Sailing holidays

Sailing holidays (89)

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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89 Holiday homes

Filters applied: Tennis in town

(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

(18) Excellent 

27

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
  • Child friendly
“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 £250 / night

£1750 / week

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from £250 / night

(1) Excellent 

14

Italian Riviera / Lavagna

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

from £211 / night

£1472 / week

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from £211 / night

(2) Excellent 

25

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 £509 / night

£3560 / week

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from £509 / 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

18

Syracuse / Ortigia

3 6 3 nights min

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

from £77 / night

£534 / week

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from £77 / night

(23) Excellent 

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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from £82 / night

£570 - £950 / week

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from £82 / night

(1) 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

(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 £170 / night

£763 - £1356 / week

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from £170 / night

(9) 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

(121) Excellent 

36

Holiday houseboat in Amsterdam

Amsterdam / Central Amsterdam

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“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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from £119 / night

£806 - £1399 / week

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from £119 / night

49

Province of Olbia-Tempio / Porto Rotondo

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

from £170 / night

£1187 / week

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from £170 / 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 £382 / night

£2670 / week

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from £382 / 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 £123 / night

£712 / week

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from £123 / night

19

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 £128 / night

£678 - £5128 / week

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from £128 / night

19

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 £306 / night

£1611 / week

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from £306 / night

(3) Very Good 

22

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

7 14 2 nights min

  • 7 bedrooms
  • Sleeps 14
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 35 km
  • Suitable for children age 5+

from £594 / night

£3306 / week

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from £594 / night

48

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 £678 / night

£3390 / week

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from £678 / 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

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

24

Holiday yacht rental

Tenerife / Las Galletas

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £424 / night

£2967 / week

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from £424 / 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 £300 / night

£2000 - £4000 / week

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from £300 / night

(1) Excellent 

17

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

8

Italian Riviera / Loano

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £149 / night

£933 / week

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from £149 / 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 £593 / night

£4146 - £6910 / week

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from £593 / night

7

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 £212 / night

£1484 / week

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from £212 / night

44

Houseboat rental in Srinagar with golf nearby

Kashmir / 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 £94 / night

£704 / week

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from £94 / night

14

Isola d'Ischia / Casamicciola Terme

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Car not necessary

from £85 / night

£848 / week

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from £85 / night

(1) Excellent 

19

La Linea de la Concepcion holiday yacht rental

Andalucia / La Linea de la Concepcion

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £211 / night

£1471 / week

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from £211 / night

(3) Excellent 

6

Amalfi Coast / Salerno

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Car not necessary

from £22 / night

£149 / week

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from £22 / night

(33) Excellent 

14

Holiday houseboat in Srinagar

Kashmir / Srinagar

6 15 1 night min

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

from £47 / night

£329 / week

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from £47 / night

10

French Riviera - Cote d'Azur / Cannes

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 0 km
  • Ask owner if suitable for children
  • Car not necessary

from £187 / night

£1017 / week

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from £187 / night

(1) Excellent 

14

Stintino / Tanca Manna

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £594 / night

£2543 - £4153 / week

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from £594 / night

(1) Excellent 

10

Communaute d'Agglomeration du Pays Ajaccien / Ajaccio

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Swimming pool

from £588 / night

£4111 / week

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from £588 / night

32

Porto District / Leca da Palmeira

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.1 km
  • Child friendly

from £17 / night

£119 / week

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from £17 / night

38

Holiday yacht in Limassol

Limassol District / Limassol

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £148 / night

£1030 - £1440 / week

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from £148 / night

88

Holiday houseboat in London

England / London

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 120 km
  • Child friendly
  • Car not necessary

from £525 / night

£3500 - £3920 / week

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from £525 / 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

20

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 £467 / night

£2543 / week

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from £467 / night

1