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Women-only Tuscany and Umbria: Chianti, the Val d'Orcia and Assisi

9 days for women only from Florence, with a female guide: three nights in a Chianti village, two in Pienza for the Val d'Orcia, two in Spello for Assisi, then Orvieto and a last night in Florence.

9 jours · Départ et retour : Florence · jusqu'à 12 voyageurs

Les faits

En bref

Durée
9 jours, 8 nuits
Départ et arrivée
Départ et retour : Florence
Taille du groupe
7 à 12 voyageurs
Trajet le plus long
4 h le jour 8Aucun trajet ne dépasse 4 heures.
Niveau d'activité

Modéré

Gentle walking of 2 to 3 hours most days on cobbles, paving and sloping lanes, because every town on this trip is built on a hill. Longer walks on farm tracks are optional: about 4 km into Monteriggioni, 6 km from Volpaia to Radda, 9 km across the Val d'Orcia and 13 km from Assisi back to Spello. Each has a shorter alternative or a seat in the van, and the longest day in the van is about 3.75 hours, just under our 4-hour cap and split by a half day in Orvieto.

Repas compris
8 petits-déjeuners, 4 repas du midi, 3 repas du soir
Chambre individuelle
+ CAD 1,265 (prix estimé)
Saison
April to June and September to October

Points forts

Pourquoi ce voyage

  • A slow first evening in Castellina in Chianti: check in, rest, then a short briefing and a light supper with your female guide
  • San Gimignano at 8:45 am, before the coaches, then a walk on Monteriggioni's 13th-century walls
  • A vineyard walk and a long lunch at a family Chianti Classico estate, chosen where we can among estates run by women
  • Siena with a local guide, a woman where one is available, then the Crete Senesi back roads to Pienza at sunset
  • A Val d'Orcia day: a field walk from Pienza, a Brunello tasting in Montalcino, Bagno Vignoni and dinner in walled Monticchiello
  • Montepulciano's rock-cut cellars, lunch in Cortona and two nights in Spello, ten minutes from Assisi and much quieter
  • Assisi's Basilica of San Francesco at 8:30 am, then a home-cooking evening with local women in Spello
  • Michelangelo's David at the 8:15 am opening on the last morning in Florence

Ce qui distingue ce voyage

  • Des trajets courts, tous publiés

    Chaque trajet est indiqué jour par jour, et aucun ne dépasse 4 heures.

  • Le temps libre fait partie du programme

    Le temps libre et les choix sont indiqués les jours où ils ont lieu.

  • En solo, sans pénalité

    Une chambre individuelle coûte + CAD 1,265 (prix estimé).

Jour par jour

Itinéraire

Le trajet le plus long dure 4 h, le jour 8.

CHIANTIVAL D'ORCIAUMBRIATUSCANYLake Trasimeno1234FlorenceDays 8 to 9Greve in ChiantiDay 1Castellina in ChiantiDays 1 to 4Radda and VolpaiaDay 3San GimignanoDay 2MonteriggioniDay 2SienaDay 4PienzaDays 4 to 6MontalcinoDay 5Bagno VignoniDay 5MontepulcianoDay 6CortonaDay 6SpelloDays 6 to 8AssisiDay 7OrvietoDay 8

Touchez une étape de la carte pour ouvrir ce jour

Florence to Chianti, an easy first evening

Florence Airport or Santa Maria Novella station to Greve in Chianti, then Castellina in Chianti

  • Light welcome supper
  • Nuit : Castellina in Chianti
  • Environ 1.5 h de route
A row of old wooden wine barrels with faded red ends and a copper funnel, set on a plank against a stone wall
Photo: David MacSpadden, CC BY 2.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Museo_del_vino_(Greve_in_Chianti).jpg)

