If a wine tour in Tuscany isn’t already on your to do list, add it. It may take a while to get there and have the best day trip, but it will be worth it when you do!

Tuscany vineyards from our van

First tip, while it’s definitely cheaper too on a group bus trip, if you have the means (bonus points if you get the quote), upgrade and do a private tour.

Second tip, DO NOT DRIVE YOURSELF! Roads in Tuscany are narrow, bumpy, steep, and curvy. And it’s never acceptable to drink and drive.

Since I’d been dreaming of a wine tour in Tuscany for years, we went upscale and did a private tour with We Drive You Tuscany.

Included in our tour were driver, vehicle w/AC, water, tasting stops at 2 wineries, a stop in Pienza, pickup and drop off at our hotel. Lunch at an agriturismo (Italian farm/hotel/restaurant) was paid directly to the agriturismo.

It made for an expensive day, approximately $400/person (including lunch and driver tip).

Our driver was friendly, spoke good english, and told us great stories about Tuscany, wine, the landscape, and traveling.

The Mercedes van was comfortable.

But the best was the wine tastings.
Capanna Rosso di Montalcino (wine 2 good)
Our first stop was Capanna Vineyard. With five lovely Brunellos (Rossos and Montalcinos). The wines were good, good, very good, great, and very good.

A quick tour of the garden and cellars capped our first stop. Then it was back into the van and down some more twisty roads.
Capanna Brunello di Montalcino (wine 4 - great)

Second Stop was Innocenti Vini. Here the schedule was reversed a quick self guided tour of the public cellars, then the tasting this time with cheese and breadsticks.
Innocenti Vini

After two wine tastings we were ready for lunch at agriturismo Podere Spedalone. Yummy treats and a bottle of prosecco to share in the lovely gardens.
Agriturismo Podere Spealone
Back into the van and off to Pienza. Possibly it was too much for one day, possibly I’ve seen too many small towns in Europe to be impressed, possibly it was both. I know the risks of burnout while traveling, but still have some days that are too much. Don’t get me wrong, it’s a cute town with an interesting history but after a long day and lots of wine we were simply too tired to appreciate it.
Pienza, Italy

I absolutely would have taken many, many more photos but this was the day after my phone took a dip in the pool and a day before Amazon delivered the replacement.

For my next wine tasting excursion, I think I’ll limit my day to 2 wineries and lunch.


I have visited 7 continents and 80 countries. I have lived in 9 different countries. I speak English, Spanish, French, and Russian. I like to hike, ski, dive, eat, drink, and wander the wonders of the world.