Europe Sicily

Sicily and Its Isles

14 days• 

Jun 18, 2026 – Jul 1, 2026

Guaranteed

$5,299 per person twin; $6,199 single

Explore Sicily – an island paradise nestled amongst the deep blue waves of the Mediterranean. Sample specialties in Palermo’s colorful food market. Taste organic olive oil and learn how sustainable production methods support opposing the Mafia. Explore Agrigento’s Valley of the Temples (UNESCO) with a guide. Enjoy two nights on the Isle of Salina and visit a traditional caper farm. Spend two nights in Taormina, perched above the Ionian Sea. See Mount Etna from a different perspective on an off-road excursion. Discover how ancient traditions blend into modern society as you travel along Sicily and two of its beloved isles.

Tour highlights

• 6 Handpicked 4 star Accommodations
• 20 Meals

• Choice on Tour: Monreale Cathedral – Cloisters or Terrace Visit
• Cooking Class and Wine-Pairing Lunch

Your Tour Includes

• 6 Handpicked 4 star Accommodations
• 20 Meals
• Daily sightseeing by deluxe motorcoach with driver and guide
• All taxes, sightseeing admission fees
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• Must-See Inclusions:
• Explore the medieval charm of seaside Cefalù.
• Immerse yourself in ancient history during a visit to the Valley of the Temples.
• Spend two nights in Taormina and tour its iconic Greek theater.
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• Cultural Experiences:
• Ascend the sides of Mount Etna (UNESCO) in off-road vehicles.
• Delve into the belly of Palermo on a walking food tour of the historical city center.
• Soak up the relaxed ambiance of the Aeolian Islands (UNESCO) with a 2-night stay on the Isle of Salina.
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• Culinary Inclusions:
• Discover Sicilian wines on the slopes of Mount Etna.
• Savor salty capers and sweet Malvasia wine at a local producer on Salina Island.
• During an Impact Moment, visit an olive grove for a taste of their sustainably produced oil and learn how their ethical production methods help combat the Mafia