Your driver meets you at Florence Airport (FLR) or at Santa Maria Novella station, the easier arrival if you come by train from Rome or Pisa, and your See Sight Tours guide, who is a woman, rides with the group from the first pick-up. We confirm the latest arrival time and the pick-up times with your final itinerary. We leave the city on the Chiantigiana, the old SR222 road, which climbs south through olive groves and vineyards into the Chianti Classico hills. There is one stop, about 45 minutes out, in Greve in Chianti: a coffee under the arcades of the triangular Piazza Matteotti and, for those who want it, a look at the old barrels in the small wine museum. Another half hour brings us to Castellina in Chianti, where we stay three nights. Nothing else is planned: check in or walk Via delle Volte, the arched passage along the town walls. At about 6:30 pm your guide runs a short briefing on the week, what to wear in churches, how rooms are shared and how the days are paced, over a light supper close to the hotel, and we finish early.

Compris

  • Pick-up at Florence Airport (FLR) or Santa Maria Novella station
  • A coffee stop in Greve in Chianti and Piazza Matteotti
  • Welcome briefing with your guide
  • Light welcome supper in Castellina in Chianti

Temps libre : Free from check-in until the 6:30 pm briefing

Activité : Arrive by about 1 pm to join the group transfer; later arrivals are met and join the supper.

  1. Florencedépart
  2. Castellina in Chianti3 nuits
  3. Pienza2 nuits
  4. Spello2 nuits
  5. Florence1 nuit
  • Étape avec nuitée
  • Excursion d'une journée
  • En bateau ou en train
Imprimer l'itinéraire

Faune et météo : April to June and September to October bring mild walking weather; the vines are green in spring and the grape harvest runs from about mid-September to mid-October. July and August are hot, often in the mid-30s C, and Siena's Palio fills the Campo on 2 July and 16 August. Winter is quiet and cool, with some estates closed.

Vous voulez recevoir ce programme par courriel?

Recevez l'itinéraire jour par jour par courriel, ou posez-nous vos questions sur ce voyage. Un conseiller en voyages vous répond le jour même ou le jour ouvrable suivant.

Avant de réserver

Ce voyage est-il pour vous?

Ce voyage vous convient si vous recherchez

  • Women travelling solo who want company, with roommate matching if they ask for it
  • Women who want to meet the women who cook, make wine and guide here, not only see the sights
  • Travellers who want Tuscany's hill towns and wine country without changing hotel every night
  • Walkers who like a gentle morning walk, with a longer option on farm tracks
  • First-timers who want San Gimignano, Siena and Assisi early, before the crowds

Ce voyage ne vous convient pas si vous recherchez

  • Mixed groups or couples: the dated small group is for women only (the regular Tuscany and Umbria trip is mixed)
  • Step-free access: every town is on a hill, with steep lanes and steps
  • Travellers who want several days in Florence: this trip gives it one evening and a morning
  • Anyone who wants nightlife: the bases are small towns that go quiet after dinner

Réservez vos vols une fois votre place confirmée.

8 nuits

Où vous logerez

Vos hôtels sont nommés dans la confirmation de votre voyage.

  • Castellina in Chianti3 nuits
  • Pienza2 nuits
  • Spello2 nuits
  • Florence1 nuit

Un seul prix

Ce que le prix comprend

Compris

Hébergement

  • 8 nights: 3 in Castellina in Chianti, 2 in Pienza, 2 in Spello, 1 in central Florence
  • Hotels of at least a 3-star-plus standard, in or at the edge of each old town, named when we confirm your dates
  • Twin rooms shared with another guest, roommate matching on request, or your own room for a supplement
  • Local tourist taxes

Transport

  • Pick-up at Florence Airport (FLR) or Santa Maria Novella station on day 1
  • Drop-off at Florence Airport (FLR) or Santa Maria Novella station on day 9
  • Our own air-conditioned minibus and driver for the group for the whole trip
  • The van to and from Monticchiello for dinner on day 5

