Signature Sights & Cities of Sicily

9 days from $4,221 per person*
  • Dine on Sicilian wine and food with a private cooking lesson.
  • With private guide, visit the UNESCO-listed town of Ragusa.
  • Private guided tour to the salt pans of Erice, with a wine tasting.
  • Discover the Valley of the Temples in Agrigento, with private guide.
  • Featuring expertly selected hotels.
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Uncover the mysteries of Sicily’s vibrant cities, seductive landscapes and awe-inspiring architecture on this carefully curated tour through the jewel of the Mediterranean.

Sicily has been home to every great Mediterranean civilization and this magnificent island continues to draw stylish jet-setters from across the globe. Known for its sculpted coastlines, azure waters and proud culture, Sicily has a character all its own. Meet your guide for a personal tour of astounding archeological sites including the Valley of the Temples and the Necropolis. Explore brooding medieval towns and learn the secrets of Sicilian cooking in a private culinary lesson. Stroll golden beaches and take a moment to watch the sun set behind Mount Etna, painting the sky in hues of gold and pink. Here in Italy’s southern outpost, the scenic views are unlike any other place on earth.

Enjoy a personalized vacation that best suits your needs, developed by one of our experienced destination experts. Relax during your trip with our 24/7 support and expert local guidance.

Day
Activities Hotel & Meals
Hotel & Meals
  • Day 1 Palermo
    Palermo
    • Transfer - Private - Airport with Meet & Greet - Vehicle/Driver-Assistant(2)
    • Italy - Welcome Package(2)
    • Self-Guided - Historic Palermo
    • Optional Dinner (Fine casual dining options)
  • Day 2 Palermo
    Palermo
    • Tour - Private - Exploring Palermos' sites & Market & Monreale Cathedral (8 hrs) - Vehicle/Local Guide/Driver(2)
  • Day 3 Palermo to Agrigento
    Palermo to Agrigento
    • Palermo - Agrigento [via Segesta (guided tour), Erice (wine & sweet tastings) & Salt Pans] - Vehicle/Driver/(Guide - 2hrs)(2)
  • Day 4 Agrigento
    Agrigento
    • Tour - Private - 1/2 Day Visit of the Valley of the Temples & Garden of the Kolymbetra and the Necropolis (3hrs) - Vehicle/Guide/Driver(2)
  • Day 5 Agrigento to Ragusa
    Agrigento to Ragusa
    • Agrigento - Ragusa [Visit of UNESCO town of Ragusa] - Vehicle/Local Guide/Driver(2)
  • Day 6 Ragusa
    Ragusa
    • At Leisure
  • Day 7 Ragusa to Taormina
    Ragusa to Taormina
    • Ragusa - Taormina [via Syracuse (Visit of Archeological site) & Ortigia] - Vehicle/Driver/(Guide: 4hrs)(2)
    The Ashbee (5*) (B) (Classic )
  • Day 8 Taormina
    Taormina
    • Tour - Private - 1/2 Day Food & Wine of Sicily (with Cooking lesson & Lunch) - Vehicle/Driver/Chef
    • Self-Guided - Beach Day
    The Ashbee (5*) (B) (Classic )
  • Day 9 Taormina
    Taormina
    • Taormina - Catania [Airport, 45 mins] - Vehicle/Driver (2)
We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.
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Day 1: Palermo

Your English speaking driver- assistant will be waiting for you outside the customs with a sign with your name on it. He will accompany you to your accommodation.

A welcome package with a city map, train tickets (if relevant), and any other touristic information that we deem you may find useful will be waiting for you upon your arrival at your first hotel on your trip.

Explore Palermo at your leisure. Palermo is full of worthy destinations, and in the historic district in can seem as though they are all competing for your attention. Of all the things to see in Palermo, few showcase as completely the differing influences that have swept through the city as the city's cathedral. Refurbished and shining, the Teatro Massimo is one of the premier Palermo sights. It is the largest theatre in Italy and presents a full slate of performances each year. Blending flea market, kasbah, souk, and haggler’s heaven, the markets in Palermo vibrate with energy. The street foods are one attraction, and the goods quite another. See them at the Vucciria, Borgo Vecchio, Capo, Ballaro, or Piazza Perani. The museum and gallery of Islamic art, Zisa, was built in the 12th century, and was the hunting lodge of the Norman Kings. The interior highlights the architectural influences of the Moorish tribes who had only recently been conquered. One of the most memorable Palermo sights is underground. More than 8,000 corpses have been mummified and put on display in the Catacombs of the Capuchins, a monastic order whose ossuary is under the Santa Maria della Concezione.

