Exclusive Experiences in Tuscany
Booking a villa with The Thinking Traveller unlocks more than just access to some of the most exceptional properties in the Mediterranean—it opens the door to a curated collection of enriching experiences designed to elevate every moment of your stay.
From private yacht charters and vineyard tastings to in-villa dining with local chefs and cultural tours off the beaten path, each experience is carefully selected to reflect the character of your destination and your personal travel style.
All experiences are available exclusively to clients of The Thinking Traveller and are subject to availability depending on the villa, region, and local suppliers. Additional charges apply.
To discover what’s possible and start planning your bespoke itinerary, simply speak with your dedicated Specialist.
Gourmet Food and Wine Experiences
.jpg)
Authentic Cooking Classes
Step into the kitchen with local chefs and cooks and learn traditional recipes passed down through generations, using fresh, regional ingredients.
Exclusive Wine Tours & Vineyard Tastings
Explore renowned estates and hidden gems with a private guide. Taste exceptional wines and uncover the stories behind each bottle.
Private In-Villa Cooking classes
Immerse yourself in the flavours of the Mediterranean with hands-on lessons led by expert chefs, right in your villa. Learn to prepare authentic regional dishes using fresh, local ingredients. Whether you’re a beginner or seasoned cook, this is a unique opportunity to discover Mediterranean culinary traditions.
Pasta-Making Classes
Learn the time-honoured techniques of fresh pasta-making and discover the secrets behind regional favourites using seasonal, high-quality ingredients. A true taste of Italian tradition.
Pizza-Making Classes
Learn the art of pizza from dough to delicious. In this hands-on cooking class, you’ll have the unique opportunity to choose between crafting delicious, authentic pizzas or savory focaccias, all prepared in a charming wood-fired oven.
Private In-Villa Dining Experiences
Savour authentic cuisine made with fresh, local ingredients. Whether a one-off meal or a week-long package, we’ll match you with the perfect local cook or chef—each bringing their own expression of the region’s culinary tradition. Sit back, relax, and enjoy unforgettable meals in the comfort of your villa.
Curated In-Villa Wine Delivery
Enjoy a curated selection of exceptional local wines delivered directly to your villa. Savour local and celebrated labels at the vast majority of our villas.
Street Food Tasting Adventures
Taste your way through local markets and hidden gems with our guided tours.
Private Yacht Charters & Coastal Adventures
Private Yacht & Boat Charters
From sleek motor yachts to classic sailing boats, set off on a tailor-made voyage with or without a skipper. Whether you're after a sunset sail, island hop, or full-day charter, we’ll match you with the perfect vessel.
Exclusive Cultural Tours and Historical Immersions
Private Guided Tours
Your journey, your way. Enjoy expertly curated tours designed around your interests, pace, and preferences, led by knowledgeable local guides.
.jpg)
Authentic Street Food Tasting Tours
Experience the region’s most iconic flavours with a local guide. Discover hidden gems and sample beloved street food in the most authentic settings.
Guided City Walking Tours
Explore historic streets and cultural landmarks at a relaxed pace. Discover architectural highlights, hidden corners, and stories that shaped the city.
Art & Museum Tours
Gain deeper insight into the region’s artistic and cultural heritage. Enjoy guided access to museums, galleries, and private collections with expert commentary.
Local Festivals & Seasonal Celebrations
Join the festivities with our insider tips on local traditions. From village fairs to grand processions, we’ll point you to the heart of the celebration for a truly immersive cultural experience.
Exclusive Adventures & Thrilling Experiences
Private Yacht & Boat Charters
From sleek motor yachts to classic sailing boats, set off on a tailor-made voyage with or without a skipper. Whether you're after a sunset sail, island hop, or full-day charter, we’ll match you with the perfect vessel.
E-Bike Adventures
Effortlessly cover more ground as you cycle through scenic routes and rugged trails. Enjoy the thrill of nature with the ease of electric assistance.
Horseback Riding
Ride through unspoilt countryside and coastal trails at a gentle pace. A tranquil and unforgettable way to connect with nature
Scenic Bike Tours & Rentals
Cycle through charming villages and rolling countryside. From self-guided explorations to guided routes, enjoy the Mediterranean at your own pace.
Family Adventures and Kid-Friendly Activities
Art & Museum Tours for Young Explorers
Bring history and creativity to life with immersive tours tailored to curious young minds. Engaging, interactive, and designed to spark a lifelong love of culture.
Cooking Classes Designed for Families
Little chefs take centre stage in hands-on cooking sessions, guided by local experts. A fun and delicious way to learn together as a family.
Local Street Food Tasting Tour for Families
Sample regional flavours from the best local vendors, curated for all ages. An accessible and flavourful way to explore local cuisine as a family.
Kid-Friendly Guided Tours
Engaging, educational and designed with younger travellers in mind. Discover history and culture in a way that sparks curiosity and joy.
Exclusive In-villa services for a stress-free stay
Curated Wine Delivery
Enjoy a curated selection of exceptional local wines delivered directly to your villa. Savour local and celebrated labels at the vast majority of our villas.
Private Dining Experiences
Savour authentic cuisine made with fresh, local ingredients. Whether a one-off meal or a week-long package, we’ll match you with the perfect local cook or chef—each bringing their own expression of the region’s culinary tradition. Sit back, relax, and enjoy unforgettable meals in the comfort of your villa.
Pantry Pre-Stocking & Grocery Shopping
Arrive to a beautifully stocked kitchen with a curated selection of high-quality local ingredients and essentials. Choose from our list of handpicked lists—we’ll take care of the rest, so you can settle in and start your stay with ease.
Tailored Cleaning & Linen Services
Enjoy tailored housekeeping services designed to suit your schedule, with options ranging from daily cleaning to biweekly linen changes. We can customise the frequency and level of service to perfectly match your preferences, ensuring a seamless and luxurious stay.
Private Cooking Classes
Immerse yourself in the flavours of the Mediterranean with hands-on lessons led by expert chefs, right in your villa. Learn to prepare authentic regional dishes using fresh, local ingredients. Whether you’re a beginner or seasoned cook, this is a unique opportunity to discover Mediterranean culinary traditions.
Insider Restaurant Recommendations
Discover the region’s most exceptional dining experiences with curated recommendations from those who know it best. From hidden local favourites to sought-after fine dining, we guide you to the most memorable tables, tailored to your tastes and the spirit of your stay.
Transfers & Car hire
Private Chauffeured Transfers
Whether for airport arrivals, departures, or days without a rental car, we’ll arrange seamless transport with our trusted drivers. Enjoy a smooth, stress-free journey every step of your stay.
Our services and experiences are available exclusively to guests who have booked a villa through The Thinking Traveller. If you have secured a booking with us, you can arrange your desired experiences via your Account or by contacting your dedicated Villa Specialist. To explore our portfolio of villas, or to consult with a specialist to find the ideal property for your needs, our team is at your service. Once your booking is confirmed, we will assist with arranging services such as private chefs, car hire, and more. Please note that all experiences are subject to availability and provided by trusted third-party partners. For full details, please refer to our terms and conditions.
Villa Matchmaking service
Because our local experts have personally visited each of our destinations, we know exactly what makes them special. Tell us what your ultimate villa holiday looks like, and allow us take care of the rest
