October 18th - October 29th, 2027

From Sorrento to Sicily

Southern Italy

Travel from the dramatic cliffs of the Amalfi Coast to the historic towns, vineyards, markets, and ancient sites of Sicily on this unforgettable journey through Southern Italy. Along the way, enjoy memorable experiences including a hands-on cooking class in Sorrento, tartufo in Pizzo, wine tasting on the slopes of Mount Etna, and fresh olive oil in the Madonie Mountains. Multiple-night stays in Sorrento, Tropea, Taormina, and Palermo allow you to settle in and experience each region at a more relaxed pace. From coastal scenery to centuries of history and incredible regional cuisine, this tour showcases a side of Italy many travelers never see.

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Tour Inclusions:

Air

Group Air from Ohio

Motorcoach

Deluxe motorcoach transportation

Gratuities

Gratuities for guides, driver

Activity Level

Physical activity rating based on 1 of 5 levels.

Activity Level 4 (Out of 5)

Active

For physically fit travelers who enjoy extended walking.

Walkers, rollators, wheelchairs, or canes are not permitted.

Walking distance: 3 to 5 miles per day.
Pace: Brisk with fewer scheduled breaks.
Terrain: Mixed surfaces including gravel, dirt paths, hills, and stairs (limited elevator access).
Elevation: Frequent elevation changes or long staircases may be present.
Suitable for: Guests who regularly walk for exercise and are prepared for long days on their feet without mobility aids.
Typical activities: Guided hikes, long walking tours, hilltop viewpoints, and active sightseeing.

What You'll Do

Highlights

Amalfi Coast & Positano
Sorrento Cooking Experience
Ravello Coastal Views
Maratea Seaside Lunch
Tropea Cliffside Old Town
Pizzo Tartufo Tasting
Strait of Messina Crossing
Taormina Greek Theatre
Mount Etna Wine Tasting
Madonie Olive Oil Experience
Sicilian Farm Lunch
Palermo Market Food Tour
Monreale Cathedral Mosaics
Segesta & Medieval Erice
Valley of the Temples

Explorer Series Tour

Our Explorer Series is designed for travelers who enjoy the freedom to explore at their own pace. Limited to just 26 guests, these small group tours feature thoughtfully planned itineraries, distinctive accommodations, and carefully selected highlights, while leaving plenty of time to shop, dine, relax, and discover each destination on your own. It’s the perfect combination of independent travel and the comfort of a professionally planned vacation.

Pricing

$7,295 Per Person Double

$8,495 Per Person Single

Your Itinerary

Day One

Your journey begins as we depart for Naples, Italy on our overnight transatlantic flight. Settle in and look forward to the scenery, cuisine, and culture of Southern Italy and Sicily.

Day Two

Arrive in Naples and travel along the Bay of Naples to beautiful Sorrento, perched above the sea with Mount Vesuvius across the water. After settling into your hotel, enjoy time to explore before gathering for a welcome dinner featuring local flavors and Southern Italian hospitality. (D)

Day Three

Spend the day exploring the spectacular Amalfi Coast with a local guide. Visit colorful Positano, historic Amalfi, and hilltop Ravello, known for its gardens and sweeping Mediterranean views. Back in Sorrento, roll up your sleeves for a hands-on cooking class and enjoy the meal you help prepare. (B,D)

Day Four

Leave Campania behind and travel deeper into Southern Italy. Pause in the seaside town of Maratea for lunch overlooking the Tyrrhenian Sea before continuing into Calabria. Arrive in Tropea, dramatically situated atop cliffs above brilliant blue waters. (B,D)

Day Five

Explore Tropea’s historic old town with a local guide, including narrow lanes, faded palazzi, and the striking Sanctuary of Santa Maria dell’Isola overlooking the coast. Later, travel to Pizzo, a fishing village famous for tartufo, its legendary chocolate-centered ice cream dessert. Return to Tropea for the evening. (B)

Day Six

Travel to the toe of the Italian peninsula and board a ferry across the historic Strait of Messina. Welcome to Sicily! Continue to Taormina, one of the island’s most beautiful hilltop towns. After dinner, enjoy time to stroll Corso Umberto or relax at a terrace with Mount Etna in the distance. (B,D)

Day Seven

Discover Taormina with a local guide and visit its remarkable ancient Greek Theatre, where Mount Etna and the Mediterranean provide an unforgettable backdrop. Later, travel onto the slopes of Mount Etna for a visit to a local winery and a tasting of wines grown in the volcano’s rich black soil. (B,L)

Day Eight

Journey west through Sicily and into the Madonie Mountains during olive pressing season. Visit a working farm and mill, taste freshly pressed olive oil, and enjoy a rustic farm lunch featuring regional flavors. Time permitting, pause near picturesque Cefalù before continuing to the Palermo area. (B,L)

Day Nine

Experience Palermo through its food and local traditions with a guided tour of the lively Ballarò Market, sampling the sights and flavors of one of Sicily’s oldest markets. Later, travel into the hills to Monreale Cathedral, celebrated for its magnificent golden Byzantine mosaics and peaceful Benedictine cloister. (B)

Day Ten

Travel into Western Sicily to Segesta, where an exceptionally preserved Doric temple stands among rolling countryside. Continue to the mountaintop town of Erice for a Sicilian lunch and time to explore its cobbled streets, historic buildings, and panoramic views toward the coast. (B,L)

Day Eleven

Journey south to Agrigento and explore the extraordinary Valley of the Temples, one of the finest collections of ancient Greek ruins outside Greece. Walk among monumental temples that have stood for more than two thousand years before returning to Palermo for a farewell dinner celebrating your journey. (B,D)

Day Twelve

Enjoy a final breakfast before transferring to Palermo Airport for your flight home. Return with memories of coastal villages, ancient temples, volcanic vineyards, lively markets, and the unforgettable flavors of Southern Italy and Sicily. (B)