Rhiannon Hendricks
Tuscany is a destination that offers a journey through beauty and history. Its rolling green hills, dramatic coastline, classic cities, and hidden villages have been described as a spiritual home by many northern European and American aesthetes. The region's charm, however, also makes it complicated to navigate. Luckily, there are plenty of accommodation options to choose from, ranging from amenity-filled resorts to gussied-up bed and breakfasts. Condé Nast Traveler has put together a list of the highest-regarded hotels in Tuscany, including the historic Belmond, the luxurious Rosewood Castiglion del Bosco, and the Castel Monastero, a castle hotel with 75 guest rooms and a 13th-century wine cellar. For honeymooners, there are also dreamier options, such as the Eden Rock, which offers panoramic views of Florence and the Tuscan slopes, and Villa Bordoni, a 15th-century country house encircled by olive groves and vineyards.
| Characteristics | Values |
|---|---|
| Location | Tuscany, Italy |
| Hotel Recommendations | Rosewood Castiglion del Bosco, Castello di Vicarello, Castel Monastero, L'Andana, Poggio Paradiso, Villa Bordoni, Il Salviatino, Borgo Santo Pietro, Belmond |
| Activities | Truffle hunting, wine tasting, cooking classes, horseback riding, sightseeing, cycling, walking tours, swimming |
| Amenities | Swimming pools, private heated pools, tennis courts, Michelin-starred restaurants, luxurious suites and villas, gardens |
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What You'll Learn
Luxurious villas and hotels
Tuscany is a timelessly familiar region of central Italy, known for its iconic cathedral dome, misty hills, and sculptural cypress lanes. The region has a lot to offer, from rolling green hills and dramatic coastlines to classic cities and hidden villages.
For those seeking luxury, there are plenty of options. The first is Rosewood Castiglion del Bosco, a Tuscan estate spread across 5,000 acres with 42 suites and 11 villas. Each villa comes with a private heated pool, and some even feature wood-burning pizza ovens, home theatres, or tennis courts. The bedrooms are lavish, and the estate offers activities like truffle hunting and foraging expeditions.
Another option is the Castello di Vicarello, which stands out for its food offerings. Ingredients are sourced fresh from the vegetable garden, eggs come straight from the chicken coop, and cakes and bread are baked every morning. The wild boar is breaded and served with olive-oily aioli, while the spaghetti is al dente and served with fresh tomatoes.
For those looking for a historic stay, Belmond is a historic hideaway that can trace its roots back 5,000 years. The property features classic suites decorated with wood-beamed ceilings and farming artifacts, reflecting its rich agricultural heritage.
If you're looking for a hotel with panoramic views, the Eden Rock in Florence offers elegant, spacious suites and a garden with a swimming pool. The exposed stones and thriving surrounding nature create a refined and elegant atmosphere.
Finally, for those seeking a refined and charming Tuscan getaway, Villa Bordoni is an ideal spot. Located near some of the best wineries in the heart of Chianti, this 16th-century country house is encircled by olive groves and vineyards. The Montefioralle suite, known as the "honeymoon room," features a clawfoot tub and a walk-in shower for two.
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Truffle hunting experiences
Tuscany is known for its truffles, which grow plentifully in the countryside. There are two main types of truffles (plus seasonal variants), each with its own unique flavours and aromas. The Winter Black Truffle, found between December and March, has a subtle fragrance and an earthy or chocolatey taste. The Summer Black Truffle, found between May and August, lacks the strong aroma of its winter cousin and requires careful cooking to bring out its fragrance.
When it comes to truffle hunting experiences in Tuscany, there are several options to choose from. Here are some suggestions:
Il Castelfalfi
Il Castelfalfi offers a truffle hunting experience led by an experienced "Tartufaio" (expert truffle hunter) and their trusted companions – eight highly trained canines. During the hunt, visitors will learn about the different kinds of truffles, their gastronomic uses, and how dogs (and sometimes pigs) are trained to find these expensive gourmet fungi. Il Castelfalfi is a sustainably restored Tuscan borgo, located on a hilltop with Florence, Pisa, and Siena within driving distance. The hotel provides contemporary five-star hospitality, focusing on well-being through good food, fine wine, championship golf, and spa therapies.
