A Dreamy Vintage Car Escape Through Tuscany

A Dreamy Vintage Car Escape Through Tuscany

Picture this: the wind in your hair, the hum of a vintage convertible, and your partner by your side as you cruise through the sun-drenched hills of Tuscany. If you’re dreaming of a honeymoon or romantic escape that’s both timeless and unforgettable, this may be the journey you didn’t know you needed — until now.

In collaboration with TuscanTeam.com, a boutique travel expert based in Italy, we’re sharing one of the most magical romantic itineraries you can take: a 5-day, 4-night luxury escape through Tuscany, blending scenic drives, wine-soaked afternoons, and candlelit dinners under the stars.

This is the kind of trip that turns into a love story of its own.

The Romance Starts Here

Your Tuscan escape begins with a check-in at a beautiful countryside villa — think vineyards, stone walls, and a pool overlooking golden hills. That first evening? It’s yours to unwind with an aperitivo and a chef-prepared dinner outdoors, where the sky turns pink and the first sips of Chianti set the tone for what’s to come.

Vintage car tour Italy

Road Trips Reimagined — The Tuscan Way

Over the next few days, you’ll slip behind the wheel of a classic two-seater convertible and explore Tuscany at your own pace. Your days are filled with charming villages, rolling countryside, and vineyard-lined roads that feel like they’ve been lifted from a postcard.

You’ll wander through the medieval streets of Siena, taste wine in Chianti, and explore the picture-perfect towns of Pienza and Montalcino in the Val d’Orcia — a UNESCO-listed region that embodies the heart of Tuscany.

There are stops for private wine tastings, vineyard visits, and maybe even a little spontaneous dancing under the stars. Everything is organized, but nothing feels rushed. It’s slow travel, with style.

Designed for Two

This itinerary was created with romance in mind. Whether you’re celebrating your honeymoon, anniversary, or planning an elopement with a road-trip twist, Tuscan Team handles all the details — from luxury accommodations and curated routes to sunset dinners and once-in-a-lifetime local experiences.

The vibe is intimate, authentic, and elegant — the perfect mix of comfort and adventure.

Five Days. Endless Memories.

  • Day 1: Arrival, aperitivo, and welcome dinner at your countryside villa.
  • Day 2: Discover Siena, enjoy local trattorias and scenic drives.
  • Day 3: Explore Val d’Orcia, visit Pienza and Montepulciano.
  • Day 4: Drive through Chianti, wine tasting, vineyard lunch.
  • Day 5: A slow morning, final breakfast, and farewell to Tuscany.

Vintage car tour Italy

Why This Trip Feels Different

It’s not just the views (though they’re breathtaking), or the wine (though it’s amazing), or the car (which is swoon-worthy). It’s the way everything comes together: curated, romantic, and full of little surprises that feel just for you.

It’s a chance to disconnect from the world and reconnect with each other — in a place that seems designed for love.

Plan Your Escape
Ready to make your honeymoon or couple’s getaway unforgettable?
Explore the Dolce Vita Romantic Getaway by Tuscan Team and let the heart of Italy become the backdrop to your next chapter.

👉 Click here to learn or inquire about availability