Cornelius Amann
06 octobre 2026
5/5
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Tuscany and Umbria: Chianti, the Val d'Orcia and Assisi
9 days from Florence: three nights in a Chianti village for San Gimignano and Siena, 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
The Chianti hills from the San Francesco museum terrace in Greve in Chianti Photo: Anna.Massini, CC BY 4.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Museo_san_francesco_greve_in_chianti_-_il_piazzale.jpg)
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 1,240 (prix estimé)
- Saison
- April to June and September to October
Points forts
Pourquoi ce voyage
- San Gimignano at 8:45 am, before the coaches, then a walk on Monteriggioni's 13th-century walls
- Three nights in one Chianti village, with a vineyard walk, a cellar visit and a long lunch at a family wine estate
- Volpaia and Radda, the Chianti hamlets coach tours drive past, with an optional 6 km walk between them
- Siena with a local guide who knows the contrade, then the back roads of the Crete Senesi 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 and Orvieto's Duomo early, soon after it opens
- 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 1,240 (prix estimé).
Jour par jour
Itinéraire
Le trajet le plus long dure 4 h, le jour 8.
Touchez une étape de la carte pour ouvrir ce jourCliquez sur une étape de la carte pour ouvrir ce jour
Florence to Chianti on the Chiantigiana
Florence Airport or Santa Maria Novella station to Greve in Chianti, then Castellina in Chianti
- Welcome dinner
- Nuit : Castellina in Chianti
- Environ 1.5 h de route
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. We confirm the latest arrival time and the pick-up times with your final itinerary. Your See Sight Tours guide rides with the group from the first pick-up. We leave the city on the Chiantigiana, the old SR222 road, which climbs south through olive groves and vineyards into the Chianti Classico hills. The first stop is Greve in Chianti, about 45 minutes out, where the arcaded, triangular Piazza Matteotti is lined with butchers, wine shops and cafes: time for a coffee, then a short walk to the forecourt of the San Francesco museum, where terracotta urns and a cypress frame the vineyard hills. Another half hour brings us to Castellina in Chianti, one of the three towns of the medieval Chianti League, where we stay three nights, so you unpack once for the whole Chianti and Siena part of the trip.
Soir
Before dinner, walk Via delle Volte, an arched passage tunnelled along the town walls, then we sit down together to a welcome dinner.
Compris
- Pick-up at Florence Airport (FLR) or Santa Maria Novella station
- A stop in Greve in Chianti and Piazza Matteotti
- Welcome briefing with your guide
- Welcome dinner in Castellina in Chianti
Temps libre : Early evening free in Castellina before dinner
San Gimignano before the coaches, then Monteriggioni
Castellina in Chianti to San Gimignano, then Monteriggioni and back
- Petit-déjeuner
- Nuit : Castellina in Chianti
- Environ 2 h de route
Matin
We leave at 8 am so we walk into San Gimignano at about 8:45, well before the day-trip coaches that fill its two main streets from mid-morning. The town grew rich on the Via Francigena pilgrim road and the saffron trade, and of the dozens of towers its merchant families built, 14 still stand; its centre was listed by UNESCO in 1990. With a local guide we climb from Porta San Giovanni to Piazza della Cisterna and its 13th-century well, then step into the Collegiata, whose walls are covered in 14th-century frescoes of the Old and New Testaments. From about 11 am the time is yours: climb the Torre Grossa, taste Vernaccia, the town's white wine, or find a quiet stretch of wall.
Après-midi
Lunch is your choice in town. In the early afternoon we drive half an hour to Monteriggioni, a tiny walled village that Siena fortified between 1213 and 1219, and walk the walkway along its walls, past the towers Dante compared to giants.
Soir
We are back in Castellina by about 4 pm, and the evening is free.
Compris
- San Gimignano with a local guide: Porta San Giovanni, Piazza della Cisterna and Piazza del Duomo
- The Collegiata and its frescoes
- Monteriggioni and the walkway on its walls
Activités en option
- Climb the Torre Grossa, San Gimignano's tallest tower (paid locally)
Option plus facile : Skip the Monteriggioni wall walkway, which is reached by steep steps, and wait in the village square with a coffee.
