Sailing holidays

Sailing holidays (83)

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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83 Holiday homes

Filters applied: Garden

(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

£1103 / week

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from £79 / night

(2) Average 

24

Holiday yacht in Amsterdam

North Holland Province / Amsterdam

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £150 / night

£1044 / week

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from £150 / 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 £167 / night

£571 / week

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from £167 / night

(15) Excellent 

27

Holiday yacht in East Molesey

Surrey / East Molesey

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning

from £128 / night

£896 / week

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Responds fast!
avg. 2 hours 15 minutes

from £128 / night

(11) Average 

9

Ramonville Saint-Agne holiday houseboat rental

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 £185 / night

£869 / week

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from £185 / night

(1) Excellent 

16

Holiday houseboat in Holsworthy

Torridge / Holsworthy

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly

from £81 / night

£450 - £830 / week

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from £81 / night

(18) Excellent 

26

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
  • Car not necessary
“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 £259 / night

£1812 / week

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Responds fast!
avg. 2 hours 30 minutes

from £259 / night

(3) Excellent 

12

East Farleigh holiday narrowboat rental

Maidstone / East Farleigh

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Car not necessary
  • Pet friendly
  • Private garden
“Perfect pet-friendly, romantic and quiet 'getaway' on a static narrow boat” We stayed on Marianna the narrow boat at Maidstone for 3 days/ 2 nights over the bank holidays. Patricia and Laurence were the perfect host, very accommodating and very fri
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from £65 / night

£400 / week

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Responds fast!
avg. 1 hour 58 minutes

from £65 / night

(2) Average 

26

Amsterdam holiday houseboat rental

North Holland Province / Amsterdam

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Private garden

from £150 / night

£1044 / week

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from £150 / night

(5) Very Good 

22

Narrowboat rental in Draveil

Essonne / Draveil

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Car not necessary
  • Air conditioning
“A peaceful and comfortable sail along the Marne” We had a great time sailing along the Marne and through the locks between Paris and Epernay. The boat is comfortable and well-equipped and the owner/pilot friendly and welcoming. There was food and win
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from £176 / night

£790 - £1404 / week

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Responds fast!
avg. 3 hours 37 minutes

from £176 / night

(2) Excellent 

11

Yacht rental in Pittulongu

Olbia / Pittulongu

5 5 5 nights min

  • 5 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £88 / night

£615 / week

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from £88 / night

(17) 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
…see more

from £140 / night

£980 - £3920 / week

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from £140 / night

(11) Excellent 

17

Holiday houseboat rental

Torridge / Holsworthy

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly

from £81 / night

£500 - £830 / week

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from £81 / night

10

Narrowboat rental in Henley-on-Thames

Oxfordshire / Henley-on-Thames

2 2 1 night min

  • 2 bedrooms
  • Sleeps 2
  • 1 night min
  • Private garden

from £75 / night

£525 / week

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from £75 / night

(2) Very Good 

10

Amsterdam holiday houseboat rental

North Holland Province / Amsterdam

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £132 / night

£922 / week

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from £132 / night

(2) Very Good 

19

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £167 / night

£1167 / week

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from £167 / night

9

Holiday houseboat in East Molesey

Surrey / East Molesey

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Private garden

from £128 / night

£896 / week

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Responds fast!
avg. 2 hours 15 minutes

from £128 / night

21

Holiday yacht in Amsterdam

North Holland Province / Amsterdam

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £141 / night

£983 / week

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from £141 / night

10

Holiday yacht with golf nearby in Venice

City of Venice / Venice

1 6 1 night min

  • 1 bedroom
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £97 / night

£746 - £1851 / week

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from £97 / night

(6) Excellent 

18

Houseboat rental in Chertsey with golf nearby

Surrey / Chertsey

2 5 2 nights min

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

from £90 / night

£600 - £810 / week

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Responds fast!
avg. 58 minutes

from £90 / night

7

Vermenton holiday houseboat rental

Yonne / Vermenton

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning

from £251 / night

£1755 - £2808 / week

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from £251 / night

(2)  

19

Amsterdam holiday houseboat rental

North Holland Province / Amsterdam

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Private garden

from £141 / night

£983 / week

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from £141 / night

(2) Excellent 

12

Punta Sabbioni holiday houseboat rental

Cavallino-Treporti / Punta Sabbioni

3 6 1 night min

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

from £71 / night

£492 / week

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from £71 / night

(27) 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 £128 / night

£737 / week

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from £128 / night

(58) 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
…see more

from £170 / night

£1190 / week

Enquire View

from £170 / night

(16) Excellent 

22

Porto holiday yacht rental

Porto District / Porto

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“A fabulous experience” Seldom do holidays exceed all expectations, but in the case of Dourovou we could not have had a better experience. The Douro is a perfect place to visit for a short sailing holiday, with an almost guaranteed breeze every aftern
…see more

from £167 / night

£658 / week

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from £167 / night

(4) Excellent 

23

Oost-knollendam holiday houseboat rental

North Holland Province / Oost-knollendam

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
“Houseboat for relaxation and with exellent view.” We spend 6 days on Humpy Dumpy. It was a great place to arrive home to after exploriating northern Holland during the day. I would have liked to have more time on the boat. using the bikes and renting
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from £220 / night

£878 - £965 / week

Enquire View

from £220 / night

13

Holiday houseboat in Alappuzha

Alappuzha District / Alappuzha

12 6 1 night min

  • 12 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly

from £312 / night

£2183 / week

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from £312 / night

(4) Excellent 

45

Holiday yacht in Kas

Antalya Province / Kas

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £790 / night

£5527 / week

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Responds fast!
avg. 20 minutes

from £790 / 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 £101 / night

£658 - £702 / week

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Responds fast!
avg. 1 hour 34 minutes

from £101 / night

(6) Very Good 

23

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Private garden

from £176 / night

£1229 / week

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from £176 / night

7

Srinagar holiday houseboat rental

Srinagar District / Srinagar

5 15 1 night min

  • 5 bedrooms
  • Sleeps 15
  • 1 night min
  • Private garden

from £20 / night

£137 / week

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from £20 / night

(7) 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

£800 / week

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from £125 / night

13

Holiday houseboat rental

Ile-de-France / Paris

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Private garden

from £97 / night

£676 / week

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from £97 / night

19

Holiday yacht in Limay

Yvelines / Limay

4 12 4 nights min

  • 4 bedrooms
  • Sleeps 12
  • 4 nights min
  • Ask owner if suitable for children
  • Private garden

from £158 / night

£1106 / week

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from £158 / night

19

Houseboat rental in Trebisacce

Province of Cosenza / Trebisacce

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation

Pricing unknown

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Pricing unknown

(1) Excellent 

10

Srinagar holiday houseboat rental

Srinagar District / Srinagar

3 6 1 night min

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

from £19 / night

£127 / week

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from £19 / night

6

Holiday houseboat in Srinagar

Srinagar District / Srinagar

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Private garden

from £63 / night

£704 / week

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from £63 / night

12

Holiday yacht in Lido di Jesolo

Jesolo / Lido di Jesolo

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Suitable for children age 5+
  • Air conditioning
  • Ask about pets

from £308 / night

£1316 / week

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from £308 / night

20

Srinagar holiday houseboat rental

Srinagar District / Srinagar

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £32 / night

£236 / week

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Responds fast!
avg. 1 hour 21 minutes

from £32 / night

1