Savoring Sicily

  • Sample Itinerary
  • Experiences
  • Pricing
  • Featured Hotels
  • Custom Quote

Let your palate be dazzled by the vibrant and exotic flavors of the Sicilian kitchen as you relish its Greek, Arabic and Spanish culinary influences. Taste your way from the terraced slopes of Mt. Etna to the ancient vineyards of Marsala while learning about Sicily’s fine winemaking traditions. Savor the island’s coastal bounty and tickle your tastebuds with its authentic flavors, from rustic ricotta and creamy cassata to olive, almond, pistachio, and citrus.

Sample Itinerary

Day 1

Arrive to Palermo Airport where your chauffeur will welcome you to Sicily. Be transported to your four-star wine resort owned by the esteemed Firriato winemaking dynasty. Settle in with a special tasting of Zibibbo, Grillo and Perricone wines led by an expert sommelier, before indulging in a delectable welcome dinner at the estate’s gourmet restaurant.

Day 2

Travel to the estate of a revered wine making family dedicated to the preservation of the region’s ancient varietals and authentic traditions for producing high quality Marsala Superiore and Grillo wines. Set off on a private tour of the estate to learn about the depth and complexity of fine Marsala, before tasting the producer’s stellar wines. Afterward, depart for a renowned restaurant celebrating the flavors of the Trapani province with a contemporary perspective. After lunch, be transported to the town of Marsala to explore the walled environs of its historic center at your leisure.

Day 3

Today you will delight in the sweet side of Sicily with an in depth study of the island’s iconic pastries and confections. Arrive in the medieval mountaintop village of Erice to visit a storied pasticceria owned by a foremost expert on Sicilian pastry. Enjoy a tasting of the shop’s prized cannoli and pasta di mandorla cookies before rolling up your sleeves to prepare traditional Sicilian desserts under the guidance of a master pastry chef. Your day of baking will culminate with a lunch of farm fresh dishes followed by a sweet parade of the confections you’ve created.

Day 4

From the seaside of Trapani you’ll set off for the countryside villa and wine estate of the esteemed Tasca D’Almerita wine making dynasty. Enjoy a tour of their celebrated vineyards, which produce high quality Nero D’Avola vintages, before partaking in an expert led cooking class to prepare classic Palermitano dishes at the estate’s internationally renowned culinary school. Your class will result in a delectable lunch of your handmade creations. From the wine country of Palermo you’ll travel by chauffeur to your chic countryside retreat located at the foothills of majestic Mt. Etna. For dinner you’ll savor a sophisticated meal of organic, locally sourced ingredients artfully prepared, at the hotel’s renowned restaurant.

Day 5

Set off to explore the ancient viticultural traditions and terraced vineyards of the Etna with visits to two of its most esteemed wine estates. Learn about the region’s intriguing volcanic terroir and local grape varietals, before tasting exquisitely complex Nerello Mascalese and Nerello Cappuccio based red wines. Along the way enjoy a lunch inspired by the rustic flavors of wine country at a charming eatery.

Day 6

Today you will delve into the culinary landscape of the Catania province, influenced by the sea and infused with the produce of the Etna. Accompanied by a revered local chef you will depart for Catania’s bustling fish market to shop for the local catch of the day and other savory provisions. Travel to the chef’s charming home kitchen, nestled at the foothills of Mt. Etna, and roll-up your sleeves for an immersive cooking experience. During your private cooking lesson with the chef, learn the secrets to preparing signature Sicilian dishes like caponata and pasta alla norma, before sitting down for a bountiful lunch of your creations paired with local wine.

Day 7

Depart the majestic slopes of Mt. Etna and travel to the heart of Ragusa for check-in to your opulent five-star hotel located within an 18th century palace. Embark on a private walking tour of Ragusa Ibla to admire its splendid series of Baroque palaces and squares. Next, visit a unique organic farm known for its cultivation of herbs, where you’ll enjoy a countryside lunch inspired by the landscape. After a free afternoon to relax and explore Ragusa independently, dine at one of Sicily’s most acclaimed gourmet restaurants, which has been honored with two Michelin stars.

