Connoisseurs' Tuscany Tour
Luxury Wine & Chianti
Indulge in the Connoisseurs' Tuscany Tour, an exclusive 7-day odyssey through Chianti's rolling vineyards, San Gimignano's medieval towers, and Brunello's storied cellars. Savor private wine tastings with master sommeliers, truffle hunts in mist-shrouded hills, and intimate dinners in Renaissance villas, where Tuscany's timeless elegance unfolds just for you.
 FlorenceA city of Art to get lost in. |  Tuscany |
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 FlorenceYour visit to Florence will be a fun and exciting educational experience for the whole family. |
Itinerary ( B = Breakfast, L = Lunch )
Day 1 – Rome Arrival & Transfer to Cortona via Perugia & Assisi
Arrive in Rome and meet your private driver‑guide for a scenic transfer to Cortona, one of Tuscany’s most charming hill towns. En route, stop in Perugia, known for its medieval architecture, and Assisi, the birthplace of St. Francis. Arrive in Cortona late afternoon. Overnight stay in Cortona.
Day 2 – Cortona Cooking Class & Vineyard Experience (B, L)
Begin the day with a hands‑on cooking class in Cortona, followed by a traditional Tuscan lunch. In the afternoon, enjoy a guided visit of Cortona before heading to Avignesi Winery for a wine tasting. Continue with a stop in Montepulciano, famous for its Vino Nobile wines, before arriving in Bagno Vignoni, a spa village known for its thermal waters. Overnight stay in Bagno Vignoni.
Day 3 – Crete Senesi Leisure Day (B)
Spend the day exploring the Crete Senesi, a unique landscape of rolling clay hills south of Siena. Alternatively, relax at the Bagno Vignoni Thermal Spa, enjoying its healing waters and tranquil atmosphere. Overnight stay in Bagno Vignoni.
Day 4 – Siena & Monteriggioni En Route to Florence (B)
After breakfast, transfer to Florence with your private driver‑guide. Stop in Siena, a UNESCO World Heritage Site famous for its Gothic cathedral and Piazza del Campo, and Monteriggioni, a perfectly preserved medieval walled village. Arrive in Florence in the evening. Overnight stay in Florence.
Day 5 – Florence Walking Tour: Renaissance Highlights (B)
Meet your guide for a small group walking tour of Florence, exploring landmarks such as the Duomo, Baptistry, Piazza della Signoria, Ponte Vecchio, and Palazzo Vecchio. Learn about the city’s Renaissance heritage and artistic treasures. Overnight stay in Florence.
Day 6 – Florence Leisure Day (B)
Enjoy a full day at leisure in Florence, the city of Michelangelo and Leonardo da Vinci. Options include visiting the Uffizi Gallery, Accademia Museum (home to Michelangelo’s David), or shopping in artisan boutiques. Overnight stay in Florence.
Day 7 – Departure from Florence (B)
Breakfast at the hotel. Check out and transfer to your next destination.
🛫 Travel Tips
Allow three hours for international flight check‑in and two hours for domestic.
ℹ️ FAQs
How much would it cost to fly from an airport not listed as part of this deal?
Please contact us for additional pricing options from any departure airport not listed.
Can we extend our trip before or after the promotional dates for the deal?
Yes, extensions can be arranged by contacting us via phone or email.
How do I find out if the dates I want to travel are available?
Check the listed dates for availability or contact us for the most up‑to‑date options.
Get a Custom Quote
7
days
Tour Features:
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Six nights of hotel accommodation ( Cortona 1, Crete Senesi area 2, Florence 3 ) with breakfast daily.
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Guided tours as per itinerary.
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Signature “Umbria” private transfer from Rome to Cortona with an expert driver guide and stops in Perugia and Assisi.
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Cooking Class at Villa di Piazzano.
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Wine tasting and visit of Vineyards at Avignonesi Winery.
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Signature “Siena & Monteriggioni” private transfer from Crete Senesi to Florence with an expert driver guide and stops in Siena & Monteriggioni.
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Signature “Montepulciano & San Quirico” private transfer from Cortona to Crete Senesi with an expert driver guide and stops in the village of Cortona, Montepulciano & Avignonesi Factory.
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Small Group Walking Tour of Florence
PRICE INCLUDES:
Rates are per person, based on double occupancy as described above.
NOT INCLUDED:
Airfare is not included and is nonrefundable after booking.
Additional fees: Baggage fees may apply.
City Tax.
Tips.
Anything not listed above.
Airfare and departure taxes are additional.
Extra hotel nights or upgrades are available upon request.
Rates NOT VALID during Easter, Italian Holidays, or Special Events.
Cancellation policy and fees:
All cancellations are subject to fees up to the date specified.
Travel insurance is highly recommended.
Hotels (or similar):
1 Cortona: Villa di Piazzano
2 Crete Senesi: Orto delle Terme
3 Florence: Palazzo Castri, Nine
SCHEDULE:
Everyday.
Year Round