May 19-27, 2025

Highlights Itinerary Your Hosts Pricing & Tour Details Book Now

"Step into the world of Sicilian wines with me as your guide. Together, we'll wander through ancient vineyards, basking in the Mediterranean sun as we uncover the hidden gems of this enchanting island. Dubbed "the next big thing in wine" by Wine News, Sicily is definitely having a moment. From the smoky depths of Mount Etna to the sun-drenched slopes of Marsala, I'll introduce you to the diverse flavors, indigenous grapes, and rich histories behind each bottle. Join me on a journey of discovery, where every sip tells a story and every vineyard holds a secret waiting to be revealed." ~ Lesley Quinn, Stellar Somm Wine Experts


Day 1 - May 19, 2025
Arrival in Palermo

  • Welcome to Sicily! Arrive at the Palermo International Airport. After clearing customs and collecting your luggage, we will be met and transferred to our hotel to check-in. 
  • In the afternoon, enjoy a walking tour of the city of Palermo (approx. 3 hrs). Palermo is brimming with magnificent architecture and lively street markets. Marvel at the top sights with our guide for a stroll through the city center, passing by churches and palaces, historic squares, and vibrant markets to experience the best of the city in just hours.
  • In the evening, we’ll enjoy a 3-course welcome dinner and wine tasting 101 with our sommelier, Lesley Quinn, at our hotel’s restaurant. 
  • Overnight in Palermo. 


  • Meals: Dinner
  • Wine experiences: Wine Tasting 101 with dinner

Day 2 - May 20, 2025
Visit local wineries near Palermo

  • Breakfast at our hotel. 
  • Today, we’ll do a full-day tour with a local guide, stopping at two local wineries to taste wines, olive oil, and typical Sicilian food products, plus we’ll have a light lunch. 
  • Return to our hotel. Evening at leisure. 
  • Overnight in Palermo. 


  • Meals: Breakfast, lunch and tastings
  • Wine experiences: Visits to 2 local wineries with tastings / light lunch

Day 3 - May 21, 2025
Palermo Food Tour

  • Breakfast at our hotel. 
  • What better way to explore Palermo than walking down the streets and trying out local food. We’ll take a walking tour with a local guide to sample cannolo, arancino, panelle, and pasta. 
  • This afternoon you’ll have the opportunity to hit up a local wine shop with our Sommelier, Lesley, to see what’s on offer or to spend your afternoon at leisure. 
  • Find a local restaurant for dinner and spend your evening wandering the waterfront at your leisure. 
  • Overnight in Palermo.


  • Meals: Breakfast, tastings
  • Wine experiences: Wine shopping with our Sommelier, Lesley Quinn

Day 4 - May 22, 2025
Palermo to Catania with winery visit

  • Have breakfast at our hotel before we check out. 
  • We’ll be transferred from Palermo to Catania with a stop at a local winery for a wine tasting and light lunch along the way. 
  • Once we arrive in Catania, we’ll check-in at our hotel and have the rest of the day at leisure. 
  • Overnight in Catania. 


  • Meals: Breakfast, lunch
  • Wine experiences: Tasting and light lunch at local winery

Day 5 - May 23, 2025

Etna and winery visit 

  • Start your day with breakfast at our hotel. 
  • We’ll then take a full-day tour of the southern part of Etna. Mount Etna is Europe’s largest active volcano, but you don’t have to climb the mighty peak to experience the natural wonder. Experience the ancient woodlands and lava caves of Mount Etna, indulge in Sicilian-style light lunch and tasting at a local winery and explore the surrounding area.
  • Return to our hotel. 
  • Evening at leisure. 
  • Overnight in Catania.


  • Meals: Breakfast, lunch 
  • Wine experiences: Tasting and light lunch at local winery

Day 6 - May 24, 2025

Catania Region 

  • Breakfast at our hotel. 
  • Optional half-day hike at Mount Etna (2.5 hours, strenuous) to 2,100 m elevation to see the “Bottoniera” - a sequence of craters located in the area of the lava flows. We’ll see the fractured earth caused by the eruption and - weather permitting - a spectacular view.
  • At the conclusion of our hike, we’ll meet the rest of our group and will visit a local winery in the Catania region for a tasting and light lunch.
  • Return to our hotel - evening at leisure.
  • Overnight in Catania. 