Option plus active : Walk into Monteriggioni on the Via Francigena from Abbadia a Isola, about 4 km on farm tracks with the walls in view, while the van meets you at the gate.
Temps libre : Free from about 11 am, and for lunch, in San Gimignano; evening free in Castellina
Activité : About 2 hours on foot in San Gimignano on paving and short, steep slopes.
Volpaia, Radda and a long wine lunch
Castellina in Chianti to Volpaia and Radda in Chianti, then a Chianti Classico estate
- Petit-déjeuner et repas du midi
- Nuit : Castellina in Chianti
- Environ 1.5 h de route
A slow day in the heart of Chianti Classico, the hills between Florence and Siena whose wine carries the black rooster seal. We drive about 20 minutes up a winding road to Volpaia, a fortified hamlet of stone houses at about 600 m, still gathered around its castle keep, with views over the vines and woods towards Radda. Few coaches come up here. From Volpaia we go down to Radda in Chianti, once the seat of the medieval Chianti League, and walk its main street past the Palazzo del Podestà, its front studded with the stone coats of arms of former governors, while the shops open.
Après-midi
Late morning we reach a family wine estate for a walk through the vines and the cellar with the people who make the wine, then a long lunch at their table: Chianti Classico poured with local salumi, pecorino, pasta and olive oil from their own trees.
Soir
The afternoon is free: a swim if your hotel has a pool, a nap, or an evening walk around Castellina.
Compris
- The hamlet of Volpaia
- Radda in Chianti with your guide
- Vineyard and cellar visit at a family Chianti Classico estate, with a tasting
- Long lunch at the estate
Option plus facile : Ride the van from Volpaia down to Radda and have a coffee in the piazza while the walkers come down.
Option plus active : Walk from Volpaia down to Radda on country tracks and lanes, about 6 km and mostly downhill, with your guide.
Temps libre : Afternoon and evening free in Castellina
Activité : An easy day: about 1 hour on foot in Volpaia and Radda, or about 2.5 hours with the walk between them.
Siena, then south through the Crete Senesi
Castellina in Chianti to Siena, then through the Crete Senesi to Pienza
- Petit-déjeuner
- Nuit : Pienza
- Environ 2 h de route
We pack up and drive half an hour south to Siena, park outside the walls and walk in at about 9 am. With a local guide you see the city the Sienese know: the 17 contrade, the districts that race each other in the Palio twice each summer, each with its own church, fountain and animal emblem; then the shell-shaped Piazza del Campo, sloping down to the Palazzo Pubblico and the Torre del Mangia. We go into the striped marble Duomo, with its inlaid marble floor (fully uncovered only at set times of year), and the Piccolomini Library, painted by Pinturicchio. Siena's historic centre was listed by UNESCO in 1995.
Après-midi
After the tour, lunch and an hour or two in the city are yours. In the mid-afternoon we drive south on back roads through the Crete Senesi, bare clay hills of grey and gold with lone farmhouses and rows of cypress, stopping where the light is good. We reach Pienza, our base for two nights, in the late afternoon, in time to walk the lane along its walls as the sun lowers over the Val d'Orcia.
Compris
- Siena with a local guide: a contrada, Piazza del Campo and the Palazzo Pubblico
- Siena Duomo and the Piccolomini Library
- The Crete Senesi back roads, with photo stops
- Sunset walk along Pienza's walls
Activités en option
- Climb the Torre del Mangia over the Campo (timed tickets, paid locally)
Option plus facile : Sit out the middle of the walking tour at a cafe on the Campo and rejoin the group at the Duomo, a short walk uphill; the van meets everyone outside the walls.
Temps libre : Lunch and early afternoon free in Siena; evening free in Pienza
Activité : About 2.5 hours on foot in Siena, on sloping streets and stone paving.
