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Women’s Wine Walking Tour in Sicily

You’re on your fourth wine tasting this week and snacking on yet another charcuterie board, all of it in the shade of lemon orchards with Sicilian herbs infusing the air. You’re thinking to yourself—la vita è bella. This is just one of the idyllic afternoons on your 8-day, women’s wine walking holiday in Sicily that will stay with you for life. With a fabulous rustic villa as your home for the week (featuring a big pool and a fragrant garden!), set out for picturesque strolls and daily tastings at women-owned wineries and restaurants. The whole week is about women’s camaraderie, relaxation, scenic countryside, and a lot of food and wine. Really, a lot—it would take ages to list all Sicilian and Italian specialties, but you can’t leave the island without trying out their mouth-drooling cannoli and gelato. Buon viaggio!

Adventure highlights

  • Sicily's fascinating history
    Scenic walks taking you all the way back to the 3rd millennium BC, helping you understand today’s heritage
  • Support local businesses
    Week-long wine tastings at women-owned vineyards and restaurants
  • Cook with Emilia Strazzanti
    A cooking class which will reveal the secrets of the traditional Sicilian cuisine

Itinerary

Week-long wine tastings at women-owned wineries, delicious Sicilian dishes, and relaxing strolls under the Italian sun. No, you’re not dreaming—you’re just in Sicilian heaven. This is an 8-day, all-women wine walking tour with fantastic guides and local experts following you along your journey. The base for the week is a rustic villa in the countryside boasting a massive garden with hammocks and lounge chairs, a pool, and a timeless kitchen where traditional food will be prepared for you. You’ll go on walks to the beach, to the UNESCO town of Scicli, and to fascinating archeological sites. Make lifelong memories with like-minded women and support women-owned wineries and restaurants!

  • Make sure to arrive in Catania Airport on time for a 4 pm private transfer to your home for the week. Enjoy welcome aperol, have an intro meeting, and enjoy a homemade dinner together.

    Meals: Dinner

     

  • Have breakfast at the villa. Today you’re going to Cava d’Ispica, a fascinating and one of the largest archeological sites in Sicily. Take a trip back to the prehistoric times and Early Christian catacombs by walking through this narrow valley. After a guided trek in Cava d’Ispica, return to your villa around 3:30pm for a relaxing afternoon. Enjoy your evening meal with your team.

    Meals: Breakfast, lunch, and dinner
    Hiking: 4-5 km / 2.5-3 miles
    Elevation: +150 m / + 490 ft | -100 m / -330 ft

     

    Cava Ispica, Italy
  • After breakfast, use the morning to walk to the local beach, maybe even have a swim. At around 5pm, you’ll go to the UNESCO town of Scicli with Emilia, where you can walk to the top of the hill where the church of San Matteo is located. The church dates back to 313 AD, it’s an iconic place for the town, and beautiful views are stretching from the top—you can even see the sea on a good day! At 8pm, you’ll have dinner at a local restaurant, and then transfer back to your accommodation.

    Meals: Breakfast, lunch, and dinner

     

    Top view of the Scicli city at sunset
  • After breakfast, you’ll take a trip to Arianna Occhipinti Winery for tour with wine tasting. Arianna is one of the most renowned women wine makers based in Sicily, so this will be a real treat! Have lunch at a traditional Sicilian restaurant, accompanied with local wine. In the late afternoon, return to the accommodation.

    Meals: Breakfast, lunch, and dinner

     

    Vineyard and black grapes in Sicily
  • Following breakfast, you’ll get picked up for a day out trekking, around 5 hours in total. You will end in Ragusa Ibla for a walk around this Baroque city and an Aperol to end your day. Transfer back to rest for a bit, and in the evening, you’ll have dinner at the Masseria together.

    Meals: Breakfast, lunch, and dinner
    Hiking: 8-9 km / 5-5.6 miles
    Elevation: +200 m / + 660 ft | -450 m / -1,480 ft

     

    Ragusa, Sicily aerial
  • After breakfast, you have a free morning, and then lunch at the Masseria. There will be optional activities suggested. There will be organized transfer and a visit to a local small-scaled sister-run winery with local dishes to sample, and then a visit to the famous fishing port of Marzamemi. Transfer back to your accommodation.

    Meals: Breakfast, lunch, and dinner

     

    Marzamemi, Sicily
  • Once you’ve had breakfast, you’ll get picked up for a final walk—this will be a lighter morning walk around Sicily with free time for shopping. Transfer back to your accommodation to relax. For the grand finale, you’ll have a cooking class and cook some local Sicilian food with Emilia at the villa!

