Southern Italy Discovery in 2 Weeks

Coastal view with rock formations at the Tonnara di Scopello, Province of Trapani, Sicily

What to expect on this itinerary

A soulful ambiance with ancient splendor, sun-bleached coastline, and enticing cultural cuisine immerse you in the beauty of land, sea, and heritage during your luxury two-week Southern Italy tour. Explore gripping history from Greek settlements to Arab traders. Savor the culinary prowess at the Crossroads of the Mediterranean. Enjoy the natural beauty that accentuates established cities as you discover the grandeur of Sicily and Puglia at your pace.

Countries Visited

Italy

Places Visited

Sicily, Puglia, Scopello, Favara, Palermo (City), Monreale, Ipsica

Suggested Duration

14 Days

Customizable Itinerary

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Day 1

Scopello - Arrive in Medieval Sicily

As a seaside hamlet, Scopello captures the spirit of greater Sicily with an effortless charm. With an imposing wall and opulent manor house, smooth-stone houses, and cinematic shoreline, your introduction to Sicily will immerse you in the renowned splendor. You will arrive at Palermo Airport to pick up your rental car before driving to Scopello and your luxury accommodations. The remainder of the day will be at your leisure to embrace the cobbled courtyard, enjoy the blending aromas of fresh espresso and the sea breeze, or lounge along the rugged cliffs for a panoramic sea view.

What's Included:

Transfer
Accommodation
Dinner
Day 2

Scopello - Discover Palermo and Monreale

Day 3

Scopello - Traverse Sicily’s Northwestern Cape

Day 4

Favara - Embrace La Scala dei Turchi

Day 5

Ipsica - Enjoy Agrigento, Scoglitti, and Wines

Day 6

Ipsica - Indulge in Local Cuisine

Day 7

Ugento - Fly to the Seaside Charm of Puglia

Day 8

Ugento - Wander Gallipoli by Land and Sea

Day 9

Ugento - Travel the Towns of Northern Salento

Day 10

Ugento - Delight in Southwestern Salento’s Beauty

Day 11

Ostuni - Enjoy the Wonders of Lecce

Day 12

Ostuni - Visit Culture and Cuisine in Alberobello

Day 13

Ostuni - Tour the Heritage and Splendor of Ostuni

Day 14

Ostuni - Depart for Home

Trip Highlights

  • Witness a different side of Sicily when visiting the Scala dei Turchi, a unique limestone cliff that overlooks the sea
  • Embrace the traditional flavors of Sicily with a private tour of Palermo’s famous market to find exceptional cuisine and distinctive cultural perspective of the Mediterranean heart
  • Sample the exceptional tastes of wine and olive oil on a private estate outside of Ipsica to uncover the evolutionary and yet customary flavors of Sicily
  • View the staggering collection of Baroque sculptures and preserved architectural grandeur of Lecce
  • Discover the combination of opulent Baroque architecture and glamorous gastronomy in Ragus and Modica during a guided cheese and chocolate tour
  • Delight in the seaside ambiance of Gallipoli as you traverse the ancient and contemporary neighborhoods along the Pearl of the Ionian Sea
  • Traverse the cobbled lanes of Ostuni to set the foundations of your private cooking class that will reveal secrets and delicious tips at the point where the shore meets the hills
  • Explore the true charm and authentic beauty of Puglia at your pace by visiting the towns of Northern and Southern Salento
  • Look for cliff divers, enjoy the sea breeze, and bask in the colorful facades of the famous coastal cliff town of Pogliano al Mare
  • Step into the ancient world with a guided tour of the Valley of the Temples, where the foundations of Greek civilization in Sicily emerge in ancient temple ruins

Starting Price

$7,100 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

4.7

Verified Traveler Reviews

Based on 48 reviews

Rick S.
Italy Trip Review: Cortona, Florence, Truffle Hunting, 13 Nights

When we decided to go to Italy, we wanted to avoid a group tour so we could see and do what we were interested in at our own pace. Zicasso connected us with our tour operator and we were impressed with their competence, knowledge, and personal touch. Throughout the process of deciding what to do in Italy, they provided valuable guidance and suggestions. Information was exchanged via email, Zoom, and phone calls, then everything was confirmed by email from the tour operator. Our agenda was detailed and easy to follow. We visited five cities and stayed at small and large hotels, some downtown, some rural.

We recommend using guides, as we did for a two- to three-hour walking tour, for places you visit. All our guides and the excursions the tour operator arranged were excellent. We could not have done these things with a group tour. All transportation in Italy was arranged for us and the drivers were professional, friendly, and prompt, so we had no problem getting places. The hotels we stayed at were screened by the tour operator, so they were exactly what we wanted. They included breakfast, which was excellent. All recommendations for places to eat worked out great for us and we enjoyed them immensely.

The tour operator is an expert in travel to Italy. The custom itinerary they provided made our trip very special for us and we enjoyed it beyond our expectations. We highly recommend using this tour operator for any trip to Italy.

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Laura C.
Italy Travel Review: Historical Sites, Local Cuisine, 8 Nights

The whole team from Zicasso's tour operator was fantastic! They really listened to what our expectations, along with our budget, were and meticulously created the perfect itinerary for our trip. When issues came about, they quickly handled them and even had in place a replacement experience when our original experience was canceled. Having all the hotel, dinner, and transfer details arranged for us gave us a peace of mind knowing we could fully enjoy the trip. I highly recommend the tour operator!


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Kathy W.
Italy Tour Review: Private Tours, Exceptional Guides, 10 Nights

The trip was amazing. Zicasso's travel agents were extremely organized and detail-oriented. The accommodations, tours, and restaurants were terrific.

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Philip J.
Italy Luxury Trip Review: 11 Nights
"We had a wonderful trip to Italy in October 2024 and much thanks to the Zicasso tour company. The entire process was amazing."

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Trena G.
Italy Luxury Travel Review: Cinque Terre, Priocca, Olive Oil Farm, 16-Day Trip
"We enjoyed all of our stops in Italy. It gave us a great overview of the beautiful country." 

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Eric F.
Luxury Italy Vacation Review: Cooking Class, Truffle Hunt, Sights, 2-Week Trip
"Life changing trip to Italy!"

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

29,000+ Verified Traveler Reviews