• Overview
  • Itinerary
  • The Experience
  • Trip Includes
  • Trip Excludes
  • Trip Route
  • Cost
  • Entension Options

Date: Sept 14 – 27, 2020
Host: Andrew De Angelis
Cost: Starting from CA$ 11,000 per person (twin share)
Trip Type: Hosted Small Groups, Active Adventures

Our “Insiders Italy” trip was designed by Andrew De Angelis who was born and raised in a beautiful village just outside of Rome. Andrew hosted 2 Civilized Adventures groups to Sicily (2016 and 2018). He has travelled to over 50 countries, visiting exotic locales such as the polar Regions, the Amazonian rainforest and multiple safaris in Africa – he has even explored the depths of India and Japan. Andrew knows how to find authentic and meaningful experiences. His native land Italy is one of his many specialties, where he led tours for almost 10 years. He’s also guided trips through Svalbard and Lofoten (Norway), Brazil, Tibet, Morocco and Jordan. He’s even a professional Italian pizza maker, as a graduate of the “Scuola Italiani Pizzaioli” in Rome!

Andrew has skillfully composed a symphony of experiences to introduce you to his homeland. Walk the vibrant streets where ancient & modern architecture stand side by side.  Take in the blend of Mediterranean cultures that define southern Italy; where life is colourful, the food and wine flow freely, fashion is everywhere, music is playing in the cobbled streets, and history displays itself at every turn.


  • Prepare and eat authentic Italian food under the tutelage of local hosts
  • Private touring: historical sites, boutique wine tasting, and vibrant street-life
  • Dining Galore – Italian style:  Pizza, Street Food, Winery, Picnic with a view
  • Hike a volcano and watch an active lava flow from the fire line
  • Daily walking tours explore towns, villages and UNESCO World Heritage Sites

Brief Itinerary

  • 3 Nights Puglia
  • 2 Nights Matera
  • 1 Night Tropea
  • 2 Nights Salina
  • 1 Night Cefalu
  • 2 Nights Agrigento
  • 2 Nights Siracusa


Meals included: 13B, 5L & 5D

Click here for details on accommodation, daily itinerary and more.

Click here for the printable version of the itinerary to share with friends and family who are interested in joining you on this Insider's Italy tour.

Not sure that 13 nights in Italy & Sicily is enough? Contact one of our experienced Adventure Travel Specialists to extend to Northern Italy or elsewhere in Europe.

Please note participants will be walking 7-10km per day so a good level of fitness is recommended. 

Your Accommodation

We have hand selected these intimate hotels and resorts for their locations, hospitality and ambiance. Located in the spectacular amphitheatre of the Sassi of Matera, the Sant’Angelo Luxury Resort has stunning views from all angles, Villa Paola has a luxurious Mediterranean garden and overlooks the Tropea marina, in Salina your hotel is on a vineyard, and Agrigento’s Villa Athena is the only 5-star hotel situated within the Archaeological Park of the Valley of the Temples

Expert Guides

Andrew works with local specialist guides, together sharing the finest secrets of their native Italy.

Sights & Sounds

In Bari visit a local house and learn how to make Orecchiette, a typical regional pasta. Get lost in Ostuni, a wonderful medieval village, rich with alleys  and whitewashed houses, in a maze of streets.

The Historical centre of Alberobello, declared by UNESCO as World heritage, is an absolute gem and in Martera enjoy both cheese and bread tastings in a city that has been alive for 8,000 years.

For some active adventure take a hiking tour on the slope of a volcano and admire a lava river falling into the deep blue water.

Experience Sicilian culture and cuisine with a morning visit of the Capo market, famous for its Palmero street food.  Top it all off with a delicious picnic in the valley of the Temples.

Getting Around

Private air-conditioned coach between most locations and hydrofoil to and from your Salina accommodation. Daily walking tours of 7-10km.

  • All transportation as per tour
  • City Taxes
  • Accommodation, meals and drinks as listed
  • Excursions
  • Government Sales Tax (GST)
  • Local guides
  • Hosted by Andrew,  Civilized Adventures
  • Flights
  • Airport transfers
  • Optional excursions
  • Meals not specified
  • Travel insurance
  • Items of a personal nature
  • Any new Government taxes, levies, fuel or industry increases which are beyond our control
  • Gratuities to local staff

Trip Route



Starting in Naples & Ending in Catania:

  • Starting from CA$ 11,000 per person, twin share
  • CA$ 4,300 Single supplement


Ask about upgrading your accommodation for only CA$1,800 per person (CA$3,600 for singles)

All quoted prices and itinerary effective at time of publication (Mar 21, 19). Itinerary is subject to change due to improvements or changes in local conditions. A 2% cheque discount will apply. A deposit of CA$2,500 secures your space. All payments are non-refundable once received. Please consider insurance.

Taormina is a great addition to this itinerary and is better experienced on your own, without a group. It is among the best for Italian resorts, has sweeping views over the bay and the volcano, and is a charming shopping town. Ask Andrew about adding this to the end of your group adventure.