Tuscany Luxury Tours & Trips
4.5 stars on(8,440 reviews)- Choose from 7 Tuscany tours
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7 best luxury Tuscany tour packages
Compiled by
NadineTuscany travel expert at TourRadar
A refined Tuscan retreat unfolds from Montecatini Terme's Hotel Ercolini and Savi. The program features private tours of UNESCO sites, exclusive cooking classes, and premium wine tastings, while visiting medieval San Gimignano, historic Siena, and Florence's Renaissance treasures.
Duration 9 days Destinations Montecatini, Lucca, Borgo a Mozzano, Florence, Pisa, San Gimignano Age Range 5 to 99 year olds Price Per Day $428 Operator Collette From $3,999
4% Off- NZ$3,849You save $150
Discover Tuscany in style from Florence's Hotel Antica Torre Tornabuoni. Private vineyard tours in Chianti, exclusive access to Siena's historic center, and intimate San Gimignano medieval tower explorations. Savor traditional lunch at family estates.
Duration 9 days Destinations Rome, Florence, Castellina in Chianti, Siena, San Gimignano, Venice Age Range 10 to 80 year olds Price Per Day $877 Operator Flag Travel Holidays From
4% Off- NZ$7,890
Tuscany Golf Tour
2 Reviews by TourRadar travelers“Very friendly and attentive. Very good at communicating the details of the communities we visited.”
Caroline, traveled in November
Step into Tuscany's premier golf destinations at Royal Golf La Bagnaia's championship course, Castelfalfi's mountain retreat, and Argentario Resort. The itinerary includes private wine tastings in Montalcino estates and gourmet dining at exclusive resort restaurants.
Duration 8 days Destinations Rome, Monte Argentario, Orbetello, Capalbio, Porto Ercole, Volterra, San Gimignano, Siena, Montalcino, Pienza Age Range 25 to 85 year olds Operated in English, Italian Price Per Day $1,065 Operator Caspin Journeys From
4% Off- NZ$8,522
Tuscany Gourmet Cooking Tour
5 Reviews by TourRadar travelers“We began each day of our Tuscan adventure in the beautiful Nobile guest house relaxing with great coffee and delicate pastries from a local bakery.”
Laura, traveled in December
An exquisite 17th-century villa near Cortona serves as your base, offering personalized cooking instruction from master chefs. The program includes private truffle hunting on Mount Sant'Egidio, exclusive tastings in Montepulciano's historic cellars, and VIP visits to Pienza's artisanal cheese makers.
Duration 7 days Destinations Cortona, Montepulciano, Montalcino, Siena Age Range up to 85 year olds Operated in English, Italian Price Per Day $847 Operator Caspin Journeys From
4% Off- NZ$5,927
Your Tuscan adventure, priced at approx. $410 per day, showcases VIP tastings at Castello Banfi and exclusive Greve in Chianti cellars. Four-star Palazzo Leopoldo provides elegant accommodation with private guide-driver throughout medieval village tours.
Duration 5 days Destinations Rome, Montalcino, Buonconvento, Radda in Chianti, Colle di Val d'Elsa, Greve in Chianti, Castellina in Chianti, Arezzo, San Quirico D'orcia, MontepulcianoSee all destinations Age Range up to 99 year olds Operated in English, Spanish Price Per Day $1,394 Operator Europeando Europa From
4% Off- NZ$6,971
Tuscan Treats
3 Reviews by TourRadar travelers“Loved all the sights and off the beaten path adventures. Good value for the money.”
Elaine, traveled in June
Tuscany's finest hotels, including Florence's Hotel Roma and Pienza's Hotel Corsignano, set the stage for an elegant escape. The journey features exclusive wine tastings, private cooking classes in Chianti, and guided tours of UNESCO sites, catering to sophisticated travelers seeking authentic experiences.
Duration 8 days Destinations Florence, Lucca, Cinque Terre, Pisa, Volterra, San Gimignano, Siena, Pienza, Tuscany Age Range up to 80 year olds Price Per Day $487 Operator Blue-Roads Touring From
4% Off- NZ$3,893
Royal Golf La Bagnaia, Italy's Best Course, anchors this premier golf getaway. Players enjoy premium stays with Siena views, private Brunello tastings in Montalcino's estates, and exclusive dining in medieval Capalbio, with multiple rounds on championship layouts.
No departure dates availableDuration 7 days Destinations Rome, Monte Argentario, Orbetello, Capalbio, Porto Ercole, Siena, Montalcino Age Range 25 to 85 year olds Price Per Day $0 Operator Caspin Journeys
What our customers ask about Tuscany Luxury Tours & Trips
What is the best season for luxury travel in Tuscany?
The most favorable time to experience luxury travel in Tuscany runs from April through October. The sweet spot falls in May June and September when the climate is ideal for exploring Chianti's vineyards and the Val d'Orcia landscape. These months let you avoid peak summer crowds at popular spots like San Gimignano and Siena while still enjoying comfortable temperatures. Travel data shows September ranks as the top choice among TourRadar guests for luxury visits with June following as the second most popular month.
What exclusive wine experiences are available on luxury Tuscan tours?
Top-tier Tuscan wine tours give you access to prestigious estates such as Castello Banfi in Montalcino and select wineries in Montepulciano. Private tastings feature distinguished wines like Brunello di Montalcino and Vino Nobile often served with local cuisine in historic wine cellars. Small-group visits to family vineyards in Chianti provide direct interaction with winemakers. A TourRadar guest reported: "We visited some of the towns' best wineries met the winemaking families and tasted their delicious wines in incredible settings."
What type of luxury accommodations can I expect in Tuscany?
The region's high-end lodging spans from converted 17th-century villas to sophisticated palace hotels. Hotel Ercolini and Savi in Montecatini Terme serves as an elegant base while Argentario Golf Resort and Spa provides views across the Mediterranean. Properties are chosen for their heritage character service quality and strategic locations. As one TourRadar guest noted: "The accommodations were comfortable and private and the setting was true Tuscan."
What are the most exclusive regions to visit in Tuscany for luxury travelers?
Premium destinations include the Chianti area known for elite wine estates and medieval towns the Val d'Orcia region near Montalcino with upscale resorts and wine culture and the refined Argentario coastline. The territory around San Gimignano and Siena gives access to historic buildings and high-end experiences. A TourRadar traveler shared: "The itinerary was well planned taking us from renaissance Siena through Brunello wine country to the most exclusive resorts in the region."
How personalized are the luxury tours in Tuscany?
High-end Tuscan tours focus on individual attention through small groups or private arrangements. Each tour provides expert local guides flexible schedules and special entry to historic venues and private estates. Companies like Caspin Journeys offer round-the-clock guide support and can tailor trips to specific interests such as art wine or cooking. One TourRadar guest noted: "Pino Caroline and their entire family & staff made us feel like family with exceptional personal attention throughout."