
YOUR JOURNEY THROUGH ITALY
Renaissance and Country Side
A 10-Day Handcrafted Family Odyssey Across Four Seasons Florence Courtyards & Castiglion del Bosco Countryside
Destination Overview
Embark on an unforgettable 10-day luxury journey through Tuscany — from Florence’s Renaissance masterpieces to an 800-year-old countryside estate sanctuary. Designed for families with children or teenagers, this journey blends living art and architectural genius in engaging, kid-sized doses with private truffle hunts, noble horses, and pure pool recharge amidst rolling cypress hills.
Best period
April to June / September to October
Ideal duration
10 Days
Airport
Florence (FLR)
Transfer
Executive Master Chauffeur Fleet & Private Estate Mobility.
Your Tour
Indicative price range
9000 – 17000 USD per person
What's Included
9 nights in hand-selected private sanctuaries (Four Seasons Hotel Firenze & Rosewood Castiglion del Bosco Private Villa)
Gourmet Full Board: Daily chef breakfasts, organic estate dining & fine-dining Halal Tuscan gastronomy with alcohol-free pairings
Executive Mobility Fleet: Chauffeur-driven luxury vehicles & private estate Land Rover transfers throughout
Dedicated private art historians, master trufflers, and native Tuscan heritage experts throughout
Florentine & Civic Curations: Uncrowded early access to Accademia & Uffizi galleries, Boboli Gardens walk & Pisa marble monuments
Tuscan Estate Expeditions: Private oak-forest truffle forage with trained hounds, Pienza pecorino tasting, Siena historical walk & family culinary masterclasses
24/7 Elite Logistics: Dedicated concierge support & resort private kids' program coordination throughout
The price indicated below is for informational purposes only. Prices depend on various factors. The final price of your handcrafted journey will be curated by our Travel Designers on your personalized quote.
YOUR JOURNEY THROUGH ITALY
10 Days of Florentine Art, Renaissance Heritage & Tuscan Solitude
Explore the masterfully architected day-by-day narrative below, designed as an inspiring preview of your personalized Florentine and Tuscan estate odyssey.

Day 1
Arrival in Florence: Botanical Sanctuary & Evening Strolls
Priority fast-track arrival greeting and seamless executive transfer to your sanctuary, Four Seasons Hotel Firenze, an architectural masterpiece nestled within the city’s largest private garden. Spend your afternoon unwinding by the pool in sovereign comfort before an evening stroll through historic cobblestone lanes for artisan gelato.

Day 2
Florence for the Family: Masterpieces & Artisan Traditions
Experience Michelangelo’s David at the Accademia and essential highlights of the Uffizi before the crowds arrive. Discover the Duomo and Ponte Vecchio from a fresh perspective, ending your afternoon with a private, hands-on family workshop learning the centuries-old art of Italian gelato crafting.

Day 3
Boboli Gardens & Pisa: Terraced Parks & Marble Wonders
Spend a quiet morning exploring the terraced Boboli Gardens and artisan workshops. In the afternoon, embark on a private excursion west to Pisa to discover the architectural genius of the Leaning Tower and the quiet marble monuments of the Piazza dei Miracoli.

Day 4
Into the Estate: Rolling Hills & Private Villa Solitude
Leave the city behind on a private transfer south into the Val d’Orcia landscape. Check into your private villa at Rosewood Castiglion del Bosco, an 800-year-old estate sanctuary surrounded by ancient oak forests. Enjoy an afternoon around your private pool followed by wood-fired artisan pizza cooked at the villa.

Day 5
Estate Life: Family Culinary Artistry & Countryside Trails
A full day dedicated to estate living tailored to your family’s rhythm. Younger family members engage in interactive programs, followed by a private family pasta-and-pizza culinary class. End the day with a gentle horseback ride across estate countryside trails.

Day 6
Val d’Orcia: Cypress Roads & Hilltop Heritage
Explore the postcard landscapes of the Val d’Orcia. Journey to the Renaissance village of Pienza for private artisanal pecorino tastings, discover quiet alleys in San Quirico, or e-bike along iconically lined cypress roads in complete tranquility.

Day 7
Truffles & Farm: Earth, Woods & Afternoon Recharge
Immerse yourselves in the ancient traditions of the land. Join a private estate forage expert and trained dogs on an exclusive truffle hunt through ancient oak woods. Visit local organic farms before returning to your villa for a restful afternoon by the pool.

Day 8
Siena: Medieval Genius & Culinary Traditions
Travel to historic Siena for a private exploration of the shell-shaped Piazza del Campo and the dramatic striped marble Cathedral. Return to the estate for an afternoon family cooking session exploring authentic Tuscan culinary heritage using local organic ingredients.

Day 9
Leisure & Family Farewell: Sovereign Solitude
A full day held open for undisturbed rest within your private villa sanctuary. Swim in total intimacy, relax under the Tuscan sun, and gather at dusk for a curated family barbecue dinner beneath the stars.

Day 10
Smooth Homeward Journey
Enjoy a final peaceful breakfast at your villa before your chauffeur provides a comfortable executive transfer back to Florence Airport for your onward flight.
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