Sicily: Jewel of the Mediterranean Spring 2027

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Overview

Sicily: Jewel of the Mediterranean Spring 2027
Palermo, PA, Italy
Apr 27 - May 9, 2027
Group size: 20 - 28
Wherever Tours image
Wherever Tours
$4,199
Deposit: $500

About this trip

Begin your Sicilian adventure in Cefalù, a charming coastal town known for its golden beaches and medieval streets. Spend a day in Palermo, a lively city rich in culture, cuisine, and history. Discover the hilltop town of Erice with its ancient charm, then explore Trapani’s scenic coastline and Marsala’s famous wines. Don’t miss Agrigento’s Valley of the Temples, a breathtaking UNESCO site of ancient ruins. Finally, unwind in Taormina, where boutique shopping and panoramic views of Mount Etna create a perfect blend of relaxation and beauty.

What's included

Luxury Transportation

Including airport transfers

Deluxe 4-Star Hotels

9 nights of accommodations (12 with optional Sorrento add-on)

Guided Tours

English-speaking guides

Entrance Fees

To attractions specified on the itinerary

Meals

Daily Breakfast

Cooking Classes

As specified on the itinerary

What's not included

Airfare

Booked on your own (we can assist)

Gratuities

Gratuities for guides and drivers

Trip Insurance

Optional trip cancellation insurance

Day 0

Day 0 image

Monday, April 26, 2027

Departure from the USA!

Your journey begins as you depart from your hometown airport. Relax, and let the excitement build—tomorrow you’ll awaken in Palermo to start your adventure.

Day 1

Day 1  image

Tuesday, April 27, 2027

Arrive in Palermo, Free time in Cefalù


Upon arrival at Palermo airport, you will be greeted by your Wherever Tours tour leader. A private transfer from the airport to the resort hotel in Cefalù will be provided for all. After checking into your hotel, take some time to unwind and enjoy the hotel's beautiful pool, stroll down to the beach, or simply relax in your room. In the evening, you will be treated to a dinner at the hotel restaurant, showcasing delicious local cuisine.

TBD (D)

Day 2

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Wednesday, April 28, 2027

Tour of Palermo


This morning, take a tour of Palermo, the capital of Sicily, rich with ancient buildings, cathedrals, and gardens. Palermo has many hidden treasures, such as the impressive Monreale Cathedral, an example of Norman architectural style, which contains over two tons of gold mosaics. After the tour, prepare yourself for a big surprise. This afternoon, enjoy some free time back in Cefalù. Dinner is at your leisure.


TBD (B)

Day 3

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Thursday, April 29, 2027

Erice, Trapani, Marsala


After breakfast, travel by luxury coach along the magnificent northern coastline of the Tyrrhenian Sea to Trapani. On the way, we'll stop in the mountaintop town of Erice with its breathtaking views. In the afternoon, arrive in Trapani, known for its salt flats and the beautiful Cathedral of San Lorenzo. Later, arrive in Marsala at the Donna Franca, a perfectly preserved and restored baglio from the 19th century. Tonight, take a tour of the winery and taste the region's most famous wines during dinner at the hotel's renowned restaurant.


TBD (B, D)

Day 4

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Friday, April 30, 2027

Segesta, Marsala, Cooking Class


Today, visit Segesta, one of the most well-preserved Greek Sicilian temples. After returning to the Donna Franca, please take a tour of their popular wine cellar. Taste some appetizers and some of their specialty wines. Then, enjoy a cooking class, followed by dinner featuring some of the foods that you prepared earlier.


Baglio Donna Franca (*or similar) (B, D)

Day 5

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Saturday, May 1, 2027

Agrigento, Valley of the Temples


This morning, travel from Marsala to Agrigento, located on the southern coast of Sicily on the Mediterranean Sea. A local expert will highlight the important ancient treasures on a tour of the Valley of the Temples, dating back to the fifth century BC. This archeological site was added to the UNESCO World Heritage List in 1997. Back at the hotel, enjoy a tasty dinner with wine.


