Golf & Wine
Escapes - Golf & Wine
Discover the perfect balance of sport, leisure, and indulgence in the rolling hills of Tuscany. This curated journey of 8 nights totalcombines days on world-class golf courses with private tastings of prestigious wines, where centuries of tradition meet modern excellence. Between the greens and the vineyards, you’ll enjoy exclusive experiences, gourmet dining, and the beauty of Tuscany’s timeless landscapes—crafted to deliver the ultimate blend of relaxation and refinement.
Day 01 - Meet & Greet and Private Transfer
from Rome Airport to Tuscany
Departure: 2 hours 30 minutes
Check in at Rosewood Castiglion del Bosco.
Our meet and greet service will meet you at the Rome International Airport (they will have a name sign), to commence your private transfer to your hotel in Tuscany.
Rosewood Castiglion del Bosco:Situated within one of the oldest and best-preserved estates in Tuscany, Rosewood Castiglion del Bosco is infused with breathtaking natural beauty, Italian heritage, and a rich culture shaped by centuries of history and tradition.
Day 02 - Golf round
Rosewood
Duration: 4 hours
EXPERIENCE: The Club at Castiglion del Bosco, Tuscany, is Italy’s only private golf club and is reserved exclusively for Members and Resident Guests of Rosewood Castiglion del Bosco.
The golf course is one of the finest private courses in Europe and the only Continental European design by Champion golfer Tom Weiskopf.
Weiskopf’s Tuscan masterpiece is exquisitely blended into the soft curves and contours of the estate’s rolling hills and valleys with panoramic views across the Val d’Orcia, a UNESCO-protected landscape.
Brunello Vertical tasting: Enjoy a visit to the stunning Castiglion del Bosco winery and a tasting of our finest
wines: ranging from a barrel tasting to Tuscan cheese pairing and even a vertical tasting of old and rare vintages.
This extraordinary and private tasting of six of the most remarkable Brunello di Montalcino vintages is a must for wine lovers seeking an unforgettable experience. You will learn about the attention to detail behind every bottle, from the winemaking process to the barrell aging.
While immersed in captivating surroundings, you will enjoy six of the winery’s finest vintages of Brunello di Montalcino, in the most successful, handcrafted, functional wine glass: Zalto Universal.
During the tasting, you will be served local Pecorino cheese, fresh bread, EVO oil and honey.
Services included:
. Golf round 18 holes for 2
. Club rentals
. Cart fee
. ting experience.
Day 03 - Siena with Winery
Duration: 8 hours
On this day you will have a private driver available full day. First stop will be at a nice winery for lunch and tastings (included). After lunch your driver will take you to Siena where you will meet our guide for a short 2h tour.
Siena is one of the most beautiful cities in Tuscany, perched on three hills and featuring a maze of narrow streets that lead to the iconic Piazza del Campo and other cultural landmarks. Known for the historic Palio horse race held every July 2nd and August 16th, Siena is also home to one of Europe’s oldest universities, adding to its rich heritage and charm.
Services included:
. Private 2-hour guided tour of Siena
. Wine tasting experience at a local winery
. Private driver full day
Day 04 - Golf round
Rosewood
Duration: 4 hours
EXPERIENCE: The Club at Castiglion del Bosco, Tuscany, is Italy’s only private golf club and is reserved exclusively for Members and Resident Guests of Rosewood Castiglion del Bosco.
The golf course is one of the finest private courses in Europe and the only Continental European design by Champion golfer Tom Weiskopf.
Weiskopf’s Tuscan masterpiece is exquisitely blended into the soft curves and contours of the estate’s rolling hills and valleys with panoramic views across the Val d’Orcia, a UNESCO-protected landscape.
Services included:
. Golf round 18 holes for 2
. Club rentals
. Cart fee
Day 05 - Golf round
Welcome to the PGA National Italy and host of the 2025 Italian Open
Duration: 4 hours
The Argentario Golf Club features 18 panoramic holes for 6,218 metres and par 71.
It has been Italy’s only PGA-licensed golf facility since 2019.
Argentario Golf Club offers a varied, spectacular and technically challenging course, weaving in and out of natural Mediterranean vegetation and ancient olive groves. It is set in a protected natural area: the Orbetello Lagoon, the sea and the hillside offer a beautiful panorama and create a microclimate that allows golf to be played at any time of the year.