Please let your Sales Advisor know if you would like to have any dinners included during your time in Palermo. There are lots of options from casual restaurants to ones of historical note such as the Osteria dei Vespri, where scenes of Visconti’s movie "The Leopard" were filmed.

Accommodation: Grand Hotel Piazza Borsa (4*)

Once a convent and church, the Grand Hotel Piazza Borsa is located in the heart of Palermo, Sicily. The middle of the hotel features the Old Cloister, a sitting area with a fountain as its focus, where guests can enjoy the lovely atmosphere. Each guest room has its own separate design and personality, but all aim to provide maximum comfort, from the most exclusive suite to the snuggest single room. Two bars and a restaurant provide guests with delicious food and drinks and the wellness & fitness center keeps guests moving, while relaxed in the at relaxed at the same time.

Palermo
Palermo
Grand Hotel Piazza Borsa
Grand Hotel Piazza Borsa

Day 2: Palermo

Meet your driver in your hotel lobby this morning to visit Palermo and Monreale with a local guide. You’ll be enchanted by Palermo’s wide boulevards, traditional Sicilian Old Quarter, and baroque palaces. You’ll see the city’s main sights, including Quattro Canti (the Four Corners), an extravagant baroque square ringed by four buildings with baroque sculptures that depict the Four Seasons, Spanish kings, and the patron saints of Palermo’s four old quarters. You’ll also see the twelfth-century Cathedral, which houses a pantheon of royal tombs. Afterwards, you will be taken to Palermo’s impressive food market Il Capo which is full of color and great epicurean delights. Be sure to sample some typical street food such as pani ca meusa, panelle and arancini while you are there!

Later you’ll discover the Arab-Norman splendor of the Monreale Cathedral. This treasure dates from the 12th century and shows the diverse architectural influences of both the Normans and the Arab population. At day's end, you'll be returned to your hotel in Palermo by private vehicle.

Accommodation: Grand Hotel Piazza Borsa (4*)
Palermo Theatre
Palermo Theatre

Day 3: Palermo - Agrigento

Today you will leave Palermo for Agrigento. Your first port of call will be Segesta, where you will meet your local guide to visit the Greek Theatre and the Temple. Transfer to Erice, a wonderful and mysterious medieval town made famous in ancient times as the birthplace of Venus. Walk through the cobblestoned streets of the town, smelling a variety of aromas emanating from the numerous pastry shops for which Erice is famous. You will visit the Norman Castle and the Duomo and stop at the world famous Pastry shop by Maria Grammatico to taste almond sweets, genovesi and nougat to match with Marsala wine. From here, you will be driven along the Salt Road looking at the Salt Pans en-route to Agrigento. Take in the views of the Salt Pans on the coastline between the cities of Trapani and Marsala before arriving at Agrigento, your destination for the day. (includes entrances in Segesta and tasting at pastry shop).

Accommodation: Mandranova Estate (4*)

The Mandranova Estate holiday resort is set in a garden of palm trees and African plants. This accommodation offers a stay of absolute comfort and tranquility in the rustic simplicity of the old farmhouse and renovated rooms in a train station and an old millstone. The "Gebbia, formerly used for agricultural irrigation, has been transformed into a small but lovely pool where guests can go for a refreshing swim in the summer heat. The charming owners are renowned for the warmth of their welcome and wonderful sense of hospitality and the restaurant, which is for the exclusive use of guests, offers excellent food prepared with locally produced ingredients. For beach lovers, there are several nice sandy beaches nearby.

Agrigento
Agrigento
Mandranova Estate
Mandranova Estate

Day 4: Agrigento

Meet up with your guide in Agrigento for a three hour guided tour visiting the magnificent Valley of the Temples, scenery of extraordinary beauty, amongst the imposing Greek ruins, the Garden of the Kolymbetra and the Necropolis. Includes transportation and entrance for Valley of Temples.

Accommodation: Mandranova Estate (4*)
Temples and Garden of the Kolymbetra and the Necropolis
Temples and Garden of the Kolymbetra and the Necropolis

Day 5: Agrigento - Ragusa

Leaving for Ragusa in Eastern Sicily today, you'll pass through an area whose heritage, both for importance and for beauty, has been declared World Heritage by the UNESCO. Arrive in Ragusa Ibla, meet up with your local guide and admire the flamboyant Baroque architecture of the town, seeing the historical centre and the Portale of San Giorgio, Villa Ibla, Piazza Pola with the Chiesa of San Giuseppe and finally the Duomo di San Giorgio and Palazzo La Rocca. At day's end you will be brought to your accommodation in Ragusa.

