Sailing holidays

Sailing holidays (991)

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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991 Holiday homes

(5) Very Good 

14

Holiday houseboat in Alappuzha

Kerala / 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 £80 / night

£1112 / week

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from £80 / 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

(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 £275 / night

£1725 / week

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from £275 / night

(39) Very Good 

24

Holiday houseboat in Halong Bay

Quang Ninh Province / Halong Bay

50 50 1 night min

  • 50 bedrooms
  • Sleeps 50
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £143 / night

£2112 / week

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from £143 / night

(19) Excellent 

77

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 25 km
  • Child friendly
  • Pet friendly

from £151 / night

£1057 / week

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from £151 / 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 £268 / night

£1548 - £2324 / week

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from £268 / 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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from £200 / night

(17) Excellent 

12

Holiday houseboat in Amsterdam

Amsterdam / Eastern Docklands

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Ask about pets

from £104 / night

£518 / week

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from £104 / night

(8) Average 

9

Haute-Garonne / Ramonville Saint-Agne

6 11 1 night min

  • 6 bedrooms
  • Sleeps 11
  • 1 night min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Air conditioning

from £182 / night

£854 / week

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from £182 / 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 £44 / night

£302 / week

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from £44 / 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
  • Suitable for children age 5+
“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 £255 / night

£1781 / week

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from £255 / night

(23) Excellent 

41

Holiday yacht with shared pool in Playa Blanca

Playa Blanca / Marina Rubicon

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Beautiful” We had a fantastic one week holiday,the location was stunning and plenty of restaurants to choose from although we found Lani's the best. Jorge and Raquel are lovely and so friendly.
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from £83 / night

£580 - £966 / week

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from £83 / night

(4) 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
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from £251 / night

£1245 - £1600 / week

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from £251 / night

(17) Excellent 

23

Yacht rental in San Blas Islands

Guna Yala Region / San Blas Islands

5 8 1 night min

  • 5 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £397 / night

£2778 / week

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from £397 / 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 £164 / night

£561 / week

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from £164 / night

(7) Excellent 

56

Holiday yacht in El Barrio

Province of Alicante / El Barrio

2 2 3 nights min

  • 2 bedrooms
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 200 km
  • Car not necessary

from £44 / night

£259 / week

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from £44 / 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 £113 / night

£785 / week

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from £113 / night

(6) Excellent 

12

State of Rio de Janeiro / Ilha Grande

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation

from £113 / night

£785 / week

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from £113 / night

13

Monaco-Ville

2 4 Min stay varies

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

from £319 / night

£2233 / week

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from £319 / night

(2) Excellent 

8

Holiday houseboat in Alappuzha

Kerala / Alappuzha

2 6 1 night min

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

from £135 / night

£945 / week

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from £135 / 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 £200 / night

£1395 / week

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from £200 / night

(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

(3) Excellent 

23

Province of Naples / Procida Island

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Car not necessary

from £86 / night

£598 / week

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from £86 / night

13

Holiday yacht in Tourlos

Mykonos / Tourlos

3 10 1 night min

  • 3 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £2156 / night

£15087 / week

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from £2156 / night

16

San Blas Islands / El Porvenir

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £104 / night

£723 / week

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from £104 / 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

15

North Holland Province / Weesp

7 18 2 nights min

  • 7 bedrooms
  • Sleeps 18
  • 2 nights min
  • Nearest beach 40 km
  • Child friendly
  • Car not necessary

from £432 / night

£3018 / week

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from £432 / night

(4) Very Good 

10

Ille-et-Vilaine / Rennes

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Suitable for children age 5+

from £121 / night

£776 - £1500 / week

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from £121 / night

10

Cambridgeshire / Ely

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary

from £157 / night

£1096 - £1619 / week

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from £157 / night

8

Tarn-et-Garonne / Montauban

4 8 1 night min

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

from £78 / night

£466 / week

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from £78 / night

(6) Excellent 

24

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Car not necessary
  • Ask about pets

from £100 / night

£647 - £690 / week

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from £100 / night

10

Corfu / Gouvia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary

from £295 / night

£2069 - £3018 / week

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from £295 / night

(25) 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 £182 / night

£1207 - £1811 / week

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from £182 / 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 £214 / night

£1497 / week

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from £214 / night

(4) 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 £322 / night

£1985 - £5278 / week

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from £322 / night

(3) Excellent 

29

Holiday houseboat in Srinagar

Kashmir / Srinagar

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly

from £9 / night

£61 / week

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from £9 / night

(1) Very Good 

10

Chester / Broxton

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

from £157 / night

£1096 - £1619 / week

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from £157 / night

(5) Excellent 

42

Holiday yacht in Unterterzen

Canton of St. Gallen / Unterterzen

2 4 1 night min

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

from £52 / night

£363 / week

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from £52 / night

(5) Excellent 

18

Houseboat rental in Chertsey with golf nearby

Surrey / Chertsey

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £70 / night

£600 - £810 / week

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from £70 / night

(1) Excellent 

14

Henley-on-Thames holiday narrowboat rental

Oxfordshire / Henley-on-Thames

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Suitable for children age 5+
  • Pet friendly

from £303 / night

£1350 - £1754 / week

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from £303 / night

1