Sicily Tours in May 2026
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10 best Sicily tour packages in May
Compiled by

NinaSicily travel expert at TourRadar
- Explore Southern Sicily
- Charming Sicily Food & Wine Small Group Tour - 8 days
- Sicilian Secrets - Tour of Sicily and Malta 11 days
- Sicilian Secrets - Mini Tour of Sicily 5 days
- Sicilian Secrets - Tour of Sicily 6 days
- Sicilian Secrets - Tour of Sicily 10 days from Catania
- Italy: Highlights of Sicily
- Small Group Sicily Food & Wine Tour (Maximum 8 Guests)
- Sicilian Secrets – Tour of Sicily & Aeolian Islands
- Sicily Grand Tour, Self-drive
Explore Southern Sicily
22 Reviews by TourRadar travelers“We were extremely lucky to have Luca as our tour leader. His love for Sicily was contagious.”
Margaret, traveled in April
Duration 8 days Destinations Catania, Syracuse, Agrigento, Trapani, Palermo Age Range Ages 12+ Operator G Adventures May departure dates
See All Departure Dates2 May, 2026 10+ spaces left 9 May, 2026 10+ spaces left From $3,239
20% Off- NZ$2,591You save $648
Charming Sicily Food & Wine Small Group Tour - 8 days
7 Reviews by TourRadar travelers“I really enjoyed the tour!”
Genevieve, traveled in October
Duration 8 days Destinations Catania, Taormina, Mount Etna, Noto, Marzamemi, Syracuse, Island of Ortigia, Palermo Age Range Ages 11+ Operator Click Tours May departure dates
See All Departure Dates4 May, 2026 8 spaces left 11 May, 2026 8 spaces left From $7,731
36% Off- NZ$4,948You save $2,783
Sicilian Secrets - Tour of Sicily and Malta 11 days
16 Reviews by TourRadar travelers“I especially enjoyed the villa at Amerina with the incredible mosaics. Excellent tour!”
Lynn, traveled in July
Duration 11 days Destinations Catania, Syracuse, Noto, Ragusa, Modica, Piazza Armerina, Agrigento, Marsala, Monreale, PalermoSee all destinations Age Range All Ages Welcome Operated in English, Italian, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl May departure dates
See All Departure Dates2 May, 2026 10 spaces left 9 May, 2026 10 spaces left From $4,969
20% Off- NZ$3,975You save $994
Sicilian Secrets - Mini Tour of Sicily 5 days
22 Reviews by TourRadar travelers“It's the perfect itinerary to discover the beauties of Western Sicily. All the facilities were great.”
Ylenia, traveled in April
Duration 5 days Destinations Palermo, Monreale, Cefalu, Catania, Mount Etna, Taormina Age Range All Ages Welcome Operated in English, Italian, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl May departure dates
See All Departure Dates5 May, 2026 10 spaces left 12 May, 2026 10 spaces left From $2,043
20% Off- NZ$1,635You save $409
Sicilian Secrets - Tour of Sicily 6 days
28 Reviews by TourRadar travelers“The staff were your backbone in keeping the tour going & making it memorable.”
Garry, traveled in September
Duration 6 days Destinations Catania, Syracuse, Noto, Ragusa, Modica, Piazza Armerina, Agrigento, Marsala, Monreale, Palermo Age Range All Ages Welcome Operated in English, Italian, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl May departure dates
See All Departure Dates2 May, 2026 10 spaces left 9 May, 2026 10 spaces left From $2,445
20% Off- NZ$1,956You save $489
Sicilian Secrets - Tour of Sicily 10 days from Catania
7 Reviews by TourRadar travelers“We had the opportunity to enjoy the best of Sicily in 10 days. Hotels and meals were good and Taormina is not to be missed.”
