Sicily Discovery: a 2-week fly-drive holiday

14 nights

Multi-Centre Holidays in Sicily


City, Coast, Countryside


Food and Wine, Sightseeing

£ 2300 pp

Get a taste of the best of Sicily on a self-drive trip around the island that incorporates a beach, city and gastronomic break in one.

Holiday at Glance

Discover the impressive landmarks and bygone eras in Siracusa, Palermo and Taormina.

Indulge in Sicilian food and wine in two wine resorts in Ispica and Menfi

Relax along sandy beaches and swim in crystal clear water


14 nights


from £ 2300 per person


Travel planning

Daily breakfast

Fully comprehensive car hire

3 nights on a BB basis sharing a Deluxe double room with terrace sea view at the Hotel Villa Angela in Taormina

4 nights on a BB basis sharing a Superior double room at the Torre Marabino in Ispica, Val di Noto

4 nights on a BB basis sharing a Classic double room at the Planeta la Foresteria in Menfi, Western Sicily

3 nights on a BB basis sharing a Superior double room at the Palazzo Brunaccini in Palermo

We can help with

4x4 excursion to Mt Etna guided by a speleologist

Private tours of the towns and archeological sites

Visits to dairy farms to see the production of the Ragusano cheese

Bike rentals

Golf Club reservation

Vineyards visits

First stop Taormina

While the views from Taormina are undoubtedly a highlight, this is a town that is chic, glamorous and home to excellent restaurants, shops, beaches, and, of course, the highest active volcano in Europe.


Step into the glossy interior of the centrally-located Hotel Villa Carlotta and enjoy a few days of indulgence, gorgeous views and, arguably, the best breakfast in town.

Next, beach and baroque in South East Sicily

Around two hours by car from Taormina, Ispica sits in the heart of baroque Sicily, in the midst of beautiful countryside.


Alternate relaxing days of sunbathing and swimming in the crystal clear waters of Porto Palo and Pozzallo, reputedly Sicily’s top beaches, with visits to the stunning baroque towns of Noto, Modica and Ragusa.


A stay at Torre Marabino, a 7-room boutique hotel on an organic farm in south east Sicily, means that you can combine the best of sightseeing and beachlife as the hotel is just a ten minute drive to the coast. Breakfast on fresh ricotta and homemade cakes, jams and pastries amidst gardens dotted with olive trees in the Sicilian countryside, then laze by the large pool in the heat of the sun.

Continue to the vineyards of Western Sicily

Travel along Sicily's south coast, passing by the extraordinary Greek archaeological temples at Agrigento. It is a five hour drive to Menfi which sits at the heart of the local wine-growing area and has several wineries. The Greek site at Selinunte is close by.


At Planeta Foresteria, activities range from wine tasting and cooking classes to cycling and general beach life. Visited by vintners from all over the world throughout the year, the winery is extremely highly regarded in wine and gastronomic circles.

End in ... Palermo

The lively Sicilian capital is the perfect end to this fly'n'drive holiday. Explore the churches and palazzos in the historic centre where Greeks, Romans, Arabs, Normans, the Bourbons and the Italians have all left their mark; dip into the mouth-watering street food; and do as the Palermitans do and head for the beach at Mondello.


Housed in a Palazzo in the atmospheric Ballarò market, Hotel Palazzo Brunaccini combines modern comforts with historic charm. Centrally located, everything from Palermo's Cathedral and markets to its theatres are close by.


Please note that this is a sample itinerary and holidays can be organised combining any hotel, duration and method of travel.

International flights

As there is such a flexible choice of flights to Italy, we don't include the airfares in our holiday prices, but we can help you in sorting them out and booked them for you.


We charge a £ 20 booking fee per passenger


and we can also help you with


reserving your seats
booking hold luggage
insert your air miles membership card (available for BA, Jet2, Flybe Alitalia)
airport lounges
airport and hotel parking


We are happy to do all the working and all flights and air holidays sold by us are ATOL protected through our TTA membership and the use of their ATOL Angel plan protection.

julie frenchman
julie frenchman
09:16 09 Jul 19
This is the third occasion that Antonio has organised an Italian holiday for me. As it was a Birthday celebration involving a party of 10, the arrangements were complex, involving a villa, guides and attendance at the Palio on July 2nd. Without exception everything went exactly as planned. The recommended villa on the Montestigliano Estate, south west of Siena, was wonderful. Our guide made sure we had a full understanding of the history and culture of the Palio which meant that, with a spectacular view over the Campo from the apartment booked by Antonio, we were able to appreciate the event that much more. We shall certainly be going back to Italy with more
Kay James
Kay James
12:08 03 May 19
We had an amazing trip organised by Antonio, we visited Naples for a few days then stayed in Sant’ Agata. Both hotels had fabulous amenities and restaurants. The trip was effortless and everything was meticulously arranged. Antonio was also on had for anything we needed during the trip. I would definitely recommend Expert to Italy and we will definitely use this company again in the futureread more
Grant Stupart
Grant Stupart
18:31 16 Aug 18
Antonio with his meticulous planning and caring service has been solely responsible for the best Italian holidays we have had. His ability to offer excellent hotel accommodation which provides for every need and requirement is second to none . Hotels that are not main stream , that provide high quality of service in excellent locations are one of Antonio’s strength. It’s great to have a provider that know and understands his market. Grant B Stupartread more
Jonathan May
Jonathan May
18:06 01 Aug 18
July 2018 _________________________________ Have just completed another 10 day holiday arranged by Antonio at Expert to Italy. We went with Antonio's suggestion and spent 2 days at Matera and then the remainder in Pisciotta in the Cilento. Matera was amazing and felt completely different to anywhere else we have been in Italy. We loved Pisciotta and the hotel was wonderful with lovely owners who were great at suggesting things to do. We visited a buffalo farm, a vinyard and tooks boats to isolated coves with lovely clear water. All arrangements were absolutely faultless. We would never have found such lovely places without Antonio! 2016 _________________________________ We have just returned from a fantastic holiday suggested no arranged by ExpertTo Italy. Once again the organisation by Antonio was flawless and everything worked perfectly. We spent 5 nights by lake Maggiore and 3 in Cogne in the Italian Alps. Both hotels and locations were fantastic - particularly the Bellvue in Cogne. Please see trip advisor if interested in the hotels as I will give a more specific review there - I'm not a fanatic reviewer but both really deserve it. We have used this company for the past 5 years and Antonio seems to have a real gift for finding fantastic hotels and matching locations to his clients. I would not usually put the level of trust in anyone to arrange holidays for me that I have with Antonio but he has delivered every time and I can unreservedly recommend his services. Italy is a beautiful country with huge variety - if you describe what you like to Antonio and let him make suggestions then you will not be disappointed. Very definitely 5 stars from me. So - Antonio and team, please keep it up! Jonread more
Amanda Chapman
Amanda Chapman
22:28 25 Aug 17
Antonio delivered more than expected! Our family of four stayed at two beautiful villa's on the Amalfi Coast. Both of the locations were top class. Antonio provided excellent service and was always available if we had questions about the details of our trip. He was easy to work with and we would recommend his services to others traveling to more
Susan Davidson
Susan Davidson
09:04 19 Jun 17
This was our second holiday with ExpertoItaly, and it was just as good as the first! Antonio provided us with fast, efficient and personal attention. His choice of hotels was first class. Real attention to detail means that you get a holiday that really suits your personal requirements. Brilliant!read more
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