Experience Sicily’s vibrant cities, ancient ruins, culinary delights, and breathtaking landscapes—from Palermo and Mount Etna to Taormina, Ragusa, Agrigento, and the island’s hidden gems.
Starting from $.
Best of Sicily Winter Escorted Group Tour
8 Days/7 Nights
Starting from
$
per person*
Unforgettable Italian Journeys, Designed for You
Curated by passionate Italy experts, this sample itinerary is just the beginning of your Italian adventure. Every journey we design is unique, crafted around your interests, pace, and dreams so you can experience Italy’s beauty and culture like a true insider. Let us transform your vision into a one-of-a-kind travel experience, filled with authentic moments and lasting memories
Day 1
PALERMO
Sicily Opens With Markets And Mosaics
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- Independent arrival in Palermo
- Make your own way to your hotel
- Afternoon meet & greet with your tour escort and group
- Welcome cocktail
- Group dinner at the hotel or local restaurant
- Overnight stay in Palermo
Day 2
CEFALU, CASTELBUEONO, CATANIA
From Beachy Charm To Volcanic City Energy
- Breakfast at the hotel in Palermo
- Drive to Cefalù, charming seaside town
- Visit the historic center, Norman Cathedral (mosaics), and medieval wash‑house carved into the rock
- Continue to Castelbuono in the Madonie Mountains
- Short visit of the medieval village
- Tasting in a renowned pastry shop: Sicilian sweets (including panettone) and Rosolio liqueur
- Lunch in a farmhouse in Castelbuono
- Afternoon transfer to Catania
- Discover Catania’s baroque atmosphere and black lava‑stone streets (orientation)
- Group dinner and overnight stay in Catania
Day 3
CATANIA, MOUNT ETNA with wine tasting and lunch in a local farmhouse, TAORMINA, CATANIA
Lava-Stone City, Volcano Giant, Cliffside Star
- Breakfast buffet at the hotel in Catania
- Excursion to Mount Etna
- Ascent (weather permitting) to about 2,000 m on Europe’s highest active volcano
- Panoramic views over the Ionian Sea and volcanic landscape
- Wine tasting and lunch in a typical farmhouse on Etna’s slopes
- Afternoon visit to Taormina
- Free time to stroll Corso Umberto, shop for lace, ceramics, coral jewelry, and local sweets
- Optional visit to the ancient Greek‑Roman Theater (not included)
- Evening return to Catania for group dinner and overnight stay
Day 4
CATANIA, SIRACUSA, RAGUSA with Sicilian specialties tasting
Greek-Legend Streets To Baroque Hilltown Beauty
- Breakfast at the hotel in Catania
- Depart for Siracusa
- Visit the archaeological area: Greek Amphitheater, Ear of Dionysus, Temple of Minerva, Roman Theater
- Continue to Ortigia Island, baroque old town of Siracusa
- See the Cathedral and Fountain of Aretusa
- Lunch in a local restaurant on Ortigia
- Afternoon transfer to Ragusa
- Explore Ragusa’s two souls: “new” town and Ragusa Ibla (baroque old town)
- Tasting of typical products overlooking Ragusa Ibla’s main square and Cathedral
- Group dinner and overnight stay in Ragusa
Day 5
RAGUSA, PIAZZA ARMERINA, AGRIGENTO
Greek Temple Views That Feel Like A Movie
- Breakfast at the hotel in Ragusa
- Depart for Piazza Armerina
- Visit Villa Romana del Casale (world’s largest collection of late Roman mosaics)
- Continue to Agrigento
- Lunch in a local restaurant in Agrigento
- Visit the Valley of the Temples: Juno, Hercules, Zeus, Concord, Castor and Pollux
- Evening after‑dark tour of the illuminated Valley of the Temples
- Group dinner and overnight stay in Agrigento
Day 6
AGRIGENTO, SELINUNTE with olive oil tasting and lunch in a local farmhouse, SEGESTA, PALERMO
From Valley Temples To Coastal Ruins
- Breakfast buffet at the hotel in Agrigento
- Depart for Selinunte archaeological park
- Visit the ancient acropolis and temples (largest archaeological area in the Mediterranean)
- Lunch in a typical farmhouse near Castelvetrano with local olive oil tasting
- Afternoon visit to Segesta
- See the majestic Doric Temple and surrounding ruins
- Evening arrival in Palermo
- Group dinner and overnight stay in Palermo
Day 7
PALERMO, MONREALE, MOUNT PELLEGRINO/CATACOMBS/CAPO MARKET (optional), PALERMO
A Capital Day With A Cathedral Detour
- Breakfast at the hotel in Palermo
- Morning sightseeing tour of Palermo
- Highlights: Palatine Chapel, Cathedral, Opera House (Teatro Massimo), Praetorian Square
- Immerse yourself in Palermo’s lively streets and markets
- Continue to Monreale
- Visit Monreale Cathedral with 12th‑century mosaics and Benedictine monastery
- Return to hotel for lunch
- Afternoon at leisure or optional excursions (not included):
- Monte Pellegrino & Shrine of Saint Rosalia
- Catacombs of the Capuchins (8,000 mummies)
- Walking tour of Capo Market (historic food market)
- Group dinner and final overnight stay in Palermo
Day 8
PALERMO
Final Stroll Through A City Of Layers
- Breakfast at your hotel in Palermo
- Check‑out
- End of tour and services
MAKE THIS ITINERARY YOURS
Turn this sample itinerary into your dream Italy vacation – tailored to your pace, passions, and budget.