Day 8

Experience the grandeur of Sicilian Baroque and authentic chocolate making traditions with a day in Modica. Be invited into the home of a local food expert to discover Modica’s singular chocolate making techniques during a hands-on cooking class. Prepare a menu of both savory and sweet dishes celebrating traditional Modica chocolate, which will be crowned with a lunch of your own creations. After lunch, privately tour Modica’s historic center before ending your day at an artisan brewery for a taste of the exciting microbrews being crafted in this corner of Sicily.

Day 9

Discover Noto, the capital city of Sicilian Baroque, with the help of your local guide. Explore the town’s magnificent 18th century architecture and meander along its main street of Corso Vittorio Emanuele for an authentic glimpse into the history of the town. Afterward, travel to a storied wine estate for a special tasting of Noto DOC wines, followed by a lunch showcasing the flavors of the province. In the afternoon, visit a quaint fishing village to learn about the Sicilian tonnara (tuna catching) tradition, and end the day with a tasting of delicacies like bottarga and red tuna.

Day 10

Following breakfast depart by chauffeur for Catania Airport, in preparation for your return flight or the next leg of your adventure.

Experiences We Recommend

  • Exclusive wine tasting & food pairing of Zibibbo & Grillo wines at historic producer
  • Private vineyard & cellar visit with five-flight tasting at premiere Marsala Superiore producer
  • Private pastry making class of typical Sicilian confections with master baker
  • Exclusive winery visit & tasting of Nero D’Avola wines at one of Sicily’s oldest wineries
  • Cooking class of typical Palermitani classics at charming countryside villa
  • Exclusive winery visits & tastings along Mt. Etna
  • Private tour of Catania’s fish market followed by cooking class of traditional dishes from Catania with local chef
  • Private walking tour of Baroque Ragusa Ibla
  • Visit to unique herb farm to learn traditional cultivation & harvesting processes
  • Private cooking course of savory & sweet chocolate dishes hosted within the home of a local food expert
  • Visit to local fishing village to learn about Sicily’s tonnara (tuna catch) tradition


The minimum trip length for a CountryBred Encounter is 5 Days/4 Nights

Pricing for our Italy Encounters begins at:

  • $850-$1,000/per person, per day* based on double occupancy and a travel party of two
Small group pricing available for travel parties of four or more

*The final price of your custom tour will be determined by your travel party size, departure dates, trip length, amount of meals included, percentage of guided time requested, cities chosen in your itinerary and signature CountryBred excursions selected. This sample itinerary can also be crafted for solo travelers.

Encounters Include

  • Stays at five & four-star boutique luxury hotels
  • Chauffeured transport for touring & transfers
  • Private touring with professional local guides
  • Engaging activities led by cultural experts
  • Signature experiences with insider access
  • Regionally authentic dining
  • Traveler Welcome Package
  • Taxes & base gratuities

Read Client Reviews

  • Frances & Thomas K.

    Gourmet Switzerland: Lavaux to Luzern
    We can't say enough about our trip at every level. The first class accommodations; the wonderful food and wine experiences; the regional ambassadors; and most importantly, the intricate trip details that were so well planned and executed throughout our stay.
  • Jessica & Len G.

    Southern Italy From Amalfi to Puglia
    This is our second trip we have taken with CountryBred and the attention to detail and the caring on every level is quite extraordinary. We love the company and the quality of everything they touch: the hotels, the level and selection of restaurants, the guides and drivers. We rate everything as "exceptional" because truly it is!
  • Marley S.

    Madrid, Toledo & Castilian Wine Country
    The best word to describe our trip planned by CountryBred is seamless. Everything was perfect! My husband and I are both glad we had a mostly hands-off approach to the planning and let CountryBred do it for us. They chose experiences we never would have thought of.

Crafting the Experience

Experiential travel takes time, passion and local ingredients to make something truly special.

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We turn travel inspiration into unforgettable journeys. Begin the trip design process by filling out the form below and a CountryBred specialist will contact you to get your next great adventure underway.


  • CountryBred Encounters begin at $750-$1,000/per person, per day
  • The minimum trip length for a CountryBred Encounter is 5 Days/4 Nights
  • All CountryBred Encounters are land touring experiences only and do not include airfare
  • Groups of four or more are eligible for small group pricing


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