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101 Singles Holidays

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Award-winning travel writer Cathy Winston

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Life-changing breaks

Cathy's verdict:

If you’re nervous of solo travel or personal development holidays, Skyros’ weekend breaks are the ideal first step. From a four-star country house on the Isle of Wight to Paris, Venice and Marrakech, combine sightseeing with expert guidance on life coaching and mindfulness to writing, yoga and art with a house party atmosphere.

Recommended company: Skyros

The Grange in the Isle of WightWeekends in the Isle of WightSkyros-in-VeniceSkyros-in-Paris

Skyros says

We offer a range of weekend breaks which are all about personal development. Hugely popular amongst singles, it’s the perfect way to ‘dip your toes’ in the solo travel water for the first time and to explore new skills, Skyros-style.

  • house party atmosphere
  • popular with solos
  • room share option

The Isle of Wight is home to our own four-star country house, The Grange. You can either stay on a B&B basis and enjoy good company in beautiful surroundings or join one of our courses. These include music and singing, art, yoga, writing, photography and mindfulness, all led by expert facilitators in their fields.

Accommodation is in attractive en suite rooms. The Grange is in the village of Shanklin, very close to the sea with glorious walks on your doorstep.

We have companionable long weekends in Venice and Paris with guided walks and tours and some meals included in the price. Stay in a gorgeous riad with a pool in the heart of Marrakech, with a mix of sightseeing and either life coaching or journal writing guidance from our facilitators.

On all these holidays, you can opt to share with someone else of the same gender, or pay a supplement for single occupancy of a double room.

Find out more about Skyros.

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