    Meals: Breakfast, lunch, and dinner

     

    Wine tasting in Italy, Sicily
  • All good things come to an end, and so does this all-women wine walking tour in Sicily. Transfer back to Catania Airport. If you’d like to stay longer in the area, just ask your guide for some recommendations!

    Meals: Breakfast

     

Adventure brochure
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If you have questions or need help with planning a trip, schedule a call with one of our adventure experts.

Meet your guide

Walking Women
5.00
Walking Women
Sisters Sara and Ginny, the owners of Walking Women, are passionate about sharing their love for walking and having fantastic experiences with friends and family. Walking Women’s mission is to provide a safe space for women to explore and venture together. Their focus is always on supporting local communities and prioritizing women-led businesses as their partners and suppliers.

Accommodation

5.00(4 reviews)
N
N R

Fortunate to of experienced 4 or 5 trips with walking women. Love the diversity of trips, the choices, ability to spend time withing the group of extraordinary women or time independently. Nothing is missed, such a treat to have everything planed for you. Would highly recommend to all.

c
caitlin747

Been on a couple of walking women holidays, never been disappointed. Friendly knowledgable guides, really lovely walks and lots of fun

L
Linda Headford

I’ve been on 5 holidays with WW so far. They’ve always been well planned. Always had great walks with knowledgeable guides, and very good accommodation. It’s a great opportunity to meet people, and generally very enjoyable.

Show all reviews
5.00(4 reviews)
N
N R

Fortunate to of experienced 4 or 5 trips with walking women. Love the diversity of trips, the choices, ability to spend time withing the group of extraordinary women or time independently. Nothing is missed, such a treat to have everything planed for you. Would highly recommend to all.

c
caitlin747

Been on a couple of walking women holidays, never been disappointed. Friendly knowledgable guides, really lovely walks and lots of fun

L
Linda Headford

I’ve been on 5 holidays with WW so far. They’ve always been well planned. Always had great walks with knowledgeable guides, and very good accommodation. It’s a great opportunity to meet people, and generally very enjoyable.

M
Maggie Whitlock

Easy to pick the right holiday for the level of walks required. Great women for company and kind, knowledgeable walk leaders. Good locations, accommodation and food. I’ve been on several over the past 14 years and still planning more.

Things to know

  • Included:

      • An experienced hiking guide
      • Accommodation for 7 nights at a charming farmstead (pricing based on single room and shared bathroom)
      • 8-day guided wine walking tour in Sicily
      • Itinerary curated by Emilia Strazzanti
      • Local hosts and winemakers
      • Sicilian ingredients and products
      • All meals during the tour, as detailed in the itinerary
      • Wine tastings and cultural visits
      • Transportation during the tour
      • Airport transfers to/from Catania Airport at a set time

    Add-ons:

      • Private bathroom (the price of this tour is based on a single room and a shared bathroom)

    Not included:

      • Flights to Italy
      • Travel and medical insurance
      • Guide gratuities — optional
  • This all-women wine walking tour in Sicily is ideal for beginners. You’ll go on daily walks and tours, but anyone with a reasonable level of fitness can keep up. This trip is all about exploring at a leisurely pace, relaxing, resting, and reviving.

  • Here’s a list of the equipment you need to bring:

      • Day pack large enough to carry all the items listed (around a 25-40L bag)
      • Hiking poles — optional
      • Comfortable clothing for hiking
      • Leisure clothing
      • Water bottle or hydration bladder (2L capacity)
      • Lightweight hiking boots or shoes
      • Spare clothes for layering
      • Waterproof rain jacket
      • Sunhat
      • Toiletries (sunscreen, hand sanitizer, bug spray,, etc.)
      • Sunglasses
      • Camera — optional (but recommended)

    Dress comfortably and for the weather in clothes you can move in. We suggest bringing clothing appropriate for the season. Layers are best and don’t wear jeans.

  • Emilia, the owner of the premium Strazzanti brand, specializes in introducing people to everything that Sicily has to offer. Emilia designed this tour specially for Walking Women, the guides on this trip who focus on all-women holidays—expect 8 days of divine dishes, many wine tastings, and getting to know the area on foot. There’s no better person to help you meet Sicily than Emilia, and you can read about her here.

    Originally from the UK, Emilia’s passion for food started at the age of 10, when she started experimenting with her Neapolitan and Sicilian grandparents traditional dishes. Driven by this passion, she trained in top schools and has been a chef for the past 18 years.

