Win a Dream Trip to Tuscany!
Presented by Operation Walk Manitoba, Continental Travel, and Daryl Silver
Experience Italy Like a Local
Get ready for an unforgettable week-long escape for two in Tuscany — a true bucket-list destination now within your reach. This is not just a vacation; it’s an immersive journey into the heart and soul of Italian life.
Brought to you by I Am Tuscany, this once-in-a-lifetime experience invites you to wander rolling hills, visit family-run farms, and enjoy world-class wines — all while staying in a carefully chosen heritage villa. Your host, Irene Gren, a native of Tuscany, has dedicated her life to creating authentic, off-the-beaten-path experiences for her guests.
From intimate vineyard tastings to cooking meals with ingredients straight from the garden, from collecting water at a village fountain to sharing espresso with locals — this is La Dolce Vita as it was meant to be lived.
Why Tuscany?
It’s easy to picture the grand art galleries of Florence or the Leaning Tower of Pisa, but the true soul of Tuscany lies in its simplicity. Think of strolls down sun-dappled country lanes, meals prepared with freshly picked produce, and glasses of wine sipped beneath olive trees. This is the rhythm of real Italian life.
Thanks to Irene, you’ll experience it all:
- Charming, locally owned accommodations
- Exclusive tastings and behind-the-scenes tours
- Tables reserved at her favourite hidden trattorias
- Authentic moments far from the tourist crowds
This is more than a vacation. This is belonging.
Auction Details
- Proceeds: 100% of proceeds support Operation Walk Manitoba’s 2025 mission to Nicaragua
- Winner Announced: At Fiesta Con Causa on October 16, 2025, at 8:30 PM
- Grand Prize Includes:
- Roundtrip airfare for two
- 7-day curated Tuscan experience with I Am Tuscany, hosted by Irene Gren

This isn’t just a trip – it’s Tuscany as it was meant to be experienced.
Conditions of Entry
- This is a reserved bid silent auction, available online. Minimum reserved bid: $8,500. The trip will be awarded to the highest and final bidder.
- Prize includes roundtrip airfare for two to Tuscany and a 7-night stay hosted by I Am Tuscany, with travel arrangements supported by Continental Travel, Winnipeg.
- Auction bids are not eligible for a charitable tax receipt.
- Prize must be redeemed by October 31, 2026, through Continental Travel.
- Some experiences may be seasonal or date-dependent. Contact us for more information when you are ready to book.
- All sales are final.
How to Participate
Bidding is hosted online through the Givergy Auction site. Volunteers will also be available at the event to guide you through the process. If you encounter technical issues, call us — we’ll be happy to help.
About Irene Gren & I Am Tuscany
Born and raised in the heart of Tuscany, Irene Gren is the founder of I Am Tuscany and your personal host. Hospitality runs deep in her family — her parents welcomed guests into their home each summer, and Irene continues this tradition with heart and authenticity.
After years abroad, she returned home with a renewed appreciation for Tuscany’s timeless rhythms: the morning village espresso, the farmer’s fresh vegetables, the vintner’s pride in every bottle. These are the treasures she shares with her guests.


