Tuscany Luxury Tours & Trips
Searching for a top-class touring experience? Look no further, as our luxury adventures of Tuscany will allow you to discover exceptional destinations such as Siena and Rome. Explore and discover new cultures while enjoying top tier services and facilities.
7 best luxury Tuscany tour packages
Compiled by
NadineTuscany travel expert at TourRadar
Tuscan Treats
16 Reviews by TourRadar travelers“Exactly what we where looking for in a tour.”
Mario, traveled in May
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 Ages 18+ Price Per Day $302 Operator Blue-Roads Touring From $2,539
5% Off- US$2,412You save $127
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 All Ages Welcome Price Per Day $222 Operator Collette From
5% Off- US$1,999
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 Ages 10+ Price Per Day $453 Operator Flag Travel Holidays From $5,092
20% Off- US$4,073You save $1,018
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 All Ages Welcome Operated in English, Spanish Price Per Day $854 Operator Europeando Europa From
20% Off- US$4,270
Tuscany Golf Tour
2 Reviews by TourRadar travelers“The trip provided a wonderful combination of interesting and challenging golf courses with upscale resorts.”
Bob, 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.
No departure dates availableDuration 8 days Destinations Rome, Monte Argentario, Orbetello, Capalbio, Porto Ercole, Volterra, San Gimignano, Siena, Montalcino, Pienza Age Range Ages 25+ Operated in English, Italian Price Per Day $0 Operator Caspin Journeys Tuscany Gourmet Cooking Tour
5 Reviews by TourRadar travelers“We truly enjoyed learning to prepare several appetizers, entrees and desserts with the help of Lucca, a true master chef.”
Barbara, traveled in November
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.
No departure dates availableDuration 7 days Destinations Cortona, Montepulciano, Montalcino, Siena Age Range Ages 25+ Operated in English, Italian Price Per Day $0 Operator Caspin Journeys 
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 Ages 25+ 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."