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Guided Walking : Europe

Italy: Sicily

Moderate Terrain: 4-8 Miles Daily

Italy Sicily guided walking tour map

A rugged island of sun-kissed coves, wildflower-dotted fields, family-run vineyards, and the ancient ruins of 12 civilizations, Sicily offers travelers the true soul of Italy. From the Grecian drama of Selinunte’s seaside temples to the quiet of Oasi Naturale di Vendicari’s secluded bird sanctuaries, it presents a cultural heritage and natural beauty as rich as Mt. Etna’s volcanic soil. Explore historic cities such as ancient Syracuse and medieval Erice. Marvel at architectural masterpieces, including Aci Castello’s towering 11th-century castle and Monreale’s 12th-century cathedral, considered one of the most magnificent churches in the world. Delight in sumptuous meals scented with fresh jasmine, ripe tomatoes, rosemary, mint, and basil. Sip robust reds and complex whites in the private library of a renowned vineyard, each glass paired with delicious appetizers and fresh olives. Walk quiet trails along spectacular mountainsides and through neolithic burial grounds. Enjoy it all in the company of our expert guides—a 10-day feast of ancient ruins, olive groves, and much more.


Tour Highlights:
  • Wander among the ancient walls and magnificent columns of Syracuse Archaeological Park with an expert historian, visiting its spectacular theater along the way.
  • Hike lava tracks lined with wildflowers on the slopes of Mount Etna, Europe’s largest active volcano.
  • With our guides, explore the cobblestone streets of Erice, a celebrated city breathtakingly sited atop seaside bluffs.
Flight + Tour Combo

13 days, 12 nights

FROM $6,448 USD

per person, double occupancy

Tour extensions available
Taormina
2 nights $448*
Palermo
1 nights $148

Tour Only

10 days, 9 nights

FROM $5,498 USD

per person, double occupancy



Request Reservation Online Contact Us

OR Call to Book 800.234.6900

Why Walk With Us

  • Trust our expertise with 38+ years in active travel.
  • Immersive experiences with our local guides.
  • Virtually everything is included, even beer and wine with dinner.
  • Your departure is always guaranteed.
  • We take care of our solo travelers.
  • Past guests and referrals always save.

Itinerary & Accommodations

View the Tour Only Itinerary Open
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Day 1

Syracuse Archaeological Park & historical walking tour of Ortygia

Mingle with flamingos, egrets, and other migratory birds at Oasi Nature Reserve at Vendicari. This afternoon, wander among Greek and Roman ruins in Syracuse’s vast Archaeological Park.

Accommodation: Hotel Domus Mariae Benessere, Syracuse

A former 14th-century aristocratic property, the elegant Domus Mariae Benessere has been recently refurbished and is spectacularly situated on the island of Ortygia in the historic heart of Syracuse. The hotel features a therapeutic spa and lovely panoramic rooftop terrace overlooking the sea.

Day 2

Necropolis of Pantalica*

Discover the Necropolis of Pantalica, where 5,000 ancient tombs occupy a river-carved limestone landscape draped in fragrant Mediterranean vegetation. Later, relax by your agriturismo’s pool before tonight’s traditional Sicilian dinner.

*please note that your itinerary of days two and three may be swapped on tour, but your hotels will remain the same

Accommodation: Hotel Domus Mariae Benessere, Syracuse

A former 14th-century aristocratic property, the elegant Domus Mariae Benessere has been recently refurbished and is spectacularly situated on the island of Ortygia in the historic heart of Syracuse. The hotel features a therapeutic spa and lovely panoramic rooftop terrace overlooking the sea.

Day 3

Mt. Etna

Explore magnificent 11,000-foot Mt. Etna—Europe’s largest active volcano—whose fascinating alpine environment encompasses pine forests, hardened lava corridors, and recently formed craters.

Accommodation: Agriturismo Vecchia Masseria, Caltagirone

A beautifully renovated traditional farm estate set in the midst of fields and forest with swimming pool, Jacuzzi, and pub and restaurant. Please note guest rooms are very simple in style. In addition, there are no telephones in guest rooms.

Day 4

Mount Ganzaria

This morning’s walk offers views from Mount Ganzaria. Afterwards, admire mosaics at Villa Romana del Casale, a UNESCO-enshrined third-century Roman hunting villa.

Accommodation: Agriturismo Vecchia Masseria, Caltagirone

A beautifully renovated traditional farm estate set in the midst of fields and forest with swimming pool, Jacuzzi, and pub and restaurant. Please note guest rooms are very simple in style. In addition, there are no telephones in guest rooms.

Day 5

Archaeological Park of Floristella

In the Archeological Park of Floristella, discover one of the most important industrial-archaeological sites in Italy, as you walk among 19th-century sulfur mines and learn about their importance to the island. After a picnic lunch, press on to your home for the night, a former Benedictine abbey.