    Emilia worked in a number of renowned, luxury hotels and restaurants, with some of them being The Dorchester in London, the 3-star Michelin restaurant Le Maurice, the 5-star hotel Principe di Savoia in Milan. She even cooked for Her Royal Highness, other members of the Royal Family, and many celebrities, such as Elton John!

    During her time in Sicily, Emilia was captivated by the island’s history and ingredients. She felt the desire to continue the legacy and heritage of her nonni through food and the land. And just like that, Strazzanti was born, founded by Emilia and her sister in 2015.

    Strazzanti offers a premium experience, producing the best Sicilian ingredients and products inspired by the land and their grandparents’ recipes. They’ve been importing these products to the UK, but soon Europe and the USA as well. Strazzanti supplies the likes of Selfridges, Sotheby’s, Bar Termini, and many other legendary spots in London. Their Sicilian dining experience was a sell out and featured on Channel 4 Sunday Brunch along with their cooking classes.

  • Group sizes and prices:

      • For this women’s wine walking tour in Sicily, the maximum group size is 12. There will be multiple guides and hosts on this trip.
      • It takes a minimum of 6 people for this tour to operate.

    Wine walking in Sicily can be arranged for private and larger groups. Contact us to make arrangements.

    Min. age requirements:

      • If you are older than 18, you’re good to go.
      • Minors younger than 18 may be permitted to join the hike on a case-by-case basis, but must be in the presence of a parent or legal guardian.

    If your group has hikers under the age of 18, contact us prior to booking to make arrangements.

  • To get to Catania, the starting point of your tour, most people fly into Catania International Airport (CTA). That’s the closest airport, just an hour and a half away by car. Your guides can arrange an airport pick-up around 4pm on Saturday. If you would like to travel outside those time, your guides can help arrange a taxi for a cost of approximately £100.

    If you plan on arriving overland via Italy or are flying into Palermo, we can recommend the best routes to reach the villa, just let us know in time.

  • To make your booking and traveling experience as carefree as possible, simply choose Redpoint—the official 57hours insurance partner!

    Redpoint tailors their protection packages for adventure travel, offering a comprehensive travel program, even in remote locations. Trip cancellation, natural disasters, pandemic coverage, medical evacuation, primary medical expenses—regardless of the travel interruption that may happen, Redpoint will have you covered.

    Once your booking is confirmed and your trip is paid in full, you will be offered to purchase Redpoint’s protection. If you need any help or require more information, let us know and we will be happy to help!

  • Deposits

    You can secure one of the 2024 dates with a 30% deposit upon booking. The remaining 70% of the trip price is to be paid 90 days prior to departure, at the latest.

    Secure your early bird spot for 2025 with a 10% deposit! This tour gets sold out very quickly, but with early-bird booking, you will be the first one to know about any new upcoming dates. Pick your preferred dates without the risk of your bucket list adventure selling out!

      • Only 10% of the total amount should be paid as a deposit upon booking. This deposit is non-refundable, but can be transferred to another 57hours adventure any time in case the dates don’t suit you.
      • Once the dates are set, you can confirm your booking by paying another 20% of the total amount.
      • The final balance is due 3 months (90 days) prior to departure.

    Cancellations

    Booking fees are non-refundable in all cases. During checkout, however, you can choose one of 57hours’ flexibility options:

    Basic

      • In case of cancellation within 48 hours after booking, the amount paid is fully refundable.
      • For cancellations 90 or more days before the trip, you are eligible for a 70% refund of the trip price.
      • For cancellations 0-89 days before the trip, there is no refund.

    Flexible

      • In case of cancellation within 48 hours after booking, the amount paid is fully refundable.
      • For cancellations 90 or more days before the trip, you are eligible for a full refund of the trip price.
      • For cancellations 60-89 days before the trip, you are eligible for a 50% refund of the trip price.
      • For cancellations 0-59 days before the trip, there is no refund.

    Super Flexible

      • In case of cancellation within 48 hours after booking, the amount paid is fully refundable.
      • For cancellations 60 or more days before the trip, you are eligible for a full refund of the trip price.
      • For cancellations 0-59 days before the trip, you are eligible for a 50% refund of the trip price.
  • 57hours partners with Redpoint Travel Protection, offering you a fully integrated program with a single point of contact for all your needs, from emergency services to travel assistance and protection claims. We highly recommend purchasing a comprehensive protection policy from Redpoint, which will protect you both before and during your travels. Before your departure, your investment is protected by the trip cancellation benefit. Once you depart, your policy provides coverage for trip interruption, medical assistance and rescue, baggage loss, trip delay, and more. Once you complete booking with 57hours, we'll create bespoke quote for you (and your group), making sure you're fully protected for the adventure ahead.
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