Specializing in bespoke, authentic, luxury Italian experiences, Milan-based Luxo Italia wants you to enjoy a traditional Olive Harvesting Experience in October and November, while the annual harvest is in full swing. Tour guests will be accompanied by a team of established olive farmers, and actually take part in the harvest while learning insider secrets to olive oil extraction and production processes. Participants will take away a bottle of fresh olive oil with a personalized label, enjoy a countryside lunch in the midst of the olive fields and relax with an olive-oil massage. The tour also takes an expedition to one of Italy’s oldest wine cellars where the first Chianti was produced, and a jaunt to the medieval village of Borro to tour a Tuscan degustation center.

Founded by hotel expert Andrea Degasperi and culinary connoisseur Paul Lewis, the company specializes in tailor-made travel experiences throughout Italy and Monaco that take in the history, culture and art of each destination. Customized itineraries allow travelers to immerse themselves in their location through an assortment of experiences including wine, fashion and culinary pursuits. Accommodations during the Olive Harvesting Experience are in a deluxe suite at Il Borro, a luxury resort owned by Salvatore Ferragamo. The Relais & Chateaux property has 35 suites and its own organic farm. Prices for the three-night escape begin at €6300 per person, based on double occupancy. Pricing includes VIP airport assistance, private transfers by luxury car and 24/7 personal assistance via phone. Private tours to Florence, Siena and Arezzo can also be arranged.