Exclusive Boat Charter

Looking for holiday ideas for family and friends but fancy something a little different? Why not try a private charter sailing holiday?

If privacy, freedom and bucket list locations are high on your holiday checklist, a skippered sailing holiday aboard a private boat charter is the perfect opportunity to climb aboard and make great memories with your loved ones.

Whether you are a small or extended family, couple or group of friends, we have a range of private boat charters offering fully crewed, all-inclusive exclusive sailing holidays. With no experience needed and catering for all ages, a private boat charter holiday gives you the flexibility to choose the route, create your own itinerary and explore some of the best sailing grounds in the world.

View our currently scheduled private charter holidays below. Many of our exclusive boat charters have flexible itineraries, meaning they can adjust their schedule to suit your plans. To find out more about private charters that aren’t listed here, please get in touch with the team at [email protected] or call +44(0)1872 487288.

Private Charter Holidays Schedule

No sailing experience needed

All of our private boat charter sailing holidays are fully crewed with knowledgeable and experienced sailors, so you really don’t need any sailing experience. Guests are welcome to get as involved as they’d like with the sailing of our boats and you are equally welcome to just sit back and enjoy the views. From hoisting the sails, taking the helm, chart reading or even having a go at splicing some rope, there is always something interesting happening at sea if you want to join in.

A world of opportunities

You’ll have the chance to relax as your skipper takes the helm, guiding you through crystal clear waters to quaint fishing villages, bustling towns and idyllic beaches. A whole world of opportunities awaits, with destinations as enticing as the breath-taking Hebrides, the wilderness of the Arctic circle and even the azure waters of the British Virgin Islands. So whether you’re looking for pristine white sands, ancient history or mouth-watering meals, we can fine-tune a bespoke private boat charter itinerary to suit your perfect sailing holiday.

From day charters to weekend private charter boat trips or even a weeks adventure; with locations ranging from Cornwall and the Isles of Scilly to Devon to Scotland, France and the Channel Islands, work with us to create a bespoke private charter sailing holiday just for you.

Head over to our Destinations page to see where our boats could take you.

Even if a boat you’re interested in is not listed below, please do double check, if there is time available in a schedule, all our fleet will consider a private charter opportunity.

Book a private boat charter with VentureSail

Call us on 01872 487288 or contact us to discuss your sailing holiday requirements.


Luxury catamaran sailing in Sardinia and Corsica, perfect for groups of friends or family. Agave sleeps up to 8 guests in private cabins.

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Perfect for groups of family & friends. Aron sleeps up to 10 in private cabins, sailing in Denmark.

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Bessie Ellen

Perfect for groups, sleeping up to 12 in an open berth saloon and taking up to 60 for day sails.

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Bonnie Lynn

Sail in style with schooner Bonnie Lynn around the paradise islands of the Bahamas, sleeping 6 in private cabins.

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A classic yacht perfect for families and friends sleeping 6 guests and taking 8 for day sails.

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Emma Claire

Modern yacht Emma Claire sails in Devon, Cornwall, France and the Caribbean, sleeping 4 guests in private cabins

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Offering Mediterranean or Caribbean charter sleeping up to 25 in private cabins

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Luxury Bermudan Schooner Kairos sails the Mediterranean sleeping up to 20 guests in ensuite cabins.

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A newly built Pilot Cutter gracing the coasts of Cornwall & Scotland sleeping 8 guests in single berths.

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Pilgrim of Brixham

Based in Devon offering hands-on sailing for up to 10 guests in shared cabins.

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A cosy staysail sailing in Scotland with private twin cabins, sleeping 6-8 guests.

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Luxury 62ft Oyster yacht Skyelark sleeps 8 guests in private cabins.

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Modern yacht Stravaigin sleeps 6 guests in comfy double cabins and sails around the West Coast of Scotland.

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Sailing in Greece with 5 private cabins, generous saloon and relaxed sailing.

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Zorba Cat

Sailing in Greece with 5 private cabins, generous saloon and relaxed sailing.

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A comfortable expedition vessel with private cabins and ensuites, sleeping 8 guests.

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