A Taste of Sicily: Wine, Wonders & Timeless Beauty

Embark on a luxurious journey through Sicily, exploring historic sites, stunning landscapes, and exquisite cuisine from Palermo to Mount Etna.

View Itinerary

Experience the Magic of Sicily – A Luxurious Group Adventure!

Are you ready for an unforgettable journey through one of Italy’s most enchanting regions? Join our exclusive group experience and immerse yourself in the breathtaking landscapes, rich history, and exquisite flavors of Sicily. From the vibrant streets of Palermo to the ancient wonders of Agrigento and the coastal beauty of Taormina, this meticulously curated itinerary offers a perfect balance of culture, relaxation, and adventure. Stroll through historic towns, savor authentic Sicilian cuisine, embark on a private boat excursion, and marvel at the volcanic majesty of Mount Etna—all while enjoying world-class accommodations and seamless travel arrangements. Designed for travelers who seek luxury, culture, and effortless exploration, this journey ensures an unparalleled experience from start to finish.

Why Travel with Us?

  • Exclusive Itinerary – Handpicked experiences that capture Sicily’s essence, from ancient Greek temples to vibrant coastal towns.
  • Luxury Accommodations – Stay in world-class hotels, including Hotel Villa Igiea in Palermo and Grand Hotel Timeo in Taormina.
  • Expert Local Guides – Gain insider knowledge and historical insights from experienced guides at every destination.
  • All-Inclusive Perks – Enjoy daily breakfast, select gourmet meals, private tours, wine tastings, and exclusive excursions.
  • Stress-Free Planning – From airport transfers to luggage handling, we take care of every detail so you can relax and enjoy.
     

Leave the Stress Behind – We Handle Everything!

No more worrying about planning, logistics, or reservations. Our expertly crafted itinerary ensures seamless travel, with every transfer, hotel check-in, and meal arranged in advance. Just pack your bags and prepare for a stress-free adventure in Sicily.

  • Deluxe Accommodations – Three luxurious hotels with world-class amenities

  • 14 Included Meals – A mix of gourmet breakfasts, lunches, and dinners

  • Private Transfers & Guided Tours – Travel comfortably with English-speaking guides

  • All Entrance Fees Covered – Gain exclusive access to Sicily’s most iconic sites

  • Gratuities Included – No need to worry about tipping—it's all taken care of!


Limited Availability – Secure Your Spot Today!

Spaces for this exclusive group experience are limited, and with special group pricing, they won’t last long. Reserve your place today with a 25% deposit and take advantage of our early-bird rates!

  • Travel Dates: May 2 – May 10, 2026

  • Pricing: $14,296 per person (double occupancy)

  • Custom Flight Options Available

Don’t miss this opportunity to experience Spectacular Sicily in unparalleled style and comfort. Contact us today to book your dream adventure!

Terms, conditions and restrictions apply; pricing, availability, and other details subject to change and/ or apply to US or Canadian residents. Please confirm details and booking information with your travel advisor.

A 25% non-refundable deposit is required to confirm your participation in this Sicily group travel experience. Final payment is due 90 days prior to departure. Cancellation must be made in writing and will be subject to the following penalties: cancellations made more than 90 days prior to departure will result in forfeiture of the deposit; cancellations made between 90 and 60 days prior to departure will incur a penalty of 75% of the total tour cost; cancellations made less than 60 days prior to departure will result in 100% forfeiture of the total tour cost. The package includes deluxe accommodations, 14 meals, private transfers, guided tours, entrance fees, and gratuities, but excludes international airfare, personal expenses (such as telephone charges, laundry, and insurance), and any meals not specified in the itinerary. We strongly recommend purchasing trip cancellation and medical insurance to protect your investment. By booking this tour, travelers agree to comply with all terms, conditions, and cancellation policies set forth by Winger Travel Agency, Inc. and its partners.


Itinerary

  1. Day 1: Arrival in Palermo

    On May 2, 2026, arrive in Palermo, where a private transfer will take you to Hotel Villa Igiea. Settle into your luxurious accommodations before enjoying a welcome cocktail and dinner at the hotel, setting the stage for an unforgettable journey.

  2. Day 2: Discover Palermo

    On May 3, 2026, embark on a guided city tour of Palermo, exploring the magnificent Teatro Massimo, Quattro Canti, and Palermo Cathedral. Admire the breathtaking mosaics of La Martorana Church, a true masterpiece of Sicilian architecture. The afternoon is yours to explore the city at leisure or relax at your hotel. Overnight at Hotel Villa Igiea.

  3. Day 3: Palermo to Agrigento

    On May 4, 2026, transfer to Agrigento with an English-speaking assistant. Upon arrival, check into the charming Hotel Villa Athena before visiting the Valley of the Temples, one of the most well-preserved Greek archaeological sites in the world. End the day with a delightful dinner at the hotel’s restaurant, featuring Sicilian specialties.

  4. Day 4: Agrigento to Taormina (Via Piazza Armerina)

    On May 5, 2026, depart Agrigento for Taormina, stopping en route in Piazza Armerina to visit the Villa Romana del Casale, famous for its extraordinary mosaics. Enjoy lunch at a local restaurant before arriving at the luxurious Grand Hotel Timeo, A Belmond Hotel, where you'll check in and unwind for the evening.

  5. Day 5: Taormina Guided Tour

    On May 6, 2026, discover the enchanting town of Taormina with a half-day guided walking tour, including a visit to the iconic Greek Theatre, offering breathtaking views of Mount Etna. Spend the afternoon at leisure, either exploring the town’s charming streets or relaxing at the hotel. Overnight at Grand Hotel Timeo.

  6. Day 6: Private Boat Excursion

    On May 7, 2026, embark on a private boat excursion along Sicily’s stunning coastline, discovering hidden coves and crystal-clear waters. Indulge in lunch at a seaside restaurant, then enjoy the rest of the evening at leisure. Overnight at Grand Hotel Timeo.

  7. Day 7: Mount Etna & Wine Tasting

    On May 8, 2026, set out on a morning excursion to Mount Etna, Europe’s highest active volcano. Journey through the fertile volcanic landscape before visiting Pietradolce Winery for a wine tasting and a traditional Sicilian lunch. In the evening, celebrate your incredible journey with a farewell cocktail and dinner at Grand Hotel Timeo.

  8. Day 8: Departure

    On May 9, 2026, bid farewell to Sicily as you take a private transfer to Catania Airport for your departure, bringing an end to this spectacular adventure.

Contact our travel experts for more details