Vineyards surrounding Montalcino in Tuscany, Italy

Wine and Golf Tour of Italy: An Escape to Vineyards & Fairways

Ratings of Zicasso's Service
Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist

Countries Visited


Places Visited

Rome, Argentario, Murlo, Castiglion del Bosco

Suggested Duration

8 Days

Only in the Italian countryside can the game of golf and exquisite wine tasting go hand-in-hand as you indulge in both throughout your vacation. Your custom tailored tour will combine the pleasures of the serene fairways with the flavors of celebrated wineries in the heart of Italy. See the treasures of Rome and sip a beautiful glass of wine in view of the famous Tuscan hills. Relax in a private villa and practice your swing on a driving range that overlooks the Tyrrhenian Sea. From the historical...

Customizable Itinerary

Expand All

Trip Highlights

  • Enjoy a full round of golf with views of the serene Orbetello Peninsula in the region of Tuscany
  • Relish a challenging course with a championship layout at Antognolla Golf Club in Umbria
  • Indulge in the unique and luxurious characteristics of the wines of Montalcino during a wine tour of the Tuscan province
  • Delight in the flavors of Vino Nobile during a wine tour of the province of Montepulciano including a delectable gourmet lunch
  • Relax in the comforts of a private villa in the countryside of Umbria
  • Wander through Rome on a guided tour of the Eternal City’s famous icons, including the Trevi Fountain and Piazza Navona
  • Witness the impressive architecture and artwork of the Basilica of St. Francis of Assisi, the saint’s birthplace
  • Explore an ancient Etruscan city of the dead on a guided tour of preserved, decorated catacombs
  • Visit private wine cellars in the province of Torgiano to sample the rewarding, flavorful wines of Umbria 

Detailed Description

Greenery surrounds the manicured fairway that guides your eye to the green. Red wine swirls in the opulent glass, reflecting the layers of ruby hues produced on a private vineyard. Your 8-day tour will encompass golf and grapes, fabulous cuisine and delicate history as you are led from Rome to Tuscany, and into the Umbrian countryside. Your tour will begin with your arrival in Rome, often referred to as the Eternal City. Your private transfer will escort you into the heart of the historical city where you will settle in at your luxurious hotel. Your guide will lead you through the streets of Rome on an engaging introductory tour of the iconic monuments ranging from the Spanish Steps to the Colosseum.

You will wake the next day, and your private transfer will meet you at your hotel and take you into the Lazio countryside as you head north to the edge of Tuscany. En route to the Argentario Peninsula, you will stop at the ancient sites of Cerveteri and Tarquinia, both remnants of the Etruscan-Italic tribe. The next day, you will step onto the golf course that edges up to the nature reserve of Laguna di Orbetello. Enjoy a full round of golf before you visit the small, historical town of Orbetello. Continue to travel deeper into the heart of Tuscany as you visit the vineyards around Montalcino, home to the celebrated Brunello wines. After a chance to sample all of the remarkable wines, you can play nine holes at a club who just offer rounds to guests staying at the resort.

The next day, you will give your body and mind a rest with a luxury wine tasting tour of Montepulciano, home to the Vino Nobile. Enjoy a gourmet lunch paired with the flavors of the wine before you stroll through the historical town of Cortona en route to your private Umbrian villa. Continue the next day with a tremendous opportunity to play the championship layout course at Antognolla Golf Club for a complete round. In the afternoon, you will visit the charming hilltop town of Assisi to enjoy the Basilica, the frescoes, and the beautiful medieval architecture.

Next, you will play the uniquely designed course of Perugia Golf Club before you enjoy a wine cellar tour around the famous vineyards of Torgiano. Conclude the next morning as your private transfer will meet you at your private villa. If you have time, you can explore the marvelous city of Perugia before you continue to Umbria’s International Airport for your flight home. You can also opt to return to Rome and delight in more time to discover the layers of a city redesigned throughout the millennia. 

Starting Price

$2,859 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

Reviews of Zicasso's Referral Service

4.89 stars based on 5075 reviews.

Italy Luxury Vacation Review: Umbria, Spello, Montefalco,...
"Our agent was always available to answer questions or make...

Reviewed By Dorothy W.

Italy & Croatia Luxury Trip Review: Florence, Rome,...
"Thank you so much Darya for such a special trip!"

Reviewed By Beth S.

Croatia & Italy Luxury Trip Review: Dubrovnik, Rovinj,...
"Antonio and Mario, who we were able to meet in person,...

Reviewed By Taylor M.

Italy Anniversary Tour Review: Sorrento, Amalfi Coast, Florence,...
"We liked that we were matched with Luana because she had...

Reviewed By Karla R.

Italy Travel Review: Palermo, Trapani, Erice, Mazara del...
"The trip planning and organization done by the travel agency...

Reviewed By Nancy S.

Italy Anniversary Vacation Review: Rome, Vatican City, Sorrento,...
"Thank you to Martina from the travel agency for planning...

Reviewed By Jon S.

Your Dream Vacation

in 3 simple steps

  1. 1

    Describe your dream trip

  2. 2

    Get matched with top travel specialists

  3. 3

    Book the trip

Free service - no credit card required