Sailing holidays

Sailing holidays (472)

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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472 Holiday homes

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(17) 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 £229 / night

£1597 / week

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Responds fast!
avg. 1 hour 8 minutes

from £229 / 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 48 minutes

from £200 / night

(8) Excellent 

17

Key West holiday houseboat rental

Florida Keys / Key West

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Air conditioning
“Great location and boat!” First time for us renting a boat and previous reviews proved accurate. Location in marina at end of pier was nice. Arranged for a captain to take us out for one day (at additional fee) which was a great way to spend a day enj
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from £319 / night

£1969 - £5237 / week

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Responds fast!
avg. 35 minutes

from £319 / night

8

Holiday houseboat rental

Tarn-et-Garonne / Montauban

4 8 1 night min

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

from £79 / night

£474 / week

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from £79 / night

(10) Excellent 

25

Sorrento holiday yacht rental

Province of Naples / Sorrento

4 8 Min stay varies

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

from £236 / night

£1755 / week

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Responds fast!
avg. 3 hours 5 minutes

from £236 / night

11

Laboe holiday houseboat rental

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 £149 / night

£1038 / week

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from £149 / night

(14) Very Good 

24

Houseboat accommodation in Henley-on-Thames

Oxfordshire / Henley-on-Thames

3 11 3 nights min

  • 3 bedrooms
  • Sleeps 11
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“An incredibly relaxing holiday in perfect comfort on a beautiful part of the Thames.” From start to finish this turned out to beat many 5 star hotel holidays we had all taken. Firstly the hosts are attentive, lovely and fun. They gave us 2 informed fa
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from £250 / night

£1810 - £2160 / week

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from £250 / night

(4) Excellent 

49

Srinagar ski houseboat to rent.

Srinagar District / Srinagar

3 6 1 night min

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

from £13 / night

£79 - £251 / week

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Responds fast!
avg. 3 hours 50 minutes

from £13 / night

(13) Excellent 

Certificate of Excellence

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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Certificate of Excellence

from £53 / night

£369 - £516 / week

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Responds fast!
avg. 3 hours 39 minutes

from £53 / 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 £185 / night

£1290 / week

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from £185 / night

12

Holiday yacht in Pointe-a-Pitre

Grande-Terre Island / Pointe-a-Pitre

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 1 km

from £62 / night

£878 / week

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from £62 / night

13

Holiday yacht rental

Monaco-Ville

2 4 Min stay varies

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

from £343 / night

£2395 / week

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Responds fast!
avg. 1 hour 49 minutes

from £343 / 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

(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 33 minutes

from £259 / night

8

Holiday yacht in Loano

Italian Riviera / Loano

3 7 2 nights min

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

from £27 / night

£965 - £1180 / week

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from £27 / 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 £104 / night

£698 - £808 / week

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Responds fast!
avg. 1 hour 35 minutes

from £104 / 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

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

18

Holiday houseboat in Ortigia

Syracuse / Ortigia

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation

from £79 / night

£553 / week

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from £79 / night

(6) Excellent 

21

Copenhagen holiday houseboat rental

Zealand / Copenhagen

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Ask about pets

from £483 / night

£3071 / week

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from £483 / night

(22) Excellent 

Certificate of Excellence

19

Narrowboat rental in Nantwich

Cheshire / Nantwich

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
“Great time had by whole family” We booked a 3 day trip on the Adele Marie, due to the short time we had booked for, Martin contacted us before hand and told us we could turn up early to get some extra time on board as no one had it booked before us .
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Certificate of Excellence

from £80 / night

£800 - £1835 / week

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Responds fast!
avg. 3 hours 55 minutes

from £80 / 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

(3) Very Good 

30

Houseboat rental in Amsterdam

North Holland Province / Amsterdam

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly

from £131 / night

£915 / week

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from £131 / night

(2) 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

(23) Excellent 

Certificate of Excellence

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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Certificate of Excellence

from £85 / night

£590 - £983 / week

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Responds fast!
avg. 3 hours 39 minutes

from £85 / 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

(12) Excellent 

17

Holiday houseboat rental

Hauts-de-Seine / Meudon

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Suitable for children age 5+
  • Car not necessary
  • Air conditioning
“Excellent accomodation , Spacious, Comfortable & Clean” My Children 13,16,17 plus Grandparent 78 all had an excellent time in Paris . The boat made an excellent base for seeing the sights as public transport is minutes walk away.The boat is spacious,
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from £250 / night

£1500 - £1850 / week

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from £250 / night

(28) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from £185 / night

£1229 - £1965 / week

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Responds fast!
avg. 3 hours 53 minutes

from £185 / 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 £54 / night

£378 / week

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Responds fast!
avg. 16 minutes

from £54 / night

(3) 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 £167 / night

£1167 / week

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from £167 / night

(8) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from £197 / night

£1373 / week

Book View

Responds fast!
avg. 45 minutes

from £197 / night

(123) Excellent 

Certificate of Excellence

36

Holiday houseboat in Amsterdam

Amsterdam / Central Amsterdam

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 35 km
  • Child friendly
  • Car not necessary
“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

Certificate of Excellence

from £115 / night

£799 / week

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Responds fast!
avg. 3 hours 12 minutes

from £115 / night

(42) Excellent 

31

Holiday houseboat in Cagliari

Province of Cagliari / Cagliari

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Air conditioning

from £53 / night

£351 / week

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from £53 / 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

£264 / week

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Responds fast!
avg. 1 hour 33 minutes

from £44 / 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

£469 / week

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Responds fast!
avg. 3 hours 0 minutes

from £67 / night

5

Houseboat accommodation in Alappuzha

Alappuzha District / Alappuzha

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £131 / night

£915 / week

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from £131 / night

(1) Excellent 

26

Victoria holiday yacht rental

Mahe Island / Victoria

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Air conditioning

from £1316 / night

£9211 / week

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from £1316 / 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

(4) Excellent 

35

Holiday houseboat rental

North Holland Province / Amsterdam

2 4 Min stay varies

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

from £176 / night

£1634 - £2334 / week

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from £176 / night

(3) Excellent 

16

East Molesey holiday houseboat rental

Surrey / East Molesey

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly

from £108 / night

£756 / week

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Responds fast!
avg. 2 hours 15 minutes

from £108 / night

1