Sailing holidays

Sailing holidays (995)

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.

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995 Holiday homes

(5) Very Good 

14

Holiday houseboat in Alappuzha

Alappuzha District / Alappuzha

3 2 1 night min

  • 3 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Ask owner if suitable for children

from £79 / night

£1094 / week

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from £79 / night

(3) Average 

11

Marne-la-Vallee / Torcy

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Pet friendly

from £34 / night

£212 - £568 / week

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Responds fast!
avg. 2 hours 32 minutes

from £34 / night

(10) Excellent 

25

Province of Naples / Sorrento

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £228 / night

£1695 / week

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Responds fast!
avg. 2 hours 49 minutes

from £228 / night

(5) Excellent 

11

Holiday yacht in Lymington

New Forest / Lymington

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
“Luxury living on a yacht” Myself and 3 friends stayed on this beautiful boat, moored ideally with no boats in front of us, giving us a perfect view across to the Isle of Wight. The yacht was clean, had 2 bathrooms and showers, and a well equipped kit
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from £200 / night

£1400 / week

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Responds fast!
avg. 3 hours 32 minutes

from £200 / night

11

Schleswig-Holstein / Laboe

2 6 6 nights min

  • 2 bedrooms
  • Sleeps 6
  • 6 nights min
  • Nearest beach 3 km
  • Child friendly
  • Car not necessary

from £144 / night

£1003 / week

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Responds fast!
avg. 3 hours 53 minutes

from £144 / night

(162) Very Good 

15

Holiday houseboat in Alappuzha

Alappuzha District / Alappuzha

4 12 1 night min

  • 4 bedrooms
  • Sleeps 12
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Absolute value for money..!!!” We were a gang of 12 and we absolutely enjoyed our cruise in the houseboat. The houseboat was extremely clean and the staff was very courteous and very helpful and friendly. We were taken for a thoroughly relaxing cruise
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from £239 / night

£1407 / week

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from £239 / night

(7) Excellent 

13

Narrowboat rental in Henley-on-Thames

Oxfordshire / Henley-on-Thames

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“An amazing family holiday” All information/ communication in the run up to the holiday was very good, we were greeted in a very friendly manner and had a very informative tutorial about the narrowboat and locks which put us at ease and in good sted fo
…see more

from £251 / night

£1245 - £1600 / week

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from £251 / night

15

Newtown, Alderney holiday yacht accommodation

Alderney / Newtown, Alderney

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Car not necessary

from £104 / night

£675 / week

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from £104 / night

(29) Very Good 

16

Leiden holiday houseboat rental

South Holland Province / Leiden

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 27 km
  • Child friendly

from £100 / night

£674 - £781 / week

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Responds fast!
avg. 1 hour 20 minutes

from £100 / night

(14) Excellent 

24

Houseboat rental in Amsterdam

Amsterdam / Eastern Docklands

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Child friendly

from £221 / night

£1543 / week

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Responds fast!
avg. 1 hour 15 minutes

from £221 / night

33

San Blas Islands / El Porvenir

3 2 Min stay varies

  • 3 bedrooms
  • Sleeps 2
  • Min stay varies
  • Child friendly

from £344 / night

£2407 / week

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Responds fast!
avg. 2 hours 44 minutes

from £344 / night

(18) Excellent 

27

Holiday yacht in Barcelona

Barcelona / Port Forum

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“BOAT WAS A FABULOUS AND UNIQUE EXPERIENCE FOR US” I organised the trip for my brothers, in laws and couple of friends, we are all in the 45-55 age category and really just enjoyed renting the whole boat to ourselves. We cooked on board, however, the
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from £250 / night

£1750 / week

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Responds fast!
avg. 2 hours 19 minutes

from £250 / night

(2) Excellent 

7

Holiday houseboat in Mallacoota

Gippsland / Mallacoota

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £153 / night

£731 - £995 / week

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Responds fast!
avg. 3 hours 54 minutes

from £153 / night

23

Holiday houseboat in Jyväskylä

Central Finland / Jyväskylä

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £263 / night

£1522 - £2284 / week

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from £263 / night

(1) Excellent 

36

San Blas Islands / El Porvenir

3 2 2 nights min

  • 3 bedrooms
  • Sleeps 2
  • 2 nights min
  • Child friendly

from £344 / night

£2407 / week

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Responds fast!
avg. 2 hours 44 minutes

from £344 / night

(2) Excellent 

31

Holiday houseboat in Marigot Bay

Castries Quarter / Marigot Bay

3 2 4 nights min

  • 3 bedrooms
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £67 / night

£465 / week

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Responds fast!
avg. 2 hours 46 minutes

from £67 / night

8

Tarn-et-Garonne / Montauban

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning

from £77 / night

£458 / week

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from £77 / night

(12) Excellent 

40

Yacht accommodation in Puerto Calero

Lanzarote / Puerto Calero

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Perfect!” I arrived in Puerto Calero by boat, having sailed from Spain via Morocco. I wanted to stay for a longer period in Puerto Calero so booked Vientos Del Sur after a recommendation from a friend. A perfect choice. The boat is comfortable with an
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from £51 / night

