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Sailing vacations

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1,042 Vacation rentals

Lisbon Vacation yacht rental

Lisbon yacht

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Pricing unknown

1 / 5

Vacation yacht rental

Noumea yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $1,063 / night

$7,437 / week

1 / 12

Vacation houseboat in Kumarakom

Kumarakom houseboat

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 6

from $201 / night

$1,507 / week

1 / 9

Vacation houseboat in Halong Bay

Halong Bay houseboat

  • 50 bedrooms
  • 26 bathrooms
  • sleeps 50

from $161 / night

$1,123 - $56,105 / week

1 / 24

Houseboat rental in Chioggia

Chioggia houseboat

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from $287 / night

$2,009 / week

1 / 19

Vacation yacht in Split-Dalmatia County

Split-Dalmatia County yacht

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Pricing unknown

1 / 24

Vacation yacht in Exeter

Exeter yacht

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Pricing unknown

1 / 4

Vacation houseboat rental

Srinagar houseboat

  • 11 bedrooms
  • 33 bathrooms
  • sleeps 33

Pricing unknown

1 / 15

Vacation yacht in Tanca Manna

Tanca Manna yacht

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from $2,507 / night

$15,040 / week

1 / 14

Houseboat rental in Alappuzha

Alappuzha houseboat

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $217 / night

$1,373 / week

1 / 20

Vacation yacht in Fréjus

Fréjus yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

from $2,926 / night

$17,550 / week

1 / 8

Dalcahue Vacation yacht rental

Dalcahue yacht

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $3,206 / night

$22,442 - $32,060 / week

1 / 14

Houseboat rental in Halong Bay

Halong Bay houseboat

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 24

from $2,279 / night

$2,405 / week

1 / 9

Vacation yacht in Brindisi

Brindisi yacht

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Pricing unknown

1 / 9

Vacation yacht in Peso Da Regua

Peso Da Regua yacht

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from $490 / night

$3,429 / week

1 / 17

Yacht accommodation in Karfas

Karfas yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $327 / night

$2,286 - $3,341 / week

1 / 23

Agrigento Vacation yacht rental

Agrigento yacht

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Pricing unknown

1 / 17

Vacation yacht rental

Gouvia yacht

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 11

from $691 / night

$4,647 / week

1 / 35

Vacation yacht rental

Barcelona yacht

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,131 / night

$7,535 / week

1 / 25

Vacation yacht in Kalkan

Kalkan yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 4

from $1,382 / night

$9,670 / week

1 / 33

Vacation houseboat rental

Halong Bay houseboat

  • 20 bedrooms
  • 2 bathrooms
  • sleeps 36

from $184 / night

$1,283 / week

1 / 32

Vacation houseboat in Pozzuoli

Pozzuoli houseboat

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Pricing unknown

1 / 4

Vacation yacht in Fethiye Town

Fethiye Town yacht

  • 1 bedroom
  • 6 bathrooms
  • sleeps 12

from $95 / night

$1,068 / week

1 / 27

Vacation yacht in Fethiye Town

Fethiye Town yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from $95 / night

$628 / week

1 / 22

Sveti Vlas Vacation yacht rental

Sveti Vlas yacht

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $797 / night

$3,188 / week

1 / 16

Ancora Vacation yacht rental

Ancora yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Pricing unknown

1 / 4

Vacation houseboat in Srinagar

Srinagar houseboat

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $75 / night

$521 / week

1 / 14

Fethiye Vacation yacht accommodation

Fethiye yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $1,382 / night

$9,670 / week

1 / 36

Yacht rental in Porto San Giorgio

Porto San Giorgio yacht

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Pricing unknown

1 / 19

Vacation yacht in Hurghada

Hurghada yacht

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

from $440 / night

$3,077 / week

1 / 10

Novigrad Vacation yacht rental

Novigrad yacht

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $897 / night

$6,279 / week

1 / 4

Vacation yacht with shared pool in Gouvia

Gouvia yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Pricing unknown

1 / 8

Vacation yacht in Marmaris

Marmaris yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $1,884 / night

$13,186 / week

1 / 17

Vacation yacht rental

Lipari yacht

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

from $2,010 / night

$14,065 / week

1 / 13

Yacht rental in Genoa

Genoa yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $628 / night

$4,396 / week

1 / 7

Vacation yacht in Venice

Venice yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $1,005 / night

$5,024 / week

1 / 48

Lic Vacation houseboat rental

Lic houseboat

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $115 / night

$779 / week

1 / 17

Belize City Vacation yacht rental

Belize City yacht

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $1,950 / night

$13,650 / week

1 / 27

Vacation yacht in Luxor

Luxor yacht

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,507 / night

$10,549 / week

1 / 17

Vacation yacht in Nans les Pins

Nans les Pins yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Pricing unknown

1 / 4

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Sailing vacations (1042)

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.