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Tuscany

Florence

See the Florence page for information about the capital of Tuscany.

Pisa and Lucca

See the Pisa and Lucca page for more about these cities in western Tuscany.

Montalcino

Learn more about Montalcino and its prized wine, Brunello, on the Montalcino page.


Siena

This old rival of Florence is one of the bigger cities in Tuscany, but still retains a medieval character in its mostly-pedestrian streets.  Its twice-yearly Palio (horse race) in the town square re-ignites that medieval spirit.  Also see Wikivoyage's Siena page for good tips.
  • What to see:
    • Il Palio di Siena - this horse race, which goes back to the middle ages, pits the districts (or contrade) of the city against each other twice a year; check out the Siena Palio page for more information.
    • Piazza del Campo/Palazzo Pubblico - the Piazza del Campo is the meeting point of the city and site of the Palio horse race.  It is fronted by the huge Palazzo Pubblico (City Hall) with its impressive bell tower and city museum.
    • Duomo/Duomo Museum - Siena's beautiful cathedral nearly rivals its arch-rival Florence's in size, and easily in beauty.  Its facade alone is breathtaking, and the interior includes an embaressment of art, including statues by Michaelangelo, Donatello, and Bernini.  The nearby Museo del Duomo (Cathedral Museum) includes some of the original stained glass, statues, and iconography that once graced the cathedral, as well as a breathtaking view from the ramparts that were supposed to be the cathedral's main entrance (until they ran out of money).
    • Contrada Fountains - Each contrada has a fountain, usually near its church and headquarters. Some are ancient, and some are modern, but finding them is a great way to explore the city and see parts of Siena that tourists usually overlook. Betsy Donnelly's site has the best description of the fountains and their locations; also check out this handy Google Map. You can also take fun pictures imitating the fountains like these folks.
      • Contrada Museums also might be interesting; to visit them, you typically have to contact the contrada (or the tourist office) ~2 weeks ahead of time. Locations and more at Initaly.com
  • Where to eat:
    • ***Antica Pizzicheria Chigiana de Miccoli - Via di Citta 93-95, ~€7-12 for a sandwich. Close to Piazza del Campo and the Duomo. This salumeria specializes in high-end Tuscan meats, cheeses, and wine, and their sandwiches are particularly good. Try a panino con pecorino fresco e pesto, or the porchetta. The sandwiches are often large enough for two people to share. They also have quite good biscotti di cioccolato, and the ricciarelli (traditional Sienese cookies made from almond paste) are also quite good. There is often a line, and it is significantly more expensive than your average Italian salumeria, but the quality of the food is very good. 
    • Osteria Il Carroccio - Via Casato di Sotto 32, very close to Piazza del Campo, 057-741-165, closed Wed, reginare@hotmail.it, barbaraminelli@tiscali.it, highly rec'd by various people (including Mark's friend Greg) and Osterie d'Italia (says owner/chef Renata makes great traditional dishes with a bit of "poetic license", don't miss the pici but raviolone, pasta corta, ribollita, and zuppa di cippole are also rec'd primi; great secondi too), €30 tasting menu...we went here in 2014 and thought it was good but nothing to write home about
    • Osteria il Campaccio - Vicolo del Campaccio 2, 057-728-4651, 057-728-4651, closed Mon in winter, popular with locals, hard to find but worth the search...raved about by Kalscheuer and the Parkers...they especially recommend the ricotta and pear pasta; also rec'd by The Independentthis slow traveller (seems especially popular with the Alma Domus convent hotel), and this Vanderbilt student...also has gluten-free pizza (??) --> but when we tried it in 2014, it was very disappointing
    • Grotta di Santa Caterina da Bagoga - Via della Galluzza 26, 057-728-2208, closed Sun eve, Mon, rec'd by Slow Food Osterie d'Italia
    • Osteria Le Logge - Via del Porrione 33, 057-748-013, closed Sun, focus on organic ingredients, lighter-style cooking, "revised" versions of Tuscan dishes, rec'd by Slow Food Osterie d'Italia
    • ***La Taverna di San GiuseppeVia G.Duprè 132 (near the Onda contrada fountain), 0577 42286, €28 - €55. Traditional Sienese food in a historic, old building; known for dishes with truffles or porcini mushrooms, a bit pricey/fancy. When we went to Siena in 2014, this was our favorite stop.
    • ?Osteria Il Grattacielo - rec'd by Laura Gray
    • Antica Osteria da Divo - via Franciosa 25/29, 057-728-6054, closed Sun. Traditional and creative food, was rec'd by Slow Food Osterie d'Italia but no longer in guidebook as of 2014
    • Antica Trattoria Papei - Piazza del Mercato 6, 057-728-0894, closed Mon.  Family-run traditional place,  was rec'd by Slow Food Osterie d'Italia but no longer in guidebook as of 2014, "don't miss the bistecca"
    • Compagnia dei Vinattieri - via delle Terme 79, 057-723-6568, closed Tues.  Enoteca/restaurant  was rec'd by Slow Food Osterie d'Italia but no longer in guidebook as of 2014
    • Il Canto was rec'd by Slow Food Osterie d'Italia but no longer in guidebook as of 2014
    • Il Gratttacielo  was rec'd by Slow Food Osterie d'Italia but no longer in guidebook as of 2014, ironically named (it means "skyscraper" but the restaurant is tiny)
    • Trombicche was rec'd by Slow Food Osterie d'Italia but no longer in guidebook as of 2014, nice for lunch (this Vanderbilt student especially rec's the ribollita)
    • San Desiderio - Piazza L. Bonelli 2, restaurant in a de-consecrated old chapel, rec'd by someone?
    • Gelato
      • Kopakabana - via dei Rossi 52, open 11-midnight every day, closed mid-Nov to mid-Feb, rec'd by some (including Lonely Planet and this slow traveler), especially for fondente
      • Grom - an outpost is at Via Banchi di Sopra 11, Sun-Thurs 11-11 (midnight in summer), Fri/Sat 11-mid (12:30 am in summer)
      • La Vecchia Latteria - Via San Pietro 10, ??
      • Bar Il Camerlengo - Piazza Il Campo 6, ??
      • Caribia - via Rinaldini, ??
      • Bar/Pasticceria Nannini - ??