Accommodation: Relais Santa Anastasia, Castelbuono

This former Benedictine abbey overlooking the Madonie Mountains is surrounded by vineyards, olive groves, and cork trees, which can be explored by a trail from the hotel; it features spacious rooms, swimming pool and Jacuzzi, gardens, and fine dining featuring its own farm produce.

Day 6

Parco Naturale Regionale delle Madonie

Relax at the hotel, or spend today exploring the biologically rich Madonie Mountains and the alpine village of Castelbuono. This evening’s highlight is an optional Sicilian cooking class.

Accommodation: Relais Santa Anastasia, Castelbuono

This former Benedictine abbey overlooking the Madonie Mountains is surrounded by vineyards, olive groves, and cork trees, which can be explored by a trail from the hotel; it features spacious rooms, swimming pool and Jacuzzi, gardens, and fine dining featuring its own farm produce.

Day 7

Walking tours of Cefalù & Erice

Begin the day in medieval Cefalù—a Tyrrhenian coastal resort with a fabulous Norman cathedral. After a seaside lunch, transfer to your palazzo in the dramatic hilltop town of Erice.

Accommodation: Hotel Elimo, Erice

In the historic center of Erice, a renovated family-owned palazzo offers very simple guest rooms and eclectic common areas with frescoed ceilings and antique furnishings, a wine bar, and interior garden.

Day 8

Riserva Naturale di Monte Cofano

Walk this morning on Monte Cofano, a limestone promontory flanked by two sparkling bays. Afterwards, visit the ancient hilltop temple of Segesta, then transfer to tonight’s four-star resort surrounded by vineyards.

Accommodation: Planeta Estate - La Foresteria, Menfi

Set amidst the vineyards of the renowned Planeta winery, a secluded four-star resort features spacious guest rooms with individual terraces, swimming pool and steam bath, walking paths, and exclusive fine dining.

Day 9

Selinunte archaeological site & visit to winery

This morning, explore Selinunte’s spectacular seaside ancient Greek temples. Then enjoy a tour, tasting, and farewell dinner at a historic winery.

Accommodation: Planeta Estate - La Foresteria, Menfi

Set amidst the vineyards of the renowned Planeta winery, a secluded four-star resort features spacious guest rooms with individual terraces, swimming pool and steam bath, walking paths, and exclusive fine dining.

Day 10

Departure from Palermo

After breakfast, transfer to Palermo.

Download Full Itinerary
Download Full Itinerary
Day 1

Join your Country Walkers Italy: Sicily tour

Your guide(s) meet you at the UNA Hotel Palace at 9:00 a.m. in the lobby. Your guide(s) will be wearing a Country Walkers shirt. Please be dressed for walking.

Set out for the charming town of Aci Castello, located at the foot of an imposing 11th-century castle. Savor lunch, then continue to your unique hotel, set on the fertile slopes of Mt. Etna. For dinner, enjoy specialties from the hotel’s organic gardens.

Accommodation: Monaci delle Terre Nere, Zafferana Etnea

Relax in unique accommodations at this Sicilian country estate set on 39½ acres on the slopes of Mt. Etna, with views of a sparkling sea. The boutique hotel’s 20 rooms are scattered throughout a historic, 19th-century building that is surrounded by an organic farm—whose produce is the star of the restaurant’s traditional cuisine. In this tranquil setting, enjoy an infinity pool and optional activities ranging from yoga and pilates to massage. Bikes are also available for guests’ use.

Day 2

Mt. Etna

Explore magnificent 11,000-foot Mt. Etna—Europe’s largest active volcano—whose fascinating alpine environment encompasses pine forests, hardened lava corridors, and recently formed craters.

Accommodation: Hotel Domus Mariae Benessere, Syracuse

A former 14th-century aristocratic property, the elegant Domus Mariae Benessere has been recently refurbished and is spectacularly situated on the island of Ortygia in the historic heart of Syracuse. The hotel features a therapeutic spa and lovely panoramic rooftop terrace overlooking the sea.

Day 3

Oasi Nature Reserve at Vendicari

Mingle with flamingos, egrets, and other migratory birds at Oasi Nature Reserve at Vendicari before arriving on foot to a family-owned agriturismo (agricultural estate) for a lunch of regional specialties. This afternoon, wander among Greek and Roman ruins in Syracuse’s vast Archaeological Park.

Accommodation: Hotel Domus Mariae Benessere, Syracuse

A former 14th-century aristocratic property, the elegant Domus Mariae Benessere has been recently refurbished and is spectacularly situated on the island of Ortygia in the historic heart of Syracuse. The hotel features a therapeutic spa and lovely panoramic rooftop terrace overlooking the sea.

