Charming Sicily

Beautiful people, incredible cuisine, and ruins that rival anywhere in the world

This Mediterranean paradise is filled with rugged and natural terrain along with authentic locals who speak to the best of Italy. Indulge your way through the streets of Palermo and explore the markets while tasting local specialties from the Sicilian capital. Experience the real Sicily in Marsala and Erice and taste the delicious wines of the region. Step back in time at the Valley of the Temples in Agrigento and gaze upon the majestic ancient monuments. Discover the charm of Syracuse and the history of the island of Ortigia, Mount Enta, and much more.

8 Days from $3779/person CAD
Food & Wine
UNESCO World Heritage Sites


Choose from a range of places to stay, from premium four to luxury five-star hotels, beautiful villas, and charming boutique properties.
Tailor your trip to include a wide variety of activities, from the must-see to the off-the-beaten-track, on a small-group tour or with a private driver and guide.
Travel whenever you want and escape the tour bus crowds! With no fixed dates or set schedules, you can travel whenever you want, on your own terms.
With in-country knowledge, we are specialists in creating unique experiences, due to a personal and direct relationship with our local partners.

Primary Location

Sicily, Italy


Available every Mondays and Wednesdays from March to October 2023


  • 3-nights in Palermo based on 4-star accommodation
  • 1-night in Syracuse based on 4-star accommodation
  • 3-nights in Taormina based on 4-star accommodation
  • Daily breakfast
  • Private arrival and departure airport transfers
  • Shared Guided Walking Tour Art & Foodie Tour of Palermo
  • Shared Guided Tour of Erice and Marsala with lunch, and wine and olive oil tasting at a winery or farm
  • Private transfer from Palermo to Syracuse with an en-route stop in Agrigento
  • Private Guided Tour of Agrigento with the Valley of the Temples and Entrance fees
  • Private Guided Walking Tour of Syracuse and Ortigia
  • Private Transfer from Syracuse to Taormina
  • Small Group Etna Countryside Food & Wine Lovers Tour

Not Included:

  • International or domestic airfare
  • Gratuities to guides and drivers
  • Travel insurance
  • Additional meals when not mentioned on the itinerary
  • Entrance fees to monuments or museums when not mentioned on the itinerary
  • Local city tax for overnight stays
  • Visas required for entry into the country as necessary
  • Anything of a personal nature or that is not mentioned in included

Pricing Details

Click Book Online for pricing!

  • All pricing is subject to change and is based on availability at the time of booking
  • Seasonal surcharges and blackout dates may apply
  • The final price will vary and is also based on the month of travel

Optional Extras:

  • Private Guided Walking Tour of Taormina with entrance to the Greek Theatre
  • Pre and post accommodation
  • With many accommodations and touring options in Italy, we can mix and match different hotel and activity options to your liking!

Custom Itinerary

This pre-designed itinerary can be booked as is or our specialists can take away the stress and create a custom trip tailored to your tastes. We can arrange an itinerary around your budget, interests, dates, and special requests.

Find out more



Welcome to Palermo! After your arrival at the airport, meet and greet your driver where you will be transferred to your hotel. Enjoy your first day in the city at your own leisure.

Accommodation at Palazzo Brunaccini, Palermo, or similar


Today meet your guide and join this exciting tour of Palermo to discover the art and food the Sicilian capital has to offer, passing by the most evocative landmarks and tasting the most delicious specialties. Sample the island’s original street food snack, arancini, cool down with an icy granita, and indulge in a ricotta-filled cannoli. A Palermo walking tour is one of the best ways to get to know the island capital of Sicily. Pass through the main monuments of the city with your guide while indulging in Sicilian treats. Meals: B

Accommodation at Palazzo Brunaccini, Palermo, or similar


Today meet your guide for a Sicilian adventure to escape the island capital on this full-day small group tour from Palermo with an expert tour escort. The first stop is the medieval hilltop village of Erice. Stroll through the narrow streets and find delightful little courtyards. After leaving Erice, you'll carry on along the west coast of Sicily to Marsala, a town famous for producing sweet wine and, like the entire Sicily. In this area, olive oil is another special local product. You will have the chance to taste both of them, as we will stop for a full Sicilian lunch with a sample tasting of the best local wines and olive oil in a local winery or farm.

The final stop from Palermo is the natural and cultural site landscape that connects land and sea. Marvel at salt windmills and basins, which are still in use today. The 30km road is one of the most evocative routes in Italy, and if you get out of your vehicle, you'll be able to feel the salt in the air! At the end of this unique and fantastic experience, you will return to Palermo. Meals: B, L

Accommodation at Palazzo Brunaccini, Palermo, or similar


In the morning, after breakfast, we'll leave Palermo for Syracuse with a stop in Agrigento for a guided visit to the Valley of the Temples. Today the Valley of the Temples is viewed as the best example of the ancient world because of how well the original settlement site has been preserved. In the end, continue to Syracuse, where you will arrive in the afternoon. Meals: B

Accommodation at Caiammari Boutique Hotel & Spa Resort, Syracuse, or similar


Today, take a guided walking tour of Syracuse. Cicero defined Syracuse as "the most beautiful city in Magna Graecia." He was right, of course. Still today, the echoes of its ancient grandeur reverberate from the streets, churches, and monuments. Continue to Ortigia, the small island off the mainland is the soul of Syracuse, filled with 2,500 years of history. After the walking tour, get ready to transfer to Taormina with your private driver. Meals: B

Accommodation at Splendid Hotel, Taormina, or similar


Today is yours to explore and discover! Taormina "The Mediterranean Pearl", is situated on a natural terrace above the sea. One cannot but remain charmed by the immense beauty of this place. It offers a spectacular view of the turquoise sea that runs to the Calabrian coast in the northeast, to Syracuse in the south, and the smoking peak of Mt. Etna in the west.

As an option, you can book a private guided walking tour of Taormina including a visit to the Greek Theatre, the city's symbol. Meals: B

Accommodation at Splendid Hotel, Taormina, or similar


Start your trip driving through Sicilian villages admiring local and authentic lava stone houses, orange and lemon plantations, olives, and
almond trees while listening to charming stories about Sicilian culture, tradition, and food. Proceeding up until 1000 meters above sea level, you will discover the breathtaking Etna territory. Here, enjoy views of the best Etna vineyards surrounded by frames of lava stones.

After 45 minutes of driving, you will stop at the first venue, a family-run panoramic winery, where you will be welcomed with a glass of cool prosecco. After a guided visit to cellars, you will start your wine tasting with typical and organic cold appetizers. The tasting will include 5 glasses of Etna wine, locally produced cheeses, olives, sun-dried tomatoes, and olive oil bruschetta.

Your second stop will be in an antique and unique farmhouse/restaurant just 20 minutes' drive from the winery. You will continue your food and wine tour on a shadowy open-air terrace overlooking beautiful vineyards, farms, and flowers. The tasting will include local Etna wines, ricotta cheese with marmalade, grilled mushrooms, grilled sweet pepper, vegetable omelet, fried cheese, and 2 different tasting of pasta with seasonal local ingredients (black pork sauce, mushrooms, pistachio, aubergines, asparagus, etc).

Continue your food and wine tour, tasting Authentic Etna Liquors to conclude your gastronomic experience. Your local guide/driver will bring you back to your hotel. Meals: B

Accommodation at Splendid Hotel, Taormina, or similar


Final breakfast followed by check-out and transfer to the Catania airport. Meals: B

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