Rivadavia, traveled in June
Duration 10 days Destinations Catania, Syracuse, Noto, Ragusa, Modica, Piazza Armerina, Agrigento, Marsala, Monreale, PalermoSee all destinations Age Range All Ages Welcome Operated in English, Italian, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl May departure dates
See All Departure Dates2 May, 2026 10 spaces left 9 May, 2026 10 spaces left From $4,754
20% Off- NZ$3,803You save $951
Duration 8 days Destinations Catania, Syracuse, Noto, Ragusa, Agrigento, Marsala, Erice, Palermo Age Range Ages 15+ Operator Intrepid Travel May departure dates
See All Departure Dates4 May, 2026 10+ spaces left 11 May, 2026 10+ spaces left From $5,215
15% Off- NZ$4,433You save $782
Small Group Sicily Food & Wine Tour (Maximum 8 Guests)
84 Reviews by TourRadar travelers“Well planned with good mix of free time and guided tours. We had a lot of fun.”
Liz, traveled in October
Duration 8 days Destinations Catania, Taormina, Mount Etna, Noto, Marzamemi, Syracuse, Island of Ortigia, Palermo Age Range Ages 18+ Operator Sicily Activities May departure dates
See All Departure Dates4 May, 2026 8 spaces left 11 May, 2026 8 spaces left From
15% Off- NZ$4,295
Sicilian Secrets – Tour of Sicily & Aeolian Islands
5 Reviews by TourRadar travelers“The architecture & history was amazing! For the cost, I think the tour was good value for money.”
Shiree, traveled in October
Duration 9 days Destinations Palermo, Monreale, Cefalu, Catania, Mount Etna, Taormina, Lipari, Salina, Panarea Island, Stromboli Age Range All Ages Welcome Operated in English, Italian, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl May departure dates
See All Departure Dates5 May, 2026 10 spaces left 12 May, 2026 10 spaces left From $4,137
20% Off- NZ$3,309You save $827
Sicily Grand Tour, Self-drive
4 Reviews by TourRadar travelers“The self-drive aspect offered a sense of independence, navigating through Sicily's stunning landscapes.”
Christian, traveled in June
Duration 11 days Destinations Palermo, Taormina, Mount Etna, Syracuse, Noto, Ragusa, Modica, Agrigento Age Range All Ages Welcome Operator TUI Italia May departure dates
See All Departure Dates1 May, 2026 10+ spaces left 2 May, 2026 10+ spaces left From $3,699
20% Off- NZ$2,960You save $740
What people love about Sicily Tours in May
- Sicilian Secrets – Tour of Sicily & Aeolian Islands
Excellent hotels and trip. Times kept to by everyone. Bit of confusion over one tour on Lipari but it was all cleared up quickly. One thing would be prior knowledge of what will be for lunch. I would rather go get my own on some days as certain food items were not to our liking. Our guide, Angelo, eas very good. Made sure my sister had her vegan choices and clearly pointed out what was appropriate.
- Small Group Sicily Food & Wine Tour (Maximum 8 Guests)
My wife and I utilized Tourradar for the first time, booking a food and wine lovers tour through Sicily Activities. This was our first-time visiting Italy and we arrived on March 14th, 2022 from the US. Overall, we rated this tour a 4/5 stars with many portions of the trip well exceeding our expectations while some parts of the tour did could be improved. The size of our group ended up being 5 adults. I cannot say enough about our tour director Massimo and Sicily Activities. Excellent to deal with in every aspect. The coordination and communication were effortless. The daily itinerary was clear and we experienced no travel issues. Upon our arrival into Catania, we were promptly met at the airport by Antonio, who was also our local guide for the next 3 days. Antonio was a true professional and a very passionate guide. I cannot say enough about our time with him, Antonio made this trip a positive experience. He is an asset to Sicily Activities! Our time in Taormina was magical. Following our arrival at Hotel Ariston, we went on a walking tour of Taormina with three different stops. There was no going hungry on this night as we experienced varying foods and drink. The following day was probable one of the highlights for us when meeting Giovanni for our cooking experience. The experience was everything we expected and much more. A lasting experience full of fun and enjoyment. Food was excellent with no shortage. I would recommend skipping breakfast this morning. For our 3rd day in the Taormina area, we traveled to a winery near Mt. Etna followed by lunch nearby. These two events had room for improvement. Although Antonio did his best as our guide, I found each these events lacking. The wine tour of the Gambino winery was basically a run of the mill wine tasting that I have experience time and time again. The property is small and not very scenic with no room to explore the surrounding countryside. The winery was not pushy, but at the end of the tour we were guilted into buying wine memberships. Our second stop for lunch was a roadside restaurant filled with working men of the area (no woman) and an excellent but brief and informal lunch was provided). Again, this occurred on a small piece of beautiful property, however we had no opportunity to explore, nor did I find each location close to Mt. Etna. There was room for