Honestly, this was more than a 5-star experience.

A Dreamy Tuscan Escape Curated to Perfection by Jenn Hilchey

I just returned from the most unforgettable experience in Tuscany, and it’s all thanks to the incredible Jenn Hilchey. She curated an absolute dream of a wine retreat—so thoughtfully planned, flawlessly executed, and overflowing with charm, elegance, and authentic Italian magic.

From start to finish, every detail was covered. Jenn’s level of organization and attention to the guest experience was truly next level. We enjoyed unlimited wine (yes, unlimited!) from local vineyards, paired beautifully with delicious meals, breathtaking views, and even better company. The warm, welcoming family that hosted us made the entire experience feel personal and heartfelt—like we were truly part of their home and traditions.

Some highlights included:

• A luxury yacht day on the water that felt like something out of a dream

• A fun and inspiring paint-and-wine afternoon overlooking the Tuscan hills

• A hands-on cooking class where we learned to make homemade fettuccine and the most decadent tiramisu

• Visits to the picturesque towns of Siena and San Gimignano for shopping and soaking in the rich culture

Honestly, this was more than a 5-star experience. Jenn has an incredible gift for creating meaningful, luxurious, and memorable retreats. Anyone lucky enough to attend one of her events or collaborate with her will be absolutely blown away. I’m already counting down the days until the next one!