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Updated on
11/10/2024

5 Best Corporate Retreat Locations in Tuscany for 2024

Everybody knows that Italy is a dream destination for corporate retreats, but how about Tuscany? Known as The Golden Land and renowned for its art, history and cypress rows, olive trees, and vineyards, this is a destination your team can’t miss.

Located in central Italy, this region effortlessly offers rolling hills, medieval towns, and world-class experiences that will elevate any offsite.

Did you know Tuscany is home to some of Italy’s most famous landmarks, like the Leaning Tower of Pisa and Michelangelo’s David? It's also one of the oldest regions in Italy, steeped in heritage, from the Etruscans to the Renaissance.

Whether your team is looking for outdoor adventure or a more relaxed escape, Tuscany has it all. Stay in a 15th-century villa between Tuscany and Umbria, relax in a hilltop estate with a Green Michelin star restaurant, or relax in a countryside retreat overlooking the Serchio Valley. Want to discover Lake Trasimeno, hike the trails of Berignone, or enjoy olive oil tastings? We’ve got you covered.

In this article, we’ll guide you through Tuscany’s top retreat spots for an exhilarating team getaway.

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1. Villa di Piazzano

Villa di Piazzano, located between Tuscany and Umbria, is your top-choice for a historical and serene corporate retreat destination. The villa’s 15th-century roots and Medici family ties bring a sense of grandeur to the experience. Teams can stay in a variety of accommodations, from classic rooms to the luxurious Grand Suite, all while enjoying breathtaking views of the surrounding countryside and proximity to Cortona.Villa di Piazzano’s dining experience at L'Antica Casina di Caccia Restaurant, led by Chef Gabriele Corrias, blends Tuscan tradition with contemporary dishes, where you can savor everything from game plates to inventive vegetarian options. The Roman wine cellar and the Sunset Lounge Bar provide perfect spots for teams to unwind after a productive day. For team-building, the villa’s on-site activities include walking and biking trails, exploring the garden, and trips to nearby Lake Trasimeno. A visit to the Rose Cottage Spa completes the retreat with tailored relaxation treatments.

📍 Location:

  • Loc. Piazzano, 7, 06069 Tuoro sul Trasimeno PG, Italy

 🛫 Logistics:  

  • 37.6 miles (60 km) from Perugia PEG Airport Parking,

🏠 Property feature: 

  • Massage Cottage
  • Outdoor pool
  • Garden & vegetable garden
  • Solarium
  • Spa
  • Fitness center

🔎 What to explore:

  • Bikes for hire
  • Walking and biking trails in the immediate area
  • Explore the on-site garden, featuring 1000 species of flowers, shrubs, and trees
  • Discover Lake Trasimeno
  • Visit Cortona 
Book a luxury stay at Villa di Piazzano, a renaissance villa turned boutique hotel just outside Cortona, on the border between Tuscan and Umbria!

2. Borgo Pignano

Welcome to Borgo Pignano, a top-notch resort perched on a hilltop in Tuscany. This retreat spans over 750 acres and features a delightful mix of accommodations, from guest rooms and suites to maisonettes, eight private villas, and even La Canonica, a 13th century house. The eighteenth-century villa is surrounded by gardens where you can enjoy views of olive groves and vineyards reminiscent of a Renaissance painting.For team meals, head to Villa Pignano, Green Michelin Star restaurant led by Chef Stefano Cavallini, who brings seasonal ingredients to life with creative Italian dishes. Relax in the wellness center, where you’ll find a sauna, steam bath, and Italian-style treatment rooms carved from limestone. Don’t miss out on activities like guided vineyard tours, biking around the estate, or horseback riding through the Tuscan landscape. Borgo Pignano is all about inspiring connections in an incredible Italian setting, making it an ideal spot for your next corporate retreat.

📍 Location:

  •  Loc. Pignano, 6 - 56048 Volterra Pisa, Italy

🛫 Logistics: 

  • 46 miles (74 km) from Amerigo Vespucci Airport
  • 46.7 miles (76 km) from Pisa International Airport

🏠 Property features: 

  • Spa
  • Fitness center
  • Tennis court + half basketball court 

🔎 What to explore:

  • Truffle-hunting and wine-tasting (on-site)
  • Explore the hiking trails of Berignone and Castelvecchio
  • Guided tours to nearby vineyards 
  • Bike rides around Borgo Pignano
  • Horseback riding
Discover Borgo Pignano with your team and enjoy your stay at the best luxury countryside resort in Tuscany.


3. Villa San Michele, A Belmond Hotel

Perched on a hilltop above Florence, Villa San Michele offers a standout corporate retreat in Tuscany. With a facade designed by Michelangelo's School and surrounded by the woodlands where Da Vinci first dreamed of flight, this retreat invites your team to explore and connect. Stay in Signature Suites or Villas that cater to every taste.Gather your crew for an incredible dining experience at La Loggia, with its creative local menu by Chef Alessandro Cozzolino and views of Florence’s skyline. Recharge at the spa or hit the gym, complete with panoramic city views.For team-building, the Villa offers unique activities like craftsmanship workshops and scenic tours in an Ape Calessino. Whether your team is seeking a chance to relax or adventure, Villa San Michele provides everything your team needs in order to feel inspired and connected.

