Harvest of Tuscany Tour

September 11-20 * Limited to 7 Guests

An Autumn Journey

This is not a rushed tour.

We stay in historic luxury hotels.
We wander medieval hill towns at golden hour.
We trace Renaissance masterpieces by day and raise glasses of Brunello by night.

From Michelangelo’s David in Florence to the ancient Etruscan caves beneath Montepulciano, this tour layers art, harvest, history, belonging and joy.

All along the way, the food is extraordinary, the wines are world-class, and the toasts are heartfelt.

This is Tuscany at its most generous.

10 Days · 9 Nights / Beginning in Florence

The Experience

This journey is intentionally paced:

  • Stepping into the world of Renaissance art in Florence museums with expert guides;

  • Tasting harvest-season wines at a 13th-generation estate;

  • Truffle hunting with a fourth-generation farm family, followed by a truffle-filled lunch;

  • Cheese-making in Pienza overlooking the Val d’Orcia;

  • Soaking in thermal mineral baths, first used by the Etruscans; and,

  • Toasting by candlelight and long conversations.

Structured with space.
Guidance with freedom.

Where We Stay

Florence
Luxury hotel in the historic center

Siena
17th-century grand hotel

Cortona
Restored monastery hotel & spa overlooking vineyards

Every property is chosen for atmosphere, location, and quiet elegance.

What is Included

  • 9 nights in beautiful historic hotels

  • Daily breakfast & one curated meal each day

  • Private transportation throughout the journey

  • Expert local guides in historic towns & cities

  • All entrance fees & special experiences

  • Private wine tasting at a renowned winery

  • Truffle hunting & truffle lunch

  • Private pecorino cheese-making experience

  • Wine cellar dinner in a medieval tower

  • Olive oil tasting excursion

  • All gratuities included

Not Included

  • Flights and travel to & from Florence

  • Travel insurance (Required)

  • Unscheduled meals & room service

  • Personal purchases

Optional Extension

Cinque Terre / September 9–10

Arrive early and join us for a full-day exploration of the Ligurian coast.

We’ll explore pastel towns perched above the sea with a private driver and guide by van, train, and boat.

Is This For You?

This journey is designed for travelers who:

  • Value atmosphere as much as itinerary

  • Care about food, wine, and culture equally

  • Prefer small groups and insider access

  • Want Tuscany to feel personal

It is not designed for rushed sightseeing.

Investment

  • $7,500 per person
    (based on double occupancy)

  • $7,800 per person
    (single occupancy — private)

To preserve the intimacy of this experience, the group is limited to 7 guests.

How To Reserve

  1. Select “Harvest of Tuscany Tour” HERE
    (I’ll be in touch with all the details to ensure the entire process is effortless)

  2. Return signed agreement & waiver with your deposit ($2,500 non-refundable)

  3. Get ready to make memories of a lifetime!

Final balance due 90 days before departure.
Payment plans available upon request.

A Personal Note

Harvest in Tuscany is not simply beautiful.
It is alive.
It is hands gathering grapes.
It is steam rising from fresh pasta.
It is wine poured generously at dusk.

This journey exists because of cherished relationships,
and it is shared in the same spirit.

If that resonates,
I would love to welcome you.