Day 4

Necropolis of Pantalica

Discover the Necropolis of Pantalica, where 5,000 ancient tombs occupy a river-carved limestone landscape draped in Mediterranean vegetation. Later, relax by your agriturismo’s pool before tonight’s traditional Sicilian dinner.

Accommodation: Agriturismo Vecchia Masseria, Caltagirone

A beautifully renovated traditional farm estate set in the midst of fields and forest with swimming pool, Jacuzzi, and pub and restaurant. Please note guest rooms are very simple in style. In addition, there are no telephones in guest rooms.

Day 5

Mount Ganzaria and Floristella

This morning’s walk offers views of the Catanian plain from Mount Ganzaria. Afterward, discover one of the most important industrial-archaeological sites in Italy, as you walk among 19th-century sulfur mines at the Archaeological Park of Floristella.

Accommodation: Agriturismo Vecchia Masseria, Caltagirone

A beautifully renovated traditional farm estate set in the midst of fields and forest with swimming pool, Jacuzzi, and pub and restaurant. Please note guest rooms are very simple in style. In addition, there are no telephones in guest rooms.

Day 6

Visits of Villa Romana del Casale and Monreale

This morning, admire mosaics at the Villa Romana del Casale, a UNESCO-enshrined-3rd-century Roman hunting villa. Afterward, continue to the western part of the island. After a picnic lunch, press on to Monreale, whose cathedral is one of the greatest examples of Norman architecture in the world. Early evening finds you seaside in Trapani.

Accommodation: La Gancia Residence, Trapani

Historic architectural details meld with modern amenities in this elegant, beautifully restored hotel overlooking one of the most stunning city beaches in Sicily—just a one-minute walk away. The hotel’s convenient location puts you right near the boardwalk and within easy walking distance of historic attractions, such as the Church of Sant’Agostino and Cattedrale di San Lorenzo. While at the hotel, experience gracious Sicilian hospitality, as well as a fitness center, bar/lounge, rooftop terrace, and free Wi-Fi.

Day 7

Riserva Naturale di Monte Cofano and Erice

Walk this morning on Monte Cofano, a limestone promontory flanked by two sparkling bays. Afterward, visit the hilltop town of Erice.

Accommodation: La Gancia Residence, Trapani

Historic architectural details meld with modern amenities in this elegant, beautifully restored hotel overlooking one of the most stunning city beaches in Sicily—just a one-minute walk away. The hotel’s convenient location puts you right near the boardwalk and within easy walking distance of historic attractions, such as the Church of Sant’Agostino and Cattedrale di San Lorenzo. While at the hotel, experience gracious Sicilian hospitality, as well as a fitness center, bar/lounge, rooftop terrace, and free Wi-Fi.

Day 8

Segesta

Visit the dramatically well-preserved temple of Segesta, and then transfer to your four-star resort idyllically situated amid vineyards.

Accommodation: Planeta Estate - La Foresteria, Menfi

Set amidst the vineyards of the renowned Planeta winery, a secluded four-star resort features spacious guest rooms with individual terraces, swimming pool and steam bath, walking paths, and exclusive fine dining.

Day 9

Selinunte Archaeological Site, Winery Visit

This morning, explore Selinunte’s spectacular ancient Greek temples by the seashore. Then enjoy a tasting and farewell dinner at a historic winery.

Accommodation: Planeta Estate - La Foresteria, Menfi

Set amidst the vineyards of the renowned Planeta winery, a secluded four-star resort features spacious guest rooms with individual terraces, swimming pool and steam bath, walking paths, and exclusive fine dining.

Day 10

Your Italy: Sicily tour concludes

After a leisurely breakfast this morning, transfer to Palermo to begin your journey home, or explore on your own.

View the Flight + Tour Combo Itinerary Close
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Flight

Overnight Flight from USA to Catánia, Italy

Please refer to your air itinerary for your specific flight details.

Arrival

Arrive in Catánia, Italy

Upon arrival at Catánia’s Fontanarossa Airport, a representative holding a Country Walkers sign will meet you as you exit the baggage-claim area. Please note that there may be up to a 45- minute wait if there are other guests arriving within the same time frame. A complimentary small-group transfer will be provided to the Hotel Domus Mariae Benessere in Syracuse, approximately one hour away. The remainder of the day is at your leisure (no meals included).

Accommodation: Hotel Domus Mariae Benessere, Syracuse

A former 14th-century aristocratic property, the elegant Domus Mariae Benessere has been recently refurbished and is spectacularly situated on the island of Ortygia in the historic heart of Syracuse. The hotel features a therapeutic spa and lovely panoramic rooftop terrace overlooking the sea.

