Wine, Dine and Tee Time Under the Tuscan Sun

Great food, impeccable wines and great golf... Italian style!

Up to 8 people
7 nights
Soft rolling hills, lines of cypress trees, endless vineyards, manicured olive groves, cities of art, majestic castles, and a history that goes back over centuries all await you in Tuscany. One of its jewels is the charming town of Cortona, which dominates the enchanting landscape of the rich Valdichiana valley, limited on the horizon by easy hills and by the wide expanse of Lake Trasimeno. In this tailor-made experience, we take everything Tuscan and add some golf for a week full of fun and boundless adventure. Test your golf skills while playing 18 holes at three different, outstanding courses: The Ugolino, Antognolla and the Royal Golf La Bagnaia Golf Clubs. All have been created to challenge and inspire you at the same time. Other activities will have you tasting wine and enjoying local gastronomy throughout your stay, and getting out to explore nearby villages with your private driver and van. After the day's adventure, come back to relax in comfort and elegance in your own private villa, nestled into the countryside surrounding Cortona. All of this makes for a week full of fun and boundless adventure!


  • 7 night stay in a beautiful Tuscan villa
  • Daily breakfast
  • Daily maid service
  • Mid-week change of linen and towels
  • Private Driver Service daily (up to 8 hours/200 km per day)
  • 1 Cooking class in the villa followed by dinner
  • 1 wine tour with tastings at 2 cellars and lunch included
  • 3 days of golf in 3 different Golf Clubs
  • Airport transfers
  • Personal Travel Assistant


Day 1
Day 1 - Arrival

Get picked up and transferred to your beautiful villa in the countryside surrounding Cortona

Day 2
Day 2 - Chianti

Warm up with a round of 18 holes at the beautiful Ugolino Golf Club

Day 3
Day 3 - Cortona

Cooking class in your villa to learn how to prepare traditional Tuscan dishes, followed by dinner

Day 4
Day 4 - Perugia

Test your skills again today with a game at Antognolla Golf Course

Day 5
Day 5 - Montepulciano

Venture into the soft rolling hills surrounding Montepulciano, visiting a winery and enjoying a wine tasting and lunch

Day 6
Day 6 - Siena

Get in one last golf game at La Bagnaia, near Siena, then explore the area in the afternoon!

Day 7
Day 7 - Cortona

Free day to go with your driver to explore nearby towns, or relax by the is up to you!

Day 8
Day 8 - Departure

Departure from your villa, taking with you all of the unforgettable memories from the week!


Personal Travel Assistant
A member of our staff will always be at your disposal before and during your holiday for trip details, preparation and arranging free time extra activities and services.
Daily Breakfast
Each day will begin with a freshly prepared breakfast, with local seasonal ingredients, right in the comfort of your villa.
Tuscan Cooking Class
Treat yourself to a fun experience in the Villa with your private chef, who will take you on a culinary journey, teaching you the secrets of fresh home made pasta, mouthwatering sauces, Tuscan meat dishes and desserts.
Private Driver Service
On your free days, exploration of the region continues with a van and private driver at your disposal for up to 8 hours/200 km per day.
Wine Tour of Cortona & Montepulciano
On this full day guided tour you will visit two wineries, with lunch included. Learn all about the tradition and history of Tuscan wine.
Airport Transfers
You will be picked up at the airport and transferred to your accommodation, as well as dropped off at the airport upon departure.
Tuscan Golf Experience
Test your golf skills at three different golf clubs on three different days, immersed in the lush green courses of Tuscany.

Terms & conditions

Wine, Dine and Tee Time is a vacation package of 7 nights and 8 days in a private villa, in the area surrounding Cortona, Tuscany. Bookings are based on availability of accommodations. Not included: Airfare, ground transportation, any free time extra activities not mentioned above. Please note that all itineraries may be subject to change.


Travel experiences made just for you!

Do you have something special in mind for your holiday getaway? We will help you design a unique, tailor-made package that fits all of your needs.

Choose your destination and our creative team will help you plan every step of the way, for the perfect travel experience and unforgettable memories!