The course is maintained with natural products and has received the BioAgricert environmental certification for sustainability and water management.
Services included:
. Golf round 18 holes for 2
. Club rentals
. Cart fee
Day 06 - Boat Tour Full Day
Explore Tuscany Islands
Duration: 6 hours
EXPERIENCE: Discover the breathtaking beauty of the Tuscan Islands on an unforgettable boat tour. Choose your destination between Elba Island, Giglio Island, or Giannutri Island, each offering its own unique charm and natural wonders. From crystal-clear waters and hidden coves to pristine beaches and rugged coastlines, these islands are a paradise waiting to be explored.
Cruise along the coastline to uncover secluded bays accessible only by boat, perfect for swimming in turquoise waters or relaxing on board while soaking in the stunning scenery. Each tour offers a unique perspective on the island’s diverse landscapes, including towering cliffs, lush greenery, and shimmering marine life.
Explore ancient fishing villages, historic fortresses, or untouched natural habitats depending on your chosen island. With stops for swimming, snorkeling, and sunbathing, this tour offers the perfect balance of adventure and relaxation. Optionally, enjoy a delicious lunch either on board or at a nearby pier.
Services included:
. Boat service with a personal skipper
. Towels and sun protection
. Private transfers to port (roundtrip)
. Boat quoted – Tornado 38 or similar same size.
Day 07 - Golf round
Welcome to the PGA National Italy and host of the 2025 Italian Open
Duration: 8 hours
Welcome to the PGA National Italy and host of the 2025 Italian Open
The Argentario Golf Club features 18 panoramic holes for 6,218 metres and par 71.
It has been Italy’s only PGA-licensed golf facility since 2019.
Argentario Golf Club offers a varied, spectacular and technically challenging course, weaving in and out of natural Mediterranean vegetation and ancient olive groves. It is set in a protected natural area: the Orbetello Lagoon, the sea and the hillside offer a beautiful panorama and create a microclimate that allows golf to be played at any time of the year.
The course is maintained with natural products and has received the BioAgricert environmental certification for sustainability and water management.
Services included:
. Golf round 18 holes for 2
. Club rentals
. Cart fee
Day 08 - Golf round
at marco simone
Duration: 8 hours
PLAY THE RYDER CUP COURSE: Discover Marco Simone Golf & Country Club and reserve your tee time for an extraordinary experience on the greens.
Play on the course that hosted the 2023 Ryder Cup and indulge in a golfing adventure like no other!
Mixology Experience: Italian Cocktails
Step into the vibrant world of Roman mixology and discover the secrets behind Italy’s most iconic cocktails. Guided by expert bartenders, this exclusive experience blends history, craftsmanship, and exquisite flavors in an elegant setting.
Your Experience: Classic Italian Cocktails: Master the art of crafting legendary drinks like the Negroni, Americano, and Aperol Spritz, each with its own unique story.
Innovative Creations: Experiment with modern mixology techniques and exclusive infusions, blending local herbs, premium spirits, and artisanal ingredients.
Tasting & Pairing: Indulge in a curated tasting session, pairing handcrafted drinks with gourmet Italian aperitifs.
Services included:
. private driver full day
. Golf round for 18 holes for 2
. Club rentals and cart fee
. Private mixology masterclass . . Access to Rome’s finest cocktail bars
. Tasting of premium spirits & signature drinks
Day 09 - Private Transfer
Private Transfer to Rome Airport
Duration: 8 hours
Arrivederci Italia!
Today, your driver will meet you in the lobby of your hotel where you will commence your transfer to the Rome Airport.
This itinerary based on
2 people include
. Private airport transfers (Rome) with VIP meet and greet services
. 3 nights in two different 5 star hotels in Tuscany each
. 2 nights in a 5 star hotel in Rome
. Daily breakfasts
. 5 round of golf at prestigious courses in Tuscany and Rome
. Club rentals and cart fees
. Wine tastings and winery visit
. Private boat full day in Tuscany (Summer months)
. Local support and concierge services
Please contact us at the button below for the complete itinerary or other options.