Exclusive Experiences in Sicily
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
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.
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.
Authentic Cooking Classes
Step into the kitchen with local chefs and cooks and learn traditional recipes passed down through generations, using fresh, regional ingredients.
Artisanal Cheese-Making Workshops
Master the craft of local cheese-making with expert artisans. A full-immersive journey into tradition, taste and time-honoured techniques.
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.
Farm & Orchard Experiences
Discover the authentic taste of the region through visits to local farms, orchards, and gardens. Meet the producers, explore traditional techniques, and sample seasonal ingredients at their source—from olive oil and honey to fresh herbs, fruits, and more.
Street Food Tasting Adventures
Taste your way through local markets and hidden gems with our guided tours.
Culinary retreats at Rocca delle Tre Contrade
Michelin-starred chefs, Masters of Wine, and others take residency for a series of unique, week-long workshops at our villa Rocca delle Tre Contrade.
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.
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.
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.
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 Lido & Beach Club Access
Spend the day in total comfort at the region’s most sought-after lidos and beach clubs. Enjoy priority access, premium loungers, and refined coastal dining.
Snorkelling in Pristine Waters
Dive into crystal-clear seas and explore vibrant marine life and untouched underwater landscapes—sometimes with a guide, always with a skipper who knows the perfect spot.
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.
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.
Exclusive Archaeological Site Tours
Step into the ancient world with private access and expert interpretation. Visit renowned and lesser-known sites, brought vividly to life by your personal guide.
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.
Ancestry & Genealogy Discovery Tours
Trace your Italian family heritage with the help of local experts. Delve into archives, visit ancestral villages, and uncover personal stories that bring your roots to life.
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.
.jpg)
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.
Helicopter Tours & Transfers
Take to the skies for panoramic views of stunning coastlines, mountains and islands. A stylish and time-saving way to get a bird's eye view or celebrate a special occasion.
Hiking & Trekking
Traverse breathtaking paths with spectacular views. Whether a guided climb or a gentle ramble, each trail promises adventure and reward.
Off-Road Jeep Expeditions
Explore remote landscapes and dramatic terrain in a private 4x4. Perfect for thrill-seekers looking to go beyond the well-trodden path.
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.
Discover Adventure on Mount Etna
Experience Europe’s most iconic volcano by foot, 4x4 or bike. Safe, guided explorations blend natural wonder with adventure, offering unforgettable views and stories to share.
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.
Family Adventures on Mount Etna
Experience Europe’s most iconic volcano together by foot, 4x4 or bike. Safe, guided explorations blend natural wonder with adventure, offering unforgettable views and stories to share.
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.
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.
Family Photoshoot Experiences
Capture your time together in the Mediterranean with a professional photographer. Natural, beautifully lit moments in stunning settings.
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.
Scavenger Hunts & Treasure Trails
Custom adventures crafted for fun around your villa, village or nearby towns. A playful way to explore while keeping children entertained and engaged.
Snorkelling in Pristine Waters
Dive into crystal-clear seas and explore vibrant marine life and untouched underwater landscapes—sometimes with a guide, always with a skipper who knows the perfect spot.
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.
Seamless Sea Taxi Transfers
Travel effortlessly between islands or directly to your villa by private sea taxi. A refined alternative to crowded ferries and rigid timetables, perfect for those seeking comfort, privacy, and flexibility.
Premium Car Hire
Let us arrange your car rental with our trusted local partners for a seamless experience. We’ll recommend the ideal vehicle for your villa’s location and offer bespoke enhancements. Enjoy complimentary airport assistance, or have your car delivered directly to your villa.
Wellness & Relaxation
Customised Fitness & Wellness Sessions
Find your zen and achieve your fitness goals with personalised wellness sessions. Whether you're seeking relaxation through yoga and Pilates or looking to enhance strength, flexibility, and overall wellness, our expert instructors will design a bespoke program tailored to your needs and preferences.
In-Villa Spa & Massage Treatments
Relax and unwind with a range of luxurious treatments in the comfort of your villa. Whether you’re seeking a rejuvenating facial, soothing massage, or expert beautician services, our therapists will deliver a tailored experience to enhance your well-being and relaxation.
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 My 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