• Day: 1
• Overnight Flight
• You’re on your way to Sicily – an island paradise nestled amongst the deep blue waves of the Mediterranean. Look past the Italy you think you know and see how this coastal farmland balances ancient traditions and modern comforts.
• Day: 2
• Palermo, Italy
• Dinner Hotel Porta Felice
• Arrive in Palermo, Sicily’s vibrant capital city. As travelers’ arrival times will vary, we have not included any sightseeing. Spend the day exploring independently, taking in Palermo’s gritty, unshakable spirit and captivating energy. Late this afternoon, we meet for a briefing about the journey ahead; tonight come to know your fellow travelers over a welcome dinner.
• Day: 3
• Palermo
• Breakfast & Lunch Hotel Porta Felice
• Begin your adventure tasting your way through Palermo’s lively markets on a walking tour unveiling the city’s historical center and introducing you to traditional Sicilian street food. Palermo’s culinary heritage layers Arab and Norman influences with local produce such as wild fennel, olives, and spices. This afternoon, head to Monreale Cathedral, ascending on foot to see its majestic Byzantine mosaics. Then, it’s your choice!Explore the cathedral’s cloisters, taking in their serene atmosphere of the monastic complex -OR- ascend the southern tower to the panoramic terraces for a bird’s-eye view over Palermo.
• Day: 4
• Palermo – Marsala
• Breakfast Hotel Stella D’Italia
• As you head west this morning, bid farewell to Palermo’s Arab-Norman architectural masterpieces and set forth on a journey to uncover Sicily’s deeply rooted heritage, teeming with Classical designs. Late this afternoon, settle into your hotel in coastal Marsala for a three-night stay. Perhaps you’ll take a sunset walk along the waterfront before heading out for an evening at leisure.
• Day: 5
• Marsala
• Breakfast Hotel Stella D’Italia
• Discover the ancient craft of sea-salt harvesting during a guided visit to the salt pans of the Stagnone Lagoon, once at the confluence of Phoenician, Greek and Roman civilizations. Hop on a local boat* and take in the views of the lagoon and surrounding, low-laying islands before returning to Marsala for an afternoon at leisure.
• Day: 6
• Marsala
• Breakfast Hotel Stella D’Italia
• The day is yours to explore Marsala as you please. Perhaps you’ll visit one of the city’s numerous wineries, noted for producing the eponymous fortified wine. Or, you may join a full day optional excursion to Favignana. A short waterjet ride* from Sicily’s mainland, Favignana island is part of the Egadi archipelago. Once famous for its tuna fish production, this small island boasts crystal clear waters and enchanting gardens.
• Day: 7
• Marsala – Agrigento
• Breakfast & Lunch & Dinner Hotel Foresteria Baglio della Luna
• This morning, experience an Impact Momentwhen you visit an olive oil maker who uses ethical farming methods to produce EVOO. Hear this local man’s story, his dedication to sustainable farming, and how he stands up against the rules that the Mafia tries to impose on local farmers. Explore the olive groves on foot and pause for a rustic picnic-style lunch before continuing to Agrigento’s seaside. Settle in for a one-night stay and dinner at your hotel.
• Day: 8
• Agrigento – Cefalù Coast
• Breakfast & Dinner Mangia’s Pollina Resort
• In company of an expert guide, wander through the imposing Greek ruins of Agrigento’s Valley of the Temples. Discover the myths enshrouding the foundation of ancient Akragas,and watch history come alive. Then, relax aboard your motorcoach during a full afternoon transfer to Sicily’s northern coast. As the sun sets, acquaint yourself with the extensive grounds of your cliffside resort.
• Day: 9
• Cefalù Coast
• Breakfast & Dinner Mangia’s Pollina Resort
• Today, set off for the seaside town of Cefalù on Sicily’s northern coast. Stroll the medieval streets and enjoy ample free time to explore on your own. Perhaps you’ll peek into the city’s impressive cathedral showcasing Norman architecture, or take in Sicilian medieval art at the Mandralisca museum. Return to your coastal resort mid-afternoon. You will have time to venture down to the resort’s private beach and dip your feet in the Mediterranean, if you choose.
• Day: 10
• Cefalù Coast – Ferry to Aeolian Islands – Isle of Salina
• Breakfast Hotel La Salina Borgo Di Mare
• Grab your bags** and hop on a ferry in Milazzo. Sail by Vulcano and Lipari on your way to Salina,* a far-flung isle surrounded by vibrant blue waters and dark volcanic rock. Somewhat off the beaten path, Salina is one of the less-traveled Aeolian Islands, preserved as a vacation getaway for Italians. Start your 2-night stay and slow your rhythm to the gentle pace of this small island.
• Day: 11
• Salina
• Breakfast Hotel La Salina Borgo Di Mare
• Dramatic landscapes of rocky cliffs and vibrant vineyards pass you by on your way to nearby Pollara, famous for its traditional caper cultivation. Wander through the fields, tasting the salted flower buds accompanied by a glass of Malvasia, a locally produced dessert wine. The afternoon is yours to do as you please. Perhaps you’ll find a café by the sea and soak in the local life while sampling their every flavor of granitaice-slush.
• Day: 12
• Salina – Ferry to Sicily – Taormina
• Breakfast Splendid Hotel Taormina
• Early this morning, ferry* back to mainland Sicilia. Journey along the Ionian Coast to Taormina, a seaside hub of ancient Greek theaters and hilly walkways. Discover its well-preserved Greek theatre in company of a local guide. Walk in the footsteps of ancient attendees and take in an unparalleled viewpoint of the adjacent sea. Spend the evening on your own. Perhaps you’ll grab a bite to eat at a sidewalk café, or peruse the local boutiques for handcrafted souvenirs.
• Day: 13
• Taormina – Mount Etna – Taormina
• Breakfast & Lunch & Dinner Splendid Hotel Taormina
• See Sicily’s wilder side on an off-road adventure to Mount Etna. Stare up at the iconic peak as your vehicle climbs along the sides of Europe’s largest active volcano. Spend the day exploring this legendary giant, passing by lava formations and basalt rocks before stopping at a local winery to sample their local production. This evening, toast to your Sicilian sojourn at dinner, surrounded by local musicians.
• Day: 14
• Taormina – Tour Ends
• Breakfast
• Your journey through Sicily comes to a close today. Return home with memories of Italy’s favorite island.
• You leave the US June 18 and return home July 1. Tour begins June 19  Airport transfers are included when you book airfare with us.  Price: $5299 sharing a twin room; $6199 in a room to yourself, plus airfare.
• How to book: Call 516.248.3496 or email wisewomentravelellen@gmail.com  Airfare can be priced and booked 11 months in advance.  Deposit required.  Full payment due 95 days in advance.  Travel insurance is recommended and paid for with your deposit for complete coverage.