Chianti

The Chianti region, a large swath between Siena and Florence, is known for its wine, Chianti Classico.

Colle di Val d'Elsa

Colle di Val d'Elsa is a beautiful Chianti-region hill town known for its crystal.  The lower town is more workaday, and you can take a glass elevator to the upper, medieval town.
  • Da Simone - Piazza Bartolomeo Scala 11, 057-792-6701, closed Mon, rec'd by Gambero Rosso, Espresso, and Michelin, ~€40-50.
  • Dietro le Quinte - Vicolo della Misericordia 14, 057-792-0458, a great wine bar and restaurant with a beautiful garden; their pear and ricotta pasta is delicious!
  • #Sbarbacipolla Biosteria - Via Bartolomeo Scala 11, 057-792-6701, dinner only except Sun/Mon, relatively new place (from 2010), single room featuring organic products, ever-changing menu, great cheese selection, kid's menu, recommended starting in 2014 Slow Food Osterie d'Italia

Other Chianti Towns

  • Gaiola in Chianti - a small town in the SE part of Chianti
    • Il Carlino d'Oro - rec'd by Osterie d'Italia
    • Al Ponte - rec'd by Osterie d'Italia
  • Radda in Chianti
    • Le Panzanelle - rec'd by Osterie d'Italia

Other Hill Towns

For more ideas, check out Rick Steve's Hill Towns page.  The drive between Montepulciano and Montalcino, in an area called the Crete Senesi ("Sienese Crests") or Val d'Orcia, is some of the most pictoresque country in Italy—just about every stock photo and postcard of "Tuscany" is taken of hills and farmhouses along this drive, dotted with hay bales and cypress trees.

