Sailing holidays

Sailing holidays (65)

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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65 Holiday homes

Filters applied: Horse riding

(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 £49 / night

£343 / week

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from £49 / 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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from £200 / 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 £173 / night

£776 - £1380 / week

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from £173 / night

18

Holiday houseboat in Ortigia

Syracuse / Ortigia

3 6 3 nights min

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

from £78 / night

£544 / week

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from £78 / 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 £1478 / night

£10345 / week

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from £1478 / 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 £102 / night

£686 - £794 / week

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from £102 / 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 £66 / night

£458 / week

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from £66 / 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 £518 / night

£3621 / week

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from £518 / night

(26) 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 £125 / night

£725 / week

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from £125 / 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 £130 / night

£690 - £5216 / week

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from £130 / night

(2) Excellent 

11

Holiday yacht in Alimos

Athens / Alimos

10 10 1 night min

  • 10 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Excellent sailing trip” The condition of the boat was great. George from the charter company did a great job and organized everything what we needed, including help for our big shooping at the supermarket, petrol refillling after the return etc. When
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from £388 / night

£2716 / week

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from £388 / 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 £52 / night

£363 / week

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from £52 / 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

(10) 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

19

Porto Ercole holiday yacht rental

Monte Argentario / Porto Ercole

2 2 1 night min

  • 2 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £311 / night

£1638 / week

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from £311 / night

10

Netley Abbey holiday yacht rental

Southampton / Netley Abbey

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Suitable for children age 5+

from £100 / night

£800 / week

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from £100 / 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

(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

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from £75 / night

(1) Excellent 

40

Kas holiday yacht rental

Kas / Kas center

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £350 / night

£2000 - £4000 / week

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from £350 / night

26

Holiday yacht in Corumbe Beach

Paraty / Corumbe Beach

1 1 2 nights min

  • 1 bedroom
  • Sleeps 1
  • 2 nights min
  • Beach / lakeside relaxation
  • Car not necessary

from £95 / night

£664 / week

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from £95 / night

(20) Excellent 

7

Holiday houseboat with golf nearby in Loch Ness

Scottish Highlands / Loch Ness

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Suitable for children age 5+
  • Car not necessary
  • Ask about pets

from £167 / night

£770 - £1362 / week

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from £167 / night

48

Holiday yacht in Venice

City of Venice / Venice

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children age 5+

from £690 / night

£3449 / week

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from £690 / night

31

Holiday houseboat in Salerno

Amalfi Coast / Salerno

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £603 / night

£4218 - £7029 / week

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from £603 / night

7

Punta Ala holiday yacht rental

Castiglione Della Pescaia / Punta Ala

3 6 1 night min

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

from £216 / night

£1509 / week

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from £216 / night

(1) Excellent 

17

Agrigento holiday yacht let

Province of Agrigento / Agrigento

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

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 £18 / night

£124 / week

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from £18 / night

32

Holiday houseboat rental

Province of Syracuse / Marzamemi

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly

from £57 / night

£345 - £776 / week

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from £57 / 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 £156 / night

£1087 / week

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from £156 / night

44

Houseboat rental in Srinagar with golf nearby

Srinagar District / Srinagar

27 50 1 night min

  • 27 bedrooms
  • Sleeps 50
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

from £93 / night

£693 / week

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from £93 / 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 £216 / night

£863 - £949 / week

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from £216 / night

16

Sveti Vlas holiday yacht rental

Sveti Vlas / Dinevi Resort

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children age 5+

from £550 / night

£2200 / week

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from £550 / night

12

Holiday houseboat in Damazan

Lot-et-Garonne / Damazan

2 4 Min stay varies

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

Pricing unknown

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Pricing unknown

(2) Excellent 

12

Holiday houseboat rental

Loire Valley / Azay-le-Rideau

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from £138 / night

£682 / week

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from £138 / night

20

Houseboat accommodation in Bocca di Magra

Province of La Spezia / Bocca di Magra

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £475 / night

£2587 / week

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from £475 / 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 £85 / night

£595 / week

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from £85 / night

4

Houseboat rental in Carcassonne

Aude / Carcassonne

1 1 1 night min

  • 1 bedroom
  • Sleeps 1
  • 1 night min
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden

from £108 / night

£755 / week

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from £108 / night

46

Holiday yacht rental

Kós / Kos Town

8 16 7 nights min

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min
  • Nearest beach 2 km
  • Child friendly
  • Air conditioning

from £1078 / night

£7544 / week

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from £1078 / night

59

Holiday yacht in Fethiye

Mugla Province / Fethiye

7 14 6 nights min

  • 7 bedrooms
  • Sleeps 14
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Suitable for children age 5+

from £1207 / night

£7328 / week

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from £1207 / night

9

Holiday narrowboat in Wallingford

Oxfordshire / Wallingford

2 2 1 night min

  • 2 bedrooms
  • Sleeps 2
  • 1 night min
  • Car not necessary

from £85 / night

£595 / week

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from £85 / night

13

Ski yacht to rent in Halong Bay

Quang Ninh Province / Halong Bay

14 32 1 night min

  • 14 bedrooms
  • Sleeps 32
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ski

from £293 / night

£2047 / week

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from £293 / night

1