olling vineyards, cypress-lined roads and hilltop towns — Tuscany is the embodiment of quiet luxury. Away from the crowds, this region invites travelers into a world of understated elegance where heritage estates, Michelin-starred dining and artisan traditions blend in perfect harmony. Mornings may begin with espresso on a sun-drenched terrace, followed by a drive through olive groves to a medieval village where life still follows the rhythm of the seasons. Afternoons bring Brunello tastings in storied cellars or long lunches of fresh seafood along the coast. As the day fades, Tuscany glows in golden light — a glass of Chianti in hand, the air scented with rosemary and lavender.

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Best Time to Visit
Tuscany is at its most captivating in late spring (May–June) and early autumn (September–October), when vineyards and olive groves brim with life at harvest and bloom. Summer draws travelers to the Tuscan coast with its long sun-drenched days, while winter brings a quieter beauty ideal for truffle hunting, spa indulgences and evenings by the fire.
Arrival
Pisa International Airport (PSA) provides convenient access to the western coast and countryside, while Rome Fiumicino (FCO) is an excellent gateway for estates in southern Tuscany and the Val d’Orcia. Your advisor can arrange seamless private transfers and chauffeured cars to ensure stress-free journeys from airport to villa or resort.
Getting Around
Distances can be deceptive across Tuscany’s rolling terrain. Most discerning travelers choose private drivers or luxury car rentals for comfort and ease. Your advisor can arrange curated excursions — whether a scenic drive in a vintage convertible or a helicopter arrival at a private vineyard.
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Insider Notes
Currency: The euro (€) is the local currency, and credit cards are widely accepted at luxury hotels, fine dining restaurants and boutiques. In smaller villages or at local markets, however, cash is often preferred.
Language: Italian is the native tongue, though English is spoken fluently at luxury properties. A warm grazie or per favore is always appreciated.
Attire: Effortless elegance rules — linen and cotton by day, tailored layers in cooler months. Evenings, especially along the coast or at Michelin-starred restaurants, call for refined ensembles.
Cultural Rhythm: Life in Tuscany moves at a gentler pace. Meals are designed to be savored, often unfolding across multiple courses paired with regional wines. Many cafés and boutiques close in the early afternoon for riposo (a traditional midday rest).

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STAY
Castello di Casole, A Belmond Hotel, Tuscany
This restored 10th-century castle is set in the sweeping Tuscan countryside on one of Italy’s largest private estates. Guests can enjoy farm-to-table cuisine, woodland hiking, truffle hunts, stargazing, and refined luxury, all within easy reach of Florence, Siena, and San Gimignano.
Rosewood Castiglion del Bosco
Nestled in the UNESCO-listed Val d’Orcia and surrounded by a 5,000-acre estate in the Brunello di Montalcino wine region, this property offers gourmet restaurants, an organic garden, a cooking school, a spa, historic ruins, and villas with private heated pools.
L’Andana Resort
Located in Maremma near the Tuscan coast in a former ducal residence, this estate produces its own wine and olive oil. The property features Michelin-starred cuisine by Enrico Bartolini, serene spa offerings, and elegant seaside charm.
Cala Beach Resort
Situated directly on the sand in Punta Ala, this small luxury resort combines modern Tuscan seaside style with private terraces, beachside dining, and stunning views of Elba and, on clear days, Corsica. Guests can enjoy Mediterranean-inspired menus along with all the comforts of a refined coastal retreat.
Il Bottaccio, Relais & Chateaux
This Relais & Châteaux gem in Tuscany offers refined hospitality and a distinctive blend of elegance and authentic regional charm. With only eight spacious and exquisitely designed suites, Il Bottaccio ensures the highest level of privacy and comfort.
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SIP + SAVOR
Tosca Ristorante: Querceto
Nestled in the countryside of Querceto inside Castello di Casole, Tosca blends traditional Tuscan flavors with innovative culinary techniques. The restaurant’s rustic elegance, with stone arches and stylish furnishings, creates a warm and inviting atmosphere for an authentic dining experience.