Hotel Savoy Firenze
At Hotel Savoy Firenze, guests can join Benuzzi on a truffle hunt in the forests near his private country house in Bagno a Ripoli. The experience includes a pre-hunting aperitivo, followed by a truffle-based lunch or dinner prepared by Benuzzi, who shares stories from his appearances on Top Chef and The Bachelor.
Four Seasons Firenze
The Four Seasons Firenze has partnered with Savini of Savini Tartufi, one of Italy's top truffle-hunting families. They are known for finding a 2-pound, 13-ounce white truffle in 2007.
COMO Castello del Nero
Located in the heart of Chianti, COMO Castello del Nero offers truffle hunting experiences on its estate, led by Francesco and Mery. The day's findings are then used to prepare a truffle dinner at the hotel's Michelin-starred restaurant, La Torre. Guests can expect a seasonal menu featuring truffle-laced pastas and unique dishes such as Steak of Chianina, an ancient Italian cattle breed mainly found in Tuscany.
Borgo Santo Pietro
Borgo Santo Pietro offers a guided truffle hunting and wine tasting tour through the Chianti woods, led by the estate's hunter and dog. The tour is followed by a truffle-filled lunch at a local organic farm.
Castello di Vicarello
Castello di Vicarello, a family-owned contemporary country house retreat situated in the hills of the Maremma countryside, offers truffle hunting tours in both spring and fall. The estate features nine luxurious suites, two infinity pools, and an al fresco spa.
In addition to these options, most hotels in Tuscany can organise a truffle hunting trip or recommend outfitters such as Truffle Hunter or Select Italy, which offer truffle hunts as part of their activity programs.
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Wine tasting and vineyard tours
For a truly luxurious experience, consider staying at a resort that offers wine tastings and vineyard tours as part of their amenities, such as the Renaissance Tuscany Il Ciocco Resort & Spa, a 180-room luxury resort surrounded by 1,500 acres of green hills. Castello di Vicarello is another option, where you can enjoy fresh ingredients straight from the vegetable garden and chicken coop, and the Renaissance Tuscany Il Ciocco Resort & Spa, surrounded by 1,500 acres of green hills.
If you're looking for a more intimate experience, there are also many smaller wineries and vineyards to visit, such as Villa La Ripa, a winery built around a Renaissance Villa from 1558, or Buccia Nera, a farm nestled in the hills of Arezzo. For a truly unique experience, book a private sommelier-guided wine tour, such as those offered by Klajdi of Tuscany Wine Food Adventures. With 20 years of experience, Klajdi can guide you through amazing places, wonderful Italian delicacies, and unique wines. You can also book a cooking class with him, which is a great way to learn about the local cuisine and culture.
For a more active experience, consider a bike tour of the vineyards. This is a great way to get off the beaten path and explore the beautiful Tuscan countryside. You can also take a high-speed train to Florence to explore the city's historic restaurants and beautiful scenery.
No matter what type of wine tasting or vineyard tour you choose, you're sure to have an unforgettable experience in Tuscany. The region's charming tiny towns, vineyards, and rolling hills will provide the perfect backdrop for a romantic honeymoon.
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Michelin-starred restaurants
Tuscany has 44 Michelin-starred restaurants, which is 11% of the country's total. Here are some of the region's highlights:
La Sala dei Grappoli
La Sala dei Grappoli is housed within the Hotel Lungarno, one of the most charming hotels in the city. The restaurant boasts the same elegant and exclusive style as the hotel. The dining room is adorned with frescoes of vines on the walls, and there is an outdoor terrace for fine weather. The menu includes Puglian specialities and Tuscan cuisine, often from the Maremma region, with creative interpretations of classic dishes. The wine list includes Castello Banfi’s fine Brunello wines, with recommendations provided by the sommelier.