Day 1

Join your Country Walkers Italy: Sicily tour

Breakfast is included at your hotel. Your guide(s) will meet you at the Hotel Domus Mariae Benessere at 9:00 a.m. in the lobby. Your guide(s) will be wearing a Country Walkers shirt.

Please be dressed for walking. Please refer to the Italy: Sicily (10 days, 9 nights) itinerary for full tour details.

Mingle with flamingos, egrets, and other migratory birds at Oasi Nature Reserve at Vendicari. This afternoon, wander among Greek and Roman ruins in Syracuse’s vast Archaeological Park.

Accommodation: Hotel Domus Mariae Benessere, Syracuse

A former 14th-century aristocratic property, the elegant Domus Mariae Benessere has been recently refurbished and is spectacularly situated on the island of Ortygia in the historic heart of Syracuse. The hotel features a therapeutic spa and lovely panoramic rooftop terrace overlooking the sea.

Day 2

Necropolis of Pantalica*

Discover the Necropolis of Pantalica, where 5,000 ancient tombs occupy a river-carved limestone landscape draped in fragrant Mediterranean vegetation. Later, relax by your agriturismo’s pool before tonight’s traditional Sicilian dinner.

*please note that your itinerary of days two and three may be swapped on tour, but your hotels will remain the same

Accommodation: Hotel Domus Mariae Benessere, Syracuse

A former 14th-century aristocratic property, the elegant Domus Mariae Benessere has been recently refurbished and is spectacularly situated on the island of Ortygia in the historic heart of Syracuse. The hotel features a therapeutic spa and lovely panoramic rooftop terrace overlooking the sea.

Day 3

Mt. Etna

Explore magnificent 11,000-foot Mt. Etna—Europe’s largest active volcano—whose fascinating alpine environment encompasses pine forests, hardened lava corridors, and recently formed craters.

Accommodation: Agriturismo Vecchia Masseria, Caltagirone

A beautifully renovated traditional farm estate set in the midst of fields and forest with swimming pool, Jacuzzi, and pub and restaurant. Please note guest rooms are very simple in style. In addition, there are no telephones in guest rooms.

Day 4

Mount Ganzaria

This morning’s walk offers views from Mount Ganzaria. Afterwards, admire mosaics at Villa Romana del Casale, a UNESCO-enshrined third-century Roman hunting villa.

Accommodation: Agriturismo Vecchia Masseria, Caltagirone

A beautifully renovated traditional farm estate set in the midst of fields and forest with swimming pool, Jacuzzi, and pub and restaurant. Please note guest rooms are very simple in style. In addition, there are no telephones in guest rooms.

Day 5

Archaeological Park of Floristella

In the Archeological Park of Floristella, discover one of the most important industrial-archaeological sites in Italy, as you walk among 19th-century sulfur mines and learn about their importance to the island. After a picnic lunch, press on to your home for the night, a former Benedictine abbey.

Accommodation: Relais Santa Anastasia, Castelbuono

This former Benedictine abbey overlooking the Madonie Mountains is surrounded by vineyards, olive groves, and cork trees, which can be explored by a trail from the hotel; it features spacious rooms, swimming pool and Jacuzzi, gardens, and fine dining featuring its own farm produce.

Day 6

Parco Naturale Regionale delle Madonie

Relax at the hotel, or spend today exploring the biologically rich Madonie Mountains and the alpine village of Castelbuono. This evening’s highlight is an optional Sicilian cooking class.

Accommodation: Relais Santa Anastasia, Castelbuono

This former Benedictine abbey overlooking the Madonie Mountains is surrounded by vineyards, olive groves, and cork trees, which can be explored by a trail from the hotel; it features spacious rooms, swimming pool and Jacuzzi, gardens, and fine dining featuring its own farm produce.

Day 7

Walking tours of Cefalù & Erice

Begin the day in medieval Cefalù—a Tyrrhenian coastal resort with a fabulous Norman cathedral. After a seaside lunch, transfer to your palazzo in the dramatic hilltop town of Erice.

Accommodation: Hotel Elimo, Erice

In the historic center of Erice, a renovated family-owned palazzo offers very simple guest rooms and eclectic common areas with frescoed ceilings and antique furnishings, a wine bar, and interior garden.

Day 8

Riserva Naturale di Monte Cofano

Walk this morning on Monte Cofano, a limestone promontory flanked by two sparkling bays. Afterwards, visit the ancient hilltop temple of Segesta, then transfer to tonight’s four-star resort surrounded by vineyards.

Accommodation: Planeta Estate - La Foresteria, Menfi

Set amidst the vineyards of the renowned Planeta winery, a secluded four-star resort features spacious guest rooms with individual terraces, swimming pool and steam bath, walking paths, and exclusive fine dining.

