Eight Days.
One Rare Trip.
A private countryside villa as your home base. Long lunches, winery days, Florence at a pace that lets you actually feel it. Eight days of Tuscany the way it was meant to be lived.
Tuscany.
Eight Days.
One Rare Trip.
A private countryside villa as your home base. Long lunches, winery days, Florence at a pace that lets you actually feel it.
RESERVE SPOT+18775050077
Tuscany as a
way of living,
not a list of sights.
Tuscany as away of living,
not a list of sights.
Private Villa Estate.
Elegance.
A historic Tuscan villa set among vineyards and rolling countryside. Every suite is named, every room has its own character. This is not a hotel — it is a private home, lived in together for eight days.
Arrive
in Tuscany
day 1
Arrival in Florence, Check-in to Tuscan Villa, Welcome Dinner
Arrive in Florence and settle into your villa in the hills. Stone walls centuries old. Rooms with views that stretch across vineyards and olive groves. Your welcome dinner happens here. Tables set outside as the sun sets over the valley. Italian cuisine rooted in the region. Fresh pasta, local wine, ingredients pulled from the land around you.
This is where we begin.
day 2
Dive into the Richness of a Chianti Wine Tasting
We head into Chianti, the region that put Tuscan wine on the world map. Visit estates run by families who've shaped winemaking here for generations. Walk the cellars. Learn the techniques passed down and refined over centuries.
Florence
Art & History
day 3
Florence History Through Art
Explore Florence's layered past. The Medici legacy, the Uffizi, the Duomo. We guide you through the deeper story. Botticelli's Birth of Venus, Michelangelo's David, Caravaggio's dramatic light.
cont. day 3
Florence Dining & Strolls
Local cuisine is central to the Florentine experience. Enjoy traditional meals that reflect the region's simplicity and depth. Aperitivo as the afternoon fades into night, golden hour in Florence is a must.
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day 4
Villa Day, Pool Day
This is the perfect day to simply enjoy the beauty of the villa, the pool, the rolling hills stretching out in every direction. Swim, read, sit in the sun.
Move slowly through the day, coffee in the morning, long afternoons by the water, the villa entirely your own. Spaces to wander, corners to settle into, time that feels unclaimed. As evening approaches, gather around the table for dinner. Long table, good wine, golden hour stretching into night. Enjoy time with your new friends.
day 5
Chianti Hills for Truffle Hunting & Lunch
Venture into the Tuscan woods with an expert truffle hunter and his trained dog, following quiet forest paths in search of one of the region’s most prized delicacies hidden beneath the earth. Learn the rhythm of the land, the seasons, and the craft behind a tradition passed down for generations.
Return for a leisurely lunch centered around freshly found truffles, paired with local wines and simple preparations that let each ingredient speak. Spend the afternoon unwinding in the countryside or wandering a nearby village, moving at the unhurried pace of a day shaped by nature and discovery.
day 6
Florence
Return to Florence and take in the city more deeply, moving at your own pace through its streets, shops, and quiet corners. Spend the day wandering, stepping into boutiques, cafés, and piazzas that reveal themselves slowly.
Follow what calls to you, from museums to the Arno or simply getting lost in its rhythm. As evening approaches, settle in for dinner, local wine, and a night that stretches on. End with aperitivo or a walk through softly lit streets, carrying the feeling of the city with you.
day 7
Indulge the Tuscan Way
Your last full day at the villa. Take in the hills, the views, the particular quality of light that made you fall in love with this place.
Swim, read, sit with wine on the terrace. Relax with your new friends. Let the day unfold slowly.
Our chef arrives in the evening to prepare a final meal. Local ingredients, traditional techniques, the kind of food that tastes like everything you've experienced this week distilled into one table.
Long dinner under the stars. Good wine, better conversation, the bittersweet satisfaction of an ending done right.
Day 1
Arrival in Florence, Check-in to Tuscan Villa, Welcome Dinner
Arrive in Florence and settle into your villa in the hills. Stone walls centuries old. Rooms with views that stretch across vineyards and olive groves. Your welcome dinner happens here. Fresh pasta, local wine, ingredients pulled from the land around you.
