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Sailing holidays

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1,109 Holiday homes

Marina di Grosseto holiday yacht rental

Marina di Grosseto yacht

2 bedrooms • 1 bathroom • sleeps 4

from £267 / night

£1,436 / week

1 / 11

Holiday yacht rental

Gouvia yacht

3 bedrooms • 2 bathrooms • sleeps 6

1 review

from £308 / night

£2,155 / week

1 / 21

Holiday houseboat rental

Alappuzha houseboat

1 bedroom • 1 bathroom • sleeps 2

from £142 / night

£989 / week

1 / 4

Nassau holiday yacht rental

Nassau yacht

3 bedrooms • 2 bathrooms • sleeps 6

from £3,342 / night

£18,731 / week

1 / 29

Marmaris holiday houseboat rental

Marmaris houseboat

5 bedrooms • 20 bathrooms • sleeps 10

from £2,114 / night

£14,796 / week

1 / 30

Holiday yacht in Fethiye

Fethiye yacht

3 bedrooms • 3 bathrooms • sleeps 7

from £667 / night

£4,670 / week

1 / 14

Holiday houseboat in Alappuzha

Alappuzha houseboat

1 bedroom • 1 bathroom • sleeps 2

from £125 / night

£870 / week

1 / 7

Holiday yacht letting

Ameglia yacht

1 bedroom • 1 bathroom • sleeps 2

from £82 / night

£575 / week

1 / 17

Holiday houseboat in Auxerre

Auxerre houseboat

3 bedrooms • 2 bathrooms • sleeps 8

from £368 / night

£2,572 / week

1 / 5

Holiday yacht in Central Bodrum

Central Bodrum yacht

6 bedrooms • 12 bathrooms • sleeps 12

from £1,718 / night

£12,023 / week

1 / 15

Holiday houseboat in Srinagar

Srinagar houseboat

20 bedrooms • • sleeps 2

from £66 / night

£395 / week

1 / 4

Houseboat rental in Kokkorevo

Kokkorevo houseboat

8 bedrooms • 3 bathrooms • sleeps 20

from £179 / night

£1,252 / week

1 / 22

Holiday yacht in Istanbul

Istanbul yacht

3 bedrooms • 2 bathrooms • sleeps 7

from £1,355 / night

£8,979 / week

1 / 16

Madirokely holiday yacht rental

Madirokely yacht

4 bedrooms • 2 bathrooms • sleeps 8

from £622 / night

£4,353 / week

1 / 15

Ranong holiday yacht rental

Ranong yacht

3 bedrooms • 3 bathrooms • sleeps 6

5 reviews

from £2,891 / night

£20,236 / week

1 / 25

Holiday yacht in Halong Bay

Halong Bay yacht

12 bedrooms • 26 bathrooms • sleeps 25

1 review

Pricing unknown

1 / 10

Fethiye holiday yacht accommodation

Fethiye yacht

3 bedrooms • 3 bathrooms • sleeps 6

from £1,129 / night

£7,902 / week

1 / 19

Freeport holiday yacht rental

Freeport yacht

2 bedrooms • 2 bathrooms • sleeps 4

from £184 / night

£1,285 / week

1 / 12

Holiday yacht in Chateauguay

Chateauguay yacht

1 bedroom • 1 bathroom • sleeps 2

from £125 / night

£874 / week

1 / 50

Heraklion holiday houseboat rental

Heraklion houseboat

3 bedrooms • 2 bathrooms • sleeps 6

from £431 / night

£2,976 / week

1 / 19

Holiday yacht in Saint Florent

Saint Florent yacht

3 bedrooms • 3 bathrooms • sleeps 6

1 review

from £585 / night

£4,094 / week

1 / 20

Holiday houseboat in Pozzuoli

Pozzuoli houseboat

1 bedroom • 1 bathroom • sleeps 6

Pricing unknown

1 / 4

Holiday yacht in Serangan

Serangan yacht

6 bedrooms • 4 bathrooms • sleeps 50

from £3,494 / night

£24,458 / week

1 / 5

Yacht accommodation in Fethiye Town

Fethiye Town yacht

10 bedrooms • 10 bathrooms • sleeps 20

from £2,052 / night

£14,365 / week

1 / 23

Holiday yacht in Poluotok

Poluotok yacht

5 bedrooms • 5 bathrooms • sleeps 10

from £1,318 / night

£9,226 / week

1 / 24

Holiday yacht in Central Bodrum

Central Bodrum yacht

2 bedrooms • 2 bathrooms • sleeps 5

1 review

from £770 / night

£5,387 / week

1 / 20

Marigot holiday yacht rental

Marigot yacht

3 bedrooms • 2 bathrooms • sleeps 6

from £308 / night

£2,155 / week

1 / 15

Holiday yacht in Ho Chi Minh City

Ho Chi Minh City yacht

9 bedrooms • 9 bathrooms • sleeps 18

from £85 / night

£93 / week

1 / 20

Yacht rental in Belem

Belem yacht

1 bedroom • 1 bathroom • sleeps 2

from £307 / night

£2,148 / week

1 / 54

New Delhi holiday houseboat rental

New Delhi houseboat

2 bedrooms • 2 bathrooms • sleeps 6

from £73 / night

£510 / week

1 / 4

Holiday yacht in Venice

Venice yacht

3 bedrooms • 2 bathrooms • sleeps 8

from £821 / night

£4,105 / week

1 / 48

Houseboat rental in Srinagar

Srinagar houseboat

8 bedrooms • 44 bathrooms • sleeps 13

from £11 / night

£19 - £76 / week

1 / 11

Holiday yacht in Road Town

Road Town yacht

5 bedrooms • 4 bathrooms • sleeps 10

from £1,143 / night

£8,001 / week

1 / 24

Amalfi holiday yacht rental

Amalfi yacht

2 bedrooms • 1 bathroom • sleeps 4

from £411 / night

£2,873 / week

1 / 17

Holiday yacht in Fréjus

Fréjus yacht

2 bedrooms • 2 bathrooms • sleeps 10

from £2,391 / night

£14,339 / week

1 / 8

Holiday yacht in Phuket Town

Phuket Town yacht

7 bedrooms • 7 bathrooms • sleeps 16

3 reviews

from £5,336 / night

£37,348 / week

1 / 15

Porto Santo Island holiday yacht rental

Porto Santo Island yacht

1 bedroom • 1 bathroom • sleeps 2

from £64 / night

£446 / week

1 / 5

Holiday yacht with swimming pool in London

London yacht

6 bedrooms • 6 bathrooms • sleeps 12

1 review

from £10,262 / night

£71,833 / week

1 / 15

Holiday houseboat in Labuan Bajo

Labuan Bajo houseboat

4 bedrooms • 6 bathrooms • sleeps 8

1 review

from £1,130 / night

£5,067 / week

1 / 12

Uturoa holiday yacht rental

Uturoa yacht

4 bedrooms • 1 bathroom • sleeps 6

5 reviews

from £437 / night

£3,053 / week

1 / 6

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Sailing holidays (1109)

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.