Sailing holidays

Sailing holidays (308)

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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308 Holiday homes

Filters applied: Smokers

(3) Average 

11

Holiday yacht in Torcy

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 £36 / night

£222 - £593 / week

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Responds fast!
avg. 2 hours 46 minutes

from £36 / 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 £132 / night

£923 / week

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from £132 / night

(1) Excellent 

40

Holiday houseboat in San Blas Islands

Guna Yala Region / San Blas Islands

3 2 Min stay varies

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

from £437 / night

£3056 / week

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Responds fast!
avg. 2 hours 50 minutes

from £437 / night

6

Holiday yacht in Porto-Vecchio

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 £45 / night

£310 / week

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Responds fast!
avg. 2 hours 57 minutes

from £45 / 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

(7) Very Good 

32

Holiday houseboat in Alappuzha

Alappuzha District / Alappuzha

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly

from £135 / night

£945 / week

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from £135 / night

(34) Excellent 

Certificate of Excellence

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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Certificate of Excellence

from £177 / night

£1062 - £1859 / week

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Responds fast!
avg. 3 hours 7 minutes

from £177 / 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 £239 / night

£1770 / week

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Responds fast!
avg. 3 hours 5 minutes

from £239 / 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

(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 £54 / night

£372 - £521 / week

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Responds fast!
avg. 3 hours 39 minutes

from £54 / 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 £151 / night

£1054 - £6638 / week

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Responds fast!
avg. 3 hours 56 minutes

from £151 / night

37

Yacht rental in San Blas Islands

Guna Yala Region / San Blas Islands

3 2 Min stay varies

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

from £437 / night

£3056 / week

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Responds fast!
avg. 2 hours 50 minutes

from £437 / 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 £89 / night

£620 / week

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from £89 / night

(2) Very Good 

22

Holiday yacht in Kas

Antalya Province / Kas

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Ask about pets

from £527 / night

£3685 - £4825 / week

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Responds fast!
avg. 36 minutes

from £527 / night

(40) Very Good 

18

Kumarakom holiday houseboat rental

Kottayam District / Kumarakom

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Child friendly
“Really great houseboat experience, succeeding our expectations” We are a couple from Germany in our mid-thirties and spent 2 days/1 night at the Jumbo Houseboat early January. We booked from Germany by contacting the owner Akhil directly. Was a bit of
…see more

from £159 / night

£1195 - £2239 / week

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from £159 / night

(5) Excellent 

11

Holiday houseboat in Kumarakom

Kottayam District / Kumarakom

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning

from £199 / night

£1389 / week

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from £199 / night

19

Yacht letting in Porto San Giorgio

Province of Fermo / Porto San Giorgio

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+

Pricing unknown

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Pricing unknown

18

Holiday houseboat in Ortigia

Syracuse / Ortigia

3 6 3 nights min

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

from £80 / night

£558 / week

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from £80 / 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 £253 / night

£1770 - £2832 / week

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from £253 / night

23

Yacht accommodation in Karfas

Chios / Karfas

3 6 7 nights min

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

from £231 / night

£1611 - £2788 / week

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from £231 / 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

£3282 - £10672 / week

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from £743 / 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 £98 / night

£753 - £1868 / week

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from £98 / night

11

Holiday houseboat in Fakarava

Tuamotu Archipelago / Fakarava

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £518 / night

£3107 / week

Book View

from £518 / night

(34) Excellent 

14

Holiday houseboat in Srinagar

Srinagar District / Srinagar

6 15 1 night min

  • 6 bedrooms
  • Sleeps 15
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £48 / night

£334 / week

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from £48 / night

15

Volos holiday yacht rental

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

Book View

Pricing unknown

(21) Excellent 

30

Yacht rental in Split

Split-Dalmatia County / Split

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
…see more

from £93 / night

£11404 - £14913 / week

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from £93 / night

5

Split holiday yacht rental

Split-Dalmatia County / Split

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning

from £660 / night

£4615 / week

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from £660 / night

(4) Excellent 

37

Holiday yacht in Sant Antoni de Portmany

Ibiza / Sant Antoni de Portmany

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £531 / night

£3452 - £4071 / week

Book View

Responds fast!
avg. 3 hours 38 minutes

from £531 / night

(1) Excellent 

14

Kas holiday yacht rental

Antalya Province / Kas

3 5 1 night min

  • 3 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £75 / night

£525 / week

Book View

from £75 / night

(2) Excellent 

25

Holiday yacht accommodation

Province of Massa Carrara / Marina di Carrara

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly

from £531 / night

£3717 / week

Book View

Responds fast!
avg. 2 hours 19 minutes

from £531 / night

6

Holiday houseboat in Alappuzha

Alappuzha District / Alappuzha

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly

from £153 / night

£1016 / week

Book View

from £153 / night

(5) Excellent 

13

Holiday yacht in El Porvenir

San Blas Islands / El Porvenir

2 4 2 nights min

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

from £326 / night

£2278 / week

Book View

from £326 / night

(182) 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
…see more

from £243 / night

£1429 / week

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from £243 / 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 £54 / night

£372 / week

Book View

from £54 / 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 £186 / night

£1239 - £1983 / week

Book View

Responds fast!
avg. 3 hours 21 minutes

from £186 / night

4

Narrowboat accommodation in Meuspath

Rhineland-Palatinate / Meuspath

1 50 1 night min

  • 1 bedroom
  • Sleeps 50
  • 1 night min
  • Child friendly
  • Pet friendly

from £9 / night

£62 / week

Book View

from £9 / night

(8) Very Good 

37

San Blas Islands holiday yacht rental

Guna Yala Region / San Blas Islands

3 2 Min stay varies

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

from £437 / night

£3056 / week

Book View

Responds fast!
avg. 2 hours 50 minutes

from £437 / 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 £135 / night

£945 / week

Book View

from £135 / night

(4) Excellent 

26

Manaus holiday houseboat rental

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 £22 / night

£167 - £917 / week

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from £22 / night

11

Holiday houseboat in Montauban

Tarn-et-Garonne / Montauban

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £1518 / night

£10620 / week

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from £1518 / night

1