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Classic Sicily: May 22-30, 2027

Italy

2027 Departures

$ 3199 (Land Only)

CLASSIC SICILY

Palermo, Agrigento, Taormina

SMALL GROUP DEPARTURE

MAXIMUM 20 PASSENGERS

9 DAYS: Saturday, May 22-Sunday, May 30, 2027

“THE GORGEOUS ISLAND OF SICILY CONTINUES TO SEDUCE TRAVELLERS WITH ITS DAZZLING DIVERSITY OF LANDSCAPES AND CULTURAL TREASURES.” --Lonely Planet. Come with The Travel Club – next May or September – on one of our most popular and enjoyable vacations as we explore the enchanting island of Sicily. From our seaside accommodations at Hotel Al Madarig, Castellamare del Golfo we’ll begin our discovery with the rich history and architecture of Palermo and Monreale. Take an exciting panoramic funicular ride from Trapani to Erice and enjoy a walking tour of one of the most beautiful villages in Italy, followed by lunch and a visit to the famous Greek Temple in Segesta. We’ll be astonished by the ancient Greek ruins at the Valley of the Temples in Agrigento and enjoy dinner with wine and a one nights’ stay at Della Valle Hotel.

We’ll depart Agrigento and travel to Catania for a city tour followed by lunch at a local agriturismo. Later we’ll travel to Taormina, the “Pearl of the Mediterranean” - an ancient, picture-perfect town whose cliff-top perch high above the sea shows us breathtaking scenery and quintessential narrow, cobbled streets line with shops, cafes and stunning architecture. During our three-night stay at the Hotel Continental we’ll journey to Mount Etna and ascend the winding road to the photo stop at Rifugio Sapienza and enjoy our guide’s walking tour of the historic medieval center of Taormina. Our holiday ends with a day of leisure in Taormina.

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Seven nights’ three- and four-star accommodations

Breakfast daily

Welcome dinner at Hotel Al Madarig

Lunch with wine at a local restaurant in Erice

Dinner with wine at Della Valle Hotel

Lunch with wine at an agriturismo near Catania

Dinner with wine at a local restaurant in Taormina

Farewell dinner at Hotel Continental

Escorted, private, round-trip airport/hotel transfers

Services of professional local Tour Manager

Hotel Al Madarig
Piazza Petrolo, 7 - 91014
Castellammare del Golfo
Tel: +39 092433533

 

The three-star Hotel Al Madarig (the Steps) is situated on a wide piazza which faces the sea. Strolling along the hotel street, a very panoramic walk, you will reach the Norman Arabic castle, and from there, stepping down a stone stairway, you can admire the quaint little harbor. The hotel has 38 rooms, bar, lounge room, restaurant, banquet room, free internet point and two conference rooms. The warm colors and welcoming intimate atmosphere of all the environments makes it an ideal place to spend a pleasant stay. Located iIn Castellammare Del Golfo's historic center, Al Madarig is set in a square overlooking the sea. It offers free Wi-Fi. All rooms at Al Madarig Hotel offer air conditioning, a private bathroom and a flat-screen TV with cable and satellite channels. The hotel is a 15-minute drive from the Segesta temple.

 

Hotel della Valle
Via Ugo La Malfa 3/Via Demetra 3 - 92100
Agrigento

Tel: 
+39 0922 26966

 

In the midst of beautiful gardens, Hotel Della Valle offers comfortable, elegant and air-conditioned accommodations. Facilities include a bar, 2 restaurants and an outdoor swimming pool. In both restaurants, lovers of fine food can enjoy the best of international cuisine, and traditional Sicilian dishes. One restaurant is located in the splendid park, and the other offers views of the swimming pool. All rooms at the Della Valle are simply decorated and modern, offering air conditioning and private bathroom with toiletries.

 

Hotel Continental
Via Dionisio I 2A - 98039
Taormina

Tel: 
+39 0942 23805

 

The Continental is a welcoming 3-star hotel in central Taormina located just steps from Corso Umberto and Piazza Duomo Square and several outstanding historic sites, traditional shops and restaurants. The hotel boasts a spacious terrace with breathtaking panoramic views across the beautiful Bay of Naxos and Mount Etna. The Ancient Theatre, the Odeon, the Naumachie and the other main tourist attractions and historical sites can be reached via a leisurely stroll through the old town’s picturesque streets. Hotel facilities also include an Internet point and wireless Internet access, both available at the reception, and a lounge bar. Several restaurants, cafés and bars are located within walking distance.

$3199 Prices are LAND ONLY per person based on double occupancy. Single supplement is $540. Triple accommodations may be available upon request. Airfare from Boston is available starting at $950 per person. Finalized air rates will be posted in May 2026. Passport required. Per person deposit is $500.  Please note – if you wish to extend your tour or request air or hotel upgrades, please advise us at the time of booking.

 

Please note – if you wish to extend your tour or request air or hotel upgrades, please advise us at the time of booking.

Please note that this tour includes a guided walking tours where you can expect to encounter hills, uneven surfaces, cobblestone streets, unpaved roads and stairs. Participants should be able to walk for extended periods, typically around 2-3 hours a day and stand for long periods during the guided tours.

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