Wine in


Spend four weeks living in Italy learning about wine from the family-run vineyards that know it best.

Chapter Details


Siena, Italy


Starting at $4,099*




4 weeks

Chapter Dates

April 17 - May 14, 2023

Oct 9 - Nov 5, 2023

What to expect

Immersion into the Italian culture

Learn the basics of how to grow, pair, taste and order wine

Meet and make new friends from around the world

Gain a new perspective on life

Continue to work remotely with ease

Find yourself in the enchanting charm of Tuscany.

Picture yourself indulging in long Sunday lunches filled with savory dishes and aromatic wine pairings. Your morning ‘commute’ means walking down historical cobblestone streets. 


Afternoons are spent exploring different neighborhoods, making friends with local shopkeepers, and just generally savoring the mellow pace of the dolce vita. 


This is the chapter of your life in which you get to enjoy the best of Tuscany for a whole month as you learn about wine and soak up its rich history, hospitality and beautiful landscapes.

Image by Gabriella Clare Marino

Work al fresco.

For those working remotely, our Wine in Tuscany Chapter includes access to our Sojrn Club House—an expansive, modern apartment that serves as an office abroad. With fast wifi, a full kitchen, and separate rooms set aside for private calls or meetings, the workday couldn’t come any easier. The space also provides chapter members with plenty of lounge and social areas to relax with new friends when off the clock. Set just steps from the spectacular Duomo di Siena, the workspace is in the ideal location to head off for a glass of Chianti in the piazza when work winds down.


If you require anything else to make your work experience as productive as possible, your local host will be there to help you get what you need.


For those interested in a more social work vibe, we’ve also found great local cafes and restaurants around Siena to use as Sojrn Spaces—places where you can pop in for a chat, get some work done, or grab a bite to eat with other Chapter members.

Wine time.

Every week you’ll have dedicated time to learn about the world of wine along with other Chapter members. We've designed a unique curriculum that includes vineyard visits, workshops on taste profiles, discussions with wine masters and, of course, lots of opportunities to test out what you’ve learned by drinking wine and spending time with new friends! Get ready to  become a wine connoisseur in no time.

Note: for anyone wanting to join us in Tuscany who doesn't drink alcohol, we're happy to arrange substitute activities focused more on food than wine. That said, the educational aspect of this chapter is wine-specific.

Choose your stay.

The Wine in Tuscany Sojrn has two different tiers of accommodation options available. All are centrally located and within walking distance of the workspace.

  • Shared Housing - $4,499  | A large private room in shared apartment (queen or king-sized bed)

  • Private Housing - $5,649   |   A private 1 bedroom apartment that comes furnished with a double bed, Wi-Fi, a fully equipped kitchen and space to work or relax


PS: If you book private accommodations with someone (shared bed), the second person gets 50% off of their Sojrn.




Let's start from the beginning - making wine. This week, you have the opportunity to learn about the history of wine, it's significance in Italy, and how it's made.

Included Activities:

  • Orientation Walk & Welcome Brunch

  • Basics on how to taste wine

  • Contrada Tour

  • Winery/Vineyard Tour

  • Happy Hour

Optional Activities:

  • Market Run

  • Dinner at San Desiderio

  • Sunday Live Music



Week two is about the taste of wine and your relationship with it. Where do the various flavors come from? What do you like and not like? What exactly is a tannin? 

Included Activities: 

  • Horizontal tasting with Giorgia (Chianti)

  • Happy Hour

Optional Activities: 

  • Cooking Class

  • Wine Cellar Pairing & Dinner

  • Karaoke

  • Sunday Live Music

3 Photo Credit Anna Richey.jpg



When wine and food are appropriately paired, it enhances the experience of both. This week, you'll learn what goes with what and how to appreciate a perfectly paired duo.

Included Activities

  • Food & Wine Pairing

  • Etruscan Cave Vertical Tasting (Brunello)

  • Happy Hour


Optional Activities

  • Market Run

  • Brunello Wine Tour

  • Sunday Live Music



Ever sat down to a nice dinner and asked for wine list and quickly became confused and overwhelmed about what to order? Never again.


This week, you'll learn exactly how to approach wine menus and labels so you can deftly select the perfect grape and vintage.

Included Activities:

  • Blind Tasting Challenge

  • Ordering Workshop (so you can order wine like a pro)

  • Happy Hour

  • Farewell Dinner


What's Included:

We've covered the basics so you can arrive at your new home feeling like a local. 

  • Living accommodations 

  • Access to Sojrn Spaces (workspaces and partner cafes)

  • Excellent Wifi connection

  • Eight included activities (two per week)

  • Chapter platform with pre-travel prep, important information, menu of curated optionals, and more

  • Two included meals

  • A community of chapter-mates

  • A Chapter Host

  • A local host

  • A list of optional curated activities each week

  • Arrival Airport transportation

What's Not:

Our Sojrn Chapters are created to cater to your needs and allow you the most amount of flexibility and control over how you spend your time and money. As such, these items are left for you to arrange at your discretion: 

  • Airfare

  • Meals (unless otherwise noted)

  • Optional activities/experiences

  • Insurance

  • Visas and related fees 

"The SOJRN Wine in Tuscany chapter is such an incredible opportunity to experience the Italian and Sienese culture while meeting new friends, learning about wine and working remotely. SOJRN takes care of the details and provides options for activities, yet gives you the freedom to explore and enjoy daily life for a month in Siena. The local host Georgia was a wealth of knowledge and was there to assist whenever needed. Our leader (and owner of SOJRN), Tara took such amazing care of us all. I had doubts about traveling during the pandemic, but this trip exceeded all of my expectations and I have memories and new friendships I will cherish forever."


Interested in learning more about our Wine in Tuscany chapter?

If you have any questions about our Tuscany chapter or would like to talk to someone about the Sojrn experience before you book, leave us your info and someone from the team will be in touch as soon as possible!

Thanks! We'll be in touch asap!



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