Day 9

Selinunte archaeological site & visit to winery

This morning, explore Selinunte’s spectacular seaside ancient Greek temples. Then enjoy a tour, tasting, and farewell dinner at a historic winery.

Accommodation: Planeta Estate - La Foresteria, Menfi

Set amidst the vineyards of the renowned Planeta winery, a secluded four-star resort features spacious guest rooms with individual terraces, swimming pool and steam bath, walking paths, and exclusive fine dining.

Day 10

Departure from Palermo

After breakfast, transfer to Palermo.

Post-Night

Tour Departure from Palermo

After enjoying breakfast in Menfi and traveling with your group to Palermo, a private coach brings you to the Eurostars Centrale Palace Hotel for your post-tour night. (Lunch and dinner are on your own.)

Accommodation: Eurostars Centrale Palace Hotel, Palermo, Italy

Located in a former aristocratic palace, this four-star hotel is in the heart of Palermo’s historical center, just a short walk from both the main cathedral and the pedestrian Piazza Vigliena. Carefully renovated to blend original architectural structure and details with modern comfort, the hotel features public spaces and guest rooms classically decorated with antiques. A rooftop garden restaurant offers fine dining and views, as well.

Departure

Ciao! This morning a complimentary small-group transfer is provided to Palermo’s Falcone Borsellino Airport based on your departure time. (Your departure transfer time will be communicated to you on tour by your guides.)

Add a Tour Extension to Your Flight + Tour Combo
Pre-Tour Extension: Taormina

2 nights from only $448*

  • Two nights at the Hotel Villa Schuler
  • Small-group airport and hotel transfers
  • Two breakfasts

For those guests reserving our Flight + Tour Combo, you may wish to further extend your time in Italy with an additional two nights in Taormina. Perched idyllically above the Mediterranean, Taormina is a chic resort town with a history dating back millennia. Discover a tranquil hideaway adored by past jetsetters from Cary Grant to Johannes Brahms, boasting dreamy streets, medieval churches, spectacular beaches, and a beautifully preserved Greek theatre. Staying in a family-run hotel in the heart of the city’s historic center—surrounded by its exotic gardens and steps away from the beach—you’ll enjoy all the best of this beguiling city!

Single Supplement: $398

*Please note that some hotel city taxes may need to be paid locally.

*For those traveling in 2017, the Taormina Pre-tour extension is $548. Single Supplement is $348.

Post-Tour Extension: Palermo

1 night from only $148

  • One night at the Eurostars Centrale Palace Hotel*
  • Small-group airport and hotel transfers
  • One breakfast

Set in a natural amphitheater on the Gulf of Palermo and flanked by towering Monte Pellegrino and Monte Alfano, Palermo sits squarely at the crossroads of three continents—Europe, Africa, and Asia—and of centuries of history. Tarry here a while, so you can take in its heady brew of catacombs and souk-like markets … botanical gardens praised by Goethe as “the most beautiful place on earth” … iconic structures including the splendid cathedral and Italy’s largest indoor theater, where the final scenes of The Godfather trilogy were filmed … and drink in the city’s multicultural ambiance. Your home in a former aristocratic palace in the ancient city center makes it easy to explore.

Single Supplement: $98

*Please note that some hotel city taxes may need to be paid locally.

Flight + Tour Combo Inclusions:

  • Round-trip international airfare (includes airline fuel charges and taxes)
  • Small-group airport and hotel transfers
  • One night at the UNA Palace in Catania and one night at the Eurostars Centrale Palace Hotel in Palermo*
  • Two breakfasts
  • 10-day/9-night Italy: Sicily guided walking tour with on-trip inclusions

*Please note that some hotel city taxes may need to be paid locally.

Tour Extension Available

Taormina
2 nights from only $448*

Palermo
1 nights from only $148

Learn More

Ready to take the next step?

Request A Reservation

OR Call 800.234.6900

Download Full Itinerary
Flight

Overnight Flight from USA to Catania, Italy

Begin your adventure by departing from a convenient gateway city in the United States or Canada. Spend the first night aloft.

Arrival

Arrive in Catania, Italy

Upon your arrival at Catania’s Fontanarossa Airport, a representative holding a Country Walkers sign meets you as you exit the baggage-claim area. Please note that there may be up to a 45- minute wait if there are other guests arriving within the same time frame. A complimentary small-group transfer is provided to your hotel in Catania, approximately 30 minutes away. The remainder of the day is at your leisure (no meals included).

Accommodation: UNA Hotel Palace, Catania

Located just a ten-minute walk from Catania Cathedral and Massimo Bellini Opera House, the UNA Hotel Palace offers a tranquil respite in the heart of the city. Housed in a restored, historic luxury hotel, it offers a fitness center, Turkish hammam, roof garden, as well as a terrace restaurant and bar with panoramic views sweeping out to Mount Etna.

