May 17 – May 19, 2024

Living La Dolce Vita in the Italian Countryside

Enjoy two more days of tranquility at Castiglion del Bosco, a historical estate where you will enjoy retreat, pristine nature, and a refined selection of services and activities inspired by Tuscan traditions.

Call 1.888.722.3401 for most accurate pricing & availability (scroll down for journey details)

May 17, 2024 – Day 5

Today enjoy being transported to Castiglion Del Bosco with an enchanting enroute stop that will tantalize your taste buds—a personalized pizza making class and a delectable lunch. Since 2003, Castiglion del Bosco has been owned by Massimo Ferragamo, Chairman of Salvatore Ferragamo USA, who fell in love with the estate, its splendidly isolated woods, and its majestic ridges.

As you embark on this scenic journey, a carefully selected pause awaits you, where you will delve into the art of crafting authentic Italian pizzas. Immerse yourself in a hands-on pizza making experience guided by expert instructors, who will share their culinary wisdom and techniques with you. From kneading the dough to selecting the freshest ingredients, you will learn the secrets of achieving the perfect balance of flavors and textures.

May 18, 2024 – Day 6

Day at leisure to enjoy one of the many activities on offer at Castiglion del Bosco.

*cost of activities on own account


Immerse yourself in the world of Tuscan wine at Castiglion del Bosco Winery, with tours and tastings of Brunello di Montalcino.


Play a round of golf on one of Europe’s finest private golf courses, reserved exclusively for members and resident guests of the Rosewood Castiglion del Bosco resort in Tuscany.


val d’Orcia is a land of history and legend, with dozens of ancient villages that each have their own story to tell. From medieval towers to movie scenarios, there is something for everyone to explore in this beautiful region.


Enjoy exclusive access to a luxurious full-service spa, state-of-the-art fitness facilities and expert guidance for physical and mental rejuvenation.


Hands-on cooking lessons offer guests the chance to learn the secrets of authentic Italian and Tuscan cuisine, from the preparation of fresh pasta to the perfect pizza dough.


Explore the scenic Tuscan coast aboard our luxurious chartered 55-foot Swan sailing yacht.

May 19, 2024 – Day 7

Relax and relish the picturesque scenery as you are effortlessly transported to your desired airport, bidding farewell to Castiglion del Bosco.

Call Jolene DiRocco at 941-951-1801 at extension 106 now to reserve your space on this unique journey today! You may e-mail at

For most accurate rates & availability, please call our office.

  • 25% deposit required to secure space. All payments are non-refundable.
  • Travel insurance is highly recommended. Please ask your advisor for details.


  • 2 nights at Castiglion Del Bosco
  • Touring, events, and dinners as listed on the itinerary


  • International or domestic flights unless otherwise mentioned
  • Beverages, snack, lunches, dinners unless otherwise noted
  • Room outside of normal check-in/check-out times
  • Porterage at airport and hotels unless otherwise noted
  • Optional excursions, activities, museums or pre and post trips not mentioned
  • Any service not specifically listed under “included” – such as the optional excursions
  • Insurance
  • Unforeseen admission to nature sites is not included in the price
  • Other items of personal nature


  • Founder’s Journey will always be priced at or below published rates, but never higher.
  • Travel with like-minded individuals on these exclusive departures.
  • Enjoy a welcome cocktail party to meet your fellow travelers.
  • On many occasions, optional shore events are offered as an option that only our group is invited to join.
  • Special global relationships that the Hiltons have formed over the years will allow you privileged access opportunities.
  • Trips are offered well in advance to give ample time for your future planning.
  • Minimum numbers must be met in order for the ATI Hosts to host the journey.
  • ATI Hosts reserve the right to adjust the duration of their participation should any schedule conflicts arise.
  • The order of events are subject to change.