Relax in one of Tuscany’s thermal baths at this Bagno Vignori spa complete with an updated image, sleek rooms, and amenities.

Address:
I-53027 Bagno Vignoni
San Quirico d’Orcia
Italy

Phone:
39-0577-889-001

Carved horse heads and Roman gods crowd the studio’s shelves. But collector-worthy contemporary pieces, such as transparent spiral candleholders and striped vases, also abound.

Address:
28 Via Orti di San Agostino
Volterra Pisa
Italy

Phone:
39-0588-87968

An intimate 19-room hotel with a private art collection.

Address:
35 Via Garibaldi
Pietrasanta
Italy

Phone:
39-058-479-3727

Brother and sister Alessio and Cecilia Tessieri launched the chocolate company Amedei in La Rotta 18 years ago. Alessio sources the cocoa beans, while Cecilia oversees the toasting and delicate conching of the decadent stuff. You can purchase Amedei chocolate at various shops, including this one.

Address:
71-73 Via di Citt... Moreà
Siena
Italy

Phone:
39-0577-280-002Less

The refined, double-Michelin-starred restaurant combines impeccable service with Chef Gaetano Trovato’s creative dishes (suckling pig with cabbage pie and green apples) and sweeping views of the Tuscan hills.

Address:
50/52 Via XX Settembre
Colle di Val d’Elsa
Italy

Phone:
... More39-0577-920-549Less

Beneath the vaulted showrooms of Busatti sit the original looms that the Busatti-Sassolinis have used to make linens since 1842. Traditional striped table sets in yellow and blue are the most coveted items.

Address:
14 Via Mazzini
Anghiari
Italy

Phone:
39-0575-788-013

Located in the famed wine-producing family’s historic palazzo off the north end of Via Tornabuoni, this wine bar offers upscale dinners in intimate surroundings: vaulted ceilings high enough for a second, lofted dining area; crisp white tablecloths; waiters in cream jackets; and a hushed atmosphere. High-end travellers and local aristocracy g... Moreather here to sample revisited Tuscan classics like pappa al pomodoro (tomato and bread soup). Olive oils and many wines come from the Antinori’s Tuscan estates. Signature Dishes: Florentine steak; homemade desserts like schiacciata col uva (grape cake), or warm pear torte.

Address:
3 Piazza degli Antinori
Florence
Italy

Phone:
39-055-292-234Less

Following a massive building restoration, Florence’s 117-room Four Seasons hotel finally opened in June 2008. Located in the fifteenth/sixteenth-century Palazzo Scala della Gherardesca—with monumental frescoed halls and room décors that range from opulent Renaissance suites to a discreetly elegant, almost Georgian style in most r... Moreooms—this is the city’s first true resort hotel. Facilities include a spa, an outdoor pool, and an eight-acre private park. Room amenities go beyond the usual satellite TV to included DVD players, iPod docking stations, twice-daily maid service, and WiFi. Service, under manager Patrizio Cipollini, is top notch. There’s an annex in an ex-convent—500 yards away, on the far side of the park—with its own entrance at 46 Via Gino Capponi.

Address:
99 Borgo Pinti
Florence
Italy

Phone:
39-055-262-6250Less

This contemporary gallery showcases Tuscan artist Sandro Chia and avant-garde duo Christo and Jeanne-Claude.

Address:
11 Via Padre Eugenio Barsanti
Pietrasanta
Italy

Phone:
39-058-428-3338

This property was once owned by Castruccio Castracani (the Luccan general said to have been the model for Machiavelli’s ideal prince). After walking the wooded grounds and dining on marinated salmon, thyme-and-lemon-scented chicken, and minestrone seasoned with heavenly local olive oil, guests feel ideal themselves. The hotel is just a five-m... Moreinute drive from lively Lucca, though the hunting prints on the walls, striped fabrics, and tartan carpets may make you feel as if you’re in an English country house. Book one of the refurbished second-floor suites that boast antique furnishings and vintage parquet floors (room No. 126 has a coffered wood ceiling).

