Harvest Time in Sicily: Experience a Sicilian Wine Journey - 7 Days of Vino, Volcanoes & Villages
-
Tour Code: TUR-02097
-
Type: Private
-
Duration: 7 days
-
Departs from: Catania
-
Meeting Place: Catania (CTA)
Overview
Embark on a luxurious and immersive weeklong journey through Sicily’s most storied wine regions—where dramatic landscapes, timeworn villages, and volcanic terroir meet the warmth of southern Italian hospitality. From the fertile slopes of Mount Etna to the sun-drenched coastlines of Vittoria, Menfi, and Marsala, this curated itinerary blends premier wine tastings with breathtaking scenery and authentic culinary moments.
You’ll stay at exclusive wine estates and boutique agriturismos, meet pioneering winemakers, and taste Sicily’s most celebrated varietals—from crisp Carricante and structured Nerello Mascalese to the elegant Frappato, bold Cerasuolo di Vittoria, and Marsala’s iconic fortified wines. Guided vineyard walks, cellar tours, and chef-paired meals provide intimate insight into Sicily’s deep-rooted wine traditions, while optional cultural excursions add texture and depth to the experience.
Whether you’re admiring Baroque architecture in Ragusa, wandering Etna’s lava flows, or savoring seafood along the salt flats of the western coast, this journey is a celebration of Sicily’s soul—earthy, expressive, and unforgettable.
Optional Add-Ons to Enrich Your Journey:
Pre-Tour Experience in Taormina (2 nights / 3 days)
Begin your adventure early with a luxurious stay in the glamorous cliffside town of Taormina. Explore ancient ruins, sip aperitivi with sea views, and ease into island life before heading to Mount Etna.
Sicilian Cooking Class with Wine Pairings
Deepen your culinary connection to Sicily with a hands-on cooking class led by local chefs. Learn to prepare traditional dishes, then enjoy a meal paired with regional wines.
Sunset Boat Tour near Menfi or Marsala
End your day with a golden-hour cruise along the southwestern coast—perfect for a romantic interlude or a relaxed group moment with wine and sea breezes.
Private Photographer to Document the Journey
Capture the beauty of Sicily—and your time in it—with a professional photographer who discreetly joins for key moments, delivering a custom gallery of your trip.
Wine Shipping Assistance
Fallen in love with Sicilian wines? We’ll help arrange international shipping for bottles purchased along the way, so you can bring a taste of Sicily home without hassle.
Itinerary

Where we Visit : Catania, Mt. Etna, | Meeting Location : Catania (CTA)
Upon arrival at Catania Airport, a private transfer brings you to the slopes of Mount Etna, where you'll check into your wine resort-either the serene Monaci delle Terre Nere or the elegant Villa Neri. The afternoon is yours to relax, stroll through nearby Zafferana, or unwind at the spa. In the evening, enjoy a welcome aperitivo followed by a vineyard dinner featuring Etna DOC wine pairings, a perfect introduction to the region’s volcanic terroir.

Where we Visit : Catania, Mt. Etna, Sicily
After breakfast, the day begins with a visit to a prestigious Etna winery like Barone di Villagrande or Tenuta delle Terre Nere. You’ll explore terraced vineyards and taste wines shaped by the mountain’s unique soils. Lunch is served at a winery, showcasing seasonal Sicilian fare. In the afternoon, a private guide leads you across Etna’s dramatic lava landscapes. Return to your resort for a light dinner or a relaxed meal at a local wine bar.

Where we Visit : Ragusa, Italy,
Today you travel south through scenic countryside to Vittoria, checking in at the charming Baglio Occhipinti, a rustic-luxe vineyard estate. In the afternoon, visit COS Winery, pioneers of amphorae-aged and biodynamic wines. A guided tasting introduces you to Frappato and Cerasuolo di Vittoria. Dinner is a relaxed farm-to-table experience, either at the estate or a local wine-focused bistro.
Where we Visit : Ragusa, Modica, Ragusa Ibla
Begin the day with a visit to Arianna Occhipinti’s winery, where her natural winemaking philosophy comes alive through elegant, expressive wines. Enjoy a picnic or tasting lunch among the vines. In the afternoon, take an optional trip to Modica or Ragusa Ibla to explore their stunning Baroque architecture and try the region’s famous chocolate. Return to the estate for a peaceful evening, perhaps with a sunset aperitivo by the pool.

Where we Visit : Menfi, Agrigento,
Travel west to Menfi and check in at La Foresteria Planeta, a sophisticated wine resort overlooking the Mediterranean. Spend the afternoon touring the estate and tasting Planeta’s acclaimed wines. In the evening, enjoy a gourmet dinner prepared by the in-house chef, with pairings that highlight the richness of the region’s ingredients and vintages.