Val d'Orcia: Pienza, Montalcino and Bagno Vignoni
Pienza to Montalcino and Bagno Vignoni, then Monticchiello for dinner
- Petit-déjeuner, repas du midi et repas du soir
- Nuit : Pienza
- Environ 2 h de route
The Val d'Orcia, listed by UNESCO in 2004, is the landscape of cypress avenues, wheat fields and farmhouses on low hills that Renaissance painters made famous.
Matin
We set off on foot at 8:30 am from Pienza, the village Pope Pius II had rebuilt from 1459 as an ideal Renaissance town, and walk down through the fields to the Romanesque Pieve di Corsignano and back up, about 5 km in the cool of the morning.
Après-midi
Late morning we drive 35 minutes west to Montalcino, on its hill above the vineyards of Brunello, for lunch together in town and then a visit and tasting at a Brunello estate. On the way back we stop at Bagno Vignoni, where the village square is a Renaissance pool of steaming thermal water (for looking, not bathing). Back in Pienza in the late afternoon, we taste pecorino di Pienza, the sheep's cheese the town is known for, and the rest of the afternoon is yours.
Soir
In the evening the van takes us ten minutes to Monticchiello, a walled hamlet most visitors drive past, for dinner together.
Compris
- Morning walk from Pienza to the Pieve di Corsignano
- Montalcino and lunch in town
- Brunello di Montalcino estate visit and tasting
- Bagno Vignoni and its thermal-water square
- Pecorino tasting in Pienza
- Dinner in Monticchiello
Option plus facile : Skip the walk down to the Pieve and stroll Pienza's lanes and cathedral square instead; the van leaves for Montalcino from the town gate.
Option plus active : Walk about 9 km on white gravel roads from Pienza past the Cappella di Vitaleta to San Quirico d'Orcia, where the van collects you on the way to Montalcino.
Temps libre : Late afternoon free in Pienza before dinner
Activité : About 5 km on gravel farm tracks, with a steady climb back up to Pienza; Montalcino's lanes are steep too.
Montepulciano's cellars and Cortona, into Umbria
Pienza to Montepulciano and Cortona, then Spello in Umbria
- Petit-déjeuner et repas du midi
- Nuit : Spello
- Environ 2.5 h de route
A 20-minute drive east brings us to Montepulciano at about 9 am, before the day visitors. The town runs along a ridge at about 600 m, and its Renaissance palaces sit on cellars cut deep into the rock, where Vino Nobile di Montepulciano ages in big oak casks. We walk up the Corso to Piazza Grande, with its unfinished cathedral facade, then go underground with a cellar host for a visit and tasting.
Matin
Late morning we cross the Val di Chiana to Cortona, about 45 minutes away, a hill town of Etruscan origin with views down to Lake Trasimeno.
Après-midi
Lunch is together in town, followed by a walk to Piazza della Repubblica and the cathedral and some free time in the lanes. In the afternoon about an hour and a quarter, past Lake Trasimeno and Perugia, brings us into Umbria and to Spello, a small walled town of pink and white stone on the slope of Monte Subasio, our base for two nights.
Soir
Spello is a quarter of an hour from Assisi but has none of its crowds, and the evening is yours to find a table in a quiet piazza.
Compris
- Montepulciano with your guide: the Corso and Piazza Grande
- Cellar visit and Vino Nobile tasting in Montepulciano
- Cortona with your guide: Piazza della Repubblica and the cathedral
- Lunch in Cortona
Option plus facile : The van drops you at the top of Montepulciano by Piazza Grande, so you skip the climb up the Corso.
Temps libre : Some free time in Cortona; evening free in Spello
Activité : Montepulciano's Corso climbs steadily for about a kilometre; Cortona is steep from the gate to the cathedral.
Assisi early, Spello in the evening
Spello to Assisi and back
- Petit-déjeuner et repas du soir
- Nuit : Spello
- Environ 30 min de route
We are in Assisi by about 8:30 am, an hour or more before the tour coaches arrive, when the upper town is quiet and the light is soft on the pink stone. With a local guide we visit the Basilica of San Francesco, begun in 1228, two years after the saint's death: the lower church, with his tomb, and the upper church, lined with the frescoed cycle of his life traditionally attributed to Giotto. Assisi and its Franciscan sites were listed by UNESCO in 2000. Then we walk the length of the town to the Roman Temple of Minerva in Piazza del Comune and on to the Basilica of Santa Chiara.
