Sailing holidays

Sailing holidays (1097)

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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1,097 Holiday homes

(4) Very Good 

10

Holiday narrowboat in Rennes

Ille-et-Vilaine / Rennes

2 6 1 night min

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

from £123 / night

£790 - £1527 / week

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from £123 / night

(7) 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 £317 / night

£1954 - £5196 / week

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Responds fast!
avg. 35 minutes

from £317 / night

(6) Excellent 

Certificate of Excellence

11

Amsterdam holiday houseboat rental

North Holland Province / Amsterdam

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
“Great Stay” We had a wonderful time staying on this beautiful boat, the owners where very helpful without being intrusive. The boat had everything you needed for a self catering break, the bed rooms and bathrooms both matched our expectations based o
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Certificate of Excellence

from £246 / night

£1720 / week

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from £246 / 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

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

(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 £150 / night

£1044 - £6579 / week

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Responds fast!
avg. 3 hours 56 minutes

from £150 / 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 £527 / night

£3685 / week

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Responds fast!
avg. 2 hours 19 minutes

from £527 / 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

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 £272 / night

£1575 - £2365 / week

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from £272 / 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

(6) Excellent 

12

Holiday houseboat in Ilha Grande

State of Rio de Janeiro / Ilha Grande

1 2 2 nights min

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

from £115 / night

£799 / week

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from £115 / 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
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from £239 / night

£1407 / week

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from £239 / night

13

Holiday yacht in La Rochelle

Charente-Maritime / La Rochelle

2 4 1 night min

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

from £71 / night

£439 / week

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from £71 / night

4

Trani holiday yacht rental

Province of Barletta-Andria-Trani / Trani

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min

from £422 / night

£2948 / week

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from £422 / 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 £196 / night

£1368 / week

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from £196 / 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 £133 / night

£930 / week

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from £133 / 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

(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 £176 / night

£1053 - £1843 / week

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Responds fast!
avg. 3 hours 7 minutes

from £176 / night

(2) 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

(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
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from £140 / night

£980 - £3920 / week

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from £140 / 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

(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 

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

(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 £235 / night

£9844 / week

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from £235 / 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

6

Holiday yacht in Nieuwpoort

West Flanders Province / Nieuwpoort

3 4 2 nights min

  • 3 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+

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

(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 21 minutes

from £185 / night

5

Holiday yacht in La Rochelle

Charente-Maritime / La Rochelle

2 4 1 night min

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

from £145 / night

£829 / week

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from £145 / 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

(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) 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 £53 / night

£369 / week

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from £53 / night

20

Holiday yacht in Agia Efimia

Cephalonia / Agia Efimia

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly

from £300 / night

£2000 / week

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from £300 / 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 £514 / night

£3079 / week

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from £514 / night

(1) Very Good 

6

Uturoa holiday yacht rental

Raiatea / Uturoa

4 6 1 night min

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

from £373 / night

£2610 / week

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from £373 / night

5

Holiday yacht in Portonovo

Ancona / Portonovo

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Child friendly

from £79 / night

£553 / week

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from £79 / night

(3) Very Good 

5

Houseboat accommodation in Maastricht

Limburg Province / Maastricht

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min

from £97 / night

£676 / week

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Responds fast!
avg. 2 hours 59 minutes

from £97 / night

(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
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from £93 / night

£11404 - £14913 / week

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from £93 / night

(4) Excellent 

22

Holiday yacht in Santa Marina Salina

Isola di Salina / Santa Marina Salina

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Car not necessary

from £113 / night

£790 - £10934 / week

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Responds fast!
avg. 2 hours 23 minutes

from £113 / night

1