Experience a sailing holiday

Fom ski and sail expeditions in the Arctic to historic taster weekends in the UK. Which adventure will you choose?

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Life-Changing Experiences

VentureSail offers 400+ adventures to amazing destinations on unusual boats run by passionate crews. Get hands-on and learn the ropes, or relax on deck and enjoy the journey wherever it takes you.

There’s a huge choice across the fleet, from private ensuite cabins on luxury yachts to shared quarters on a tall ship. So much of the world is waiting to be explored; discover it under sail.

Aron guests on deck

Taster Sails

Our taster sailing voyages are designed to suit all levels of experience and ages, from overnight sailings to long weekends on the water.

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Guests eating lunch food on board Chronos

Luxury Sailing

Our luxury sailing holidays combine 5* service, exceptional dining, and a wealth of onboard amenities. Set sail on stunning vessels from the Mediterranean to the Caribbean.

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Greenland Valiente anchored

Expeditions

Our expedition sailing holidays are designed to take you on a thrilling journey to discover some of the world’s most stunning and remote locations.

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Valiente Orca whale wildlife in northern Norway sunset

Wildlife Watching

There is no better way to see exotic wildlife than from the comfort of your very own floating base. Watch for polar bears in the Arctic, orangutans in Borneo, and whales across the world.

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Zorba Cat full sailing

Private Charters

Whether you are a small or extended family, couple or group of friends, our private charters offer fully crewed sailing holidays across various destinations.

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Bessie Ellen pulling ropes

Hands-on Sailing

Haul the ropes, take the helm, and learn basic celestial navigation under the guidance of our professional skippers and crew. From beginners to seasoned sailors, there is something for everyone!

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Tecla anchored at Portal Point Antarctica

Polar Voyages

Our fully crewed expedition vessels will take you on an unforgettable journey to breathtaking destinations, from the glaciers of Greenland and arctic Svalbard, to the magical mountains of Norway.

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Agave Sardinia Yoga

Guided Activities

Enhance your sailing experience with a guided activity whilst on board. Ski and sail in the Arctic tundra, hike, sail and wild swim in the Hebrides, or enjoy a wellness sailing escape in Sardinia.

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Kairos anchored with view of tropical Caribbean beach

Sunshine Sailing

De-stress in warmer climates, dive in to crystal clear waters and explore stunning locations ashore. Slow down in the tropical Caribbean, soak up the Mediterranean sun, or discover the wonders of Indonesia.

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Bessie Ellen guest bowsprit

Passage Crossings

From sailing the English channel to an adventurous Atlantic crossing, immerse yourself into life on the open water as you become part of the crew with an offshore sailing experience.

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Pilgrim Brest Festival

Maritime Festivals

Take part in classic boat regattas packed with maritime history, soak up the atmosphere at world famous sea shanty festivals, or set sail on a thrilling tall ship racing adventure.

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Valiente-Ski-570x380 1

Ski and Sail

Combining two of our favourite outdoor activities, join us for back-country skiing in remote locations only accessible by boat. Discover the Lyngen mountains in Norway and the wilderness of Svalbard.

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WHY TRAVEL WITH US

FRIENDLY

FRIENDLY

The Earth is two-thirds water, yet we spend most of our life on land. So cast off, take the plunge and discover the life-changing freedom of a sailing holiday. VentureSail offers 400+ adventures to amazing destinations on unusual boats run by passionate crews.

HELPFUL

HELPFUL

The Earth is two-thirds water, yet we spend most of our life on land. So cast off, take the plunge and discover the life-changing freedom of a sailing holiday. VentureSail offers 400+ adventures to amazing destinations on unusual boats run by passionate crews.

ORGANISED

ORGANISED

The Earth is two-thirds water, yet we spend most of our life on land. So cast off, take the plunge and discover the life-changing freedom of a sailing holiday. VentureSail offers 400+ adventures to amazing destinations on unusual boats run by passionate crews.

STRAIGHTFORWARD

STRAIGHTFORWARD

The Earth is two-thirds water, yet we spend most of our life on land. So cast off, take the plunge and discover the life-changing freedom of a sailing holiday. VentureSail offers 400+ adventures to amazing destinations on unusual boats run by passionate crews.

FRIENDLY

FRIENDLY

The Earth is two-thirds water, yet we spend most of our life on land. So cast off, take the plunge and discover the life-changing freedom of a sailing holiday. VentureSail offers 400+ adventures to amazing destinations on unusual boats run by passionate crews.

HELPFUL

HELPFUL

The Earth is two-thirds water, yet we spend most of our life on land. So cast off, take the plunge and discover the life-changing freedom of a sailing holiday. VentureSail offers 400+ adventures to amazing destinations on unusual boats run by passionate crews.

ORGANISED

ORGANISED

The Earth is two-thirds water, yet we spend most of our life on land. So cast off, take the plunge and discover the life-changing freedom of a sailing holiday. VentureSail offers 400+ adventures to amazing destinations on unusual boats run by passionate crews.

STRAIGHTFORWARD

STRAIGHTFORWARD

The Earth is two-thirds water, yet we spend most of our life on land. So cast off, take the plunge and discover the life-changing freedom of a sailing holiday. VentureSail offers 400+ adventures to amazing destinations on unusual boats run by passionate crews.