Votre guide

  • A female See Sight Tours guide with the group for the whole trip
  • Local guides in San Gimignano, Siena, Assisi and Spello, and at the Accademia in Florence, women where licensed women guides are available

Activités

  • Greve in Chianti: a stop in Piazza Matteotti
  • San Gimignano: guided walk and the Collegiata
  • Monteriggioni: the walkway on the walls
  • Volpaia and Radda in Chianti
  • Chianti Classico estate: vineyard and cellar visit with a tasting
  • Siena: guided walk, the Duomo and the Piccolomini Library
  • The Crete Senesi back roads
  • Pienza: field walk to the Pieve di Corsignano and a pecorino tasting
  • Montalcino: Brunello estate visit and tasting
  • Bagno Vignoni
  • Montepulciano: cellar visit and Vino Nobile tasting
  • Cortona: guided walk
  • Assisi: the Basilica of San Francesco with a local guide, and Santa Chiara
  • Spello: guided walk, the Baglioni Chapel and a home-cooking evening with local women hosts (confirmed with your dates), with an olive oil tasting
  • Orvieto: the Duomo and the Chapel of San Brizio
  • Florence: an evening walk, and the Galleria dell'Accademia at opening

Repas

  • Breakfast daily (8)
  • 4 lunches: the Chianti Classico estate, Montalcino, Cortona and Orvieto
  • 4 dinners: a light welcome supper in Castellina, Monticchiello, the home-cooking evening in Spello and a farewell dinner in Florence
  • Tastings of Chianti Classico, Brunello, Vino Nobile, pecorino and olive oil

Non compris

  • International flights to and from Italy
  • Trains to Florence before the trip or from Florence after it
  • Travel insurance
  • Visa or travel authorisation fees, if any apply to you (such as ETIAS once it starts)
  • Meals not listed (lunches on days 1, 2, 4, 7 and 9 and dinners on days 2, 3, 4, 6 and 9 are on you)
  • Drinks, except at the tastings and the estate lunch
  • Tips
  • Optional activities, such as the Torre Grossa, the Torre del Mangia and the Pozzo di San Patrizio
  • Shipping wine home
  • Personal expenses

Suppléments

Chambre individuelle
CAD 1,265 (prix estimé)

Quand partir

Dates et prix

Choisissez votre date de départ au moment de votre demande de réservation. Nous vérifions cette date et la confirmons dans votre devis.

Vous préférez voyager sans groupe ni guide? Demandez-nous d'organiser vos hôtels, vos transports et vos visites de ville pour voyager en autonomie.

Avant de réserver

Conditions de réservation

Rien n'est facturé maintenant. Les conditions complètes et le barème d'annulation accompagnent votre devis, avant que vous acceptiez.

Adresses de l'entreprise

See Sight Tours Trips (USA): 3172 N Rainbow Blvd, Las Vegas, NV 89108, United StatesSee Sight Tours Trips (Canada): 5305 50 Avenue, #1091, Red Deer, AB T4N 4B6, Canada+1-888-961-6584

Avis des voyageurs

Ce que disent nos voyageurs

Avis de voyageurs ayant participé à nos visites d'une journée.

Cornelius Amann
06 octobre 2026
google

5/5

Parminder did a great job guiding us around, giving us tips & teaching us the history of the falls. A great experience!

Jane
06 octobre 2026
gyg

5/5

Good views of the surrounding area of Halifax in a comfortable minivan

Susan
06 octobre 2026
gyg

5/5

June was brilliant- made good contact beforehand and really attentive and knowledgeable. Made me feel like I was special- something only experience can do. Thank you June.

Tom L
05 octobre 2026
tripadvisor

5/5

Our host was very knowledgeable, friendly and even provided some humor.

MandL83
05 octobre 2026
tripadvisor

5/5

Peter was a very good guide, giving us insight into the various parts of the Park, including parking lot congestion details, trail and viewing location suggestions.

