June 19, 2013

Under the Tuscan Sun with Brad Pitt - Travel Diaries

This past weekend, I ventured out to Chianti for a Tuscan Bike Tour.

I'll admit that I wouldn't normally book something like this, but my friend Kiel insisted that he had the best time with his wife Carly on this exact tour, and that I MUST GO. I brushed it off, until I realized that the meeting spot was a two minute walk from my apartment.

The tour was full of people from all over the world, including honeymooners from Minneapolis, a family from Isle of Man, and an environmental engineer from Australia. The first part involved touring a castle for a wine and olive oil tasting, while the second portion involved actually riding a bike up and down the hilly paths of Tuscany.

Every bike had a name, and I was assigned to Brad Pitt.

As we started the tour, I couldn't believe how natural it felt to be on a bike again. I basked in the feeling of complete freedom, as Brad and I made our way through the sun drenched roads of Tuscany. However, some hill portions were more challenging than others and I found myself regretting all those scoops of gelato I consumed the week prior.

Halfway through the ride, we stopped for a lovely sit down lunch to gorge on pasta and relax before the tougher portion of the ride. Post-lunch, I was ready to get moving so I jumped on Brad and while exiting the restaurant, I fell. 

I was turning Brad Pitt's handlebars (how's that for a visual?) and because I was on gravel the wheels gave. I scraped up my hand pretty bad, and was mortified as the two young, male bike instructors had to run to my rescue, while everyone watched. After that, I was a bit more nervous on my bike, but still tried to keep up with the group.

Anyways, besides Brad's extreme betrayal of me (now I know how Jennifer Aniston felt,) I was happy that I forced myself to do something out of my regular travel routine. The hilltops of Tuscany made me feel like I was Diane Lane in Under the Tuscan Sun, even though I don't think she ever rides a bike in that movie.

Below are some photos I took (not while riding, obviously) and here is a link to their website. Enjoy! x


  1. You sold me at olive oil tasting. This looks beautiful!

  2. This tour sounds like it was a blast! My fiance and I are looking for villas for rent in Tuscany while we plan our wedding. I've been looking for fun activities that I could tell our guests as well as things for us to do to see as much as we can while we are there. I'll definitely have to add this one to the list!