Day 1

Join your Country Walkers Italy: Sicily tour

Breakfast is included at your hotel.

Your guide(s) meet you at the UNA Hotel Palace at 9:00 a.m. in the lobby. Your guide(s) will be wearing a Country Walkers shirt. Please be dressed for walking.

Set out for the charming town of Aci Castello, located at the foot of an imposing 11th-century castle. Savor lunch, then continue to your unique hotel, set on the fertile slopes of Mt. Etna. For dinner, enjoy specialties from the hotel’s organic gardens.

Accommodation: Monaci delle Terre Nere, Zafferana Etnea

Relax in unique accommodations at this Sicilian country estate set on 39½ acres on the slopes of Mt. Etna, with views of a sparkling sea. The boutique hotel’s 20 rooms are scattered throughout a historic, 19th-century building that is surrounded by an organic farm—whose produce is the star of the restaurant’s traditional cuisine. In this tranquil setting, enjoy an infinity pool and optional activities ranging from yoga and pilates to massage. Bikes are also available for guests’ use.

Day 2

Mt. Etna

Explore magnificent 11,000-foot Mt. Etna—Europe’s largest active volcano—whose fascinating alpine environment encompasses pine forests, hardened lava corridors, and recently formed craters.

Accommodation: Hotel Domus Mariae Benessere, Syracuse

A former 14th-century aristocratic property, the elegant Domus Mariae Benessere has been recently refurbished and is spectacularly situated on the island of Ortygia in the historic heart of Syracuse. The hotel features a therapeutic spa and lovely panoramic rooftop terrace overlooking the sea.

Day 3

Oasi Nature Reserve at Vendicari

Mingle with flamingos, egrets, and other migratory birds at Oasi Nature Reserve at Vendicari before arriving on foot to a family-owned agriturismo (agricultural estate) for a lunch of regional specialties. This afternoon, wander among Greek and Roman ruins in Syracuse’s vast Archaeological Park.

Accommodation: Hotel Domus Mariae Benessere, Syracuse

A former 14th-century aristocratic property, the elegant Domus Mariae Benessere has been recently refurbished and is spectacularly situated on the island of Ortygia in the historic heart of Syracuse. The hotel features a therapeutic spa and lovely panoramic rooftop terrace overlooking the sea.

Day 4

Necropolis of Pantalica

Discover the Necropolis of Pantalica, where 5,000 ancient tombs occupy a river-carved limestone landscape draped in Mediterranean vegetation. Later, relax by your agriturismo’s pool before tonight’s traditional Sicilian dinner.

Accommodation: Agriturismo Vecchia Masseria, Caltagirone

A beautifully renovated traditional farm estate set in the midst of fields and forest with swimming pool, Jacuzzi, and pub and restaurant. Please note guest rooms are very simple in style. In addition, there are no telephones in guest rooms.

Day 5

Mount Ganzaria and Floristella

This morning’s walk offers views of the Catanian plain from Mount Ganzaria. Afterward, discover one of the most important industrial-archaeological sites in Italy, as you walk among 19th-century sulfur mines at the Archaeological Park of Floristella.

Accommodation: Agriturismo Vecchia Masseria, Caltagirone

A beautifully renovated traditional farm estate set in the midst of fields and forest with swimming pool, Jacuzzi, and pub and restaurant. Please note guest rooms are very simple in style. In addition, there are no telephones in guest rooms.

Day 6

Visits of Villa Romana del Casale and Monreale

This morning, admire mosaics at the Villa Romana del Casale, a UNESCO-enshrined-3rd-century Roman hunting villa. Afterward, continue to the western part of the island. After a picnic lunch, press on to Monreale, whose cathedral is one of the greatest examples of Norman architecture in the world. Early evening finds you seaside in Trapani.

Accommodation: La Gancia Residence, Trapani

Historic architectural details meld with modern amenities in this elegant, beautifully restored hotel overlooking one of the most stunning city beaches in Sicily—just a one-minute walk away. The hotel’s convenient location puts you right near the boardwalk and within easy walking distance of historic attractions, such as the Church of Sant’Agostino and Cattedrale di San Lorenzo. While at the hotel, experience gracious Sicilian hospitality, as well as a fitness center, bar/lounge, rooftop terrace, and free Wi-Fi.

Day 7

Riserva Naturale di Monte Cofano and Erice

Walk this morning on Monte Cofano, a limestone promontory flanked by two sparkling bays. Afterward, visit the hilltop town of Erice.

Accommodation: La Gancia Residence, Trapani

Historic architectural details meld with modern amenities in this elegant, beautifully restored hotel overlooking one of the most stunning city beaches in Sicily—just a one-minute walk away. The hotel’s convenient location puts you right near the boardwalk and within easy walking distance of historic attractions, such as the Church of Sant’Agostino and Cattedrale di San Lorenzo. While at the hotel, experience gracious Sicilian hospitality, as well as a fitness center, bar/lounge, rooftop terrace, and free Wi-Fi.

