airport

Vincenzo Bellini Catania Airport (CTA)

Payment Terms

Deposit
Your deposit is refundable for 14 days after it is paid. During this period, you may cancel for any reason and receive a refund, minus a 3% transaction fee. After 14 days, the deposit is non-refundable.

Balance Payment
The remaining balance is due 120 days before the tour start date.

Guest Cancellations and Refunds
If you cancel your booking:

Within 14 days of paying your deposit: deposit refunded, minus 3% transaction fee
After 14 days of paying your deposit: deposit is non-refundable
120-60 days before the tour start date: 50% refund of the paid balance only, minus 3% transaction fee
Fewer than 60 days before the tour start date: no refund available

What Our Travelers Say

S

Susan T.

Italy: The Magical Italian Riviera

"It was beautifully curated with experiences in art, cooking and adventures!"
H

Heather E.

Italy: Abruzzo

"I loved how personalized this trip was. We were completely immersed in the culture. The women were all fantastic companions. I connected with each and every one of them."
Deanna O.

Deanna O.

Italy: Abruzzo

"It was absolutely surreal! Beautiful surroundings, safe clean hotel, great food, great educational information about what we saw, and also the bonding between the women on the trip. There was the wonder of the trip itself, and then a totally separate experience of making wonderful friends and enjoying the company of like-minded independent women I otherwise never would have met."
P

Patricia C.

Italy: Abruzzo

"I was terrified pressing the book now button, but I’m so glad I did! Truly a vacation of a lifetime! From meeting fellow travelers in the airport to the last day of the trip, it couldn’t have been better! The food, scenery and company were spectacular. Fabrizio was the best!!!"
H

Heidi S.

Italy: Abruzzo

"This was my first tour experience, first travel without other family members, and first trip abroad in a long time. I loved the local cultural experiences in a small group context. Group members were interesting, diverse and lovely to travel with. It was the perfect trip at the right time."
E

Eileen V.

Italy: Abruzzo

"It was a fabulous experience, very authentic and non-touristy. It was a great group of women. The beauty was as good as I think I could get anywhere in Italy and it was nice to be in a undiscovered area that is not overcrowded."

Frequently Asked Questions

About Our Community

What is Women Travel Tribe?

Women Travel Tribe offers small-group tours designed exclusively for women 50+. With thoughtful itineraries and trusted partners, we bring you unforgettable travel experiences in remarkable places — and an incredible group of women to share them with!

Do I have to be exactly 50 (or well over)?

We welcome all women age 50 and over. That said, if you're approaching 50 and feel that our trips are the right fit for you, you're very welcome to join us.

What matters most is that you're looking to travel with a group of like-minded women and enjoy a trip filled with encouragement, camaraderie and plenty of shared memories.

Tour Basics

How many women are in each group?

We keep this journey intimate with 8–12 travelers, the sweet spot for connection and shared experiences.

Are flights included?

Airfare to/from the tour destination is not included in the tour price. Many travelers prefer to choose their own flights using points or preferred airlines.

Plan to arrive into Palermo Airport (PMO) and depart from Vincenzo Bellini Catania Airport (CTA). After booking we will send recommended flight windows and transfer details.

Do you accommodate dietary restrictions or allergies?

Yes. Once you reserve, we'll ask about food preferences, allergies, and medical considerations so meals can be planned with you in mind.

Some destinations have limited options for specific diets, yet we will always advocate for you and offer suggestions before you depart.

Do I need to be physically fit? What activity level should I expect?

This itinerary is rated Moderate and spans 10 days.

This trip includes historic city walks, mountain villages, archaeological areas, artisan visits, farm experiences and time near Mount Etna. Guests should be comfortable walking for up to 2 hours at a time over uneven terrain, cobblestones, stone streets, steps, hills and outdoor paths.

Some days include long drives, warm temperatures, early starts and full schedules. The Mount Etna day may include uneven volcanic terrain and a short walk around side craters, with the option to enter a lava cave. This trip is best suited for women who are comfortable with uneven surfaces, steps and full days.

I usually travel solo. Will I fit in?

Absolutely. Over 80% of our guests join our tours as solo travelers and they quickly feel at home thanks to the supportive, women-centered group dynamic.

Booking & Payments

How do I reserve my spot? Is there a deposit?

Secure your place with a $750 deposit through our secure booking page.

You can complete your reservation in just a few minutes through our secure checkout.

The Payment Terms section above covers cancellation windows and other important payment details for this departure.

Do all trips have guaranteed departures?

Each tour requires a minimum of 8 travelers before we confirm the trip. Once the minimum is reached, you will receive an email letting you know that you can now purchase flights, along with further instructions. We stay in close contact so you always know where things stand.

Safety & Health

Do I need travel insurance?

Yes. Comprehensive travel insurance that covers both trip costs and health needs is strongly recommended for every Women Travel Tribe trip.

What happens if I get sick during a trip?

Your tour leader and our local network are on call around the clock. They will coordinate care, handle logistics, and ensure you are always in good hands, regardless of the location.

How do you handle mobility concerns or medical equipment?

Review the Physical Demand section above for specifics on walking distances, terrain, and accessibility considerations.

If you travel with mobility aids or medical equipment, let us know after booking. We will then make arrangements to accommodate your needs.

Preparing for the Trip

How do I prepare for a trip?

Once your reservation is confirmed, you will receive access to your Guest Portal. Inside the Portal, you will find specific information and tasks to help you prepare for the experience. This includes details on packing, weather, currency, visas, plug adapters, and more, all tailored to this tour.

We stay in touch through reminders and checklists so you feel ready from the moment you book.

During the Trip

Who will be my tour leader?

Our tour leaders are experienced, dedicated and wonderful at what they do. They help keep the trip running smoothly while adding insight, support and a deep passion for the destination along the way.

They're there to make sure you feel taken care of throughout the journey, so you can simply relax and enjoy each day.

Is there free time on Women Travel Tribe tours?

Yes. Every itinerary includes unstructured windows so you can relax, shop, journal, or explore at your own pace. Optional activities are offered, but never required.

Changes & Cancellations

What is your cancellation policy?

The Payment Terms section above outlines deadlines and cancellation timelines for this departure. Please review them carefully before booking.

Can I transfer my booking to another woman or a later date?

Transfers depend on timing, availability, and various logistics specific to each trip. Reach out to us as soon as possible and we will explore every option with you.

Still have questions?

Curious about the itinerary, pricing, or what to expect day-to-day? Send us a note — a real person will get back to you within a day.

Prefer to chat? Text or call us at (646) 481-6284.

Ask About This Tour