Embrace the romance of Tuscany this winter with a six-day, five-night journey that combines the best of Italian art, culture, and gastronomy against the backdrop of a quieter, less-touristed season. Your Tuscan escape begins in the historical heart of Florence, where you’ll check in to the luxurious Palazzo Castri 1874. This boutique hotel epitomises Italian elegance with its meticulously designed interiors, a tranquil private garden, and a spa that offers a serene haven after days spent exploring. Wake each morning to a delectable breakfast spread overlooking the lovely La Limonaia garden, setting the perfect tone for your adventures ahead.
Florence, the birthplace of the Renaissance, serves as the first highlight of your journey. Here, a private full-day walking tour introduces you to the city’s awe-inspiring treasures, from the iconic Piazza del Duomo and the masterpieces of the Uffizi Gallery to the timeless Ponte Vecchio bridge. Stroll through the bustling Oltrarno district, where local artisans continue age-old crafts, and immerse yourself in the aromas and flavours of Florence’s bustling food markets. Sample Tuscan delicacies, such as the hearty Lampredotto, and pause for a warming cup of hot chocolate or tea in one of the city’s most beloved cafés. This comprehensive tour combines Florence’s legendary art with its equally enticing culinary traditions.
From your Florence base, enjoy expertly curated day trips into Tuscany’s iconic countryside, each tailored to highlight the region’s distinct heritage and beauty. Explore the medieval allure of San Gimignano, known for its stunning skyline of ancient towers, and the historic splendour of Siena with its breathtaking Piazza del Campo and majestic cathedral. Savour a delicious farmhouse lunch paired with wines from the Chianti region, enveloped by the picturesque Tuscan landscape. On another day, visit Pisa and marvel at the famous Leaning Tower and Piazza dei Miracoli, and wander the charming streets of Lucca, encircled by Renaissance walls and featuring lively piazzas, exquisite churches, and artisan shops.
Complete your Tuscan experience with a journey to Arezzo and Cortona, two charming towns rich in history and known for their inviting ambience. Wander the cobbled streets of Arezzo, an art lover’s paradise and the setting of Roberto Benigni’s Life Is Beautiful, before heading to a local farmhouse for a unique olive oil tasting experience. Your day concludes in Cortona, perched high on a hill with panoramic views and ancient streets full of character, perfect for an afternoon of leisurely exploration among rustic homes and quaint shops.
With private transfers and private tour guides, this winter escape promises a seamless and sophisticated way to discover Tuscany’s art, landscapes, and culinary delights at a relaxed pace. Each destination, from Florence’s Renaissance grandeur to Cortona’s peaceful hillside, weaves together an unforgettable tapestry of Italian charm and beauty. This exclusive package invites you to experience Tuscany in all its winter allure, offering the ideal balance of luxury, culture, and local flavour.
Your Accomodation
Your accommodation for this journey is the exquisite Palazzo Castri 1874, a luxurious boutique hotel nestled in the heart of Florence. With refined interiors that blend Italian elegance with modern comfort, the hotel offers a peaceful retreat after days of exploration. Wake each morning to a delightful breakfast overlooking the serene La Limonaia garden, and unwind in the exclusive spa, complete with a wellness pool and relaxation spaces.
Day 1 – Arrival
Arrive at Florence Airport, where your private driver will whisk you to the elegant Palazzo Castri 1874. After check-in, settle into this boutique hotel, known for its luxurious Italian decor, tranquil inner garden, and spa amenities. Enjoy the afternoon at leisure to explore Florence or relax, preparing for the journey ahead.
Day 2 – Florence
Begin with a full-day private walking tour of Florence, a city that breathes history and art. Your expert guide will lead you through iconic sites, including the Piazza del Duomo, the open-air museum at Piazza della Signoria, and the medieval quarter where Dante once lived. Cross the famous Ponte Vecchio into Oltrarno’s artisan district, where you’ll encounter workshops filled with handmade goods. Experience the lively food markets, sampling local cheeses, and try Lampredotto, a cherished Florentine street food, before concluding with a warm beverage at a classic café.