Day 8

Segesta

Visit the dramatically well-preserved temple of Segesta, and then transfer to your four-star resort idyllically situated amid vineyards.

Accommodation: Planeta Estate - La Foresteria, Menfi

Set amidst the vineyards of the renowned Planeta winery, a secluded four-star resort features spacious guest rooms with individual terraces, swimming pool and steam bath, walking paths, and exclusive fine dining.

Day 9

Selinunte Archaeological Site, Winery Visit

This morning, explore Selinunte’s spectacular ancient Greek temples by the seashore. Then enjoy a tasting and farewell dinner at a historic winery.

Accommodation: Planeta Estate - La Foresteria, Menfi

Set amidst the vineyards of the renowned Planeta winery, a secluded four-star resort features spacious guest rooms with individual terraces, swimming pool and steam bath, walking paths, and exclusive fine dining.

Day 10

Your Italy: Sicily tour concludes

After a leisurely breakfast this morning, transfer to Palermo to begin your journey home, or explore on your own.

Post-Tour Night

Your Italy: Sicily tour concludes

After enjoying breakfast in Menfi, travel with your group to Palermo for your post-tour night. (Lunch and dinner are on your own.)

Accommodation: Eurostars Centrale Palace Hotel, Palermo, Italy

Located in a former aristocratic palace, this four-star hotel is in the heart of Palermo’s historical center, just a short walk from both the main cathedral and the pedestrian Piazza Vigliena. Carefully renovated to blend original architectural structure and details with modern comfort, the hotel features public spaces and guest rooms classically decorated with antiques. A rooftop garden restaurant offers fine dining and views, as well.

Departure

Ciao! This morning, a complimentary small-group transfer is provided to Palermo’s Falcone Borsellino Airport based on your departure time. (Your departure transfer time will be communicated to you on tour by your guides.)

Add a Tour Extension to Your Flight + Tour Combo
Pre-Tour Extension: Taormina

2 nights from only $448*

  • Two nights at the Hotel Villa Schuler
  • Small-group airport and hotel transfers
  • Two breakfasts

For those guests reserving our Flight + Tour Combo, you may wish to further extend your time in Italy with an additional two nights in Taormina. Perched idyllically above the Mediterranean, Taormina is a chic resort town with a history dating back millennia. Discover a tranquil hideaway adored by past jetsetters from Cary Grant to Johannes Brahms, boasting dreamy streets, medieval churches, spectacular beaches, and a beautifully preserved Greek theatre. Staying in a family-run hotel in the heart of the city’s historic center—surrounded by its exotic gardens and steps away from the beach—you’ll enjoy all the best of this beguiling city!

Single Supplement: $398

*Please note that some hotel city taxes may need to be paid locally.

*For those traveling in 2017, the Taormina Pre-tour extension is $548. Single Supplement is $348.

Post-Tour Extension: Palermo

1 night from only $148

  • One night at the Eurostars Centrale Palace Hotel*
  • Small-group airport and hotel transfers
  • One breakfast

Set in a natural amphitheater on the Gulf of Palermo and flanked by towering Monte Pellegrino and Monte Alfano, Palermo sits squarely at the crossroads of three continents—Europe, Africa, and Asia—and of centuries of history. Tarry here a while, so you can take in its heady brew of catacombs and souk-like markets … botanical gardens praised by Goethe as “the most beautiful place on earth” … iconic structures including the splendid cathedral and Italy’s largest indoor theater, where the final scenes of The Godfather trilogy were filmed … and drink in the city’s multicultural ambiance. Your home in a former aristocratic palace in the ancient city center makes it easy to explore.

Single Supplement: $98

*Please note that some hotel city taxes may need to be paid locally.

Flight + Tour Combo Inclusions:

  • Round-trip international airfare (includes airline fuel charges and taxes)
  • Small-group airport and hotel transfers
  • One night at the UNA Palace in Catania and one night at the Eurostars Centrale Palace Hotel in Palermo*
  • Two breakfasts
  • 10-day/9-night Italy: Sicily guided walking tour with on-trip inclusions

*Please note that some hotel city taxes may need to be paid locally.

