Romantic Sicily Wine Tour

What to expect on this itinerary
Capture the romance of Italy during your custom-tailored Sicily wine tour for couples. Revel in the perfect mixture of seductive history and enchanting flavors with private tours that offer exclusive access to boutique vineyards from Palermo to Marsala. The art and artistry of tradition bring a deep well of heritage that spans the millennia and shapes the captivating ambiance in which you will find Byzantine mosaics, ancient Greek architecture, delicate olive oil, and complex wines. Relax in the beauty of seaside towns, indulge in the splendor of golden architecture, and embrace the immersive panoramas seen during your luxurious wine tour of Sicily.
Customizable Itinerary
Palermo – Arrive in Palermo with a Charming Walking Tour
Palermo is Sicily’s largest city, and it has a charm and intrigue that rises from a rich history thanks to a unique culture at the crossroads of the Mediterranean Sea. Your private transfer will greet you at Falcon Borsellino Airport and escort you to your gorgeous hotel in the heart of the bustling city. You will have time to freshen up and settle into the comforts of your luxury accommodations before meeting your guide in the lobby to begin your private walking tour. Palermo is a city of romance that is accentuated by the flamboyant architecture that combines Norman, Arab, and Baroque designs with Gothic palaces that are framed by soaring palm trees. Stucco decorations adorn the chapels and the vintage stores that are scattered around the distinct neighborhoods with antiques that highlight the faded aristocracies from around the island.
Your guide will lead you deep into the welcoming culture of the city that embraces the refreshing aromas of orange citrus, freshly brewed espresso, and delicious arancini. You will discover the grandeur of the cathedral and the marvels of the Normal Palace before reaching the sensational Cappella Palatina. The Normal chapel was consecrated in the 12th century and features a collection of remarkable mosaics with a harmonious ambiance that combines a Latinate floorplan with a Byzantine dome and Arabic stalactite ceiling. You will find the alluring ambiance of the interior filled with mystical darkness pierced by sporadic glints of decorative gold catching the light.
What's Included:
Palermo – Delight in Palermo’s Ambiance and a Private Cooking Class
Cefalù – Travel to Seaside Cefalù for Winetasting at a Local Vineyard
Cefalù – Revel in the Majesty of Cefalù with a Food and Highlights Tour
Castellammare del Golfo – Visit Greek Segesta and Boutique Wineries
Castellammare del Golfo – Enjoy an Olive Oil Estate and Historic Cuisine
Marsala – Travel to Marsala for Culture, History, and Tastes of Wine
Palermo – Discover the Charms around Marsala with a Day at Leisure
Palermo – Depart for Home
Trip Highlights
- Enjoy the romantic ambiance of the seaside city of Cefalù with a guided tour of the narrow lanes and golden coastline
- Indulge in the unique flavors of Marsala wine at a selection of vineyards that produce elevated wines that are modeled on local cultivation
- Revel in the classic passion of Sicilian cuisine with a multi-course cooking class with each dish paired with an exceptional wine
- Learn the delicate art of sampling olive oil during a special tasting on a family-owned estate
- Discover the enchanting history of Palermo as captured in the gilded mosaics that encompass the walls, ceilings, apses, and archways of Cappella Palatina
- Explore the ancient Greek world of Sicily with a private guided tour of Segesta to view the fascinating preserved temple and theater
- Delight in the unique amorous ambiance of Selinunte that combines enchanting ancient ruins with the elegant views of the Mediterranean Sea
- Feel the quintessential passion in the continued custom of farming salt at an ancient saline with picturesque windmills and levees across the shoreline
Detailed Description
The history of the vine runs deep in Italy, and your 9-day wine tour of Sicily will celebrate the marvels of both new and historical vineyards on the island that are steeped in the romance of a couple’s getaway. Whether you are oenological enthusiasts or looking for a new interest to share, your wine tour will place romance at the forefront by accentuating the seductive charms of the cities, towns, scenery, and flavors of Sicily that promise endless moments that will immerse you in ancient Greek life and contemporary culinary techniques.Your fascinating couple’s wine tour of Sicily will begin with your arrival in Palermo. You will have three nights in the fascinating city with private guided tours leading you through the exceptional architectural, cultural, and culinary history of Sicily’s capital. You will visit grand displays of devotion in the form of the Palatine Chapel and the interior of the Monreale Cathedral, and then discover the splendor of Norman design, the embellishments of Arab engineering, and the continuation of traditional flavors in recipes passed down through the generations.
