Tell us your dates, and we will find the most accurate rates and availability for you

Updating

Sailing holidays

All filters

Filters

1,041 Holiday homes

Holiday yacht in Lefkada Town

Lefkada Town yacht

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £393 / night

£2,456 / week

1 / 13

Salerno holiday yacht rental

Salerno yacht

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from £295 / night

£2,446 / week

1 / 15

Yacht rental in Neos Marmaras

Neos Marmaras yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £590 / night

£4,125 / week

1 / 27

Holiday yacht rental

Cat Ba yacht

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £471 / night

£3,298 / week

1 / 42

Holiday houseboat in Cagliari

Cagliari houseboat

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £59 / night

£413 / week

1 / 28

Holiday yacht in Charlotte Amalie

Charlotte Amalie yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £2,394 / night

£16,759 / week

1 / 10

Holiday houseboat rental

Kumarakom houseboat

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £272 / night

£1,903 / week

1 / 28

Holiday yacht in Lima

Lima yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £590 / night

£1,965 - £4,714 / week

1 / 16

Holiday yacht in Naxos Town

Naxos Town yacht

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £1,277 / night

£8,938 / week

1 / 26

La Spezia holiday yacht rental

La Spezia yacht

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £197 / night

£1,375 / week

1 / 22

Holiday yacht in Road Town

Road Town yacht

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 9

from £1,294 / night

£9,059 / week

1 / 25

Fethiye holiday yacht rental

Fethiye yacht

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £1,081 / night

£7,563 / week

1 / 28

Holiday yacht in Skiathos Town

Skiathos Town yacht

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from £246 / night

£1,719 / week

1 / 5

Holiday houseboat in Jyväskylä

Jyväskylä houseboat

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £400 / night

£2,799 / week

1 / 11

Holiday houseboat in St. Vincent

St. Vincent houseboat

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £861 / night

£5,889 - £7,157 / week

1 / 4

Holiday yacht in Miami

Miami yacht

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £1,269 / night

£8,878 / week

1 / 8

Vila Franca do Campo holiday yacht rental

Vila Franca do Campo yacht

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £344 / night

£2,161 / week

1 / 10

Holiday yacht in Portonovo

Portonovo yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £89 / night

£619 / week

1 / 5

Holiday yacht in Portoscuso

Portoscuso yacht

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £177 / night

£1,238 / week

1 / 4

Split holiday yacht rental

Split yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £2,357 / night

£8,839 / week

1 / 26

Holiday yacht in Lisbon

Lisbon yacht

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from £737 / night

£5,156 / week

1 / 7

Holiday houseboat in London

London houseboat

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £344 / night

£2,290 / week

1 / 4

Holiday yacht in Gouvia

Gouvia yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £1,179 / night

£8,250 / week

1 / 8

Holiday yacht in Volos

Volos yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £884 / night

£6,384 / week

1 / 28

Holiday houseboat in St. George's

St. George's houseboat

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

from £1,143 / night

£7,995 - £17,912 / week

1 / 2

Holiday yacht in Agios Nikolaos

Agios Nikolaos yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £162 / night

£1,032 - £1,547 / week

1 / 5

Cap-d'Agde holiday yacht rental

Cap-d'Agde yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £89 / night

£619 / week

1 / 32

Srinagar ski houseboat to rent.

Srinagar houseboat

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £41 / night

£254 / week

1 / 9

Cabo San Lucas holiday yacht rental

Cabo San Lucas yacht

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £9,059 / night

£41,217 - £43,120 / week

1 / 11

Holiday yacht in Ponta Delgada

Ponta Delgada yacht

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £295 / night

£2,063 / week

1 / 30

Yacht rental in Volos

Volos yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

from £1,424 / night

£6,580 / week

1 / 32

Yacht letting in Eilat

Eilat yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £491 / night

£3,438 / week

1 / 6

Holiday houseboat in Enkhuizen

Enkhuizen houseboat

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 16

from £786 / night

£3,880 / week

1 / 12

Kalamata holiday yacht rental

Kalamata yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £344 / night

£1,965 / week

1 / 9

Holiday houseboat rental

Alappuzha houseboat

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £136 / night

£952 / week

1 / 4

Holiday yacht rental

Panama City yacht

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £4,530 / night

£28,535 / week

1 / 15

Holiday yacht with shared pool in Port Elizabeth

Port Elizabeth yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £635 / night

£4,503 - £9,575 / week

1 / 4

Holiday yacht rental

Hyeres yacht

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £2,947 / night

£9,821 / week

1 / 11

Holiday yacht in Santiago de Veraguas

Santiago de Veraguas yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 7

from £727 / night

£5,084 / week

1 / 15

Salvador holiday yacht rental

Salvador yacht

  • 2 bedrooms
  • 1 bathroom
  • sleeps 9

from £317 / night

£1,450 / week

1 / 47

×

Sailing holidays (1041)

Family sailing holidays aren’t just an opportunity for budding skippers to wear silly hats and control the tiller all holiday long – the plus points are rather more numerous than that. Just think about it: you can set sail whenever you like, sailing from one beautiful location to another at the turn of a wheel. Best of all, you don’t have to put up with heaving beaches. Just find your own deserted stretch of sand or an isolated cove, moor up and enjoy the sunshine and quiet. Sailing doesn’t have to be an activity holiday, you know.

The more competent sailors among you might like to take the wheel yourself on one of our yachts in Spain or Greece. Or, for a little added luxury, you can hire your own private skipper.

For families in which there’s an even split between sea legs and landlubbers, there’s the sailing holiday compromise of renting a holiday home that has the use of its own boat and private mooring. Check out these sailing adventures in the Caribbean and along the coast of England.

But if sailing sounds just a little too involving for what’s supposed to be a relaxing holiday, there is the more tranquil option of a houseboat. Either stay put or pootle merrily around the waterways of England and the Netherlands. Whichever appeals more, you should definitely step aboard soon.