Address:
1616 Via Nuova per Pisa
Lucca
Italy

Phone:
39-058-337-0037Less

In Montalcino, relax by the pool at Castello Banfi’s 14-room hotel in a 19th-century building restored to gorgeous effect by American Cristina Mariani-May, a co-CEO of the family winery. Enjoy the view from this hilltop hamlet nestled in Tuscany’s winery-filled Brunello region. The hotel offers weekend culinary classes taught by chef He... Moreinz Beck, from Rome’s Michelin three-starred La Pergola restaurant. Book the Federico Forquet-designed Double and Classic rooms—they’re a generous 432 and 540 square feet, respectively.

Address:
Poggio alle Mura
Montalcino
Italy

Phone:
39-057-787-7700Less

You can admire a view of Monte Amiata from the minimalist terrace at this B&B, opened last May by John Voigtmann, an erstwhile Manhattan music executive.

Address:
Podere La Bandita
Pienza
Italy

Phone:
39-333-404-6704

The beach restaurant La Pineta may cater to Tuscan cognoscenti, but down-to-earth owner Luciano Zazzeri (a former fisherman) still gets his catch from his family’s boats. Try his take on the Livornese specialty caicciucco, a frothy soup made from wine, garlic, and branzino.

Address:
27 Via dei Cavalleggeri Nord
... More Marina di Bibbona
Italy

Phone:
39-058-660-0016Less

For a lunch of expertly selected cheeses and cured meats, stop at La Vena di Vino, a no-frills wine bar with barrel-vaulted cellars. The pecorino cheese served with crystalline acacia honey is a standout.

Address:
30 Via Don Minzoni
Volterra
Italy

Phone:
39-058-881-491

With its rough-hewn ceiling, vintage cupboard wall hangings, and 1950’s furnishing, Le Chiavi d’Oro wins the prize for the region’s most outlandishly decorated restaurant. Chef Francesco Stilo prepares classics like wild-boar medallions with glazed chestnuts, while his sisters, Giovanna and Teresa, tend to the wines. Dinner fo... Morer two $150.

Address:
7 Piazza San Francesco
Arezzo
Italy

Phone:
39-057-540-3313Less

White candles illuminate the communal wooden tables at the family-run L’Enoteca Marcucci, a lively wine bar and restaurant. Michele Marcucci plies wines from his 2,000 label-strong cellar, while his father, Giuseppe, grills butter-soft Tuscan beefsteaks.

Address:
40 Via Garibaldi
Pietrasanta
Italy
<... Morebr /> Phone:
39-058-479-1962Less

Wine tastings, a 2,500-square-foot spa, and tours of nearby towns are just a few of the reasons to visit this restored-villa estate, located on a 25-acre vineyard outside Arezzo. The 20 guest rooms are housed in the original manor, in the farmhouse, or next to the chapel; the airy limonaia is now a world-class restaurant. Sign up for a class in tra... Moreditional Tuscan or Cortonese cooking, complete with visits to area markets.

Address:
370 Localita San Martino
Cortona
Italy

Phone:
(800) 735-2478Less

A classic trattoria in a 19th-century former grocer’s shop, the convivial Osteria Le Logge is owned by local celebrity Gianni Brunelli, thrice married to the same lucky woman. Brunelli rears his own Sienese belted pigs. It’s no surprise, then, that regulars swear by his baked pork with star anise.