Accommodation: Eremo della Giubiliana (5*)

Eremo della Giubiliana a charming hotel set in a historical residence, a few kilometers south of Ragusa, is surrounded by pristine nature, carob forests and stone walls. Very old thick white stone walls surround and protect the courtyards and inner structure. Guest rooms are delicately restored friars' cells, and offer all the amenities needed for a comfortable stay. The hotel’s cuisine is initially based around the sophisticated recipes of the nobility of the Hyblean Highlands and the produce of the Nifosì arable farm, evolved in 2009 into the Don Eusebio Restaurant.  Enjoy pampering treatments at The Asphodelus wellness area at the Eremo is located in the most exclusive area of the park, in front of the archeological site tracing back to the V-III century B.C.

Baroque city of Ragusa
Baroque city of Ragusa
Eremo della Giubiliana
Eremo della Giubiliana

Day 6: Ragusa

Enjoy time at leisure to explore at your own pace, or relax at your hotel.

Accommodation: Eremo della Giubiliana (5*)

Day 7: Ragusa - Taormina

Spend the day traveling by private vehicle and with your own driver from Ragusa to Taormina, stopping at various places of interest along the way.  Meet up with a local guide at Syracuse for a tour of the main sites such as the Ear of Dionysius, the Greek Theatre and the archaeological site. Until the Arab conquest of 878, the city was the capital of Sicily and was by far the most important city on the island. Continue on to Ortigia, one of the most interesting urban areas of Sicily, and visit its famous Duomo, built upon the old temple of Athena.(Includes entrance in Syracuse and Noto).

Accommodation: The Ashbee (5*) (B) (Classic )

Located in a historical English villa, the Ashbee Hotel was built in the 1908 from the Architect Robert Charles Ashbee, in the heart of Taormina. With 25 guestrooms and a number of suites, you will find everything you require for a relaxing English hospitality style stay. St. George Restaurant, the Pool Club Bar and the Terrace Bar offer spectacular views of the sea and surrounding area while providing a real flavor of the Mediterranean. The hotel also features large gardens and an outdoor swimming pool.

Taormina
Taormina
The Ashbee Hotel
The Ashbee Hotel

Day 8: Taormina

Today is devoted to Sicilian wines and food. You'll be driven by private vehicle to Viagrande, where you will meet Mrs Monica Consoli of La Cucina del Sole (The Sun’s Kitchen). Monica is Eleonora Consoli's daughter, and they written several cookbooks on Sicilian gastronomy and are the unofficial experts on Sicilian cooking in the world. She will conduct a hand-on cooking class, teaching several classic Sicilian dishes, which you will get to enjoy over lunch in the company of Monica in her home. (includes beverages).

Every day is beach day in Taormina. Even during the winter months, you can enjoy water sports such as wind-surfing, sailing, fishing, scuba-diving, canoeing, and snorkeling. In some beautiful nearby villages, there are excellent Paragliding clubs for those looking for a little more adventure. Stroll on the beach today and enjoy some relaxation time. Take the time to enjoy a beach side lunch and to take some photos of the sunset.

Accommodation: The Ashbee (5*) (B) (Classic )
Sicilian food
Sicilian food
Taormina Beach
Taormina Beach

Day 9: Taormina

Relax on your private transfer to Catania (airport) from your Taormina hotel.

Accommodation:
Taormina Bay
Taormina Bay
We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.

Trip Terms & Conditions

  • Your deposit is due immediately on booking (30% of program price, minimum $350). The balance is due 90 days prior to departure.
  • Cancellations of confirmed bookings 90 days or more prior to departure will receive full refund minus a $350 (per person) administrative fee and any non-refundable paid fees (e.g. non-refundable airfare, cruise or hotel deposits). 60-89 days will be subject to loss of 30% of program price. 30-59 days will be subject to loss of 50% of program price. 29 days or less will be subject to loss of 100% of program price.
  • Tour quotes do not include airfare to/from the trip start point unless noted on the itinerary
  • Cost increases in currency exchange, government fees, taxes, surcharges or hotel/lodge tariff increases between quote date and start date are payable by the client.
  • Availability cannot be guaranteed until booked. We will exercise best efforts to book hotels per the itinerary, however, in busy seasons and with client bookings made within 90 days of tour date we may be forced to offer substitutes.
  • Payment of the program price constitutes your acceptance of the terms and conditions set out at www.kensingtontours.com/terms-and-conditions
  • Living Standards and practices at destination may differ from those in North America with respect to provisions of utilities, services and accommodation.

Grand Hotel Piazza Borsa (4*): Palermo

Once a convent and church, the Grand Hotel Piazza Borsa is located in the heart of Palermo, Sicily. The middle of the hotel features the Old Cloister, a sitting area with a fountain as its focus, where guests can enjoy the lovely atmosphere. Each guest room has its own separate design and personality, but all aim to provide maximum comfort, from the most exclusive suite to the snuggest single room. Two bars and a restaurant provide guests with delicious food and drinks and the wellness & fitness center keeps guests moving, while relaxed in the at relaxed at the same time.