  • Meals: Breakfast, lunch 
  • Wine experiences: Tasting and light lunch at local winery

Day 7 - May 25, 2025


  • After breakfast at our hotel, we’ll set-off on a full-day excursion to Taormina and surrounding area. 
  • Optional half-day boat tour on the Taormina coast (6.5 hours) to see the Bay of Giardini Naxos and Capo Taormina where we will stop to swim and view the Grotta del Giorno. We’ll then tour the bay of Isola Bella and see the Grotta Azzurra (from the outside). We’ll visit the small bay of Mazzarò and stop for a second swimming stop in the Bay of Spisone. Our tour will end at Giardini Naxo, where we will transfer from the boat to land by dinghy, have lunch on your own, and then take our coach back to Catania. 


  • Meals: Breakfast
  • Wine experiences: None

Day 8 - May 26, 2025

Catania region with winery visit 

  • We’ll enjoy breakfast at our hotel before visiting a local winery for a tasting and light lunch. 
  • After an afternoon at leisure, we’ll have a farewell dinner at a local restaurant in Catania. 
  • Overnight in Catania. 


  • Meals: Breakfast, lunch, dinner
  • Wine experiences: Tasting and light lunch at a local winery

Day 9 - May 27, 2025


  • After breakfast, take a private transfer to the airport to return to Canada or continue your adventure.


  • Meals: Breakfast


Your Hosts

This tour will be hosted by Sommelier, Lesley Quinn, of Stellar Somm Wine Experts, and  Stewart Travel Group's Trusted Senior Travel Advisor, Frances Gertsch. With many years of experience in the hospitality industry, passion for travel and wine, and a knack for service like few others, Lesley and Frances will ensure you are well taken care of, learn a bunch, and beyond it all, have a lot of fun. 

Questions? Contact your Trusted Travel Advisor at Stewart Travel Group or reach out to Frances or Lesley - they'd be happy to help you!


Pricing & Tour Details

  • $4,940 per person, double occupancy
  • $5,690 per person, single occupancy 

  • Deposit of $750 CAD per person due upon booking
  • Final payment due to Stewart Travel Group no later than February 1, 2025

  • All payments are non-refundable and non-transferrable.
  • NOTE: A minimum of 15 passengers is required for this trip to run.
  • NOTE: This tour will begin in Palermo and end in Catania. Flights may not be escorted by your tour hosts. 

What’s Included

  • 7 nights accommodation at 4* hotels in lead-in rooms
  • All transfers and transportation as described
  • Daily breakfast, 2 dinners, 7 tastings/light lunches
  • Local guide for 4 days of tour
  • Unlimited trip interruption benefits, $10M emergency medical coverage, loss/damage/delay of baggage and personal effects, and accidental death & dismemberment benefits
  • Accompaniment of Sommelier, Lesley Quinn, and Stewart Travel Group Host, Frances Gertsch, throughout

What’s Not Included

  • Round trip flights from Canada to Sicily
  • Meals not included in the itinerary
  • Tourist tax (3-4 EUR per person per night) payable directly to the hotels
  • Gratuities
  • Trip cancellation insurance
  • Items of a personal nature and any other services not mentioned above

Travel Insurance

Travel insurance that includes trip cancellation, trip interruption, baggage loss / damage / delay, flight / travel accident, and emergency medical coverage is available and is highly recommended for all travelers. This trip includes trip interruption, baggage loss / damage / delay, flight / travel accident, and emergency medical benefits. If you would like to add trip cancellation coverage to protect your investment, please speak to your Trusted Travel Advisor to find the option that is best for you. 

Optional Trip Cancellation Coverage can be added to your booking: 

    • $513 per person 69 years and younger, double occupancy package
    • $604 per person 69 years and younger, single occupancy package
    • $1,049 per person age 70-74, double occupancy package
    • $1,236 per person age 70-74, single occupancy package

    Terms and Conditions

    Please review Stewart Travel Group's standard terms and conditions prior to booking.