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Sailing holidays

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1,110 Holiday homes

Holiday yacht in Nans les Pins

Nans les Pins yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Pricing unknown

1 / 4

Holiday yacht in Nieuwpoort

Nieuwpoort yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

from £149 / night

£1,038 / week

1 / 6

Holiday yacht in Fethiye

Fethiye yacht

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

from £1,383 / night

£8,398 / week

1 / 59

Houseboat rental in Lafitte

Lafitte houseboat

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £141 / night

£983 / week

1 / 3

Holiday yacht in Cogolin

Cogolin yacht

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 5

from £592 / night

£2,963 / week

1 / 24

Kumarakom holiday houseboat rental

Kumarakom houseboat

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £206 / night

£1,442 - £2,752 / week

1 / 27

Holiday yacht in Giulianova

Giulianova yacht

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £484 / night

£2,964 / week

1 / 7

Holiday yacht in Istanbul

Istanbul yacht

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £366 / night

£2,559 / week

1 / 14

Houseboat rental in Srinagar with golf nearby

Srinagar houseboat

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £33 / night

£230 / week

1 / 8

Holiday yacht in Audierne

Audierne yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £163 / night

£1,102 - £1,379 / week

1 / 14

Halong Bay ski houseboat to rent.

Halong Bay houseboat

  • 16 bedrooms
  • 8 bathrooms
  • sleeps 16

from £1,124 / night

£1,217 / week

1 / 16

Vico Equense holiday houseboat rental

Vico Equense houseboat

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £445 / night

£2,964 / week

1 / 7

Holiday houseboat with shared pool in Amsterdam

Amsterdam houseboat

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £228 / night

£1,581 - £2,411 / week

1 / 20

Yacht rental in Quito

Quito yacht

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

from £195 / night

£1,554 / week

1 / 14

Holiday houseboat in Alappuzha

Alappuzha houseboat

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £206 / night

£1,442 - £2,752 / week

1 / 24

Holiday yacht in Cagliari Centre

Cagliari Centre yacht

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £267 / night

£988 / week

1 / 7

Holiday yacht rental

Sanur yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £1,966 / night

£13,762 / week

1 / 8

Henley-on-Thames holiday narrowboat rental

Henley-on-Thames narrowboat

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £458 / night

£1,706 - £2,107 / week

1 / 14

Holiday yacht in Le Marin

Le Marin yacht

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £277 / night

£1,779 / week

1 / 26

Castries holiday yacht rental

Castries yacht

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £326 / night

£2,075 / week

1 / 18

Holiday yacht in Central Bodrum

Central Bodrum yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £741 / night

£5,187 / week

1 / 20

Holiday yacht in Bram

Bram yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £297 / night

£1,778 / week

1 / 10

Holiday houseboat in Halong Bay

Halong Bay houseboat

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 30

from £117 / night

£1,108 - £2,254 / week

1 / 29

Holiday yacht in Central Bodrum

Central Bodrum yacht

  • 6 bedrooms
  • 12 bathrooms
  • sleeps 12

from £1,718 / night

£12,023 / week

1 / 15

Holiday yacht rental

Pointe-a-Pitre yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £218 / night

£1,522 / week

1 / 70

Holiday yacht in Split

Split yacht

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from £583 / night

£2,964 / week

1 / 29

Srinagar holiday houseboat rental

Srinagar houseboat

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £43 / night

£57 / week

1 / 6

Holiday yacht in Saint Florent

Saint Florent yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £564 / night

£3,942 / week

1 / 20

Holiday houseboat rental

Tonnerre houseboat

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £218 / night

£1,482 / week

1 / 4

Holiday houseboat in Alappuzha

Alappuzha houseboat

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £716 / night

£5,006 / week

1 / 18

Marmaris ski houseboat to rent.

Marmaris houseboat

  • 5 bedrooms
  • 20 bathrooms
  • sleeps 10

from £1,853 / night

£12,967 / week

1 / 36

Marmaris holiday houseboat rental

Marmaris houseboat

  • 5 bedrooms
  • 20 bathrooms
  • sleeps 10

from £2,036 / night

£14,246 / week

1 / 30

Rio de Janeiro City holiday yacht rental

Rio de Janeiro City yacht

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from £749 / night

£5,242 / week

1 / 15

Holiday yacht in Milina

Milina yacht

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

from £396 / night

£2,767 / week

1 / 5

Holiday houseboat in Srinagar

Srinagar houseboat

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 2

from £31 / night

£217 / week

1 / 9

Srinagar ski houseboat to rent.

Srinagar houseboat

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from £30 / night

£210 / week

1 / 9

Holiday yacht in Athens

Athens yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £1,482 / night

£9,880 / week

1 / 24

Piraeus holiday yacht rental

Piraeus yacht

  • 4 bedrooms
  • 8 bathrooms
  • sleeps 8

from £4,940 / night

£4,940 / week

1 / 7

Holiday narrowboat in La Savina

La Savina narrowboat

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £317 / night

£2,218 / week

1 / 8

Bodrum City holiday yacht rental

Bodrum City yacht

  • 8 bedrooms
  • 24 bathrooms
  • sleeps 24

from £168 / night

£1,181 / week

1 / 4

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Sailing holidays (1110)

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.