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Sailing holidays

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1,048 Holiday homes

Holiday houseboat in Ernakulam

Ernakulam houseboat

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £46 / night

£275 / week

1 / 4

Holiday yacht in Vlychada

Vlychada yacht

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £1,773 / night

£12,408 / week

1 / 20

Holiday yacht in Trapani

Trapani yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 14

from £84 / night

£586 / week

1 / 14

Holiday yacht with shared pool in Milford on Sea

Milford on Sea yacht

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £258 / night

£1,804 / week

1 / 25

Holiday yacht in Uturoa

Uturoa yacht

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £217 / night

£1,517 / week

1 / 13

Holiday yacht in Rasdhoo

Rasdhoo yacht

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 22

from £3,657 / night

£25,598 / week

1 / 9

Puno holiday houseboat rental

Puno houseboat

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

from £13 / night

£91 / week

1 / 4

Yacht rental in Portsmouth

Portsmouth yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £1,374 / night

£3,435 / week

1 / 6

Abingdon holiday narrowboat rental

Abingdon narrowboat

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £344 / night

£1,718 / week

1 / 4

Holiday houseboat in Nufaru

Nufaru houseboat

  • 33 bedrooms
  • 33 bathrooms
  • sleeps 4

from £148 / night

£1,034 / week

1 / 34

Holiday houseboat in Heerenveen

Heerenveen houseboat

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £148 / night

£788 / week

1 / 9

Holiday yacht in Harstad

Harstad yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from £197 / night

£1,379 / week

1 / 28

North Kilworth holiday narrowboat rental

North Kilworth narrowboat

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £287 / night

£2,004 / week

1 / 18

Split holiday yacht rental

Split yacht

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 21

from £2,659 / night

£18,611 / week

1 / 29

Holiday yacht in Split

Split yacht

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from £9,425 / night

£65,975 - £78,776 / week

1 / 42

Holiday yacht in Split

Split yacht

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £5,346 / night

£37,419 / week

1 / 48

Holiday yacht in Split

Split yacht

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £2,251 / night

£15,756 - £18,710 / week

1 / 69

Holiday yacht in Porto Belo

Porto Belo yacht

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 19

from £1,829 / night

£12,799 / week

1 / 6

Cambridge holiday narrowboat rental

Cambridge narrowboat

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £310 / night

£2,227 / week

1 / 35

Venice holiday houseboat accommodation

Venice houseboat

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 15

from £503 / night

£3,520 / week

1 / 21

Yacht rental in Fethiye

Fethiye yacht

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 16

from £2,743 / night

£18,285 / week

1 / 7

Holiday houseboat in Anderton

Anderton houseboat

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £172 / night

£1,203 / week

1 / 11

Yacht rental in Atuona

Atuona yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from £50 / night

£247 / week

1 / 3

Yacht rental in Atuona

Atuona yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from £50 / night

£247 / week

1 / 2

Yacht rental in Atuona

Atuona yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from £50 / night

£247 / week

1 / 4

Yacht rental in Atuona

Atuona yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from £50 / night

£247 / week

1 / 4

Holiday yacht in Santa Cruz Huatulco

Santa Cruz Huatulco yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £275 / night

£1,920 / week

1 / 3

Holiday yacht in Lido di Ostia

Lido di Ostia yacht

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £138 / night

£965 / week

1 / 16

Holiday yacht in Nalunega

Nalunega yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £330 / night

£2,304 / week

1 / 22

Holiday houseboat in Kumarakom

Kumarakom houseboat

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £197 / night

£1,372 / week

1 / 17

Holiday yacht rental

Collioure yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £247 / night

£1,724 / week

1 / 6

Holiday yacht in San Ignacio de Tupile

San Ignacio de Tupile yacht

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

from £133 / night

£864 - £5,184 / week

1 / 18

Holiday yacht rental

Dinteloord yacht

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £14 / night

£96 / week

1 / 15

Holiday narrowboat in Falkirk

Falkirk narrowboat

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £138 / night

£962 / week

1 / 23

Holiday yacht in Makarska

Makarska yacht

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £79 / night

£552 / week

1 / 6

Holiday houseboat rental

Mettlach houseboat

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £492 / night

£3,440 / week

1 / 21

Holiday yacht in Alanya

Alanya yacht

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

from £2,954 / night

£20,679 / week

1 / 32

Holiday yacht in Murqquab

Murqquab yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 2

from £156 / night

£1,088 / week

1 / 11

Golfe-Juan Vallauris holiday yacht rental

Golfe-Juan Vallauris yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £178 / night

£1,241 / week

1 / 14

Holiday yacht in Corfu Town

Corfu Town yacht

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

from £483 / night

£3,447 - £5,859 / week

1 / 11

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Sailing holidays (1048)

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.