Arnolfo Restaurant: Colle di Val d’Elsa
Located in the historic center of Colle di Val d’Elsa, about 15 minutes from Castello di Casole, Arnolfo offers a refined gastronomic journey celebrating Tuscan cuisine. Seasonal, locally sourced ingredients are crafted into contemporary interpretations of regional classics.
Ristorante Campo del Drago: Montalcino
Situated inside Rosewood Castiglion del Bosco, Ristorante Campo del Drago has earned two Michelin stars for its exceptional cuisine. Guests can enjoy vibrant, original dishes created with produce from the resort’s organic kitchen garden in a warm and elegant setting.
La Sala dei Grappoli: Montalcino
Located in the historic town of Montalcino, just a short drive from the Rosewood Castiglion del Bosco resort, La Sala dei Grappoli offers a modern culinary experience emphasizing Tuscany’s rich flavors. Its contemporary approach to traditional dishes, paired with an extensive selection of local wines, ensures an unforgettable dining outing.
La Trattoria Enrico Bartolini: Castiglione della Pescaia
At L’Andana Resort, La Trattoria Enrico Bartolini serves a modern interpretation of classic Tuscan cuisine. Michelin-starred chef Enrico Bartolini crafts each dish to highlight the region’s rich culinary heritage, all within an elegant and serene resort setting.
Il Pellicano: Porto Ercole
Perched in the coastal town of Porto Ercole, about 30 minutes from Il Bottaccio, Il Pellicano offers a luxurious dining experience with a focus on fresh seafood and Mediterranean flavors. Stunning sea views and elegant interiors create a memorable culinary journey along the Tuscan coast.
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SEE + DO
Tuscany rewards the eye at every turn, with landscapes and landmarks that feel made for timeless photography and unforgettable memories. Beyond the rolling hills and vineyards, the region is rich with cultural treasures and historic towns worth discovering.
- Val d’Orcia – This UNESCO World Heritage site is Tuscany’s most iconic landscape, defined by cypress-lined roads, golden fields and perfectly preserved medieval towns. Pienza, often called the “ideal Renaissance city,” offers breathtaking piazzas and artisanal cheese shops, while Montalcino invites wine lovers to explore Brunello cellars carved into centuries-old stone.
- San Gimignano – Known as the “Medieval Manhattan” for its collection of slender stone towers, this town boasts atmospheric piazzas, family-owned gelaterias and sweeping vistas from the Torre Grossa. Late afternoon light turns the skyline into an Instagram-worthy dream.
- Siena – Famous for its fan-shaped Piazza del Campo and Gothic architecture, Siena offers a more intimate urban experience than larger Italian cities. Climbing the Torre del Mangia rewards travelers with panoramic views across terracotta rooftops and the Tuscan countryside beyond.
- Montepulciano – A hilltop town celebrated for its Vino Nobile wines, Montepulciano’s Renaissance palaces, winding alleys and vaulted wine cellars provide endless opportunities for exploration and photography.
- The Tuscan Coast – Along the Maremma and Argentario peninsula, rugged cliffs meet azure waters and pristine beaches. From Punta Ala or Porto Ercole, travelers can capture sweeping seascapes that stretch as far as Elba and Corsica.
- Chianti Vineyards at Sunset – Rows of vines glow in warm golden light, especially at estates like Castiglion del Bosco and Castello di Casole. A private tasting at dusk, Brunello or Chianti in hand, is the quintessential Tuscan moment.
- Volterra – Known for its alabaster workshops and Etruscan heritage, Volterra offers a quieter, more authentic Tuscan townscape. Its medieval walls and Roman theater make it a striking stop for history lovers.
From cypress-lined roads in the Val d’Orcia to chic seaside terraces on the Argentario, every journey brings a chance to capture Tuscany’s essence — timeless, elegant and deeply authentic. Each day reveals a new layer, whether through a private wine tasting at sunset, a stroll through a medieval piazza or a moment of stillness overlooking the sea. Your travel advisor can open the door to these experiences, curating the details that transform a trip into a true Tuscan escape.
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