Day 1
Arrival
Settle into Tuscany, unhurried.
- Luxury hotel check-in
- Welcome cocktail on the terrace
- Meet fellow guests
- Welcome dinner beneath the pergola
- Relax and let the week begin
Tuscany, Italy
8 Days. 7 Nights.
One unforgettable experience.
World-class tennis, luxury accommodations, exceptional cuisine, award-winning wineries, and unforgettable moments in the heart of Tuscany.
The Journey
More than a tennis vacation.
A week you will remember for years.
The Tuscany Journey is a curated luxury experience — thoughtfully composed for a small group of guests who love the game and love the way the Italians live.
It is daily tennis on Italian red clay. Five-star accommodations. Long lunches in vineyards and evenings at candlelit tables. Cooking with a Tuscan nonna, walking the walls of Lucca, standing before Michelangelo's David.
It is personalized coaching, small-group camaraderie, and the kind of friendships that outlast the week. It is Italian culture experienced slowly, in the most beautiful corner of the country.
You will arrive as guests. You will leave as friends.
Experience Highlights
Every detail, quietly considered.
A week of world-class tennis, extraordinary food and wine, art, culture, and unhurried luxury.
- ◐
Daily Tennis Clinics
- ❦
Wine Tastings
- ❋
Olive Oil Tastings
- ✦
Italian Cooking Class
- ❖
Sip & Paint Experience
- ✧
Florence
- ✧
Siena
- ✧
Lucca
- ✧
Pisa
- ★
Five-Star Accommodations
- ◈
Private Transportation
- ☾
Signature White Party
- ◇
Small Group (12–20 Guests)
Daily Itinerary
Eight days, quietly composed.
Every day is a balance of tennis, exploration, and long tables. Nothing rushed. Nothing missed.
Day 2
Tennis & Chianti
Red clay in the morning, red wine in the afternoon.
Day 3
Florence
A guided morning in the cradle of the Renaissance.
Day 4
Lucca & Pisa
Two great Tuscan cities, side by side.
Day 5
Siena
The hilltop jewel of medieval Tuscany.
Day 6
Tuscany
A day in the grove and at the stove.
Day 7
Celebration
Everyone in white, glasses raised, under Tuscan stars.
Day 8
Departure
A soft goodbye, with promises to return.
Activities and itinerary details may evolve to ensure the finest possible experience for our guests.
The Tennis
Every morning on Italian red clay.
Coaching that meets you where you are, and gently invites you higher — in small groups, with the space and attention true progress requires.
- Daily coaching
- Clinics
- Match play
- Personalized instruction
- Professional guidance
- Small groups
Guest Coaches
Former tour players
As Volley & Vine grows, world-class guest coaches join select retreats for unforgettable weeks on court.
Luxury Accommodations
A villa that becomes home for a week.
Our accommodations are five-star throughout — boutique in feel, generous in spirit, and quietly extraordinary in every detail.
- Five-star luxury
- Boutique elegance
- Exceptional hospitality
- Beautiful surroundings
- Luxury amenities
- Rest between long days
The property for each retreat is confirmed as we finalize the season's details.
What's Included
Every meaningful detail, taken care of.
- ✓Luxury accommodations
- ✓Breakfast daily
- ✓Daily tennis
- ✓Professional coaching
- ✓Match play
- ✓Ground transportation during the retreat
- ✓Wine tastings
- ✓Olive oil tastings
- ✓Italian cooking class
- ✓Sip & paint experience
- ✓Welcome reception
- ✓Farewell dinner
- ✓The Signature White Party
- ✓Curated excursions
What's Not Included
A few things we leave in your hands.
- —Flights
- —Travel insurance
- —Personal shopping
- —Optional spa treatments
- —Alcohol outside scheduled experiences
- —Personal expenses
Who This Retreat Is For
An intimate group of kindred spirits.
Our guests share a love of the game, a taste for the beautiful, and a genuine curiosity for the world.
- Ages approximately 40–60
- Loves luxury travel
- Passionate about tennis
- Appreciates exceptional food and wine
- Values meaningful, curated experiences
- Enjoys meeting like-minded people
What to Pack
Pack confidently. Travel lightly.
A thoughtful guide to help you bring exactly what you'll want — and nothing you won't.
- Daily tennis attire
- Comfortable walking shoes
- Layers for cool evenings
- One all-white outfit for the White Party
- Passport
- European power adapter
Frequently Asked
Questions, thoughtfully answered.
Not at all. Most of our guests travel solo or as couples. We organize clinics, drills, and match play so you'll meet everyone naturally on court.
The Invitation
Your Tuscan Journey begins here.
Join an intimate group of tennis lovers for an unforgettable week of world-class tennis, exceptional hospitality, extraordinary cuisine, and timeless memories.