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Exclusive Adventures & Thrilling Experiences
Few adventures are as thrilling as a helicopter flight over the Aeolian Islands, as invigorating as a guided trek high into the rugged mountains of Corsica, as memorable as getting off road in a trusty 4x4 to discover Mount Etna, or as liberating as a cycle ride along Puglia’s Adriatic coastline or the sleepy back roads of our Greek Islands. If you have a penchant for the extraordinary, why not ask our Local Specialists for more information. They’ve done it all.
Thrilling adventures in Sicily
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.
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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.
Thrilling adventures in Puglia
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.
Hiking & Trekking
Traverse breathtaking paths with spectacular views. Whether a guided climb or a gentle ramble, each trail promises adventure and reward.
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.
Thrilling adventures in Tuscany
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.
Thrilling adventures in Corsica
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.
Horseback Riding
Ride through unspoilt countryside and coastal trails at a gentle pace. A tranquil and unforgettable way to connect with nature
Hiking & Trekking
Traverse breathtaking paths with spectacular views. Whether a guided climb or a gentle ramble, each trail promises adventure and reward.
Thrilling adventures in Mainland Greece
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.
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.
Thrilling adventures in the Cyclades Islands
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.
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.
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.
Thrilling adventures in the Dodecanese Islands
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.
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.
Thrilling adventures in the Ionian Islands
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.
Coastal Kayaking Expeditions
Paddle along dramatic coastlines, discovering hidden coves, sea caves and quiet beaches only accessible by water. A peaceful yet exhilarating way to explore.
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.
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.
Thrilling adventures in the Saronic Islands
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.
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.
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.
Thrilling adventures in the Sporades Islands
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.
Coastal Kayaking Expeditions
Paddle along dramatic coastlines, discovering hidden coves, sea caves and quiet beaches only accessible by water. A peaceful yet exhilarating way to explore.
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.
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
