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Sicily Singles Vacation
40's - 50's and 60's + Singles Vacations

May 24 - Jun 3, 2025

$4480*

 Join Best Single Travel on this Italy singles vacation that travels to Sicily, said to be the most spectacular drive in Europe. Each destination is as fantastic as the last and Italy will inspire the imagination and create unforgettable memories.

Book early save 100 promocode2 

Sicily Singles Vacation Itinerary

Vacation Day 1 - Palermo, Sicily
PalermoWelcome to Palermo, Sicily’s vibrant capital city! Once you arrive at Palermo Airport, transfer on your own to our hotel and enjoy the day at leisure. To give everyone a chance to arrive, no activities are planned. Our vacation will begin at 7:00pm with a meet and greet and a walk to a local restaurant (dinner not included) with your fellow travelers. Palermo is the fifth largest Italian city with approximately 1 million inhabitants. It's a fascinating city full of contrasts - you will be in awe from historical palaces contrasting with the shabby looking houses but you will fall in love with local cuisine such as arancini - the fried rice balls or grilled octopus put in the traditional bread roll called vastedda. Palermo feels like you stepped into the Orient or even into an Arabic world. It is full of contrasts but it is appealing to visitors and it has a strong charisma.

Vacation Day 2 - Palermo - Corleone
Palermo street foodsAfter breakfast we will head to a town of Corleone that is outside of Palemo (about 40 miles away) and we will go in the footsteps of the famous mafia clan and the movie Godfather there. We will visit the Museum of Mafia and walk through the narrow streets of the town. Free time for lunch on your own, we recommend Bar Vitelli. After Lunch we will return to Palermo and set off to discover Palermo’s heart, through its traditional “street food.” Our local knowledgeable guide will take us for a walk through the historic part of the city and its vibrant outdoor markets. Indulge all your senses on a walking tour of Palermo's rich street food traditions. Sample some of Palermo's unique street foods, such as 'panelle' and 'meusa.' while learning about the history of this amazing city. Our tour also includes stops at the main historical squares and several hidden spots of the city center, ending with a visit to the splendid Cathedral of Palermo. The Cathedral of Palermo was founded by Gualtiero Offamilio, archbishop of the town from 1169 to 1190. It was a mosque in Islamic times and converted into a cathedral church by Roberto the Guiscardo after the conquest of Palermo. It is a true treasure of Norman architecture. It was supposed to surpass the beauty of the Monreale Cathedral.

 

Vacation Day 3 - Monreale
Arab Norman cathedralBreakfast at the hotel before heading to Monreale, with its charm and beauty, it is one of Sicily's most important cultural sights. Today with a local guide, we’ll visit the hilltop town of Monreale to have a private guided tour of its impressive 12th-century Arab-Norman cathedral, with one of the largest and most beautiful displays of mosaic artwork in the world. This cathedral is a UNESCO World Heritage List monument! Together we will also discover the old part of Monreale, the 13th-century alleys and the small shops where local artisans will reveal the secrets of mosaics. After plenty of time to explore the Cathedral, and the surrounding quaint town, we’ll head back to Palermo.
 

Vacation Day 4 - Piazza Armerina
Piazza ArmerinaAfter breakfast at the hotel we will leave Palermo and drive to one of the most beautiful places in Sicily. It is a little place called Piazza Armerina and we will visit a beautiful Villa Romana. Piazza Armerina is a small town outside of Enna but it is full of historical and architectural treasures. The town has got a medieval layout and you will find there old churches and beautiful streets but especially a UNESCO-protected Villa Romana del Casale. Its paintings will take you back to the old Roman times and you will be able to imagine how life was in the 3rd century CE. Its mosaics cover an incredible 3500 square meters (about 38000 square feet). Then we will continue to the province of the town of Agrigento and we will check into a hotel at Sciacca. Sciacca, a lively beach town founded in the Roman times by thermal mineral springs of water, has got beautiful beaches and its main square is on a slope uphill.

 

Vacation Day 5 - Sciacca - Agrigento
Scala dei Turchi Sicily 9Today we will spend time enjoying the beauty of the Agrigento coast from a boat! Bring only your swimsuit, beach towel, smartphone and sunglasses with you. Come and dive into the crystalline waters of the Scala Dei Turchi and enjoy these places rich in art, culture and history. Swim in the crystal clear waters at the Stair of the Turks cliffs on our boating excursion from Agrigento. They are white cliffs that look like perfect steps heading down to the sea. It is a fascinating site. As you realize, it is not a real staircase but a natural stretch of a coastline that has become a Sicilian tourist seascape icon thanks to its special features. Nature, like a great artist, worked on it for a long time making it look like a wonderfully white terrace with the help of a sea and a salty breeze, smoothing out every angle.
Observe the Saracen tower and the coves of the coast. Stop to go for a refreshing dip in this scenic location. Continue west for stunning views of the lighthouse of Capo Rossello, the Bay of Madonnina, and Gucciarda rocks. Go for a second swim in a spot with blue water and breathtaking views. Sail past the dynamic beaches of Pietre Cadute, Siculiana, and Giallonardo before returning to your starting point in Agrigento.