Après-midi
Lunch and the early afternoon are yours. Back in Spello, a local guide walks you through the Roman gates and up the lanes that the town covers in flower carpets for the Infiorata in late spring, and into Santa Maria Maggiore for Pinturicchio's frescoes in the Baglioni Chapel.
Soir
We finish with a tasting of Umbrian olive oil and dinner together in Spello.
Compris
- Assisi with a local guide: the Basilica of San Francesco, upper and lower churches
- The Temple of Minerva and the Basilica of Santa Chiara
- Spello with a local guide: the Roman gates and the Baglioni Chapel in Santa Maria Maggiore
- Olive oil tasting in Spello
- Dinner in Spello
Activités en option
- A Sagrantino tasting in Montefalco, about 25 minutes from Spello, in the free afternoon (arranged on request, paid locally)
Option plus facile : Take the van back to Spello after lunch and rest before the evening walk.
Option plus active : Walk back from Assisi to Spello on a stretch of the Via di Francesco, about 13 km on tracks and lanes along the lower slopes of Monte Subasio, in time for the evening walk.
Temps libre : Lunch and early afternoon free
Activité : Assisi is steep from end to end: about 3 hours on foot on sloping paving. The basilicas ask for covered shoulders and knees and silence inside.
Orvieto, then Florence
Spello to Orvieto, then north on the A1 to Florence
- Petit-déjeuner, repas du midi et repas du soir
- Nuit : Florence
- Environ 4 h de route
The longest day in the van: about 300 km and three and three-quarter hours of driving, just under our 4-hour cap and split by a half day in Orvieto.
Matin
We leave Spello at 8 am, pass below Todi and reach Orvieto, built on a cliff-edged plateau of volcanic tufa, when the Duomo opens in the morning. Its facade is covered in gold-ground mosaics and carved marble reliefs of the Bible stories, and inside, the Chapel of San Brizio holds Luca Signorelli's Last Judgement frescoes, painted around 1500. With your guide you walk the medieval lanes to Piazza del Popolo, and there is time to look down the Pozzo di San Patrizio, a 16th-century well with two spiral staircases that never meet.
Après-midi
After lunch together we drive about two and a quarter hours north on the A1 motorway to Florence, arriving in the mid to late afternoon at a central hotel, with time to rest.
Soir
In the early evening your guide walks you past the Duomo and Brunelleschi's dome, through Piazza della Signoria and onto the Ponte Vecchio as the lights come on along the Arno, and we end the trip with a farewell dinner.
Compris
- Orvieto with your guide: the Duomo and the Chapel of San Brizio
- Lunch in Orvieto
- Evening walk in Florence: the Duomo, Piazza della Signoria and the Ponte Vecchio
- Farewell dinner in Florence
Activités en option
- The Pozzo di San Patrizio in Orvieto (paid locally)
Option plus facile : After the Duomo, wait at a cafe in Piazza del Duomo instead of walking the lanes to Piazza del Popolo, and in Florence skip the evening walk and meet the group at dinner.
Temps libre : A short rest at the hotel in Florence before the evening walk
Activité : Florence's centre is closed to most traffic, so the van stops at the edge and your bags go on to the hotel; the last few minutes are on foot.
David at opening, then home
Florence: the Accademia, then Florence Airport or Santa Maria Novella station
- Petit-déjeuner
- Environ 15 min de route
Matin
On the last morning we are at the Galleria dell'Accademia for its 8:15 am opening, with timed tickets booked, so you stand in front of Michelangelo's David, carved from a single block of marble between 1501 and 1504, before the queues build along Via Ricasoli. A local guide also shows you his unfinished Prisoners, figures half freed from the stone, which line the hall leading to the statue. By about 10 am we are back at the hotel, and transfers leave from late morning for Florence Airport (FLR), about 20 minutes away, or for Santa Maria Novella station, where fast trains reach Rome in about an hour and a half and Pisa in about an hour. The Accademia is closed on Mondays, so we set departures so that this morning never falls on one. If you want more time in Florence for the Uffizi, the dome climb or the Oltrarno, ask us and we add nights at the same hotel.
