
Private Yacht Charters & Coastal Adventures in the Mediterranean
For so many of our clients, no stay in our destinations would be complete without spending a day or two cruising along captivating coastlines, exploring hidden bays, and dropping anchor to dive into irresistible electric blue waters. The most exhilarating way to do this is onboard one of our sailing boats or motor yacht charters. An expert skipper and crew will look after your every need (including lunch onboard), and you’ll be able to tailor the itinerary to your own specifications.
Fun on the water 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.

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.
Fun on the water 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.

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.
Fun on the water 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.
Fun on the water 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.
Fun on the water 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.
Fun on the water in the Cyclades Islands

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.

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.
Fun on the water 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.
Fun on the water 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.

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.
Fun on the water 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.
Fun on the water in the Sporades Islands

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.

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.
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