August 27th – September 7th

12 Days – 11 Nights

Sicily is an island that has a fascinating history, wonderful architecture, roaring volcanos, rich cuisine and a coastline of stunning variety and beauty sculpted by the sea. Join Ann’s Adventures in Travel on this wonderful singles boutique tour to experience everything Sicily has to offer. Expect to be surprised, expect to be enchanted, expect to come away wanting more!


Day 1: Palermo (D)

Fly into Palermo, Sicily’s vibrant capital. From the airport, our guide will take us to the Ai Cavalieri Hotel. After we check into our hotel, we will have an orientation tour of the City Center. Some of the famous sites are the Norman Palace, the Palatine Chapel, walking Via Vittorio Emanuele winding near the old gate of what used to be the city wall, the fountain in Piazza Pretoria and the “Four Corners.” You will have the rest of the day free to explore the lively Capo Market, a large open-air street market that captures the flavor of Palermo’s Moorish past. We will meet for an included welcome group dinner in the lobby at 7:00 PM.

Day 2: Monreale – Erice – Castellammare Del Golfo (B,L)

After breakfast we will check out of the hotel and take a short drive to the quaint, small town of Monreale to see the Duomo which is surrounded by citrus groves and olive trees.

Then, we will drive to the beautiful medieval town of Erice. Towering over the west of Sicily, Erice offers breathtaking views and amazing history. Wander through its ancient streets and visit some of the world-famous homemade pastry shops and enjoy a nice lunch. After, we will take a cable car ride and visit the Venus Castle. Erice is an important religious site associated with the Goddess of Venus.

Early evening, we will arrive at the seaside town of Castellammare del Golfo and check into our beautiful hotel and spa, the Marina di Petrolo. Explore the town and have dinner in one of the delicious cafes near the hotel.

Day 3: Castellammare del Golfo (B)

Today, get set for a full day Penelope Boat Tour. We will enjoy a magical experience where you will have the opportunity to admire one of the most beautiful areas of western Sicily. There will be many stops along the way for swimming. After a full day of sun and fun, we will go back to our hotel for some free time. Enjoy the pool, spa, restaurant at the hotel or go back into town for dinner.

Day 4: Corleone to Agrigento (B)

After a delicious breakfast, we will drive to Agrigento with some exciting stops along the way. First, we will visit Planeta–Ulmo Winery and see the vineyards as well as taste the great wines from this region.

Next, we will go to Corleone, to visit the Anti-Mafia Museum. For those of you who love the Godfather movies, we will ride through the town where many scenes were set and perhaps have a drink at the renowned Bar Vitelli.

We will continue driving south through the Sicilian countryside to Agrigento for the city’s fascinating Greek Ruins. Arrive and check into the lovely Colleverde Park Hotel.

Day 5: Agrigento – Modica – Ragusa (B)

After breakfast, we will have a half day excursion to the Valley of Temples and the Archeological Museum. These are two of Sicily’s most famous historical attractions.

On the way to Ragusa we will stop at the town of Modica for lunch, which is world-famous for its chocolate and chocolate museum.

Last stop of the day is our overnight stop in Ragusa at the San Giorgio Palace. Have dinner in Ragusa Ibla – the older and lower town of Ragusa.

Day 6: Piazza Armerina – Caltagirone – Ragusa (B)

The next stop will be Piazza Armerina, a splendid art city woven into the heart of Sicily that has many monuments to its glorious past. The Villa Romana del Casale, a UNESCO Heritage Site, houses the most extensive and best preserved examples of Roman mosaics.

Next, welcome to Caltagirone. All the buildings in the old town are decorated in stunning tiles. The highlight is the 142 steps that connect the upper town with the lower town. The culture of ceramics is what distinguishes Caltagirone from other towns in Italy.

Day 7: Ragusa to Siracusa (B)

After breakfast, you have 1-2 hours to explore Ragusa or choose to relax in the hotel. Then drive to Siracusa and check-in to the Hotel Parco Delle Fontane. We start our tour with a visit to the Archeological Park and Ortygia Cathedral. The highlights of the Park are the Greek Theater, the most complete theater still in existence, the Roman Amphitheater and the Paradise Quarry. The Park contains some of the most extraordinary monuments. Then there is free time to stroll through the streets of Ortygia Island, the heart of the city center, to visit the dome and shop! Time to have some gelato!

Day 8: Siracusa (B,D)

After breakfast we will have a free day to explore Siracusa on our own. There is an optional activity to take a boat ride around Ortygia island as well. Get ready for tonight’s Food Tasting Tour for dinner!

Day 9: Siracusa to Taormina (B,L)

Drive to Nicolosi for a tour of Mount Etna including 4X4 trucks, cable car and Alpine Guide. Then stop off at Santa Venerina-Murgo Wineries. There will be plenty of food tasting which will be good for lunch or we will go to a restaurant when we finish. We will then drive to Taormina, a scenic town perched high above the sea. and check into our last hotel, the Excelsior Palace. Have some free time to enjoy our hotel’s facilities, breathtaking pool, beach or shop. Maybe even a massage?

Day 10: Taormina (B)

After breakfast, we will get a tour of the Greek Theater. Then we will take our bus to the “Bee Whisperer” – Oro d’Etna. Get ready to taste fabulous honeys, olives and olive oil, pesto and liquors. Bring bubble wrap in your suitcase, because you will want to shop and fill your bag with great products! The rest of the late afternoon is free to explore the area, shop, enjoy the hotel’s facilities such as the gorgeous pool or go to the beach, etc.

Day 11: Taormina (B,D)

Today is a completely free day until the evening. You can choose any activity that you did not have time to do or a new optional one for the day. Some places to explore are Isola Bella Beach, Alcantara Gorge (Natural Park), Piazza Duomo and Fountain, stroll Corso Umberto and Piazza 1X Aprile (Bam Bar Granita). In the evening, we will go to Villa Britannia, the best cooking school, for a superb last night group dinner, as well as learn how to cook some Sicilian specialties.

Day 12: Depart from Catania (B)

Our fantastic Italian adventure comes to an end. After breakfast, you will be transferred to the airport in Catania for your flight home.

*Remember you are flying into Palermo and out of Catania.

The Best of Sicily

Price (Double Occupancy): $3699.00
Single Supplement: $700.00
Deposit: $500.00
Balance Due: July 1st


10 Nights Accommodations
Breakfast Daily – 2 Lunch – 3 Dinners
English-Speaking Tour Leader
All Private Guided Tours, Activities and Admissions
Airport/Hotel Transfers
All Taxes and Surcharges


International Airfare