Sample Itinerary

(Exact order may vary slightly based on season and local availability)

Day 1 | Arrival + Settle In

Upon arrival, we’ll greet you and handle transportation to the villa. Once you’re settled, we’ll ease into the week with a relaxed welcome aperitivo and your first hosted group dinner—an introduction to local flavors, wine, and the people you’ll be sharing this experience with.

Included: Airport transfer, aperitivo, welcome dinner with wine

Days 2–3 & 5–7 | Wellness, Local Exploration + Group Meal

Wellness is approached the Italian way—naturally and without pressure. Each day offers an optional wellness experience, sometimes at the villa and other times woven into the towns and landscapes we’re exploring. Options may include energizing movement, grounding breathwork, scenic hikes, bike rides, or intention-setting.

After a fresh Italian breakfast, we’ll head out to explore a nearby town—often one you wouldn’t find in a guidebook. You’ll have time to wander cobblestone streets, browse local shops, and enjoy lunch on your own.

At some point during the day, we’ll experience a true Italian adventure. This might look like visiting a family-run vineyard for a private tasting and lunch, learning about the land, the wine, and the generations behind it. Expect conversation, connection, and zero pretense.

Whenever possible, afternoons are intentionally spacious: rest at the villa, relax by the pool, explore the grounds, or freshen up before the evening.

After a proper riposo, we’ll reconnect for a shared group meal. From home-cooked dinners at family-run farms to some of Italy’s most memorable restaurants, every meal we share is carefully selected and includes thoughtfully paired local wine.

Included: Breakfast, optional wellness offering, guided adventure, group meal

Day 4 | Free Day (Choose Your Own Italian Adventure)

Sleep in. Book a massage. Lounge by the pool. Explore on your own. Or do absolutely nothing at all.

We intentionally build in a full free day because true luxury includes choice.

Included: Breakfast, optional wellness offering, group meal at the villa

Day 8 | Departure

Enjoy a final breakfast before group transport back to the airport or train station for onward travel.

Included: Breakfast, transfer

The wellTRVLD Difference

  • You unpack once

  • Logistics are fully handled

  • Wellness is supportive, never prescriptive

  • Days are full, but never rushed

  • There is room for both connection and solitude

This is Italy experienced slowly, deeply, and intentionally—so you return home nourished, grounded, and changed in all the right ways.