Beautiful Southern Italy & Sicily

September 27, 2021 to October 10, 2021


Experience the treasures of the Neapolitan Riviera. Your vacation starts in Sorrento with three nights to explore including the beautiful island of Capri. See the unique trulli houses of Alberobello and the Sassi di Matera and witness the rich heritage of Sicily. Enjoy warm Mediterranean hospitality, as you journey from picture-perfect fishing villages to ancient Greek temples. Witness the rich legacies of the ancient Greeks, Carthaginians, and Romans. Taste Sicilian wine, feast on delicious seasonal cuisine and meet passionate locals along the way on this unforgettable journey.


Your journey begins aboard an (optional) motorcoach transfer from select cities to Chicago O’Hare, where you will board your overnight flight to Naples.

On arrival at Naples’ Airport, you are transferred as a group to your hotel in Sorrento. Join your Travel Director and fellow guests for a pleasant evening of dinner and wine at a local restaurant.

Hotel: Sorrento/Naples area (TBD)
Meal: Dinner

Spend the day at leisure to explore on your own or take an optional tour. Enjoy lunch and dinner at one of the wonderful local restaurants.

Hotel: Sorrento/Naples area (TBD)
Meal: Breakfast

Wake up full of anticipation for your trip to Capri, the Isle of Dreams. Meet your Local Expert and cruise to the island. Under the Mediterranean sun, ride up to Capri town in one of the island’s iconic open-top taxis, where you can explore the narrow alleyways, browse in exclusive boutiques and enjoy the views over the Tyrrhenian Sea. Descend to the port by funicular railway and return to Sorrento/Naples where rest of the afternoon is at your leisure.

Hotel: Sorrento/Naples area (TBD)
Meal: Breakfast

Start your day in Pompeii, buried in A.D. 79 by the historic eruption of Mount Vesuvius. Walk with your Local Expert through the cobbled streets to see a city frozen in time. Journey along the country roads to the ancient town of Matera, specially selected as the European Capital of Culture for 2019. Meet with a Local Expert for an in-depth exploration of the extraordinary Sassi, a complex of cave dwellings carved into the mountainside, the most extensive example of their kind in the Mediterranean. A UNESCO World Heritage Site, Mel Gibson chose Matera as the setting for his film ‘The Passion of the Christ’. Venture on to Alberobello.

Hotel: Grand Hotel la Chiusa di Chietri (or similar)
Meals: Breakfast, Dinner

Admire another of Italy’s record number of UNESCO World Heritage Sites with a Local Expert. The Trulli of Alberobello are circular structures with conical roofs that are domed within. They are built from local limestone and stacked without using mortar. In the evening, meet Alessandro, the founder of Trattoria Terra Madre, who will share his philosophy of using only organic, seasonal produce that he grows himself. See Nonna making orecchiette pasta, before savoring the fresh flavors of your Farm-to-Table Highlight Dinner.

Hotel: Grand Hotel la Chiusa di Chietri (or similar)
Meals: Buffet Breakfast, Dinner

The day is free for you to enjoy this fascinating town. Perhaps visit Ostuni - reminiscent of a North African Arab Medina - with its stark, white-washed buildings, narrow cobbled streets and arched stairways? Later, relax and indulge in the facilities of your remarkable hotel. Puglia is a food lovers paradise, famous for its local dishes using the freshest of ingredients! Tonight, it’s off to the countryside to a local ‘Masseria’, a typical ancient fortified ‘Farmhouse’ of Puglia. We enjoy an incredible, authentic Puglian style dinner in a beautiful setting! A wonderful experience all served up with great wines from this region!

Hotel: Grand Hotel la Chiusa di Chietri (or similar)
Meals: Buffet Breakfast, Dinner

The local roads take you south to the coastal town of Maratea. Known as the Pearl of the Tyrrhenian, its beautiful and peaceful location has offered an idyllic hideaway for many of the rich and famous over the years, including Frank Sinatra and Princess Diana. After checking into your hotel, the rest of the afternoon is free for you to enjoy at your leisure, you may wish to spend it relaxing by the pool, sipping cocktails and enjoying the spectacular views of the rugged coastline.