Compris
- Galleria dell'Accademia at opening with a local guide and timed tickets
- Drop-off at Florence Airport (FLR) or Santa Maria Novella station
Activité : Book a flight from Florence after about 1:30 pm, or from Rome Fiumicino after about 5 pm.
- Florencedépart
- Castellina in Chianti3 nuits
- Pienza2 nuits
- Spello2 nuits
- Florence1 nuit
- Étape avec nuitée
- Excursion d'une journée
- En bateau ou en train
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
- Travellers who want Tuscany's hill towns and wine country without changing hotel every night
- Wine and food lovers who want to taste with the people who make it
- 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
- People who want Umbria as well as Tuscany on one trip
Ce voyage ne vous convient pas si vous recherchez
- 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
- A cycling holiday: the walks are on foot
- 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
- Rooms shared, or your own 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 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
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 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 welcome dinner in Castellina, Monticchiello, 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 2, 4, 7 and 9 and dinners on days 2, 3, 4 and 6 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 1,240 (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+1-888-961-6584Avis des voyageurs
Ce que disent nos voyageurs
Avis de voyageurs ayant participé à nos visites d'une journée.
Jane
06 octobre 2026
5/5
Susan
06 octobre 2026
5/5
Tom L
05 octobre 2026
5/5
MandL83
05 octobre 2026
5/5
Darren O
05 octobre 2026
5/5
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, a long lunch at a Chianti Classico estate and tastings of Brunello, Vino Nobile, pecorino and olive oil, our own minibus and driver, transfers in Florence, local tourist taxes, your See Sight Tours guide throughout with local guides, and every entry in the day plan.
How big is the group?
The small-group trip runs with 7 to 12 guests. That is small enough to reach hamlets like Volpaia and Monticchiello in one minibus, sit at one table at the wine estate and hear the guide in a crowded Siena street, where many Italy tours of 16 to 29 people split up or wait their turn.
Who leads the trip?
A 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 the wine makers and cellar hosts lead their own tastings. 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 4.5 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 am travelling solo. What is the single supplement?
A room of your own is from CAD 1,240 more, about 17 percent of the trip price, shown up front with no surprise at checkout. If you would rather share, tell us when you book and we check whether another solo guest on your date would like to share a twin room for the whole trip.
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 7,295 per person sharing, with taxes, and private trips from CAD 13,130. Pick your start date and request to book; we confirm your place within 24 hours and no payment is taken until we do. 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. If you would rather travel independently on your own dates, ask us from the dates section and we quote the same hotels, estates, 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 expected to start in late 2026; we tell you if your dates need it.
Which airport should I fly into for this trip?
Florence Airport (FLR) is closest, about 20 minutes from the city, but has fewer long-haul connections. Many travellers fly into Rome and take the fast train to Florence's Santa Maria Novella station, about an hour and a half, or into Pisa, about an hour away. We pick up at the airport or the station.
I do not drink much wine. Is this trip still for me?
Yes. Tastings are small pours served with food, and the visits are as much about the vineyards, cellars and families as the glass. Non-drinkers are welcome at every tasting, the estates serve water and soft drinks, and our driver does all the driving. Pecorino and olive oil tastings are part of the trip too.
Can I combine this trip with the Amalfi Coast?
Yes. Our Amalfi Coast and Capri trip starts in Naples, about three hours from Florence by fast train, so the two fit back to back. Ask us when you book and we arrange the nights and the train between them, in either order.
See Sight Tours offre des services de voyage partout en Amérique du Nord depuis 2006. Présente dans 20 villes au Canada et aux États-Unis, l'entreprise se spécialise dans les tours en petit groupe qui offrent des expériences personnalisées et de grande qualité aux voyageurs.
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