📍 Location:

  • Via Doccia, 4, 50014 Fiesole FI, Italy

🛫 Logistics: 

  • 7 miles (11 km) from Amerigo Vespucci Airport

🏠 Property features: 

  • Spa
  • Fitness center
  • Historic gardens
  • Versatile event spaces, hosting up to 300 guests

🔎 What to explore:

  • Craftsmanship workshops
  • Hop into an Ape Calessino and travel around
  • Venture at the Opificio delle Pietre Dure
  • Embark on a Florentine Food Tour
With a facade attributed to Michelangelo, Villa San Michele is a true Renaissance work of art.


4. Castello del Trebbio

Located in the heart of Chianti Rufina, Castello del Trebbio offers an extraordinary corporate retreat experience amidst Tuscany’s hills. This working wine estate features history, sustainability, and modern amenities to create the ultimate setting for team-building. The estate practices Biointegral farming, emphasizing organic and biodynamic methods, and produces renowned Chianti Rufina DOCG and Extra Virgin Olive Oil.Your team can stay in beautifully restored villas and apartments, originally 19th century farmhouses and barns, with access to three private swimming pools and views of the surrounding vineyards. Enjoy farm-to-table dining at La Sosta del Gusto, and savor estate-grown products like wine, olive oil, and saffron.For team-building, immerse yourselves in the natural beauty of Tuscany, or book a pasta cooking class or an extra virgin olive oil tasting with your crew. Olive and grape harvesting on-site are fantastic seasonal activities. Castello del Trebbio hosts an authentic retreat experience just a short drive from Florence.

📍 Location:

  • Via Santa Brigida 9, 50065, Pontassieve, Florence, Tuscany, Italy

🛫 Logistics: 

  • 16 miles (25 km) from Amerigo Vespucci Airport

🏠 Property features: 

  • Accommodation in villas and apartments
  • 3 swimming pools
  • Cellar
  • Outdoor event space

🔎 What to explore on-site:

  • Take a guided tour to discover the Castle’s medieval cellars
  • Lastricato Chianti Rufina Riserva wine tastings
  • Extra Virgin Olive Oil tasting
  • Pasta cooking class 
  • Bread making class
  • Olive & grape harvesting in Castello del Trebbio (seasonal)
In Tuscany, in the heart of Chianti Rufina, lies Castello del Trebbio, a Biointegrale® winery and agricultural estate, which also operates as an agriturismo.


5. Renaissance Tuscany Il Ciocco Resort & Spa

Renaissance Tuscany Il Ciocco Resort & Spa is nestled in the Lucca countryside, and offers an ideal backdrop for your next corporate retreat. Surrounded by 1,700 acres of landscape overlooking the Serchio Valley, this resort fully represents the tranquility of Tuscany. Your team can unwind in contemporary rooms or suites with valley views, and rejuvenate at the on-site spa. For dining, dive into authentic Italian cuisine at Le Salette or savor international flavors at La Veranda. With over 18,000 square feet of versatile event space and 11 meeting rooms, including the Salone Pascoli for up to 1,000 guests, this resort sets the tone for spectacular team-building, brainstorming, and collaboration. Outside of meetings, your team can tee off at Golf Club Garfagnana or take cultural tours to Pisa and Siena. Don’t miss out on one of Tuscany’s most inspiring destinations.

📍 Location:

  • Via Giovanni Pascoli, 55051 Castelvecchio Pascoli LU, Italy

🛫 Logistics: 

  • 65 miles from Amerigo Vespucci Airport

🏠 Property features: 

  • Indoor and outdoor pools
  • Spa & hot tubs
  • Fitness center
  • 11 meeting rooms/18,000 sq ft of event space/ hosting up to 1,000 guests

🔎 What to explore:

  • Tee of at Golf Club Garfagnana nearby
  • Take a tour of Pisa
  • Adventure time at Selva Del Buffardello Adventure Park
  • Massa/ Prato/ Siena Tour
If you’re looking for a tranquil setting to fully enjoy Tuscany, Renaissance Tuscany Il Ciocco Resort & Spa is a luxury haven that checks all the boxes!


Want to Plan your Next Team Outing in Tuscany? Ask Our Retreat Gurus!

Now that you’ve read our article, are you ready to plan your corporate retreat in Tuscany? Let TeamOut make it effortless!Feeling overwhelmed by the details? Don’t worry—TeamOut has explored Tuscany to bring you the top venues and experiences so you can focus on team bonding! Whether your team leans towards adventure or prefers a more relaxed escape, we’ve got the ideal retreat spot for you.Craving a historical setting? Villa di Piazzano, nestled between Tuscany and Umbria, is the place to enjoy tranquil gardens and the nearby Lake Trasimeno.

If a hilltop retreat speaks to you, Borgo Pignano features a 13th-century villa and a Green Michelin Star restaurant. For teams looking for cultural connection, Villa San Michele’s connection to Michelangelo’s School is an ideal base for exploring Florence. Want to unwind at a working wine estate? Castello del Trebbio is a retreat where sustainability and history take center stage among the vineyards. For a larger escape, Renaissance Tuscany Il Ciocco Resort & Spa boasts 1,700 acres of beauty, perfect for golf and cultural tours to Pisa and Siena.

Regardless of your team’s style and size, TeamOut has you covered! Tuscany’s landscapes and venues promise an outstanding retreat for all. Let us handle the details—Schedule a free call today to start planning!

About the author
Thomas Mazimann
published on
October 11, 2024
Thomas Mazimann, a French entrepreneur and former international kayaking athlete, transitioned from sports to tech after moving to the U.S. He co-founded TeamOut, revolutionizing team gatherings.

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