Address:
33 V... Moreia del Porrione
Siena
Italy

Phone:
39-057-748-013Less

A five-minute drive north of Lucca is the glass- walled dining room at the Michelin-starred Ristorante La Mora. With just 10 tables, the low-key restaurant is disturbed only occasionally by the faint roar of a passing train. Don’t miss the fish from the nearby Serchio River, prepared with crisp-fried vegetables by chef Sauro Brunicardi.
... More
Address:
1748 Via Sesto di Moriano
Lucca
Italy

Phone:
39-058-340-6402Less

Snowy-bearded chef Fabio Picchi announces dishes through his open kitchen window at Teatro del Sale, a restaurant and theater club. At Picchi’s command, patrons queue up for platters of tender boiled meats, or risotto al dente with salty mussels. The performances, usually a play or musical act, start at 9:30 p.m. To join, simply call ahead; t... Morehen pay your $6 annual fee at the door.

Address:
111R Via dei Macci
Florence
Italy

Phone:
39-055-200-1492Less

The Cabernet-dominated Ornellaia has the big name, but the lush, all-Merlot Masseto is the collector’s prize.

Address:
191 Via Bolgherese
Bolgheri

Phone:
39-056-571-811

This pioneering Bolgheri estate makes Tuscany’s most famous wine, the Cabernet-based Sassicaia.

Address:
27 Località Le Capanne
Bolgheri
Italy

Phone:
39-056-576-2003

Relax in one of Tuscany’s thermal baths at this Maremma spa complete with an updated image, sleek rooms, and amenities.

Address:
58014 Saturnia
Grosseto
Italy

Phone:
39-056-460-0111

Imagine Palm Beach’s Worth Avenue transplanted to a Tuscan hillside with prices slashed up to 70 percent. None of the stores here is a makeweight—there are stand-alones from each of the Gucci group labels like Bottega Veneta, Balenciaga, and Stella McCartney, as well as Zegna, Armani, Fendi, and Loro Piana. Crucially, even though this i... Mores largely last season’s stock, it isn’t limited to the outré. Insider Tip: Bargains here are so ferocious, you should consider renting a car to get your goods back to the hotel.

Address:
8 Via Europa
Leccio Reggello
Italy

Phone:
39-055-865-7775Less

This hillside estate in Suvereto produces an inky Merlot called Redigaffi that has a cult-like following.

Address:
81 Località Notri
Suvereto
Italy

Phone:
39-056-582-9237

These new-style Brunellos balance their heft with caressing fruit.

Address:
Montalcino
Italy

Phone:
39-057-784-826

Colle di Val d’Elsa’s fairy tale-like Vilca studio produces some of the area’s most imaginative crystal ware. Call ahead to watch craftsmen transform transparent strands of glass into twisted chalices and icy vases then go next door where the store sells everything from Charles Rennie Mackintosh vases to chunky-stemmed goblets&mda... Moresh;at prices 50 percent less than retail.

Address:
53 Via Fratelli Bandiera
Colle di Val d’Elsa
Italy

Phone:
39-057-792-9188Less

In 2002, transplanted Scottish restaurateurs David and Catherine Gardner discovered a ruin in Chianti and turned it into the wisteria-covered Villa Bordoni. The first-time hoteliers hired local interior designer Riccardo Barthel, who juxtaposed wood-paneled ceilings and antique bathroom tiles with witty touches like straw curtain tassels and a chic... Moreken-coop wall hanging. But it’s the whimsically decorated restaurant (frescoes feature thistles and vines) that’s the Gardners’ pride and joy. Chef Francesco Fineo reinterprets classic local ingredients—squab is paired with mashed celeriac and a grape-must reduction—while remaining true to traditional dishes such as bistecca alla fiorentina.

Address:
31-32 Via San Cresci
Greve in Chianti
Italy

Phone:
39-055-884-0004Less

This turreted villa has Art Nouveau touches and views of the Tyrrhenian Sea. Situated in the town of Castagneto Carducci, in Alta Maremma it holds a pitch-perfect mix of antique furnishings and neo-Baroque accents such as beaded lamps enlivens the seven fashionable rooms. Book one of the second-floor bedrooms which are slightly larger and overlook ... Moreforested hills and vineyards.

Address:
47 Via Umberto I
Castagneto Carducci
Italy

Phone:
39-056-576-3601Less