Itinerary One: Val d’Orcia

Day 1 — Arrival in Tuscany

Arrive in Florence and continue south into the Val d’Orcia. Settle into a peaceful countryside stay and enjoy a relaxed Tuscan dinner with no further plans.

Day 2 — Pienza

After a leisurely breakfast, explore Pienza’s charming streets, artisan shops, and scenic viewpoints. Stop for gelato and enjoy lunch overlooking the countryside before returning for a quiet afternoon.

Day 3 — A Taste of Tuscany

Spend the morning learning to prepare fresh pasta during a hands-on cooking class. Enjoy the meal together, then return to your accommodation for time by the pool, in the garden, or at the spa.

Day 4 — A Day Left Open

Consider visiting Montepulciano or Bagno Vignoni, or simply remain close to home and enjoy the slower pace. Leave the day open to follow the mood of the moment.

Day 5 — Wine Country

Enjoy a relaxed lunch at one of the area’s celebrated vineyards. One thoughtfully chosen wine experience is often more memorable than a busy schedule of stops.

Day 6 — One More Slow Day

Return to a favorite village, revisit a scenic viewpoint, or spend the day enjoying the property. There is no need to fill every hour.

Day 7 — Return to Florence

Enjoy a final breakfast in the countryside, then travel back to Florence at an unhurried pace. Allow time for a final lunch or stroll before departure.

Enjoy…

Quiet mornings among rolling hills
Medieval villages and artisan shops
Fresh pasta and local cooking traditions
Scenic drives through the countryside
Long lunches overlooking the landscape
Thermal waters and restorative afternoons
Unhurried time together

CONSIDERED’S RECOMMENDATION

Build in at least one completely unstructured day. The Val d’Orcia is best experienced slowly, with room for an unexpected village, a memorable meal, or a beautiful view discovered along the way.