Baglio Della Luna (*or similar) (B, D)

Day 6

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Sunday, May 2, 2027

Caltagirone, Taormina


Today, head to the eastern shore of Sicily and the picturesque seaside town of Taormina. Along the way, we stop in Caltagirone, noted for its Baroque-style ceramics. We visit the private home of the noble family, Pace Gravina. Giacomo, the owner, will show us his beautiful palace and guide us through the incredible history of Sicilian nobility. Then, he will offer us a buffet lunch in the ballroom, another unique experience. Then it's on to our luxury seaside resort hotel, on the beach in Taormina, where you spend the next four nights.


Panoramic Hotel (*or similar) (B, L)

Day 7

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Monday, May 3, 2027

Tour of Taormina, Greek-Roman Theater


After breakfast, take the funicular to the village of Taormina. After a guided tour of the area, including the Greek Roman Amphitheater, there will be plenty of time to explore all of the colorful streets and shops overlooking the Mediterranean east coast. This evening's dinner is at leisure.


Panoramic Hotel (*or similar) (B)

Day 8

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Tuesday, May 4, 2027

Mt. Etna, Zafferana


Eat a good breakfast this morning, because today we visit Mt. Etna, the tallest active volcano in Europe. Stop in the town of Zafferana and visit a local rosticceria to learn how to make the famous arancini rice balls. Indulge in some exquisite cannoli, along with other local foods and wines. This afternoon, return to our breathtaking seaside hotel in Taormina and have a relaxing evening.


Panoramic Hotel (*or similar) (B)

Day 9

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Wednesday, May 5, 2027

Free day, Optional excursion to Siracusa


Today, take some free time to lie on the beach or by the pool, or explore and shop in Taormina on your own. Tonight, enjoy a dinner prepared by a very famous Sicilian chef, Cristian Foti. Plenty of wine and local singers will transform this night into a festive party. Optional Experience: An optional trip to Siracusa will be offered by your tour leader. This all-day experience will introduce and enlighten you to the most multicultural city in Sicily.


Panoramic Hotel (*or similar) (B, D)

Day 10

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Thursday, May 6, 2027

Departure Day or Continue to Sorrento

It's time to say avererderci to those leaving Sicily today. After breakfast, you will be transferred to the Catania airport. We hope that you had a wonderful time and that you'll consider traveling with us again.

To those embarking on the 3-day Sorrento extension, your tour continues.

After breakfast, we’ll depart from Sicily and begin our journey to Sorrento. Along the way, we’ll enjoy a scenic ferry cruise across the Straits of Messina to reach mainland Italy. Our route includes a relaxing lunch stop in the picturesque region of Calabria, before continuing north.

Later in the afternoon, arrive at the Villa in Sorrento, overlooking the Gulf of Naples. Enjoy a delightful dinner accompanied by music, dancing, and wine.

Villa Giovanna (B, D)

Day 11

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Friday, May 7, 2027

Isle of Capri, Sorrento


Today, embark on a scenic boat transfer to the legendary island of Capri—a jewel of the Mediterranean once favored by Roman emperors. Spend the day exploring its enchanting streets, indulging in boutique shopping, and soaking in panoramic views from the island’s heights.

Upon returning to Sorrento, enjoy a leisurely evening strolling through its vibrant town center before retiring to the hotel for a restful night.


Villa Giovanna (B)

Day 12

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Saturday, May 8, 2027

Positano, Sorrento

This morning, head out to the Amalfi Coast, a UNESCO World Heritage Site. Have cameras ready for a spectacular view of Positano, where there will be free time to shop and explore this beautiful seaside town, featured in many famous movies and magazines. Later, enjoy your “ultima cena” (last dinner) in Sorrento. Great food, music, song, and dance will complete this unforgettable stay in Sorrento, creating memories that will last a lifetime.


Villa Giovanna (B, D)

Day 13

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Sunday, May 9, 2027

Return Departure


Sadly, we must say “arrivederci” to Sicily and Sorrento. After breakfast, transfer from the hotel to the Naples airport for your onward journey. You might even consider staying a couple more nights in Sorrento before heading back home. Just let us know.


(B)

Map of the trip locations

A. Palermo, PA, Italy

Palermo, PA, Italy

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Sicily: Jewel of the Mediterranean Spring 2027