If you like hill towns, also be sure to check out nearby Umbria, which boasts such places as Orvieto, Asisi, Spello, Spoleto, and Trevi.

Countryside near San Quirico d'Orcia
Countryside near San Quirico d'Orcia - photo by Yosika
Val d'Orcia / Crete Senesi

In the valley between Montepulciano and Montalcino...this area (especially near San Quirico d'Orcia), as mentioned above, is where pretty much every postcard you've seen of "Tuscany" is taken. This article by Slow Travel contributors describes some of the most iconic photos (such as the Belvedere Farmhouse).
  • Castiglione d'Orcia: beautiful castle on a hill, ~30 min SE of Montalcino (due south from San Quirico d'Orcia)
    • La Taverna del Pian delle Mura: rec'd by Osterie d'Italia

Montepulciano

Known for its eponymous Vino Nobile di Montalcino wine, Montepulciano is a hill town at the eastern side of the Crete Senesi.  Recommended places to eat:
  • Il Gambe di Gatto Cafe - Via dell'Opio nel Corso 34, 057-875-7431, closed Wed, a sampling of Chowhound and Slow Travel reviews: "one of the most charming experiences I ever had in a restaurant", 10-20 olive oils!, "magical", "best dining experience I had during my trip", "a really fun spot" run by young couple Emanuel and Laura, inexpensive
  • Osteria dell'Acquacheta - Via del Teatro 22, 057-871-7086 or 057-875-8443, 12:30-3, 7:30-10:30, , closed Tues, does NOT accept reservations over email, big shared table, good house wine (a Rosso di Montepulciano), simple/traditional dishes change with the seasons, rec'd by Rick Steves for pastas and salads, also good bistecca fiorentina, and other local foods like pici, in centro storico, rec'd by Slow Food Osterie d'Italia (still in 2016), review in Italian, rules warn you that the "owner is mean" and that "the only free cheese is in a mousetrap"!
  • Piccola Trattoria Guastini - outside town in Valiano di Montepulciano, Via Lauretana Nord 20, 057-872-4006 or 347-704-4305, rec'd Slow Food Osterie d'Italia
  • Le Logge del Vignola - via delle Erbe 6 - 057-871-7290, very nice restaurant (they even set out an amuse bouche), rec'd by Gambero Rosso, Espresso, Michelin, and TCI.  ~€40-58, brunch for €20.
  • Osteria del Conte - via San Donato 19, 057-875-6062, 348-814-2984, closed Wed, rec'd by Espresso, ~€25-30 not including drinks.

Pienza

Perched between the wine cities of Montepulciano and Montalcino, Pienza is famous for both fresh and aged pecorino cheese.  Recommended eating places:
  • Trattoria Latte di Luna - via San Carlo 2, 057-874-8606 or 338-326-6791, 12:30-2:30, 7:30-9:30, closed Tues, rec'd by Rick Steves, Frommer's, and many others: "believe the hype...it was fantastic", not too expensive, truffled pasta and roast boar rec'd, Roberto and wife, wonderful pinci and maialino al latte, Slow Food, Gambero Rosso, inexpensive, reserve ahead!, ~€25-30
  • Trattoria da Fiorella - via Condotti 11, 057-874-905, closed Wed, one chowhound review says it is "our favorite restaurant in Pienza...we eat here every time we visit.  Very reliable, very authentic, and very good value", rec'd also by Slow travel readers.
  • Osteria La Porta - via del Piano 3 (in Montechiello just SE of town), 057-875-5163, closed Thurs, €35 fixed price, with €18 lunch, rec'd by Osterie d'Italia, Espresso, Michelin, and TCI; beautiful view of Val D'Orcia.

