Sailing holidays

Sailing holidays (182)

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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182 Holiday homes

Filters applied: City breaks

(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

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

(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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from £228 / 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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from £221 / 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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from £250 / 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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from £100 / night

(53) Excellent 

42

Holiday narrowboat rental

Salford / Worsley

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
“fantastic trip” We had an amazing long weekend as usual. The boat (Queenie) was absolutely fab, cosy clean and warm and a real head turner. people stopped and looked and had their photos taken beside it. I would recommend this boating experience to ev
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from £170 / night

£1190 / week

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from £170 / night

(20) Very Good 

17

Holiday houseboat in Halong Bay

Quang Ninh Province / Halong Bay

15 30 1 night min

  • 15 bedrooms
  • Sleeps 30
  • 1 night min
  • Beach / lakeside relaxation
  • Air conditioning

from £109 / night

£918 - £16111 / week

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from £109 / 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

(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

(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
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from £150 / night

£1050 / week

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from £150 / night

(10) Very Good 

9

Holiday yacht with shared pool in Halong Bay

Quang Ninh Province / Halong Bay

12 18 1 night min

  • 12 bedrooms
  • Sleeps 18
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

from £125 / night

£9768 / week

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from £125 / 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

15

Holiday houseboat in Labuan Bajo

Flores / Labuan Bajo

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

from £2287 / night

£16008 / week

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from £2287 / night

9

Aude / Marseillette

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 35 km
  • Child friendly
  • Pet friendly

from £73 / night

£505 - £594 / week

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from £73 / night

(20) 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
“Great accommodation in Amsterdam” The barge is extremely comfortable and well situated close enough to visit all the attractions but in a quiet location. Frank and Marlijn made sure everything was ready for us even leaving a bottle of wine for us. We
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from £149 / night

£1039 / week

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from £149 / 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 £119 / night

£763 - £1475 / week

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from £119 / 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 £43 / night

£255 / week

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from £43 / night

19

Holiday houseboat rental

North Holland Province / Amsterdam

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Ask owner if suitable for children

from £136 / night

£902 - £1822 / week

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from £136 / night

(19) 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 £102 / night

£509 / week

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from £102 / night

(121) Excellent 

36

Holiday houseboat in Amsterdam

Amsterdam / Central Amsterdam

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“Ultimate houseboat experience” Me and my partner stayed for 4 days at Houseboat Tante Piet and it was fantastic. Siet, the owner, received us with coffee and 'stroopwafels', and made us feel at home right away. She showed us our cosy bedroom (which wa
…see more

from £119 / night

£806 - £1399 / week

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from £119 / night

(29) Very Good 

16

Holiday houseboat letting

Amsterdam / Central Amsterdam

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
“Great accommodation and location to explore Amsterdam” I travelled to Amsterdam to visit friends and was very fortunate to stay on this fabulous houseboat. It was very well equipped, homely, warm and comfortable. I was surprised to find how spacious t
…see more

from £189 / night

£1250 - £1606 / week

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from £189 / night

(4) Excellent 

29

Amazon River / Manaus

1 6 1 night min

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

from £21 / night

£163 - £896 / week

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from £21 / night

(21) Excellent 

30

Yacht rental in Dubrovnik

Dubrovnik / Gruz

12 24 7 nights min

  • 12 bedrooms
  • Sleeps 24
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Feeling of constant care and joy” Marin and his crew have demonstrated the ability to include us in their love for the Adriatic and Dalmatia. They showed us the most beautiful of the entire area of the islands. We did not feel like casual tourists, bu
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from £108 / night

£755 - £14407 / week

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from £108 / night

(2) Excellent 

12

Holiday narrowboat in Worcester

Worcestershire / Worcester

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly

from £250 / night

£999 / week

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from £250 / 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 £97 / night

£631 - £673 / week

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from £97 / 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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from £128 / night

(33) Excellent 

12

Holiday houseboat rental

Amsterdam / Central Amsterdam

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
“Quaint and Well Situated Houseboat” We had a lovely stay on the Oasis Houseboat as a family of three adults. It was far enough away from the main hub but still easily accessible to a grocery store. The sunset over the canal and other houseboats each
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from £170 / night

£1017 - £1780 / week

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from £170 / night

(6) Very Good 

30

Holiday narrowboat in Tewitfield

Carnforth / Tewitfield

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Ask owner if suitable for children
  • Ask about pets

from £125 / night

£750 - £800 / week

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from £125 / night

4

Province of Cagliari / Villaputzu

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children age 5+

from £424 / night

£2967 / week

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from £424 / night

16

Mumbai (Bombay) holiday yacht rental

Maharashtra / Mumbai (Bombay)

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £1473 / night

£10311 / week

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from £1473 / 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

(26) Excellent 

21

Holiday houseboat in Amsterdam

Amsterdam / Central Amsterdam

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 15 km
  • Car not necessary
  • Private garden

from £123 / night

£712 / week

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from £123 / night

(3) Very Good 

22

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

7 14 2 nights min

  • 7 bedrooms
  • Sleeps 14
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 35 km
  • Suitable for children age 5+

from £594 / night

£3306 / week

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from £594 / night

19

Monte Argentario / Porto Ercole

2 2 1 night min

  • 2 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £306 / night

£1611 / week

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from £306 / night

(1) Excellent 

3

Houseboat rental in Chioggia

Province of Venice / Chioggia

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £152 / night

£1062 - £1638 / week

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from £152 / night

(5) Excellent 

23

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Private garden

from £102 / night

£712 / week

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from £102 / night

31

Uppsala County / Uppsala

17 32 1 night min

  • 17 bedrooms
  • Sleeps 32
  • 1 night min
  • Car not necessary
  • Pet friendly

from £40 / night

£278 / week

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from £40 / night

13

Holiday yacht rental

Cephalonia / Minia

2 6 7 nights min

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

from £245 / night

£1700 / week

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from £245 / night

19

Province of Reggio Calabria / Reggio Calabria

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Car not necessary

Pricing unknown

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Pricing unknown

1