You will transfer to the gorgeous seaside city of Cefalù for two nights where you can relax in the casual ambiance of the narrow lanes and charismatic promenade, as well as sample select wines from wineries that texture the Mediterranean landscape with lush vines. Once in Castellammare del Golfo, you will experience the splendor of boutique vineyards and the popular purveyors of wine in Sicily with multi-course meals accompanied by wine pairings.
Move next to discover the medieval streets and grand views of Erice located at the top of Mount Eryx, and then be immersed in the ancient wonders of Sicily with a guided tour of the ruins at Segesta. You will sample delightful olive oil on a private estate, and then learn pleasures of salt when visiting a historical salt farm. Spend one night in Marsala to uncover the beauty of the western landscape and the complex flavors of the wineries that are shaping the new and celebrated reputation of local wines. Consider learning more about our travelers’ best Italy travel experiences by reading their Italy travel reviews.
Starting Price
$4,100 per person (excluding international flights)
Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.
What's Included
- Accommodations
- In-country transportation
- Some or all activities and tours
- Expert trip planning
- 24x7 support during your trip
Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.
Verified Traveler Reviews
Based on 3060 reviews
I was very pleased with the entire planning of the trip. The communication with Zicasso's tour company was excellent. The meals that were pre-arranged by them were fantastic and we probably would not have found them on our own.
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My husband and I had a great time on our trip to the northeast Adriatic Coast of Italy. We have very specific tastes as far as where we like to stay and the private tours we like to have during the trip. Zicasso's travel company did a great job, giving us fantastic hotels, and all of our tour guides were top-notch.
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Zicasso's travel agency planned the trip of our dreams! We spent 10 wonderful days in Italy, and it was the perfect mix of activity and leisure. We loved our accommodations and everything ran seamlessly. All the transfers and reservations were arranged and executed without any issues. Our travel agency was very responsive throughout the planning process and while we were on the trip. I would absolutely recommend their services and feel really grateful for the experience we shared.
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My husband and I had utilized the services of Zicasso for prior journeys to Italy, Southeast Asia, and Australia/New Zealand. For our recent trip to Matera and Puglia, I requested an agency located in Italy that specializes in travel to Italy. We selected a company that was on a magazine’s A-list of travel advisors.
Our travel consultant listened to and respected my requests for certain activities (private food, historical and boat tours, wine tastings, cheese making) and types of accommodations (properties that offered a shaded area to relax and read). She also emailed answers to my numerous detail-oriented questions (the curse of having personally worked as a tour guide). She sent a lovely gift to our first hotel and called halfway through our vacation to check in with us. Communication via text with WhatsApp was convenient and used frequently. Most importantly, when we had a problem with one of our accommodations, she followed up (even after our trip had ended) and graciously offered some compensation.
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Italy’s beauty is legendary—its rolling landscapes, vibrant culture, incredible cuisine, and deep history are truly one of a kind. But what made our trip truly extraordinary was the care, creativity, and attention to detail that the Zicasso travel company team brought to every part of our journey.
Our 12-day family adventure—with three teenagers!—was the perfect balance of guided exploration, fun hands-on experiences, and thoughtfully chosen hidden gems. Every stop offered something special for each of us, which is no small feat when traveling with a group of different interests.
While we’re fairly seasoned travelers, having the added support of your concierge service via WhatsApp was a game-changer. Any small questions or needs were handled quickly, warmly, and with a level of professionalism that gave us total peace of mind.
And the hotels—just wow. Every property was not only comfortable and welcoming, but also perfectly located, making it easy for us to explore and enjoy each destination to the fullest.
A heartfelt thank you to the entire travel company team for creating such a seamless and memorable experience. We can’t wait to plan our next adventure with you.
Grazie mille and arrivederci for now!
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Zicasso's travel experts made this trip effortless for us! They were responsive to my many questions and created a memorable trip for my daughter and me that included all of our favorite things, addressed any concerns I had, and stayed within our budget. Every detail was planned and communicated flawlessly. My daughter and I only had to pack our bags and enjoy every minute of this trip of a lifetime. I highly recommend Zicasso and their travel company!
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