Sailing holidays

Sailing holidays (1098)

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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1,098 Holiday homes

(2) Excellent 

7

Holiday houseboat in Mallacoota

Gippsland / Mallacoota

2 5 3 nights min

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

from £155 / night

£745 / week

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from £155 / night

6

Yacht rental in Porto-Vecchio

Corse-du-Sud / Porto-Vecchio

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

from £395 / night

£2457 - £2808 / week

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from £395 / night

(10) Excellent 

83

Falmouth holiday yacht let

Cornwall / Falmouth

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 2 km
  • Child friendly
  • Car not necessary
“Excellent stay” We stayed on Yemaya for two days and did a day sail with Cyprian and Maddie. We had a great time. Yemaya is the real deal, capable of transatlantic journeys, though we didn't quite go that far on our day sail :-) Cyprian couldn't h
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from £100 / night

£700 / week

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Responds fast!
avg. 3 hours 30 minutes

from £100 / night

7

Yacht rental in Volos with shared pool

Magnesia Region / Volos

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £158 / night

£970 / week

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from £158 / night

(7) 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

(1) Very Good 

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

(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 £185 / night

£1290 / week

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from £185 / 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
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from £158 / night

£1186 - £2222 / week

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from £158 / night

(4) Excellent 

24

Holiday houseboat rental

North Holland Province / Amsterdam

3 12 2 nights min

  • 3 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Air conditioning
  • Ask about pets

from £316 / night

£2211 / week

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from £316 / 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

(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

(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

(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 £527 / night

£3422 - £4036 / week

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Responds fast!
avg. 3 hours 38 minutes

from £527 / night

(2) 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

(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
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Certificate of Excellence

from £115 / night

£799 / week

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Responds fast!
avg. 3 hours 12 minutes

from £115 / 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

5

Holiday yacht rental

State of Rio de Janeiro / Angra Dos Reis

1 7 1 night min

  • 1 bedroom
  • Sleeps 7
  • 1 night min
  • Child friendly

from £315 / night

£2205 / week

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from £315 / 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

10

Houseboat rental in Groningen City

Groningen / Groningen City

8 23 2 nights min

  • 8 bedrooms
  • Sleeps 23
  • 2 nights min
  • Car not necessary

from £430 / night

£3009 / week

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from £430 / night

(3) 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

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

(1)  

9

Holiday yacht rental

Charente-Maritime / La Rochelle

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Suitable for children age 5+

from £119 / night

£829 / week

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from £119 / 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

(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 £197 / night

£1378 / week

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from £197 / night

6

Holiday yacht rental

Magnesia Region / Volos

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £49 / night

£338 / week

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from £49 / night

5

Holiday houseboat rental

Pas-de-Calais / Bethune

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask about pets

from £58 / night

£400 / week

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from £58 / night

(3) Excellent 

10

Holiday houseboat in Trani

Province of Barletta-Andria-Trani / Trani

3 6 1 night min

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

from £88 / night

£615 / week

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from £88 / 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 £369 / night

£2579 / week

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from £369 / night

4

Holiday houseboat in Pozzuoli

Province of Naples / Pozzuoli

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Pet friendly

Pricing unknown

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Pricing unknown

5

Holiday houseboat in Alappuzha

Alappuzha District / Alappuzha

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Air conditioning

from £109 / night

£761 / week

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Responds fast!
avg. 3 hours 21 minutes

from £109 / night

(1) Excellent 

12

Yacht rental in Lakki

Léros / Lakki

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary

from £132 / night

£922 / week

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Responds fast!
avg. 3 hours 48 minutes

from £132 / night

13

Holiday yacht in Kolimbia

Rhodes / Kolimbia

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly

from £22 / night

£154 / week

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from £22 / 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 £185 / night

£1290 / week

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from £185 / night

(5) Average 

24

Amsterdam holiday yacht rental

North Holland Province / Amsterdam

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly

from £176 / night

£1229 / week

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from £176 / 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

(12) 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

17

Holiday houseboat in Salvador

State of Bahia / Salvador

2 10 1 night min

  • 2 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £237 / night

£1418 / week

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from £237 / 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

(2) Excellent 

20

Holiday yacht letting

Hampshire / Southampton

1 2 2 nights min

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

from £59 / night

£413 / week

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Responds fast!
avg. 1 hour 14 minutes

from £59 / 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