improvement here. Day 4, we travelled towards our new destination of Syracusa, stopping for a walking tour in Noto followed by lunch in Marzamemi. Again, I found room for improvement on this day as well. Antonio did a great job providing information of the locale, but we did not try the local Modica chocolate or Sicilian ice-cream because the business was apparently closed. This should have been addressed before the tour with an alternate. Our brief 2-course lunch in Marzamemi also had room for improvement. The restaurant did not appear to be ready for our visit and was very impersonal. I don’t believe we truly experienced the “food culture” of this area with 2 brief dishes. Upon arrival into Syracusa, we stayed at Hotel Alfeo for the next two nights. Syracusa was another magical place to visit and we had a 24 hour period of “free-time” allowing us to explore the Ortigia. Our only tour in Syracusa began the following evening in which we visited three different restaurants and ate similar foods as we did in Taormina. Our tour guide Elisa was very pleasant and recommended various sites we had previously visited during our free time. Unfortunately, we could not act on many of her recommendations because our tour left the next morning for Palermo. In another recommendation, the night tour of Syracusa should have occurred the evening of our arrival, therefore we could utilize the recommendations provided by our guide during a day of free-time, instead of vice-versus. Also, trying the exact same cuisine as we did during the Taormina night tour was repetitive. Our next day began with a wine tour at a “castle” in the countryside of Syracusa before traveling to Palermo. The wine tour and lunch was excellent and very personal, however there was no castle by any time of definition. This is a small two-room family winery that has been around for hundreds of years. Again, no opportunity to visit the countryside or walk around the property. This tour also occurred prior to a 4+ hour drive to Palermo in which there was no where to stop along the way. The grueling drive made this entire day unpleasant. I suggestion would be to get the drive out of the way before committing to any type of morning food or wine tour. We arrived in Palermo later in the afternoon and stayed at Hotel Garibaldi. The next day was a walking tour of Palermo and some of the markets. The tour was conducted by Frederico who was professional but impersonal. We were combined with another tour group of 7 people including a screaming baby. This larger group made it very difficult to enjoy the walking tour of the narrow markets and was not what was advertised in our group. The food was good as we experienced some of the local cuisine that I had not previously tried. Due to flight schedules, Massimo was able to add an additional day “free-day” in Palermo for my wife and I which we enjoyed. Our early morning shuttle to the Palermo airport arrived on-time and without issue. Each of the three hotels were supposedly rated as 4-star, however if comparing to hotels in the US, each one would barely make a 3-star cut. All were clean, without security concerns, and centrally located. Hotel Ariston in Taormina was by far the best place we stayed. Beds were hard and uncomfortable and the room was extremely small. In return we had one of the best views in the world. Great service and breakfast would decent. Hotel Alfeo in Syracusa provided a large, clean room. Service was lacking with a small breakfast, no bar or dinner service, and limited amenities (claiming covid). It was nice to look out onto the street but all I heard was car alarms and sirens all night long. Hotel Garibaldi in Palermo had a comparable size room with better amenities, breakfast, and limited bar and dinner service. Walls were paper thin and all you could hear is the elevator machinery all night long. Each of the hotels had uncomfortable beds (must be the Italian standard) and no laundry service. For American’s visiting, we learned a couple of things that were not clear prior to our travel. Unless you are traveling on separately purchased tickets, your luggage will get checked through Rome to your final destination. Unlike in the US, you do not need to pick up your luggage while going through customs/passport control on your way there. Upon return to the states, you will have to get your luggage at JFK before continuing onward. Make sure you back the KN95 masks, which are required to be worn on the flights in Italy. We had no issue with showing our CDC covid cards (6 months from last shot) instead of the “green pass” and we were only checked at the hotels generally. Some of the restaurants outside of the tour would check when they figured out you were a tourist. As far as money, we set-up an account with Wise (prepaid) and converted Euro’s before leaving. Anytime we used the card for purchase or ATM withdrawal, funds were taken out in Euro without fees. We provided our tour guides with gratuities of approx. $10 euro per tour per person. Other than the guides, no one expected gratuities. Thank you Massimo for the excellent trip! My wife and I greatly enjoyed our time in Sicily!