Hotel: Il Grand Hotel di Maratea (or similar)
Meals: Breakfast, Dinner

In the morning, travel along the Purple Coast to the very toe of Italy and board your ferry bound for Sicily across the Strait of Messina. According to Grecian legend, this was home to the mythical sea monsters Scylla, a six-headed rock monster, and Charybdis, a whirlpool, based on either side of the strait. Together, they posed an inescapable threat to passing seafarers as avoiding one meant passing too close to the other. You will soon arrive at your hotel where you will spend three glorious nights on the Taormina Riviera. Join a Local Expert for a visit to the Greek Theatre of Taormina, graced with the most spectacular of backdrops. Stroll on to the tiny courtyard of the Palazzo Corvaja, Taormina’s grandest building. Further along the elegant Corso Umberto, the Piazza IX Aprile offers panoramic views. Take your pick of specially selected restaurants for your Dine-Around Evening.

Hotel: Eurostars Monte Tauro Hotel Taormina (or similar)
Meals: Breakfast, Dinner

The day is at leisure to relax at your resort’s private beach, or perhaps explore the medieval quarter? Don’t miss the chance of an optional drive through the vineyards to Mount Etna, Europe’s largest volcano. Later, with one of the most incredible rides of your lives, you will arrive high above the sea, a world apart from the areas that tourists tread. You’ll arrive in your terraced authentic local restaurant for a truly educational meal of delicious regional specialties, with accompanying local wines.

Hotel: Eurostars Monte Tauro Hotel Taormina (or similar)
Meals: Breakfast, Dinner

Early risers may experience what D.H. Lawrence christened the ‘dawn coast of Europe.’ The day is free to explore Taormina at your leisure or to embark on an Optional Experience to Syracuse, where you can witness Caravaggio’s celebrated painting, the ‘Burial of St. Lucy’. In the evening, venture to a local restaurant for a tasty meal accompanied by wine.

Hotel: Eurostars Monte Tauro Hotel Taormina (or similar)
Meals: Breakfast, Dinner

Drive to Agrigento, on the southern coast of Sicily, where the Valley of the Temples once formed part of the ancient Greek colony of Akragas. Meet with a Local Expert and walk along the fortified ridge of the Valley of the Temples. The massive Temple of Concord and clifftop Temple of Juno, overlooking the sea, are especially impressive. In the afternoon, continue to the Sicilian capital of Palermo.

Hotel: Garibaldi Hotel Palermo (or similar)
Meal: Breakfast

Join a historian to see the highlights of part of the old city. Palermo Cathedral has been altered over the years and a venture inside will help you to appreciate the blend of architectural styles. Continue to the amazing Palatine Chapel in the Palace of the Normans. Outside, there are few clues to its astonishing interior, completely covered in glittering 12th century mosaics. In the afternoon, there is free time to explore or shop in Palermo or continue sightseeing. In the evening, join your fellow guests and Travel Director at a local restaurant for a Celebration Dinner of delicious local cuisine and wine.

Hotel: Garibaldi Hotel Palermo (or similar)
Meal: Breakfast, Dinner

Today your journey draws to an end. After breakfast you’ll transfer from the hotel to the Palermo Falcone-Borsellino Airport for your flight home. Upon arrival at Chicago O’Hare, your (optional) motorcoach transfer will return you to your original pick-up point.

Meal: Breakfast

Air-Inclusive Package

  • Round-trip air from Chicago O’Hare to Naples, Italy and return from Palermo, Sicily including current air taxes and fees
  • Round-trip airport/hotel transfers in Naples and Palermo when purchasing our group flights
  • Hotel accommodations for twelve nights in 4-star hotels (Begin with three nights Sorrento, three nights Alberobello, one-night Maratea, three nights Taormina, and two nights Palermo) including hotel service charges, taxes and luggage handling for one bag.

Hotel Accommodations

  • Accommodations for twelve nights in 4-star hotels:
    • Three nights in Sorrento (hotel TBD)*
    • Three nights in Alberobello at the Grand Hotel la Chiusa di Chietri (or similar)*
    • One night in Maratea at the Grand Hotel di Maratea (or similar)*
    • Three nights in Taormina at the Eurostars Monte Tauro Hotel Taormina (or similar)*
    • Two nights in Palermo at the Garibaldi Hotel Palermo (or similar)*

*Includes hotel baggage handling for one bag per person including hotel porter gratuities.