Day 2
Dive into the Richness of a Chianti Wine Tasting
We head into Chianti, the region that put Tuscan wine on the world map. Visit estates run by families who've shaped winemaking here for generations. Walk the cellars. Learn the techniques passed down and refined over centuries.
Day 3
Florence History Through Art
Explore Florence's layered past. The Medici legacy, the Uffizi, the Duomo. Botticelli's Birth of Venus, Michelangelo's David, Caravaggio's dramatic light.
Cont. Day 3
Florence Dining & Strolls
Local cuisine is central to the Florentine experience. Aperitivo as the afternoon fades into night, golden hour in Florence is a must.
Day 4
Villa Day, Pool Day
This is the perfect day to simply enjoy the beauty of the villa, the pool, the rolling hills stretching out in every direction. Swim, read, sit in the sun.
Move slowly through the day, coffee in the morning, long afternoons by the water, the villa entirely your own. Spaces to wander, corners to settle into, time that feels unclaimed. As evening approaches, gather around the table for dinner. Long table, good wine, golden hour stretching into night. Enjoy time with your new friends.
Day 5
Chianti Hills for Truffle Hunting & Lunch
Venture into the Tuscan woods with an expert truffle hunter and his trained dog, following quiet forest paths in search of one of the region’s most prized delicacies hidden beneath the earth. Learn the rhythm of the land, the seasons, and the craft behind a tradition passed down for generations.
Return for a leisurely lunch centered around freshly found truffles, paired with local wines and simple preparations that let each ingredient speak. Spend the afternoon unwinding in the countryside or wandering a nearby village, moving at the unhurried pace of a day shaped by nature and discovery.
Day 6
Florence
Return to Florence and take in the city more deeply, moving at your own pace through its streets, shops, and quiet corners. Spend the day wandering, stepping into boutiques, cafés, and piazzas that reveal themselves slowly.
Follow what calls to you, from museums to the Arno or simply getting lost in its rhythm. As evening approaches, settle in for dinner, local wine, and a night that stretches on. End with aperitivo or a walk through softly lit streets, carrying the feeling of the city with you.'
Day 7
Indulge the Tuscan Way
Your last full day at the villa. Take in the hills, the views, the particular quality of light that made you fall in love with this place. Long dinner under the stars. Good wine, better conversation.
What well-traveled
guests say.
" I would happily go on every WNDRLUST trip. They take you to the coolest places, the pace of the days is so well thought out, and you don't have to think about logistics so you can actually be present and enjoy it all."
"Staying in a villa with a chef, staff, and transfers make you feel like a celebrity. They curate a fantastic itinerary with delicious authentic food, dreamy experiences, restorative connection with the ladies, and high end treatment."
"This trip was so special because of the women. There was such a great mix of fun, meaningful conversations, and laughs. Being in a beautiful villa together made it feel intimate and memorable."
One Private Estate.
Eight suites.
Eight suites. One address. A Tuscan estate steeped in history, where golden countryside stretches to the horizon and every room tells a different story. Private. Personal. Entirely yours for eight days.
Jessica
Chicago is home, where Jessica works as a sales coach and actor, but the world is her greatest teacher. A passionate solo traveler whose time in Italy, Spain, France, Mexico, and Costa Rica has deepened her ability to connect with people across cultures. Travel continues to shape her curiosity, her independence, and the way she moves through a room. On this voyage, she is your insider, your host, and the reason it all coheres.
You show up.
We do the rest.
"Seven Nights in a private Tuscan villa, with a local chef cooking daily, all wines and meals included, private transfers, and curated experiences throughout. Most guests find it represents exceptional value for what it delivers."
Ready to secure your suite at the villa?
Reserve your spot with a $1,500 deposit today. Final balance due 90 days before departure. Flights not included — fly into Florence Airport (FLR). We'll share recommended arrival windows once confirmed.
Most departures fill
weeks before travel.
If a date is on your radar, the best time to reach out is now — the guests who join are always the ones who simply decided to go for it.
