Tuscany in Wine Harvest Season — Sip, Savor, & Soak It In!

Each year, from late September through October, the rolling hills of Tuscany come alive as locals and vintners gather to harvest grapes and celebrate the season. It's the perfect time to explore the region: the summer crowds have faded, the weather is crisp and comfortable, and the wine? It’s never been fresher.

This is more than just a trip — it's an experience. 

• Wine Harvest (Vendemmia): Early fall is grape harvest season, and many wineries open their doors to visitors for tours, tastings, and even hands-on harvesting experiences.

• Truffle Festivals: White truffles are at their peak in October and November. Towns celebrate with lively markets where you can taste truffle-infused dishes straight from local chefs.

• Olive Oil Tasting: Freshly pressed olive oil is a delicacy unique to this season. Visit an olive mill and sample the rich, peppery flavors of “olio nuovo.”

• Autumn Landscapes: The rolling hills of Tuscany glow with autumn colors, making it an ideal time for travelers who love scenic drives.

Whether you're a wine lover, a foodie, or just someone who dreams of traveling to a beautiful place, Tuscany in harvest season delivers on every front — flavor, culture, scenery, and soul.

Helpful Tips: 

• Pack Layers: Mornings and evenings can be cool, while afternoons often stay comfortably warm.

• Book in Advance for Festivals: Truffle and wine festivals are popular with both locals and visitors. A little planning ensures you won’t miss out.

Ready to plan your autumn escape to Italy’s wine country? This is the perfect time to be planning for next fall!

Let us handle the details — from vineyard tours to villa stays — so you can focus on what really matters: soaking it all in, one sip at a time. Contact us to start planning your Tuscan wine adventure!

AmaWaterways Military Discounts

Two Upon a Star Travel Advisors recently had an opportunity to experience first hand a river cruise on AmaWaterways, and it was absolutely magnificent! (More detailed blog coming soon!) River cruising is so vastly different from an ocean cruise, and even better…AmaWaterways recognizes US Military with some tremendous discounts on select cruises.

There are still many sailings listed for 2025, but there are also some listed for early 2026 and more to come.

What does the military discount get you? 2-for-1 discounts.

Yes, TWO people cruise for the cost of one person. Literally half off the cruise.

AmaWaterways has some great themed cruises, too, to includes locations like the visiting the EuropeansChristmas Markets, beer themed cruises, wine themed cruises, and the ever popular Tulip Time sailings which go see all the spring tulip fields in the Netherlands!

So, how do you book one of these? So easy:

1. Take a look at the current dates available.

2. Pick your date.

3. Email your favorite Upon a Star Travel advisor.

Easy, right?

Here’s the link for existing 2025 & 2026 military discounts for AmaWaterways: 2025 & 2026 Military Discounts AmaWaterwaysAmaWaterways

What if you want a date not currently offered with the deep discount? We can still get you a $250 discount in addition to any other AmaWaterways promotions!

If you’re ready to book a river cruise or have more questions about river cruising, reach out to your favorite Upon a Star Travel Agent or contact us here!