Where we Visit : Marsala, Sicily, Sicily

Where we Visit : Segesta,
Depart via private transfer to Palermo Airport (approx. 2 hours). If time permits, stop to explore the ancient temple of Segesta or enjoy a quick stroll through Palermo’s historic streets. Reflect on a week rich with Sicilian wine, volcanic landscapes, and timeless village charm as you head home.
Inclusions/Exclusions
Tour Highlights and What's Included
What's Included
6 nights of luxury accommodations
Private transportation with an English-speaking driver
Daily breakfast
Selected lunches and dinners (as specified in the itinerary)
Premium wine tastings
Private guided vineyard and cellar tours
Personalized 24/7 travel support
Local taxes and service charges
What's Not Included
What's Not Included
International or domestic airfare
Meals not specified in the itinerary
Optional activities and add-ons (unless added by request):
Personal expenses
Travel insurance
Porterage & gratuities
Hotel City Taxes
Pricing & Availability
Please contact us today by either phone or email for assistance with this booking.
Email : team@italyvacationspecialists.com
Toll Free : 1-866-779-2565
Map
Quick Enquiry Form
Search Your Tour
PRIVATE TOURS
Buy 2 And Get 50% Off Your 3rd Tour
Client Testimonials
-
In August 2018, my family of four and myself travelled from Vancouver, BC to Rome Italy and spent 3 weeks touring Italy with IVS. This company had come highly recommended by many friends and associates of ours who had used them before and indeed to say they do an outstanding job is an understatement. You can tell while being in Italy that it is one complicated place to run tours in, just by the ... [Read More]
- Vijaya Sunil CPA, CGA -
As a travel agent, but also a traveler to Italy, thee is no other company I would recommend than the Italy Vacation Specialists. Not only do they really care about what they are doing, they also really know Italy and try to educate many people about ways they can best see the country and not fall into tourist traps. I have been on 4 trips with the IVS team, firstly when they did my first 2 tri ... [Read More]
- Laura Chomiak, Travel Agent -
The trip was great we appreciate all the hard work you and your team invested to make our experience a once in a lifetime trip. We appreciate all the attention to the details in particular Giuseppe spending the time and the focus with us on the road and as we were exploring your great country. ... [Read More]
- Leon and Michele -
Dear Guiseppe and Jesse, We just returned from our most wonderful vacation to Italy and wanted to first thank you for putting together such a wonderful trip, and second to provide some feedback for the future. Hotels 1. Hotel Sovestro in San Gimignano was wonderful. The staff were very friendly and helpful and made the first portion of our journey very stress free. They made us feel like we wer ... [Read More]
- Ron and Deb Crosby -
Jesse, There are no words to describe the fabulous time we had in Italy. Everything went as you promised. Absolutely no problems! The venues were fabulous. The guides were punctual and helpful. It couldn't have worked out better. You and your staff deserve high praise for the quality and efficiency of your work. BTW, Guiseppe was an absolute delight. We enjoyed his informative and effervescent per ... [Read More]
- Jo Ann West -
I went to high school with the owner of the company who organized my honeymoon for myself and my now wife from Tokyo. We spent three short weeks seeing Piedmont and experiencing wine paradise there, then heading to Nice in France with our private driver and flying to Rome where honestly 4 days is NOT enough. They keep saying to spend more time and we could not agree more! You need to spend more ti ... [Read More]
- Robin and Kumi Bruun, Tokyo Japan -
I traveled with JoAnn West through your services, guided by Giuseppe, in July of this year. What a wonderful experience; your service is really top notch! If I return to Italy for a tour, I will absolutely use your services again and recommend you to my friends! ... [Read More]
- Lucretia Brower -
I am a travel agent with All About Honeymoons and I would highly recommend Italy Vacation Specialists. Jessica was wonderful in helping us plan in a last minute anniversary vacation during high season without any issues. She even checked on our clients while on vacation to make sure things were going well. I plan on using them again soon for all my future bookings! ... [Read More]
- Tammy Joyce, All About Honeymoons -
This company really knows their stuff and recommended our family to stay longer in each location. We didn't listen to them, but wished we had in every single place we went. They recommended Sestri Levante over the Cinque Terre which was our favourite destination on our entire trip. We visited Rome where we stayed in the outstanding Hotel Locorno where they know the owner there, like in every place ... [Read More]
- Sean & Veet Chapman, CGA -
I am a travel agent from Lebanon and have organized several group tours as well as individual tours of Italy with Italy Vacation Specialists. I highly recommend them as one of the very best tour operators in Italy to work with, given their professionalism and work ethic which I feel is second-to-none in the travel industry. All of the staff, the guides, the coaches and even the meals we enjoyed we ... [Read More]
- Nicole Haddad, Lebanese Travel Agent
Incredible Experiences in Italy for Exceptional Prices
Private Tour of Volterra and Her Incredible
Resources



Our Featured Properties
Our Recent Blog

Our Top Picks for Family Vacations to Italy
Discover Italy's best family-friendly destinations, from Sorrento's charming playgrounds to Minori's scenic Lemon Trails. With breathtaking beaches, rich history, and welcoming towns, every stop promises unforgettable moments. Pack your bags and create lasting memories in Italy's most enchanting locales ...
View Post
Italy: The Ultimate Destination for a Magical Christmas Celebration
If you're looking for a Christmas experience that combines history, culture, delicious food, and a whole lot of holiday cheer, Italy is the place to be! Italy has a knack for making everything feel a little more magical during the holiday season. Picture yourself wandering through charming markets, sipping hot cocoa, and nibbling on festive treats ...
View Post
Top 10 reasons why Italy is a top Winter & Ski Destination
The crisp winter air fills your lungs as you glide down the pristine slopes of the Italian Alps, surrounded by breathtaking mountain vistas that seem to stretch into eternity. Each turn on the snow-laden trails reveals a new perspective of Italy's enchanting winter landscape, where the charm of cozy mountain villages meets ...
View PostFor Customized Holidays or Expert Advice for travel in Italy or the Mediterranean, Please get in touc with your travel agent or have them
-
Direct In Italy: +39 375 823 5314
-
Toll Free: 1-866-779-2565