A sample journey · Siena & Florence · 10 nights
Elevated Tuscany.
A little more time. A little more ease.
Siena’s medieval streets, hill towns with a private driver, and five nights to make Florence your own. A journey with thoughtful experiences and room to linger.
Plan Your Tuscany Trip ↗The shape of your journey
Siena first. Florence at your pace.
Two walkable city bases, with the countryside close at hand. I’ll arrange the connections and help you find the right balance of guided discovery and days left open.
First · 5 nights in Siena
Stay in the heart of Siena.
Walk to Piazza del Campo, explore with a private guide, and return to a historic hotel after days in Pienza, Montepulciano, or Cortona. Private drivers handle the countryside journeys.
Then · 5 nights in Florence
Let Florence unfold.
A private transfer brings you to Florence for art, a local food walk, and time without a schedule. Reserved museum visits leave space for neighborhood discoveries and long lunches.
The sample includes private airport, countryside touring, and hotel-to-hotel transportation. No rental car is needed.
Places to settle in
Historic Siena. Boutique Florence.
Siena · 5 nights
Grand Hotel Continental
An elegant historic setting in central Siena, close to Piazza del Campo and the Duomo. A comfortable base for enjoying the city on foot and exploring farther afield with a driver.
Florence · 5 nights
Rivoli Boutique Hotel
A central stay with a quieter boutique feel. Walk out for Florence’s art and neighborhoods, then return for a pause before dinner.
These are example stays, subject to availability. Room choices and any eligible booking benefits are confirmed for your dates and selected rate.
A few moments to make your own
Good guides. Time for yourself.
Tuscany beyond Siena.
A private guide and driver for Pienza and Montepulciano, including an underground wine-cellar tasting.
Cortona, your way.
A driver at your disposal, with time to browse, stop at a café, and choose where the day takes you.
Art and everyday Florence.
Timed admission to the Uffizi and Accademia, a guided food walk, and a day intentionally left open.
Dan’s planning note: The extra nights matter: there’s time to enjoy the places you’re staying, as well as the experiences you’ve come for.
What the sample investment includes
Ten nights of accommodations, private airport and hotel transfers, private countryside transportation, selected guided experiences, reserved museum admission, and personalized itinerary planning.
International airfare, travel insurance, personal expenses, and unlisted services are excluded. Meals are excluded unless specified in your final itinerary.
Starting from $15,000 for two travelers. Final pricing varies with dates, availability, hotel and room selections, and included experiences.
How we can make it yours
We can adjust the number of nights, hotel style, experiences, and pace. Keep more days open, add a special interest, or spend longer in a favorite place. Your final itinerary and pricing will reflect those choices.
Your journey begins with a conversation
Let’s make it your own.
Tell me how you’d like to experience Tuscany. I’ll help shape the stays, private touring, and open days around you.
Plan Your Tuscany Trip ↗I’ll follow up personally.
A glimpse of the planning experience
Your journey, all together.
See how stays, experiences, recommendations, and map links come together in your digital itinerary. The Fora sample offers a more detailed preview of this journey.
Preview the sample digital itinerary ↗For inspiration only. Example dates, flights, reservations, and confirmations shown are illustrative, not bookings for your trip.