11-Nights Southern Italy & Sicily from $3,699

Collette

OFFER ID 1612744

Southern Italy & Sicily featuring Taormina, Matera and the Amalfi Coast
Journey through a crossroads of civilizations in Sicily and on to the spectacular coastlines of Southern Italy. Uncover Sicily’s capital Palermo and its Moorish and Norman influences. Explore Agrigento’s ancient Valley of the Temples and the Ancient Roman mosaics of Piazza Armerina. Travel to the historic hilltop town of Taormina. Visit a local winery for a wine tasting and agriturismo dinner. Venture to the ancient cave dwellings of Sassi di Matera. Explore Sorrento and stunning Positano, the pearl of the Amalfi Coast. Walk in the footsteps of ancient Romans in the excavated Pompeii. Allow the unique culture to capture your heart and get a glimpse into an age-old heritage composed of ancient monuments and cultivated lands.


11 nights from $3,699 per person

Itinerary

Southern Italy & Sicily featuring Taormina, Matera and the Amalfi Coas

Day 1 Overnight Flight
The hidden treasures of Southern Italy and Sicily are yours to explore, for it’s here you’ll find breathtaking scenery, historic cities, centuries-old hilltop villages and iconic cuisine.

Day 2 Palermo, Sicily
Hotel: NH Palermo
Your Italian sojourn opens in Palermo, the capital of Sicily. Discover the city’s vibrant culture as you take in its gritty, unshakable spirit and captivating energy. Tonight, join your fellow travelers for a welcome dinner featuring authentic Sicilian cuisine.(D)

Day 3 Palermo
Hotel: NH Palermo
Begin the day with an extensive walking tour of Palermo’s old town. On foot, uncover cobblestoned piazzas and ornate buildings, many worn by time and conflict. Visit hilltop Monreale (UNESCO), ascending 92 steps to its 12th-century cathedral. Tour its majestic Byzantine mosaics and explore the cathedral’s cloisters. Take in the serene atmosphere of the monastic complex before returning to Palermo for an evening at leisure.(B)

Day 4 Palermo - Agrigento
Hotel: Baia di Ulisse
This morning, journey to a family-owned farmhouse, picturesquely set in the hills surrounding Palermo. Meet the owners and discover what a typical day on a Sicilian farm is like. Sit back and tuck into a hearty farm-to-table lunch, made with family recipes. Relax aboard your bus as you travel over rolling hills and peaceful farmland to Sicily’s southern coast for a 2-night stay in the outskirts of Agrigento.(B, L, D)

Day 5 Agrigento
Hotel: Baia di Ulisse
This morning, it’s your choice! Enjoy time at leisure at your hotel, where you can take in the views from its panoramic terrace and walk along the beach -OR- venture into Agrigento’s old town for a stroll through its historic center and free time to explore. This afternoon, step back 25 centuries and delve into ancient Greek history with a visit of the stunning Valley of the Temples (UNESCO), one of the world’s most esteemed archeological sites. Get an up-close view of the temples of Juno, Concordia, and Hercules during an extensive walking tour of this ancient acropolis. Then, pause for dinner at a local restaurant before returning to your hotel.(B, D)

Day 6 Agrigento - Piazza Armerina - Giardini Naxos
Hotel: Una Hotel Naxos Beach Sicilia
Venture deep into Sicily’s countryside to Piazza Armerina, home of the ancient Villa Romana del Casale (UNESCO). Explore the site with an expert insider for a locally guided tour of its impressive Roman mosaics. In the afternoon, journey east to Sicily’s Ionian Coast for your 2-night stay in Giardini Naxos. This evening, perhaps you’ll join an optional dinner with music, where traditional Sicilian melodies fill the air.(B)

Day 7 Giardini Naxos
Hotel: Una Hotel Naxos Beach Sicilia
This morning explore beautiful Taormina, home to ancient relics, rocky hills, and charming gardens. With an expert local guide, you’ll stroll the lively pedestrianized main street and climb to the city’s well-preserved Greek theatre. The afternoon is yours to relax in Giardini Naxos – the “garden of Sicily” – or opt to see Sicily’s wilder side on an off-road adventure to Mount Etna. During this optional tour, your vehicle climbs along the sides of Europe’s largest active volcano while you take in views of its lava formations and basalt rocks.(B, D)

Day 8 Giardini Naxos - Matera
Hotel: UNAHOTELS MH Matera Hotel
Take a short and scenic ferry ride across the narrow Strait of Messina, separating Sicily from Italy’s mainland. During your full day bus transfer, pass through the unspoiled region of Calabria and onto the Basilicata region. Wander through the twisting vines of a local winery before touring the cellar for a tasting. Linger over regional cuisine at dinner in the winery’s agriturismo restaurant.(B, D)