Tour Extension Available

Taormina
2 nights from only $448*

Palermo
1 nights from only $148

Learn More

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Dates & Prices

Tour Only

2017 Dates Per person, double occupancy Single Supplement
more info
Sep 10 - Sep 19 $5,498 $598
Sep 24 - Oct 3 $5,498 $598
Oct 8 - Oct 17 $5,498 $598
Oct 22 - Oct 31 $5,498 $598

Flight + Tour Combo

2017 Dates NEW YORK Change Departure Airport
Flight + Tour Combo
more info
Flight + Tour Combo
more info
Single Supplement
more info
Sep 8 - Sep 20 $6,448
$798
Sep 22 - Oct 4 $6,448 $798
Oct 6 - Oct 18 $6,448 $798
Oct 20 - Nov 1 $6,548 $798
*Savings applicable to new bookings only. Standard Terms & Conditions apply when purchasing this trip. Prices include all airline surcharges and Government taxes and fees. Call for details. All prices are subject to change. Departure dates and prices shown may be updated several times daily, and apply to new bookings only. We reserve the right to correct errors.

Tour Only

2018 Dates Per person, double occupancy Single Supplement
more info
Apr 8 - Apr 17 $5,898 $748
Apr 29 - May 8 $5,898 $748
May 6 - May 15 $5,898 $748
May 20 - May 29 $5,898 $748
Sep 9 - Sep 18 $5,898 $748
Sep 30 - Oct 9 $5,898 $748
Oct 7 - Oct 16 $5,898 $748
Oct 21 - Oct 30 $5,898 $748

Flight + Tour Combo

2018 Dates NEW YORK Change Departure Airport
Flight + Tour Combo
more info
Flight + Tour Combo
more info
Single Supplement
more info
Apr 6 - Apr 18 $6,848
$948
Apr 27 - May 9 $6,848 $948
May 4 - May 16 $6,848 $948
May 18 - May 30 $6,848 $948
Sep 7 - Sep 19 $6,848 $948
Sep 28 - Oct 10 $6,848 $948
Oct 5 - Oct 17 $6,848 $948
Oct 19 - Oct 31 $6,848 $948
*Savings applicable to new bookings only. Standard Terms & Conditions apply when purchasing this trip. Prices include all airline surcharges and Government taxes and fees. Call for details. All prices are subject to change. Departure dates and prices shown may be updated several times daily, and apply to new bookings only. We reserve the right to correct errors.

Guides

Guides

Our guides' experience, dedication, and enthusiasm make them ideal ambassadors for your destination. They chart the course, finesse the details, and speak the language (English, as well as the local language). They also possess a truly rare skill, knowing when to let serendipity and inspiration take the lead.

Orietta Piazza
Orietta Piazza

With a love of languages and travel, native Sicilian Orietta Piazza studied English, German, and Spanish at the University of Catania, graduating with a degree in modern languages. In addition to guiding our walking tours in Sicily, Orietta leads tours exploring Sicilian genealogy for many visitors to the island who are of Sicilian heritage. In addition to traveling, she is fond of gardening and plays the guitar.

Alessandro Gullo
Alessandro Gullo

Alessandro Gullo is a native of Italy with Sicilian ancestry. Educated in the US as well as Italy, he is a certified guide of historic monuments in Umbria. He combines his charming personality with a vast knowledge of culture, art, history, food and wine on many of our Italian tours.

Maurizio Musmeci
Maurizio Musmeci

A native of the Sicilian town of Acireale, Maurizio Musmeci lives in Aci Castello, a small village built on hardened Mt. Etna lava. Having lived in several Italian cities, he eventually returned to Sicily, where he is proud to be part of an organization that publicly supports businesses and public officials who do not pay protection money to organized crime. He has a degree in environmental planning and has been working for years as a hiking and nature guide. Maurizio wants to share Sicily with all visitors so they can know it for what it is: a beautiful land, full of contradictions, with an amazing natural and human cultural heritage.

Keegan - Cinque Terre Guide
Keegan Alagna

With his American mother and Sicilian father, Keegan Alagna grew up in a bilingual home in the Umbrian countryside near Assisi. From his childhood on a working farm to post-graduate work in geology, he has always pursued his passion and curiosity for the outdoors, through teaching, guiding, and exploring. He brings his depth of knowledge of geology, nature, Italian history and culture to his walking tours and to his position as a board member on Italy’s premier outdoor group—the CAI, the Club Alpino Italiano.

Photos

Reviews

November 2015

“Loved Sicily! It’s really another country, not like another part of Italy. This tour has more culture mixed in with the walks, a fact I especially enjoyed since it was our first visit to Sicily. The guides were knowledgeable and flexible in dealing with less clement weather and a family emergency in the group. The walks are accurately described and doable. The food was outstanding, varied and culturally authentic. The hotels were charming and comfortable, occasionally luxurious. We appreciated the emphasis on local businesses and family run hotels and restaurants. We always felt welcome, even when we had limited communications. Highly recommend this tour!”

November 2015

“Please see previous review.”

November 2015

“Sicily is awesome! Within the constraints of having to transport folks to various sites and time in the bus, the time allocated to hiking seemed fair.”

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