Day 1
PALERMO
Sicily Opens With Markets And Mosaics
Arrive on your own in Palermo and check in at your hotel. In the afternoon, meet your tour escort and fellow travelers over a welcome cocktail. Enjoy a first group dinner together and settle in for the night in Sicily’s vibrant capital.
Day 2
CEFALU, CASTELBUEONO, CATANIA
From Beachy Charm To Volcanic City Energy
After breakfast, head to Cefalù, a picturesque fishing town where you’ll explore the medieval center, visit the impressive Norman Cathedral with its mosaics, and see the ancient wash‑house built into the rock. Continue to Castelbuono, a medieval village on the slopes of the Madonie Mountains. After a brief visit, enjoy a sweet tasting in a renowned pastry shop, sampling local specialties such as Sicilian panettone and the aromatic Rosolio liqueur. Then savor lunch in a farmhouse before transferring to Catania, a baroque city characterized by streets paved in black lava stone from Mount Etna. Enjoy dinner and an overnight stay in Catania.
Day 3
CATANIA, MOUNT ETNA with wine tasting and lunch in a local farmhouse, TAORMINA, CATANIA
Lava-Stone City, Volcano Giant, Cliffside Star
After breakfast, set out for Mount Etna. Weather permitting, you’ll reach around 2,000 meters on the volcano’s slopes, where you can admire the craters and sweeping views over the Ionian coast. Enjoy a wine tasting and traditional lunch in a farmhouse on Etna’s slopes, then continue to Taormina, a beautiful town perched above the sea. Spend your free time strolling along Corso Umberto, browsing boutiques for lace, ceramics, coral jewelry, and local delicacies, or simply relaxing with a granita at a café. You may also visit the famous Greek‑Roman Theater (optional, not included). Return to Catania for dinner and overnight.
Day 4
CATANIA, SIRACUSA, RAGUSA with Sicilian specialties tasting
Greek-Legend Streets To Baroque Hilltown Beauty
After breakfast, travel to Siracusa, one of Sicily’s most important ancient cities. Visit the archaeological park, including the Greek Amphitheater, the evocative Ear of Dionysus, the Temple of Minerva, and the Roman Theater. Continue to Ortigia Island, the baroque heart of Siracusa, to admire the Cathedral and the Fountain of Aretusa, then enjoy lunch in a local restaurant. In the afternoon, head to Ragusa, a town divided between the post‑earthquake “new” section and Ragusa Ibla, a jewel of Sicilian baroque architecture. Before checking in, savor a tasting of local specialties overlooking the main square and the majestic Cathedral of Ragusa Ibla. Dinner and overnight in Ragusa.
Day 5
RAGUSA, PIAZZA ARMERINA, AGRIGENTO
Greek Temple Views That Feel Like A Movie
After breakfast, head to Piazza Armerina to visit the Villa Romana del Casale, renowned for its extraordinary late Roman mosaics, considered the largest collection of their kind in the world. Continue to Agrigento for lunch in a local restaurant, then explore the Valley of the Temples, where the temples of Juno, Hercules, Zeus, Concord, and Castor and Pollux stand as some of the finest examples of classical Greek architecture. In the evening, enjoy an unforgettable after‑dark tour of the illuminated temples before returning to your hotel for dinner and overnight.
Day 6
AGRIGENTO, SELINUNTE with olive oil tasting and lunch in a local farmhouse, SEGESTA, PALERMO
From Valley Temples To Coastal Ruins
After breakfast, travel to Selinunte, whose vast archaeological park encompasses the remains of an ancient acropolis and numerous temples, making it one of the largest classical sites in the Mediterranean. Then continue to a farmhouse near Castelvetrano for lunch featuring local products and a tasting of the area’s renowned olive oil. In the afternoon, visit Segesta, where a majestic Doric Temple stands in a dramatic natural setting alongside other ancient remains. The day ends in Palermo, where you’ll enjoy dinner and spend the night.
Day 7
PALERMO, MONREALE, MOUNT PELLEGRINO/CATACOMBS/CAPO MARKET (optional), PALERMO
A Capital Day With A Cathedral Detour
After breakfast, enjoy a guided sightseeing tour of Palermo, discovering treasures such as the richly decorated Palatine Chapel, the Cathedral, the grand Opera House, and Praetorian Square. Experience the city’s vibrant atmosphere and colorful street life. Continue to Monreale to visit its stunning Cathedral, famous for its golden 12th‑century mosaics, and the Benedictine cloister. Return to the hotel for lunch, then enjoy a free afternoon. You may choose to join optional tours to Monte Pellegrino and the Shrine of Saint Rosalia, the Catacombs of the Capuchins, or the bustling Capo Market (optional activities not included). In the evening, share a final dinner and overnight in Palermo.
Day 8
PALERMO
Final Stroll Through A City Of Layers
After breakfast, check out of your hotel. Your week‑long journey through Sicily’s coastal towns, baroque cities, vineyards, and ancient temples comes to an end, leaving you with rich memories of its landscapes, flavors, and history.