Day 3 – San Gimignano, Siena, and Chianti Countryside
Today, a full-day excursion introduces you to Tuscany’s enchanting countryside. First, explore the medieval towers of San Gimignano, known as the “Manhattan of the Middle Ages”. Then, travel to a charming Chianti farmhouse for a light lunch paired with local wines amidst vineyard views. The afternoon unfolds in Siena, where a private guide will reveal the beauty of Piazza del Campo and the stunning Siena Cathedral, immersing you in the city’s rich Gothic architecture and artistic treasures.
Day 4 – Pisa and Lucca
Your journey continues with a visit to Pisa, home of the iconic Leaning Tower. Wander the renowned Piazza dei Miracoli with your guide, taking in the architectural beauty of the Cathedral and Baptistery. Later, head to Lucca, an inviting city with Renaissance-era walls that lend a charming atmosphere. Stroll along the tree-lined ramparts for panoramic views before exploring Lucca’s historic centre, including the stunning Basilica of San Michele and the Roman amphitheatre-turned-piazza. Enjoy a taste of traditional local pastries at a historic café to round off the day.
Day 5 – Arezzo and Cortona with Olive Oil Tasting
Today’s excursion leads you to Arezzo, a city filled with Etruscan and Roman history. Wander through its cobbled streets, discovering palaces, churches, and remnants of ancient times with your guide. Afterwards, visit a traditional farmhouse for a tasting of freshly produced olive oil, complemented by a light brunch. In the afternoon, explore the picturesque hilltop town of Cortona at a leisurely pace, soaking in views from Monte Sant’Egidio and wandering its medieval alleyways filled with artisanal shops and delightful piazzas.
Day 6 – Departure
Bid farewell to Tuscany as your private driver transfers you from Palazzo Castri 1874 to Florence Airport. Depart with memories of the region’s art, history, and flavours, ready to relive the charms of Tuscany long after your journey.
Available Packages
5 Nights / 6 Days
- Private Return Airport Transfer to and from Florence Airport (FLR).
- Accomodation in a 4* Hotel.
- Half Board Basis (Breakfast and Dinner).
- Full-day private walking tour of Florence.
- Entrance to Bargello Museum.
- Full-day excursion to San Gimignano and Siena.
- Lunch and tasting in Siena.
- Full-day excursion to Pisa and Lucca with a pastry tasting.
- Full-day excursion to Arezzo and Cortona with brunch and an oil tasting.
- All transfers to and from excursions in a private Mercedes E-Class or similar.
Tuscany In Winter (Low Season) | Product Code: IT1005 |
01 Nov 2024 – 15 Dec 2024 20 Jan 2025 – 28 Mar 2025 04 Nov 2025 – 15 Dec 2025 |
5 Nights / 6 Days |
Twin / Double Room | £ 3565 Per Person |
Tuscany In Winter (Mid Season) | Product Code: IT1005 |
16 Dec 2024 – 09 Jan 2025 29 Mar 2025 – 17 Apr 2025 16 Dec 2025 – 31 Dec 2025 |
5 Nights / 6 Days |
Twin / Double Room | £ 3995 Per Person |
Tuscany In Winter (High Season) | Product Code: IT1005 |
10 Jan 2025 – 19 Jan 2025 | 5 Nights / 6 Days |
Twin / Double Room | £ 4565 Per Person |
* Minimum 2 people to operate this package.
** Single Room Supplements are available on a 2 minimum-person trip.
*** Triple Room Supplements are available on request. The third bed may be a “rollway”.
Solo Traveller
****Single Person Trip can be arranged; it is subject to availability and will be a tailor-made quotation just for you.
*IMPORTANT NOTE – Local City Tax of €8 per day/per person payable at hotel.