Romantic Sicily Wine Tour

Couple at a luxury resort pool surrounded by vineyards in Selinunte, Sicily

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.

Countries Visited

Italy

Places Visited

Palermo, Marsala, Cefalù, Erice, Selinunte

Suggested Duration

9 Days

Customizable Itinerary

Expand All
Day 1

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:

Transfer
Accommodation
Breakfast
Day 2

Palermo – Delight in Palermo’s Ambiance and a Private Cooking Class

Day 3

Cefalù – Travel to Seaside Cefalù for Winetasting at a Local Vineyard

Day 4

Cefalù – Revel in the Majesty of Cefalù with a Food and Highlights Tour

Day 5

Castellammare del Golfo – Visit Greek Segesta and Boutique Wineries

Day 6

Castellammare del Golfo – Enjoy an Olive Oil Estate and Historic Cuisine

Day 7

Marsala – Travel to Marsala for Culture, History, and Tastes of Wine

Day 8

Palermo – Discover the Charms around Marsala with a Day at Leisure

Day 9

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.

4.9

Verified Traveler Reviews

Based on 405 reviews

Italy Travel Review: Rome, Ortigia, Modica, Agrigento, Noto, Marzamemi, Taormina, Winery Visit, Food Tour, Mt Etna, 9 Nights

Overall, I loved all that was planned for me by the travel specialist. She did a great job planning the transfers, tours, and activities we discussed during our planning. In particular, I loved my tour of Modica, the winery visit, my visit to Agrigento, and my visit to Noto and Marzamemi. I also loved my hotel in Ortigia - the location, the architecture, the views. I wish I had requested a sea view for my Taormina hotel, as not having that felt like a miss. I did not like at all the hotel in Rome (in spite of its convenient location) - it was a miss after such a glorious trip.

Every single tour guide and driver was excellent, knowledgeable and reliable. The initial personal fast track transfer in Rome was also excellent, and I requested the same service when I was leaving.

I would have liked the food and wine tour in Taormina to be a bit more elevated, given I am a foodie with elevated tastes. The local Sicily organizer, was very responsive overall. I just found it strange that she did not follow through on her offer to pay for a dinner because I chose my own venue.

The reason I am not giving this trip a 5 is because of a few issues: the room in Taormina and the hotel in Rome. The trip started strong with the transfer support and I wish it had been included at the end - I paid an additional fee for it. I also paid a significant additional fee for a private tour to Mt. Etna, which was given by the same person who drove me there. I feel like I overpaid for that tour. I canceled the Etna Food and Wine tour and wish I had gotten some consideration for that.

Stepping back, I am grateful for the trip and all the detailed organizing that went into it. I will look more closely at hotels offered so I avoid being disappointed.

See more

Sicily Vacation Review: Syracuse, Noto, Ragusa, Modica, Ortigia, 1 Week

We had a fabulous time in Sicily. It was our first visit and Zicasso’s travel company planned an excellent itinerary, with great recommendations on the cities and towns to visit that felt like a truly local experience. (Other agents focus on the big cities of Palermo and Taormina, but the travel company recommended we spend more time in Syracuse/Noto, Ragusa, and Modica.)

We loved our primary driver and the boutique hotels they selected for us. Communication and documents were all easy to follow.

The only piece we wish might have been curated a little more was the recommended dining options. There were too many and not necessarily great restaurants.

See more

Sicily Travel Review: Pistachio Farm, Greek Ruins, Salt Flats, Sciacca, 12 Days

We loved Sicily—the people, the scenery, and the food. Our driver was excellent. He drove cautiously among the crazy Sicilian drivers. We also enjoyed his company. The guides were all highly trained and engaging.

See more

Sicily Tour Review: Agrigento, Ortigia Island, Syracuse, Taormina, 10 Days

Everything was really perfect! The tour guides and drivers were fabulous, and the hotels were top-notch! Zicasso’s travel specialist listened to all our requests and delivered a wonderful experience for us to explore Sicily.

See more

Italy Vacation Review: Sicily, Cooking Class, History, 12 Nights

We had a great time in Sicily. All the tours and transports were on time and efficient. We had great tour guides who really helped us understand the history and many other things. If we needed help, Zicasso’s tour company was available to solve the issue.

See more

Italy, Greece Tour Review: Palermo, Messina, Mount Etna, Agrigento, Taormina, Rome, Cooking Class, Wine Tasting, 9 Days

Originally, we had booked a Turkey/Greece itinerary with a Zicasso affiliate. Due to the outbreak of Middle East hostilities, we canceled the Turkey portion of our trip and decided to replace it with Sicily/Rome. Zicasso’s travel specialist, with very little time to spare, developed an agenda that synced up with our remaining plans in Greece. The result was extraordinarily professional.

The detailed agenda, with descriptions, times, locations, and contact information, left nothing to chance, giving us great peace of mind. The drivers and tour guides were very professional. Most of our guides had PhDs! Foodie tours in Palermo, cooking classes in Messina, wine tasting on Mount Etna (with a five-course meal!), archaeological and historic sites with informed insights... amazing! Our hotels and restaurants were first class!

The travel specialist did a great job of involving us in the selection process. Kudos! Our airline ticketing was also handled seamlessly, with no glitches.

We would highly recommend this travel company!

See more

Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

31,000+ Verified Traveler Reviews