 

Vacation Day 6 - Sciacca - Valley of Temples - Ortigia
Valley of the TemplesOur adventure continues as we depart Sciacca for southeastern Sicily. En route, we’ll stop for a private guided walking tour of the UNESCO archaeological site of the Valley of the Temples, boasting better preserved Greek temples than exist in Greece itself. Set on a gorgeous plateau, filled with olive and almond trees, the Valley of the Temples houses the remains of seven Greek temples. One of these is described as “the most impressive surviving Doric temple in the Greek world after the Parthenon in Athens,” according to UNESCO. We’ll have time for a quick lunch, on our own, before continuing on to our 4-star hotel in the quaint hamlet of Ortigia for the evening.

 

Vacation Day 7 - Ortigia
The Burial of St. LucyOrtigia is a tiny town packed with 2,500 years of history and houses one of the most beautiful piazzas in all of Italy, awash in white limestone. Ortigia’s Cathedral, built on the site of an ancient Temple of Athena, has been described as “all of Sicily in a single building.” The cathedral was built as a Greek temple before being expanded by the Romans, then converted by the Byzantines into a basilica, made into a mosque by the Arabs, added onto by the Normans and adorned by the Spanish. All of these historical elements remain visible today, 25 centuries later. We’ll have an included private guided tour of the Cathedral, along with the adjacent church housing the Caravaggio painting, “The Burial of St. Lucy.” Some free time this afternoon to enjoy at leisure before we reconvene, for a group dinner at a local osteria.

 

Vacation Day 8 - Taormina
TaorminaAfter breakfast in our hotel, we depart Ortigia and head north, toward the beautiful seaside town of Taormina, in the shadow of Mt. Etna. Along the way, we’ll stop at a local vineyard that produces local DOC wines for a tour and free time for lunch. Pleasantly full, we will continue on to our hotel in Taormina. The history of Taormina is very long and goes back to the 4th century BC with narrow cobbled-stone streets and all tourist sites can easily be reached by foot. After reaching our hotel we set out to discover the best of Taormina with a guided walking tour. Look forward to seeing landmarks like the Ancient Theatre of Taormina, strolling the Corso Umberto, admiring fountains and churches, and soaking in the dramatic views, all while learning about the city’s history.


Vacation Day 9 - Taormina
cooking classThe best way to connect with any local culture is through food, and nowhere is this more true than Sicily. With this cooking class,we’ll visit the morning market with a local chef and restaurateur. Together, we will choose produce and fresh seafood for our hands-on cooking lesson at the market in Taormina like a local before learning how to prepare a variety of traditional Sicilian dishes with the Chef in his restaurant kitchen. Enjoy the fruits of our labors over lunch afterwards, served with two local wines. The rest of the day and evening will be free to enjoy beautiful Taormina at our leisure.

 

Vacation Day 10 - Taormina - Mt Etna
Pearl of the MediterraneanTaormina, also known as the “Pearl of the Mediterranean” has been a sought-after vacation destination since Roman times. As probably the most perfect coastal resort town in Southern Italy, its popularity is entirely justified. Founded in the 3rd century BC, by the Greeks, Taormina has since become the inspiration for many novels and paintings. In fact, this setting inspired D.H. Lawrence’s novel Lady Chatterley's Lover, and Goethe termed Taormina as a “patch of paradise” in his novel Italian Journey. This morning we visit Mt. Etna, the most striking sight in eastern Sicily, but visiting Europe’s largest active volcano on your own is challenging. With this tour, leave puzzling out the logistics to the experts and explore the volcanic peak with a local mountain guide using 4 x 4 jeeps and a cable car. Cross lava fields and old-growth forests, stop to take in the views, and learn about the history of the volcano and its native flora and fauna from your guide.  Then we head back to Taormina and soak in our last afternoon in Sicily. Tonight we gather together for music, fantastic views and our Farewell Dinner.

 

Vacation Day 11 - Depart Home
Breakfast at the hotel before saying goodbye to all your new friends and the end of another singles vacation. Transfer to Catania airport for departure. We will offer a group transfer in the morning to the airport.


                       

 

                                    Sicily Singles Vacation

May 24 - Jun 3, 2025


Price: $4480*


Sicily Singles Vacation Includes
* 10 Nights/11 Days
   - 3 nights Palermo, 2 nights Sciacca, 2 nights Ortigia, 3 nights Taormina
* Breakfast Daily - 3 Dinners
* Cooking class with lunch
* English Speaking Travel Leader
* Guided Tours, Admissions and Activities per itinerary
* Airport/Hotel Transfers on Tour Dates
* All Taxes and Surcharges

*The price per person is for a double room. Best Single Travel provides free roommate matching on all our vacations, so there is never a need to pay a "single supplement". If you wish to room alone it is an additional $1050.

Not Included

* International Airfare
* Gratuities 

 
   
Deposit $500

Payment due March 11, 2025

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