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Sailing vacations

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1,041 Vacation rentals

Vacation yacht in Cannes

Cannes yacht

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

from $5,143 / night

$36,000 / week

1 / 5

Vacation yacht in Porquerolles Island

Porquerolles Island yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $857 / night

$7,324 / week

1 / 5

Vacation yacht in Cancun

Cancun yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $216 / night

$1,512 / week

1 / 10

Miami Beach Vacation yacht rental

Miami Beach yacht

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

from $11,450 / night

$80,150 / week

1 / 6

Vacation houseboat in Ernakulam

Ernakulam houseboat

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $58 / night

$344 / week

1 / 4

Vacation yacht in Vlychada

Vlychada yacht

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $2,235 / night

$15,642 / week

1 / 20

Vacation yacht in Trapani

Trapani yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 14

from $106 / night

$739 / week

1 / 14

Vacation yacht in Split

Split yacht

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $2,838 / night

$19,862 - $23,586 / week

1 / 69

Vacation yacht in Porto Belo

Porto Belo yacht

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 19

from $2,290 / night

$16,030 / week

1 / 6

El Porvenir Vacation yacht rental

El Porvenir yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $1,031 / night

$7,214 - $15,229 / week

1 / 77

Cambridge Vacation narrowboat rental

Cambridge narrowboat

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $391 / night

$2,815 / week

1 / 35

Venice Vacation houseboat accommodation

Venice houseboat

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 15

from $630 / night

$4,409 / week

1 / 21

Yacht rental in Fethiye

Fethiye yacht

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 16

from $3,435 / night

$22,900 / week

1 / 7

Vacation yacht in Nalunega

Nalunega yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $413 / night

$2,886 / week

1 / 22

Vacation yacht in Corfu Town

Corfu Town yacht

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

from $609 / night

$4,345 - $7,386 / week

1 / 11

Vacation houseboat in Kumarakom

Kumarakom houseboat

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $247 / night

$1,718 / week

1 / 17

Vacation yacht in Uturoa

Uturoa yacht

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $273 / night

$1,912 / week

1 / 13

Vacation yacht in Rasdhoo

Rasdhoo yacht

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 22

from $4,580 / night

$32,060 / week

1 / 9

Puno Vacation houseboat rental

Puno houseboat

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

from $17 / night

$114 / week

1 / 4

Yacht rental in Portsmouth

Portsmouth yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $1,737 / night

$4,342 / week

1 / 6

Abingdon Vacation narrowboat rental

Abingdon narrowboat

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $435 / night

$2,171 / week

1 / 4

Vacation houseboat in Nufaru

Nufaru houseboat

  • 33 bedrooms
  • 33 bathrooms
  • sleeps 4

from $187 / night

$1,304 / week

1 / 34

Vacation houseboat in Portoroz

Portoroz houseboat

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $348 / night

$2,433 / week

1 / 51

Vacation houseboat in Heerenveen

Heerenveen houseboat

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $187 / night

$993 / week

1 / 9

Vacation yacht in Harstad

Harstad yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from $249 / night

$1,738 / week

1 / 28

North Kilworth Vacation narrowboat rental

North Kilworth narrowboat

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $362 / night

$2,533 / week

1 / 18

Split Vacation yacht rental

Split yacht

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 21

from $3,352 / night

$23,462 / week

1 / 29

Vacation yacht in Split

Split yacht

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from $11,882 / night

$83,171 - $99,309 / week

1 / 42

Vacation yacht in Split

Split yacht

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $6,739 / night

$47,172 / week

1 / 48

North Bay Village Vacation yacht rental

North Bay Village yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $1,489 / night

$10,420 / week

1 / 45

North Bay Village Vacation yacht rental

North Bay Village yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 4

from $2,004 / night

$14,027 / week

1 / 39

Vacation yacht in Santa Cruz Huatulco

Santa Cruz Huatulco yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $344 / night

$2,405 / week

1 / 3

Vacation yacht in Lido di Ostia

Lido di Ostia yacht

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $174 / night

$1,217 / week

1 / 16

Water Island Vacation yacht rental

Water Island yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $916 / night

$6,412 / week

1 / 12

Vacation houseboat in Kainakary

Kainakary houseboat

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $344 / night

$2,290 / week

1 / 10

Vacation houseboat in Kainakary

Kainakary houseboat

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

from $687 / night

$4,580 / week

1 / 13

Vacation houseboat in Kainakary

Kainakary houseboat

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $115 / night

$745 / week

1 / 9

Yacht rental in Panama City

Panama City yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 7

from $745 / night

$5,210 / week

1 / 13

Vacation houseboat in Anderton

Anderton houseboat

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from $217 / night

$1,520 / week

1 / 11

Yacht rental in Atuona

Atuona yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from $62 / night

$311 / week

1 / 2

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Sailing vacations (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.