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

Updating

Sailing vacations

All filters

Filters

1,044 Vacation rentals

Houseboat rental in Amiens

Amiens houseboat

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $499 / night

$3,491 / week

1 / 13

Vacation houseboat in Srinagar

Srinagar houseboat

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,145 / night

$8,015 / week

1 / 5

Vacation houseboat in Cat Ba

Cat Ba houseboat

  • 5 bedrooms
  • 15 bathrooms
  • sleeps 6

from $138 / night

$144 - $1,105 / week

1 / 13

Dakar Vacation yacht rental

Dakar yacht

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $333 / night

$748 / week

1 / 5

Vacation narrowboat in Uppsala

Uppsala narrowboat

  • 17 bedrooms
  • 8 bathrooms
  • sleeps 32

from $61 / night

$426 / week

1 / 31

Vacation yacht in Paleo Faliro

Paleo Faliro yacht

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $784 / night

$5,486 / week

1 / 4

Vacation narrowboat in Leca da Palmeira

Leca da Palmeira narrowboat

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $25 / night

$142 - $224 / week

1 / 14

Vacation yacht rental

Alimos yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $312 / night

$1,870 / week

1 / 13

Vacation houseboat in Hai Phong

Hai Phong houseboat

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $18 / night

$81 / week

1 / 12

Vacation yacht in Kawthoung

Kawthoung yacht

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $4,582 / night

$32,071 / week

1 / 79

Vacation yacht rental

Lavrio yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $205 / night

$1,434 / week

1 / 4

Vacation yacht in Ubatuba

Ubatuba yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from $458 / night

$3,206 / week

1 / 13

Amalfi Vacation yacht rental

Amalfi yacht

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $499 / night

$3,491 / week

1 / 17

Vacation yacht in Salerno

Salerno yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $100 / night

$599 - $3,653 / week

1 / 33

Vacation yacht in Grand Bourg

Grand Bourg yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 11

from $399 / night

$2,743 / week

1 / 13

Naples Vacation yacht rental

Naples yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $437 / night

$3,055 / week

1 / 23

Vacation yacht rental

Plai Laem yacht

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $3,030 / night

$21,210 / week

1 / 8

Antibes Vacation yacht rental

Antibes yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $624 / night

$4,052 / week

1 / 12

Vacation yacht in Alimos

Alimos yacht

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $624 / night

$4,364 / week

1 / 8

Houseboat rental in Labuan Bajo

Labuan Bajo houseboat

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $859 / night

$6,012 / week

1 / 13

Vacation houseboat rental

Mali Losinj houseboat

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $162 / night

$1,247 / week

1 / 5

Palermo Vacation yacht rental

Palermo yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $100 / night

$699 / week

1 / 13

Yacht rental in Kortgene

Kortgene yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $474 / night

$4,364 / week

1 / 11

Vacation yacht in Split

Split yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $4,675 / night

$28,051 / week

1 / 18

Vacation yacht rental

Panama City yacht

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $5,725 / night

$36,068 / week

1 / 15

Vacation yacht with shared pool in Port Elizabeth

Port Elizabeth yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $802 / night

$5,691 - $12,103 / week

1 / 4

Vacation yacht rental

Hyeres yacht

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $3,740 / night

$12,467 / week

1 / 11

Vacation yacht in Santiago de Veraguas

Santiago de Veraguas yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 7

from $918 / night

$6,426 / week

1 / 15

Salvador Vacation yacht rental

Salvador yacht

  • 2 bedrooms
  • 1 bathroom
  • sleeps 9

from $401 / night

$1,832 / week

1 / 47

Chania Town Vacation yacht rental

Chania Town yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $1,122 / night

$7,854 / week

1 / 5

Vacation houseboat in Tuakau

Tuakau houseboat

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from $714 / night

$4,995 / week

1 / 26

Vacation yacht in Klimno

Klimno yacht

  • 1 bedroom
  • 1 bathroom
  • sleeps 10

from $498 / night

$3,482 / week

1 / 11

Vacation yacht in Trogir

Trogir yacht

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $543 / night

$3,796 / week

1 / 10

Vacation yacht in Limay

Limay yacht

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from $225 / night

$1,571 / week

1 / 19

Vacation houseboat in Srinagar

Srinagar houseboat

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

from $172 / night

$1,203 / week

1 / 4

Vacation yacht in Isla de Coiba

Isla de Coiba yacht

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $918 / night

$6,426 / week

1 / 9

Uturoa Vacation yacht rental

Uturoa yacht

  • 4 bedrooms
  • 1 bathroom
  • sleeps 6

from $593 / night

$4,146 / week

1 / 9

Vacation yacht in Skiathos Town

Skiathos Town yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $1,185 / night

$8,104 / week

1 / 36

Yacht rental in Gocek

Gocek yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from $686 / night

$4,675 / week

1 / 23

Vacation yacht in Paraty

Paraty yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $436 / night

$3,046 / week

1 / 15

×

Sailing vacations (1044)

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.