Grand Hotel Piazza Borsa
Grand Hotel Piazza Borsa

Mandranova Estate (4*): Agrigento

The Mandranova Estate holiday resort is set in a garden of palm trees and African plants. This accommodation offers a stay of absolute comfort and tranquility in the rustic simplicity of the old farmhouse and renovated rooms in a train station and an old millstone. The "Gebbia, formerly used for agricultural irrigation, has been transformed into a small but lovely pool where guests can go for a refreshing swim in the summer heat. The charming owners are renowned for the warmth of their welcome and wonderful sense of hospitality and the restaurant, which is for the exclusive use of guests, offers excellent food prepared with locally produced ingredients. For beach lovers, there are several nice sandy beaches nearby.

Mandranova Estate
Mandranova Estate

Eremo della Giubiliana (5*): Ragusa

Eremo della Giubiliana a charming hotel set in a historical residence, a few kilometers south of Ragusa, is surrounded by pristine nature, carob forests and stone walls. Very old thick white stone walls surround and protect the courtyards and inner structure. Guest rooms are delicately restored friars' cells, and offer all the amenities needed for a comfortable stay. The hotel’s cuisine is initially based around the sophisticated recipes of the nobility of the Hyblean Highlands and the produce of the Nifosì arable farm, evolved in 2009 into the Don Eusebio Restaurant.  Enjoy pampering treatments at The Asphodelus wellness area at the Eremo is located in the most exclusive area of the park, in front of the archeological site tracing back to the V-III century B.C.

Eremo della Giubiliana
Eremo della Giubiliana
Entrance hall
Entrance hall

The Ashbee (5*) (B) (Classic ): Taormina

Located in a historical English villa, the Ashbee Hotel was built in the 1908 from the Architect Robert Charles Ashbee, in the heart of Taormina. With 25 guestrooms and a number of suites, you will find everything you require for a relaxing English hospitality style stay. St. George Restaurant, the Pool Club Bar and the Terrace Bar offer spectacular views of the sea and surrounding area while providing a real flavor of the Mediterranean. The hotel also features large gardens and an outdoor swimming pool.

We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.
We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.
  • Joy L. — August 10, 2016 — Europe

    Private tours were the best. Enjoyed being able to stop and see sights big groups wouldn't be able to do.

  • Tilda B. — August 10, 2016 — Europe

    Our agent Enrique was phenomenal. He booked every aspect of our trip, from transportation, tour and hotel. All we had to do was show up. Best vacation!!

  • Gary C. — August 10, 2016 — Europe

    My excellent experience with Kensington Tours started with Michelle Callaghan, a consultant for Ireland and UK, followed by a very friendly and knowledgeable person in KT Air, ending with our guide Paul Wilson who my whole family loved. I am lucky enough to have traveled internationally for both business and pleasure for decades, therefore I have to compare. The entire experience with Kensington, from start to finish, was a 10.

  • Elizabeth M. — August 10, 2016 — Europe

    I love being able to call Kensington and tell their agents where I want to go and what I'd like to see when at my destination. All I do is pack my suitcase and from the moment my plane lands, I am taken care of and looked after. It turns a "trip" into a "vacation" as well. It's hassle free, first rate.

  • Margarette H. — August 10, 2016 — Europe

    We enjoyed the trip immensely! All our tour guides did a good job. I'd like to especially call out Alexandra from Lisbon and Javier from Toledo as outstanding. Our primary drivers Jose in Lisbon and Muhammad in Morocco were also outstanding! Special appreciation for our Riad accommodations in Marrakech which was magical!

  • Noor K. — August 10, 2016 — Europe

    Very well organized tour . I will recommend it to every one who wants to travel. Excellent tour.

  • Rebecca K. — August 10, 2016 — Europe

    Jaclyn was the best!!! I have already referred her to a friend! She was quick responding and really listened to what we like! Definitely will use her again!

  • Razieh M. — August 10, 2016 — Europe

    Absolutely outstanding service. We loved it. Very professional staff and timely with schedules. It saved us a lot of time and we got to see a lot more than we would have done had we done this all by ourselves.

  • Ann P. — August 10, 2016 — Europe

    Great vacation. People in Iceland are wonderful, cordial, friendly.

  • Santanu D. — August 10, 2016 — Europe

    Your tours are not inexpensive but worth every penny of the extra cost. You do your homework and the guides are superb. Your service during the trip is personal and responsive. I have seen this in three continents.

We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.

* USD per person, double occupancy. Custom designed personal tour. Prices subject to change.

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