Il Visibilio
Il Visibilio is a small gourmet restaurant within The Club House hotel in Pievasciata. It is the setting for the partnership between Tuscan chef Daniele Canella and two-Michelin-starred chef Giuseppe Iannotti from Krèsios in Telese Terme. The restaurant offers a single blind tasting menu, with surprise meat and fish dishes and abundant vegetables. The finger-food appetisers showcase technical flourishes, resulting in a top-quality fine-dining experience. The pigeon with rhubarb and absinthe sauce comes particularly recommended.
L'Andana
L'Andana is a five-star country resort with a stylish urban edge, designed by former AD Italia editor Ettore Mocchetti. It gained fame as the Tuscan outpost of French super-chef Alain Ducasse and has since been taken over by Enrico Bartolini, one of Italy's most dynamic culinary talents. The hotel now holds one of the nine Michelin stars awarded to Bartolini's six Italian restaurants. Activities on offer include cooking classes, wine tasting, and horseback riding.
Campo del Drago
This restaurant, located on the Rosewood Castiglion del Bosco resort near Montalcino, was awarded a second Michelin star in 2025. The resort spans 5,000 acres and includes 42 suites and 11 villas, some of which feature wood-burning pizza ovens, home theatres, or tennis courts.
Saporium
Saporium, located on the sustainable luxury estate Borgo Santo Pietro in Chiusdino, south of Siena, earned its first Michelin star in 2025.
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Exploring historic cities
Tuscany's capital city, Florence, is a treasure trove of art, history, and culture. The city is home to renowned museums such as the Uffizi Gallery, the Palatine, the Museum of San Marco, and the Accademia, where you can find masterpieces like Michelangelo's David and Botticelli's The Birth of Venus. Florence also boasts picturesque riverside avenues, medieval churches, grand piazzas, and narrow alleyways, all with a distinct Renaissance flair. For accommodation, consider Brunelleschi, a five-star boutique hotel housed in a sixth-century Byzantine tower, offering stunning views of the city skyline and proximity to the Uffizi galleries, the Ponte Vecchio, and Palazzo Strozzi.
An hour west of Florence, you'll find Pisa, renowned for the iconic Leaning Tower. The Piazza dei Miracoli, or Square of Miracles, is a hub of Tuscan museums and sacred monuments that provide a glimpse into the region's history and culture. Beyond the square, Pisa's vibrant cafe and bar scene reflects the city's educational prowess, creating a unique atmosphere throughout Tuscany.
For a unique blend of history and cuisine, head to the town of Arezzo in eastern Tuscany, beloved by history buffs and wine enthusiasts. Here, you'll find the famed 15th-century fresco of Mary Magdalene and ample Chianti wine vineyards. Villa Fontelunga, set amid 200 olive trees, offers a remote and intimate Tuscan experience, attracting honeymooners and adventure-seekers alike.
If you're looking for a castle-like experience, Castel Monastero, located 15 miles from Siena, is a grand hotel with 75 spacious guest rooms featuring wood beams, comfortable leather sofas, and terracotta floors. The property also boasts interlocking swimming pools with breathtaking valley views and a 13th-century wine cellar.
For a luxurious countryside retreat, consider the five-star boutique hotel Brunelleschi, nestled among the rolling hills and vineyards of Tuscany. Once a healing retreat for medieval pilgrims, this hotel offers multiple restaurants, a relaxation spa, farm-to-table dining, and a 300-acre estate for exploration.
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Frequently asked questions
If you're looking for luxury, Rosewood in the Brunello di Montalcino wine-making region is an elite honeymoon spot with movie-worthy landscapes, magical ambiance, and priceless views. The facilities are sensational, and the service is impeccable.
Yes, Belmond is a historic hideaway with roots tracing back 5,000 years. Located on a sprawling estate, this resort offers a mix of lovingly restored 10th-century castle accommodations with a modern feel.
Castello di Vicarello offers fresh ingredients straight from their vegetable garden and chicken coop, with bread and cakes baked daily. L'Andana, a five-star resort, offers cooking classes, wine tasting, and horseback riding.
Poggio Paradiso, hidden in the hills of the UNESCO World Heritage Val d'Orcia, offers breathtaking views of the valley and Lake Trasimeno. Borgo Santo Pietro, nestled in a glorious hillside location, provides an oasis sensibility and warm hospitality.