Darren O
05 octobre 2026
tripadvisor

5/5

Excellent morning spent with my guide Nancy. Very knowledgeable and friendly. Thoroughly enjoyed my trip

4.7/5 sur 38 601 avis de voyageurs

Bon à savoir

Questions

What does the price include?

Eight nights in hotels in Castellina in Chianti, Pienza, Spello and Florence, breakfast daily, 4 lunches and 4 dinners including a home-cooking evening with local women in Spello, a long estate lunch and tastings of Chianti Classico, Brunello, Vino Nobile, pecorino and olive oil, our own minibus and driver, Florence transfers, tourist taxes, your female See Sight Tours guide throughout and every entry in the day plan.

Who can join a women-only trip?

Any woman, travelling alone or with friends; the minimum age is confirmed when you book. The dated small group is for women only, guests and lead guide alike. Drivers, winemakers and some local guides may be men. If you want to travel with a partner, book the regular Tuscany and Umbria trip, which follows the same route.

How big is the group?

The small group runs with 7 to 12 women. That is small enough for one minibus to reach hamlets like Volpaia and Monticchiello, to sit at one table at the wine estate and in the Spello kitchen, and to hear the guide in a crowded Siena street.

Who leads the trip?

A female See Sight Tours guide travels with the group from the Florence pick-up to the last morning at the Accademia. Licensed local guides join in San Gimignano, Siena, Assisi, Spello and Florence, and we ask for women guides where they are available. We name your guide when we confirm your dates.

How fit do I need to be?

Moderately fit. Most days are 2 to 3 hours of gentle walking on cobbles and slopes, because every town is on a hill. The longer walks, from 4 to 13 km on farm tracks, are optional, and each has an easy version or a seat in the van. Assisi on day 7 is the steepest town.

I'm travelling solo. Do I have to pay a single supplement?

Only if you want a room of your own, which is from CAD 1,265 more, about 17 percent of the price, shown up front. If you would rather share, ask for roommate matching and we pair you with another solo woman on your date where one is booked. If no match is found, we tell you before you pay and you choose.

What should I wear in Tuscany and Umbria as a woman?

Whatever you would wear at home in the street; Italy is relaxed about it. Churches are the exception: Assisi, Siena and Orvieto ask for covered shoulders and knees and do turn people away, so carry a light scarf and wear a skirt or trousers below the knee on those days. Bring shoes with grip for steep stone lanes.

Is Tuscany safe for women travelling without a partner?

Yes, most women find it easy. The small towns on this trip are quiet after dinner. The usual problems are pickpockets in Florence crowds and at stations and occasional comments from men in the cities, which locals ignore. Your guide is with the group every day and walks you back to the hotel after the Florence farewell dinner.

When is the best time to visit Tuscany and Umbria?

April to June and September to October. The walking weather is mild, the vines are green in spring and the grape harvest runs from about mid-September to mid-October. July and August are hot, often in the mid-30s C, and Siena's Palio fills the Campo on 2 July and 16 August.

How does booking work?

The small group starts from CAD 7,445 per person sharing, with taxes, and private trips from CAD 13,400. Send your preferred dates as an enquiry. We check availability and provide the final quote, itinerary and booking terms before you accept. No payment is taken when you send the request. Prices are indicative until your dates are confirmed.

Can we travel privately or on our own dates?

Yes. The private version is for your party only, on a date you choose, with your own guide and vehicle; you can ask for a female guide. If you would rather travel independently on your own dates, ask us from the dates section and we quote the same hotels, hosts, drivers and local guides for you.

Do Canadians or Americans need a visa for Italy?

No visa is needed for a tourist stay of up to 90 days in the Schengen area with a Canadian or US passport valid for at least three months after you leave. The EU's ETIAS travel authorisation is not yet in force; we tell you if your dates need it.

Bons plans voyage et alertes horaires

Nous vous écrivons seulement quand ça compte : changements d'horaire, événements ou saison touchant nos tours.

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