£356 - £499 / week

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Responds fast!
avg. 2 hours 7 minutes

from £51 / night

16

Lake Maggiore / Sesto Calende

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Air conditioning

from £509 / night

£2543 / week

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from £509 / night

(2) Excellent 

8

Holiday houseboat in Alappuzha

Alappuzha District / Alappuzha

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

from £133 / night

£930 / week

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from £133 / night

(7) Excellent 

28

Yacht rental in San Sebastián de la Gomera

La Gomera / San Sebastián de la Gomera

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km

from £49 / night

£343 / week

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Responds fast!
avg. 16 minutes

from £49 / night

(6) Excellent 

21

Key West holiday houseboat rental

Florida Keys / Key West

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £317 / night

£1954 - £5196 / week

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Responds fast!
avg. 1 hour 47 minutes

from £317 / night

(26) Excellent 

87

Houseboat rental in Dublin

Dublin / Dublin 2

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Car not necessary

from £106 / night

£742 / week

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from £106 / night

29

Yacht rental in Brewers Bay with shared pool

Tortola / Brewers Bay

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

from £1600 / night

£6395 / week

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from £1600 / night

6

Corse-du-Sud / Porto-Vecchio

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 2 km
  • Car not necessary

from £43 / night

£297 / week

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Responds fast!
avg. 3 hours 39 minutes

from £43 / night

9

Charente-Maritime / La Rochelle

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Suitable for children age 5+

from £115 / night

£801 / week

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Responds fast!
avg. 3 hours 22 minutes

from £115 / night

(1) Excellent 

5

Worsley holiday narrowboat rental

Salford / Worsley

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“What a lovely family weekend!” We arrived and it was thundering, lightning and raining like there was no tomorrow but the central heating on the boat kept us all snug, warm and dried us out quickly. With the freedom to stop and start where and when yo
…see more

from £150 / night

£1050 / week

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from £150 / night

35

Holiday houseboat rental

North Holland Province / Amsterdam

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

from £170 / night

£1407 - £2255 / week

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Responds fast!
avg. 3 hours 36 minutes

from £170 / night

(21) Excellent 

29

Porto holiday narrowboat rental

Porto District / Porto

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Magnificent sailing through UNESCO world Heritage” Couple and one children, rented a boat for a long weekend, sailed up on river Douro until Spanish border. At the boats base, nice little chalet for the first night. Very good navigation, sightseeing a
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from £162 / night

£551 / week

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Responds fast!
avg. 3 hours 42 minutes

from £162 / night

(6) Excellent 

18

Holiday yacht rental

Paros / Parikia

5 6 2 nights min

  • 5 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £128 / night

£678 - £5128 / week

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Responds fast!
avg. 3 hours 40 minutes

from £128 / night

20

Houseboat rental in Alappuzha

Alappuzha District / Alappuzha

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Suitable for children age 5+

from £70 / night

£700 - £805 / week

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from £70 / night

(5) Excellent 

43

San Diego holiday houseboat rental

California / San Diego

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly

from £194 / night

£1352 / week

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Responds fast!
avg. 45 minutes

from £194 / night

15

North Holland Province / Weesp

7 18 2 nights min

  • 7 bedrooms
  • Sleeps 18
  • 2 nights min
  • Nearest beach 40 km
  • Car not necessary
  • Private garden

from £509 / night

£3560 / week

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from £509 / night

(27) Excellent 

20

Holiday houseboat with shared pool in Amsterdam

Amsterdam / Jordaan

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £178 / night

£1187 - £1780 / week

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Responds fast!
avg. 2 hours 23 minutes

from £178 / night

(1) Excellent 

14

Italian Riviera / Lavagna

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

from £211 / night

£1472 / week

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from £211 / night

13

Monaco-Ville

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning

from £331 / night

£2314 / week

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from £331 / night

(1) Excellent 

11

Holiday houseboat in Kariba

Mashonaland West Province / Kariba

4 14 1 night min

  • 4 bedrooms
  • Sleeps 14
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £313 / night

£1954 / week

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from £313 / night

15

Magnesia Region / Volos

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

Pricing unknown

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Pricing unknown

(16) Excellent 

14

Holiday yacht rental

St. George's / Prickly Bay

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Felt like a millionaire on a private yacht in beautiful places with wonderful people.” This was our first private yacht charter and it will not be our last! It was easy to book. The owners are very accommodating and follow up promptly with all inquir
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from £140 / night

£980 - £3920 / week

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from £140 / night

(21) Excellent 

14

Holiday yacht rental

Bequia / Port Elizabeth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £743 / night

£4219 - £9579 / week

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from £743 / night

1