Day 9 Matera
Hotel: UNAHOTELS MH Matera Hotel
Explore the Sassi di Matera (UNESCO), an ancient settlement of carved cave dwellings. A local guide shares the history and explains why film producers are seeking out this unique landscape. The afternoon is at leisure. Perhaps you’ll join an optional tour to Alberobello (UNESCO) in the nearby region of Puglia. Here, marvel at the town’s whimsical trulli homes, known for their distinct, cone-shaped roofs.(B, D)

Day 10 Matera - Sorrento
Hotel: Hotel Michelangelo
Stop at a sustainable buffalo dairy farm* for a taste of freshly made mozzarella and a peek into the history of this iconic cheese. After lunch at the farm, transfer to the Sorrentine Peninsula and settle in for a 2-night stay.** During a walking tour, discover the charms of Sorrento and learn about the local tradition of wood marquetry.(B, L)

Day 11 Sorrento
Hotel: Hotel Michelangelo
This morning, take in the sights and colors of the Mediterranean Sea as you sail*** along the initial stretch of the breathtaking Amalfi Coast (UNESCO). Gaze out over the deep blue hues of the sea paired with the bright citrus fruits lining the hillsides. Pause in Positano with its pastel-colored houses and pebbly beaches. Spend time in this legendary locale browsing the posh boutiques or resting along the beach, before returning to Sorrento for an afternoon at leisure.(B)

Day 12 Sorrento - Pompeii - Rome
Hotel: Massimo D'Azeglio Hotel
Journey north to Rome. En route, experience the excavated ruins of Pompeii (UNESCO). Here, it’s your choice! Soak in the history of this 2,000-year-old Roman town at your own pace by picking between a leisurely walking tour of Pompeii’s essential sights -OR- a faster paced walk covering more off-the-beaten-path gems. Step into another time as you explore the preserved buildings and imagine life in the 1st century. An afternoon-long transfer leads to Rome, where you arrive in the early evening. Celebrate the end of your journey with a delightful farewell dinner.(B, D)

Day 13 Rome - Tour Ends
Your tour comes to a close today.(B)

Featured Destinations
Taormina (Giardini Naxos)
Rome
Sorrento
Matera
Agrigento
Palermo

Vacation Details

Valid Date Ranges
08/28/2025 - 09/09/2025
from $4,149 per person
09/04/2025 - 09/16/2025
from $4,399 per person
09/11/2025 - 09/23/2025
from $4,399 per person
09/18/2025 - 09/30/2025
from $4,399 per person
09/27/2025 - 10/09/2025
from $4,399 per person
10/02/2025 - 10/14/2025
from $4,399 per person
10/09/2025 - 10/21/2025
from $4,399 per person
10/16/2025 - 10/28/2025
from $4,149 per person
10/23/2025 - 11/04/2025
from $4,149 per person
10/25/2025 - 11/06/2025
from $4,149 per person
10/30/2025 - 11/11/2025
from $3,999 per person
11/06/2025 - 11/18/2025
from $3,699 per person
01/24/2026 - 02/05/2026
from $3,699 per person
02/28/2026 - 03/12/2026
from $3,699 per person
03/14/2026 - 03/26/2026
from $3,999 per person
04/11/2026 - 04/23/2026
from $3,999 per person
04/25/2026 - 05/07/2026
from $4,299 per person
04/30/2026 - 05/12/2026
from $4,299 per person
05/09/2026 - 05/21/2026
from $4,299 per person
05/14/2026 - 05/26/2026
from $4,299 per person
05/16/2026 - 05/28/2026
from $4,299 per person
05/21/2026 - 06/02/2026
from $4,299 per person


* This departure has been designated a guaranteed departure by the operator, meaning that the minimum number of guests has been met, although still subject to weather and other conditions.
Prices Start At
from $3,699 per person
Length
11 Nights
Air City
Call for airfares from your city.
Vacation Rating
Deluxe
Fine dining, on-site bars or lounges and room service with extended hours are characteristic of deluxe establishments. Guest services usually include valet parking, concierge services, baggage assistance and laundry services. Other on-site facilities often include shops and boutiques, full service spas, full fitness facilities with pools and tennis courts. Business amenities may include available up-to-date technology and support staffs available for services. Attention to detail is apparent in the guestrooms which typically have stylish furnishings, quality bedding and bath products and often provide an evening turn down service.
Remarks
Prices are per person, based on double occupancy, and subject to availability and change without notice. Prices reflect land only accommodations, airfare is additional. Blackout dates/seasonal supplements may apply. Itinerary and map subject to change. Prices subject to availability and changes without notice. Some restrictions may apply.

All fares are quoted in US Dollars.

OFFER ID
1612744

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Escape Travel Agency

(904) 239-7870