- Sicilian Secrets - Tour of Sicily 6 days
Angelo was a great tour guide. The wine tour was fun. The sights we were taken to were nice to see.
What our customers ask about Sicily Tours in May 2026
What are the must-visit destinations in Sicily Islands during May?
May is a prime time to see Sicily's key attractions. Visitors should head to Mount Etna for guided volcano walks, Taormina's Greek theater and the Valley of Temples in Agrigento. A TourRadar traveler noted: "Visiting the Aeolian Islands in May was perfect - we could explore Lipari and Stromboli without the summer crowds and the views were spectacular." The Baroque architecture in Noto and Ragusa deserves attention along with the historic districts of Palermo and Catania. Hotels like Il Principe Hotel and Hotel Mediterraneo Palace put you close to these major sites.
What are the best coastal locations to visit in Sicily during May?
The coastal towns shine in May before peak season arrives. Taormina's Arathena Rocks Hotel provides easy access to local beaches while Cefalu draws visitors to its Norman cathedral and old town streets. Syracuse's Ortygia Island offers a mix of history and seaside charm. As one TourRadar traveler shared "Swimming at Giardini Naxos was perfect in May with fewer crowds than summer months." The clear waters around the Aeolian Islands particularly Lipari and Panarea make for excellent day trips.
Are the prices better for visiting Sicily Islands in May compared to peak summer months?
May offers significant savings with daily costs ranging from 200-350 USD about 30-40% lower than peak summer rates. For example the Sicilian Secrets tour runs 1633 USD in May compared to 2100 USD in August. Hotels such as Mercure Palermo Centro and Hotel Villa Angela in Taormina reduce their rates while maintaining full services. A TourRadar traveler confirmed "May was perfect for value - great weather without the summer crowds and prices."
What special events or festivals happen in Sicily Islands during May?
Cultural celebrations fill the May calendar. The Infiorata festival transforms Noto's streets with detailed flower petal artwork. Syracuse hosts the Greek Theater Festival bringing classical performances to ancient venues. Palermo celebrates the Feast of Santa Rosalia featuring local food and traditional music. TourRadar travelers mention "the local festivals added an authentic cultural dimension to our May visit."
What unique food experiences are available in Sicily Islands during May?
May brings peak seasonal ingredients to Sicilian tables. Visitors can join wine tastings at Mount Etna vineyards explore chocolate making in Modica or take street food walks in Palermo. A TourRadar traveler shared: "The food tours in May were incredible - we loved the arancini cooking class in Syracuse and the wine tasting at Florio Cellars in Marsala." Many hotels like Palazzo Sitano in Palermo organize food experiences featuring local specialties.
What is the weather like in Sicily Islands during May?
Temperatures hover between 20-25°C (68-77°F) across Sicily Islands in May. Coastal areas like Taormina and Syracuse see plenty of sun with minimal rain while Mount Etna stays cooler at around 15°C (59°F). TourRadar travelers report "The weather in May was perfect for exploring not too hot for walking but warm enough for enjoying the beaches in places like Cefalu." These conditions work well for visiting outdoor sites such as Agrigento's Valley of Temples.
How busy are the main tourist sites in Sicily Islands during May?
May strikes a good balance at popular attractions. While livelier than winter it's noticeably calmer than summer peak season. A TourRadar traveler observed: "The Valley of Temples and Taormina's Greek Theater were pleasantly busy but not overcrowded in May. We could enjoy sites like Mount Etna and the Palatine Chapel without long queues." Hotels like Hotel Argento in Malta and Hotel Garibaldi in Palermo remain accessible while offering convenient locations for sightseeing.