Sightseeing and Services

  • Sightseeing Inclusions:
    • Sorrento: Perched upon the cliffs, lookout to see the mighty Mount Vesuvius across the Bay of Naples.
    • Pompeii: Walk with a Local Expert through the cobbled streets of this ill-fated town.
    • Isle of Capri: Cruise to this famous isle through beautiful blue Mediterranean waters to meet your Local Expert.
    • Alberobello: With your Local Expert, explore this UNESCO World Heritage Site showcasing the Trulli of Alberobello. Circular structures with conical roofs that are domed within, built from local limestone and stacked without using mortar.
    • Matera: Visit this UNESCO World Heritage Site and see famous Sassi or cave dwellings, which were home to about 20,000 people until 1950.
    • Straits of Messina: Cross to Sicily by ferry.
    • Taormina Riviera: Visit the ancient Greek Ampitheatre with your Local Expert. Set on a cliff, open to the sky, take your seats and enjoy the view through the crumbling arches to snowy Mount Etna.
    • Taormina Riviera: During your orientation with your Travel Director, visit the courtyard of Palazzo Corvaja, seat of the first Sicilian parliament, and stroll along Corso Umberto to Piazza IX Aprile.
    • Agrigento: A Local Expert will lead you through the magnificent remains of the Greek colony in the Valley in the Temples. See the massive Temple of Concord and clifftop Temple of Juno.
    • Palermo: Visit Palermo Cathedral and walk through the Palace of the Normans to stand in the jewel-like Palatine chapel for an up-close look at some of the finest examples of Norman art.
    • Scenic Drives: Admire the beauty of southern Italy as you travel along the Bay of Naples, past the Apennines and Calabria mountains, along Sorrento cliff top road and Capri cornich.
  • Luxury air-conditioned 40-seat coach with extended leg room and on-board restroom for transportation and sightseeing
  • Headset for guided sightseeing visits and walking tours
  • Professional Tour Manager from Fox World Travel*
  • Professional Insight Vacations Tour Director
  • Customized informative travel documents

Included Meals

  • Daily Breakfasts
  • 9 Dinner experiences including wine

Not included:  Travel Insurance, gratuities for airport porters, tour guides, motorcoach drivers, meals (other than those included in the package), optional excursions that may be offered, trip cancellation insurance, and any items of a personal nature.

* Minimum group required for the Fox World Travel tour manager to participate. In the unlikely event the minimum number is not reached, the tour will still include a professional local guide in the destination. 

NOTE: hotels and daily itinerary are subject to change.


Tour Only
Arrange your own airfare
Based on double occupancy


Round-trip airfare from Chicago
Based on double occupancy

Single Supplement: $1,200.00
Initial Deposit: $400.00 per person
Final Payment Due:
June 12, 2021

*Above base pricing is per person based on double occupancy. All air taxes and fees are TBD but included and subject to change.

Early Booking Discount: Deposit by September 4, 2020 and receive a $300.00 per person discount

Past Passenger Discount:  $150.00 per person (subject to change at any time)

*Must have traveled with Insight Vacations, Uniworld, Brendan Vacations, Trafalgar or Contiki within the last five years to qualify.

Discounts are subject to change at any time

Flights from Chicago are pending

Flights from Chicago are pending: The air-inclusive package includes air that has not yet been assigned, the identity of the carrier, which may include the carrier’s code-share partner, will be assigned and disclosed at a later date.
Flight schedules are subject to change. Fox World Travel has no control over flight or equipment changes, seat assignments, delays or cancellations.  Airline tickets will be non-refundable once issued. Changes will be subject to a fee plus any fare difference.  Additional restrictions may apply. A minimum of 10 passengers is needed for the group air.  Checked baggage fees may apply.  A minimum of 10 passengers is needed for the group air. Checked baggage fees may apply.

Pricing and flight options from other cities available upon request.

Optional Motorcoach Transfer:

Group motorcoach transfer to and from Chicago O’Hare from select pick-up points are $45 per person each way ($90 per person roundtrip).

Optional Insurance:

Cancellation and travel protection is strongly recommended. Fox World Travel offers several plans with Travel Guard Insurance. Details and rates can be obtained from your travel consultant.

Cancellation Penalties:

  • From date of deposit to June 12, 2021: Initial deposit of $400.00 per person
  • June 13, 2021 – July 23, 2021: 50% package price cancellation fee + applicable airline fees
  • July 24, 2021  – August 20, 2021: 75% package price cancellation fee + applicable airline fees
  •  August 21, 2021 to 0 days prior to travel: No refunds

Airline tickets are non-refundable once ticketed.

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