The Unmapped Inquire
May 22–29, 2027•Chianti, Tuscany•Only 10 spots

Eight days in Tuscanywith your best friends

Stay in a private villa in the hills of Chianti. Taste wine right where it is made. Cook, laugh, and eat together every night. Your villa, breakfasts, tours, and rides are all part of the price. You just book your flight.

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Until we arrive in Tuscany

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One villa. Ten friends. Eight sunny days in wine country.

Step 1 of 2

See if this trip is right for you

Answer a few quick questions. It takes about two minutes. Then you can pick a time for a free call with Ronda. There is no cost and no pressure.

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Hosted in person by Ronda WalkerPlanned with Travelive, a luxury travel partner in Italy
Why this trip

Four reasons friends say yes

01

Your own private villa

No hotel halls and no strangers. You share a big house with a pool, a full kitchen, and views of the vines.

02

A small group of 10

No big tour buses. Just you and your friends, with time to slow down and enjoy each day.

03

Wine at the source

Taste Chianti in Chianti. Visit wineries, try local olive oil, and sip eight wines on a day in Val d'Orcia.

04

A host who handles it

Ronda is with you the whole trip. She takes care of the plans, so you can relax and have fun.

Villas and price

Pick your villa

Both villas get the same eight-day trip. The only difference is the house you come home to each night.

Option one

Villa Beltrude

$4,500per person
  • 6 bedrooms, about 25 km from Florence
  • Plunge pool and wellness area
  • Garden and outdoor dining terraces
  • Full kitchens for supper club nights
Option two

Villa Jobaldo

$5,900per person
  • 7 bedrooms in Panzano in Chianti
  • Private 20-acre estate
  • Pool and wide terrace with views
  • Modern rooms and kitchen

What is included

  • 7 nights in your private villa
  • Breakfast every day
  • Private rides to and from Florence airport
  • San Gimignano and Chianti day with lunch and wine
  • Cooking class with lunch and wine
  • Val d'Orcia day with lunch and an eight-wine tasting
  • Private photo shoot at the villa
  • Private drivers, guides, and Ronda as your host

What is not included

  • Flights
  • Meals not listed in the plan
  • Local tourist tax, paid at the villa
  • Tips

Good to know: Book by the first week of January 2027. Final payment is due March 31, 2027. There are only 10 spots, and they go in the order people book.

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The plan

Your eight days, day by day

  1. 1Sat, May 22

    Welcome to Chianti

    A private driver picks you up at Florence airport and takes you to the villa. Settle in, then join the welcome dinner.

  2. 2Sun, May 23

    San Gimignano and a winery

    Explore a famous hilltop town. Then enjoy a country lunch with wine and olive oil tasting, and tour a winery.

  3. 3Mon, May 24

    Villa day

    Sleep in. Swim in the pool. Read in the sun. Tonight, a guest chef from the group cooks dinner.

  4. 4Tue, May 25

    Cooking class

    Learn to cook Italian food near the old Badia a Passignano abbey. Then eat what you made, with wine.

  5. 5Wed, May 26

    Free day

    Rest at the villa or visit the little villages nearby. You choose.

  6. 6Thu, May 27

    Val d'Orcia wine day

    Ride through Montepulciano, Pienza, and Montalcino. Visit Avignonesi Winery for a big lunch and eight wines.

  7. 7Fri, May 28

    Photo shoot and farewell

    A pro photographer spends two hours with the group at the villa. Then share one last dinner together.

  8. 8Sat, May 29

    Arrivederci

    A private driver takes you back to Florence airport.

Only on this trip

Three things you will never forget

The Villa Supper Club

Each pair or small group picks one night to cook a favorite Italian dish for everyone. Other nights are light suppers. You choose your night after you book.

A day of great wine

Drive through some of the prettiest hills in Italy. Then sit down for lunch and taste eight wines at a well-known winery.

Your own photo shoot

A pro photographer captures your group at the villa. You go home with real photos of the trip, not just phone selfies.

Questions

Things people ask

Who is this trip for?

It is for friends who want to relax, eat well, and drink good wine together. If you love good food and slow days in the sun, you will love this trip.

How much does it cost?

Villa Beltrude is $4,500 per person. Villa Jobaldo is $5,900 per person. Both prices are based on 10 guests sharing the villa.

Are flights included?

No. You book your own flight into Florence. Once you land, a private driver takes you to the villa, and back to the airport at the end.

Do I have to cook?

Only one night. Each pair or small group cooks one favorite Italian dish for everyone. You pick your night and dish after you book. Other nights are light suppers or planned dinners.

What if I have food allergies?

Just tell Ronda after you book. She will share your needs with the group and the cooks.

When do I pay?

Book by the first week of January 2027. Your final payment is due March 31, 2027. Ronda will go over the details on your call.

Who plans this trip?

The Unmapped plans it with Travelive, a luxury travel partner in Italy. Ronda Walker hosts the trip in person from start to finish.

How many people can go?

Only 10. Spots go in the order people book.

May 22–29, 2027  ·  From $4,500 per person

Save your spot in Tuscany

Only 10 people can go. Ask all your questions on a free call, then decide. No pressure.

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