Samantha and Michael

How They Asked

After 6.5 years of dating, Michael and I flew off to Italy for our first big vacation! We were accompanied by Michael’s uncle and his uncles’ girlfriend. That evening he surprised me with my best friend and her boyfriend showing up to our Air BnB in Florence! Since they are flight attendants and fly for such a cheap fare, I didn’t think much of it! On Day 4 of the trip, we all did a 3 vineyard tour of Chianti, making a stop at Casa Sola Winery. Michael asked to take a photo with me in a very scenic portion of the vineyard grounds. After the photo, he got down on one knee and asked me to marry him, among a few other sappy words :). We got to go to the vineyard and celebrate right after with a delicious wine tasting! It was the perfect proposal for us two Italians who love to enjoy a good glass of red together!

Where to Propose in Chianti, Italy

Special Thanks

Casa Sola Winery
 | Gorgeous winery that the engagement took place at!