Volterra

Famous for its alabaster, Volterra is Rick Steves' favorite Tuscan town.  Volterra has beautiful views and wonderful food, and more recently has gained fame due to the Twilight novels and movies (even though one of the Twilight movies was filmed in Montepulciano, not Volterra).
  • Albergo Etruria - via Matteotti 32 (in historic center), 058-887-377, nice, clean rooms, free Internet, and great hosts, rec'd by Rick Steves.
  • Don Beta - several of us had a nice dinner here
  • Da Badò - Borgo San Lazzaro 9, 058-886-477, closed Wed, ~€40, great fresh seasonal specials; one review recommends the papparadelle di lepre (pasta with hare), rec'd by Slow Food Osterie d'Italia.
  • Del Duca - via di Castello 2, 058-881-510, closed Tues, Tuscan traditions with a creative twist, fixed price between €35 and 47 or a la carte for ~€30-50, rec'd by Gambero Rosso, Esprsso, Michelin, TCI, and Rick Steves ("refined Tuscan cusine").
  • Vecchia Osteria dei Poeti - via Matteotti 53, 058-886-029.  Great Tuscan recipes served in a medieval palace, ~€30-40, rec'd by Alice.

San Gimingiano

One of the only towns to still retain its medieval towers, San Gimingiano is popular with tourists but still a car-free, beautiful town.  It makes an easy day trip from Florence (by bus or by car); see this Rick Steves clip.
  • Fattoria Poggio Alloro - a beautiful agriturismo that produces wine, olive oil, and prosciutto (especially from chianina oxen), among other specialties, run by brothers Lorenzo (Enzo) and Giancarlo Fiorini (Enzo's English is much better than his brother's), about 5 km from the town.  Their terrace and pool look out onto the towers of San Gimigniano, and their Vernaccia (the local white) is quite good.  0577-950-153, 43°29.25'N 11°03.88'E.  From San Gimigniano, follow signs for Certaldo, then Ulignano, and then turn right at the sign for Casaglia/Remignoli.
  • Gelateria di Piazza - found in the main Piazza della Cisterna, this gelateria claims to serve the "best ice cream in the world"...which is not an idle boast, since it often wins gelato competitions.
  • Il Pino - via Cellolese 8/10, 057-794-2225, closed Thurs, closed Fri lunch, rustic family restaurant, ~€30-40, rec'd by Gambero Rosso.
  • Osteria del Carcere - via del Castello 13, 057-794-1905, closed Thurs lunch, Wed, near center of town, good cheese/salumi/traditional dishes, ~€30-35, rec'd by Osterie d'Italia.
  • Perucà - rec'd by Osterie d'Italia

Cortona

Featured in Francis Mayes' Under the Tuscan Sun, Cortona is another beautiful hill town, nestled on the Umbrian border.  Apart from the town itself, the Etruscan Museum is supposed to be quite good.  (Real Etruscan fans might want to go to the town of Chiusi, conveniently on A1 and train lines, which features an excellent Archaeological Museum as well as several Etruscan caves and tombs.)
  • in Chiusi: Il Grillo è Buoncantore - rec'd by Osterie d'Italia
  • in Sarteano (also near A1, not far from Chiusi): Da Gagliano - rec'd by Osterie d'Italia

Lucignano

Very close to the A1 highway, near the exit to Siena, Lucignano is a well-preserved medieval town with characteristic oval rings spreading out from its main piazza.
  • Ristorante la Rocca - via Matteotti 15/17, 057-583-6775, closed Tues, rec'd by Slow Food Osterie d'Italia, ~€30-40 with €30 fixed-price menu.
  • Osteria da Toto, at Piazza del Tribunal 6,  057-583-6763, closed Tues, www.trattoriatoto.it, which offers relatively inexpensive (€15-35), hearty fixed-price meals and rooms for rent, highly rec'd by one Chowhound reader

Artimino

Tiny town about 40 minutes west of Florence with a beautiful view