JUNE 27 – JULY 1, 2022

Wine lovers will revel in this one-of-a-kind departure to enjoy the very best in wine and Italian cuisine tasting hosted by two aficionados: Salvatore Ferragamo and James Suckling.

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

June 27, 2022 – Welcome to Il Borro, the Ferragamo Family Estate!

Check in to the lavish Tuscan retreat and enjoy the many amenities the property has to offer.

This afternoon, Salvatore Ferragamo will lead you on a journey to the heart of Tuscan wine-making tradition in one of the oldest cellars in Italy: Il Borro Cellars

Il Borro Estate

June 28, 2022 – Tonight enjoy a very special welcome dinner hosted by the vivacious owners of Il Borro, Savatore and Tini Ferragamo along with world renown wine critic James Suckling.

James Suckling is one of today’s leading wine critics whose reviews are read and respected by wine lovers, serious wine collectors, and the wine trade worldwide. Since starting his career, Suckling estimates he has tasted and rated close to 250,000 wines. Last year he and his team of tasters rated more than 18,000 wines. This year they should rate almost 25,000. His website provides more than 130,000 wine ratings at the moment. They currently rate more than 2,000 wines a month.

In 2017, James received a knighthood from the Italian government – Cavaliere dell’Ordine della Stella d’Italia – for his decades long coverage of Italian Wines. He also received in January 2018 an honorary citizenship from the town of Montalcino for his almost four decades of writing about and rating Brunello di Montalcino

You can read his full bio in the link here: James Suckling full bio

June 29, 2022 – Enjoy the estate! Staying at Il Borro – Toscana means choosing a very different kind of holiday, designed to give a taste of the real Tuscany through a serious of original, engaging activities that offer unique experiences. From cooking or painting classes to golf, a wine tour and a whole variety of excursions out and about in the surrounding countryside, every activity is full of surprises and enjoyment.

This afternoon, become Tuscany wine experts through a masterclass hosted by a true expert in the subject matter: James Suckling

Tonight a wine-tasting dinner event that will knock your socks off with Internationally Acclaimed Wine Critic and Journalist – James Suckling along with six other winery owners including Petrolo, Testamata, Oreno, Tua Rita, Ornellaia, Borro, and Frescobaldi! Prepare your taste buds to be dazzled!

About Il Borro and Salvatore Ferragamo

In the mid-Fifties, Il Borro passed to Duke Amedeo of Savoy-Aosta, and in 1993 the Duke sold the entire property to Ferruccio Ferragamo. “An enduring act of faith”, as Ferruccio Ferragamo, who fell madly in love with the Il Borro estate in 1985, likes to say. For many years the Ferragamo family had rented the Tuscan estate until they made the decision to buy it. As soon as he had purchased the property, Ferruccio Ferragamo, aided by his son Salvatore (presently CEO of Il Borro) began extensive restoration and refurbishment of this ancient place, which still bore the scars of the Second World War. At the heart of the entire restoration project was a desire to bring the estate back to life, preserving its traditions and history while at the same time making those improvements that make this place a perfect continuum between past, present and future.

In 1993 he joined his father Ferruccio Ferragamo in the long and challenging restoration of the ancient medieval village of Il Borro and in the development of the wine business. His love for the Tuscan countryside and great wines drove him, step by step, to the creation of what Il Borro is today.

In 2012 Il Borro became part of Relais & Châteaux and Salvatore was made Ambassador with the responsibility of representing the excellence and prestige of the organization.

June 30, 2022 – Today our group will dive headfirst into the sophisticated world of one of Italy’s best known and most expensive wines: Brunello di Montalcino with a special masterclass!

This evening we will pair the extraordinary wine with some extraordinary dishes as the producers of Brunello di Montalcino along with six other local wine producers including Valdicava, Casanova di Neri, Sirio Pacenti, Fuligni, Banfi, and Castiglion del Bosco take you on a deep dive of the wine that most wine critics cite to be the best in all of Italy!

Your taste buds will be delighted in this special dinner to be held at Massimo Ferragamo’s Tuscan paradise: Castiglion del Bosco

Overnight at Castiglion del Bosco

Rosewood Castiglion del Bosco is located in one of the largest private estates in Tuscany, founded by Massimo and Chiara Ferragamo. Within the UNESCO Natural and Cultural Park of the Val d’Orcia, this estate is ennobled by eight centuries of history.

Surrounded by rolling wooded hills, extensive vineyards and farmland dotted with ancient farmhouses, Rosewood Castiglion del Bosco offers its guests the chance to immerse themselves in the beauty of this authentic corner of Tuscany, in a setting of unparalleled elegance and refinement.

Rosewood Castiglion del Bosco offers a variety of activities and excursions highlighting different aspects of the region’s history, land and culture. Among the activities that help guests enter into the heart and soul of Tuscany: landscape painting classes, truffle-hunting expeditions and visits to local events such as Siena’s world-famous Palio horse race. The estate also offers a wide range of other sporting facilities, including a state-of-the-art fitness center, tennis and bocce courts, yoga and pilates lessons, archery and miles of hiking, running and mountain bike trails..

July 1, 2022 – Check out for your departure home or extend your stay at this Tuscan paradise!

Cost: From $7,950 per person

Call Alexis Leeming at 941-951-1801 or email Alexis@AdmiralTravel.com now to reserve your space on this unique journey today! Minimum of 10 rooms required. 

A 25% deposit is required to reserve your space

a second 25% deposit is due January 15, 2022 with final payment due April 1, 2022

A $50 per person Admiral Travel booking fee will apply.


  • 3 nights accommodation at Il Borro
  • 1 night accommodation at Castiglion del Bosco
  • all meals, touring, transfers and special experiences included in the itinerary


  • All air tickets
  • Visas
  • Private transfers
  • Spa services
  • Boutique purchases
  • Guide and crew gratuities


  • All payments made to or on behalf of Admiral Travel are non-refundable unless stated otherwise
  • 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.
  • A hosted dinner will be offered during one night of the trip with the Hiltons.
  • 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 Hiltons to host the journey.
  • The Hiltons reserve the right to adjust the duration of their participation should any schedule conflicts arise.