Sailing holidays

Sailing holidays (360)

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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360 Holiday homes

Filters applied: Water sports

8

Holiday yacht in Loano

Italian Riviera / Loano

3 7 2 nights min

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

from £27 / night

£965 - £1180 / week

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from £27 / night

(2) Excellent 

36

Cap-d'Agde holiday yacht rental

Agde / Cap-d'Agde

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Car not necessary

from £36 / night

£246 / week

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from £36 / 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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Responds fast!
avg. 3 hours 48 minutes

from £200 / 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 £104 / night

£698 - £808 / week

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Responds fast!
avg. 1 hour 35 minutes

from £104 / night

(18) Excellent 

26

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
  • Car not necessary
“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
…see more

from £259 / night

£1812 / week

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Responds fast!
avg. 2 hours 33 minutes

from £259 / night

(9) Excellent 

13

Narrowboat rental in Henley-on-Thames

Oxfordshire / Henley-on-Thames

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“An amazing family holiday” All information/ communication in the run up to the holiday was very good, we were greeted in a very friendly manner and had a very informative tutorial about the narrowboat and locks which put us at ease and in good sted fo
…see more

from £251 / night

£1245 - £1600 / week

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from £251 / 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 £236 / night

£1755 / week

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Responds fast!
avg. 3 hours 5 minutes

from £236 / night

(17) Excellent 

24

Houseboat rental in Amsterdam

Amsterdam / Eastern Docklands

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Child friendly

from £229 / night

£1597 / week

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Responds fast!
avg. 1 hour 8 minutes

from £229 / 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

9

Holiday houseboat in Enkhuizen

North Holland Province / Enkhuizen

5 16 2 nights min

  • 5 bedrooms
  • Sleeps 16
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £439 / night

£3071 / week

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from £439 / 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 £394 / night

£2756 / week

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from £394 / 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 £241 / night

£1418 / week

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from £241 / night

18

Holiday houseboat in Ortigia

Syracuse / Ortigia

3 6 3 nights min

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

from £79 / night

£553 / week

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from £79 / night

20

Yacht rental in Marseille

Marseille / Les calanques

2 4 2 nights min

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

from £36 / night

£220 - £395 / week

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from £36 / 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

(2) Excellent 

14

Henley-on-Thames holiday narrowboat rental

Oxfordshire / Henley-on-Thames

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Suitable for children age 5+
  • Pet friendly

from £303 / night

£1350 - £1754 / week

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from £303 / night

13

Holiday yacht in Tourlos

Mykonos / Tourlos

3 10 1 night min

  • 3 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £2193 / night

£15351 / week

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Responds fast!
avg. 2 hours 34 minutes

from £2193 / 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

(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

(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 £323 / night

£2260 / week

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from £323 / night

(8) Excellent 

Certificate of Excellence

43

San Diego holiday houseboat rental

California / San Diego

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly

Certificate of Excellence

from £197 / night

£1373 / week

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Responds fast!
avg. 45 minutes

from £197 / 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

Book View

Responds fast!
avg. 2 hours 19 minutes

from £527 / night

(7) Excellent 

56

Holiday yacht in El Barrio

Province of Alicante / El Barrio

2 2 3 nights min

  • 2 bedrooms
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 200 km
  • Car not necessary

from £44 / night

£264 / week

Book View

Responds fast!
avg. 1 hour 33 minutes

from £44 / 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
…see more

Certificate of Excellence

from £53 / night

£369 - £516 / week

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Responds fast!
avg. 3 hours 39 minutes

from £53 / 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
…see more

from £220 / night

£878 - £965 / week

Enquire View

from £220 / 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 £67 / night

£469 / week

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Responds fast!
avg. 3 hours 0 minutes

from £67 / night

(2) Excellent 

13

Holiday yacht in Knockvicar

County Roscommon / Knockvicar

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly

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

Book View

Responds fast!
avg. 3 hours 56 minutes

from £150 / night

(14) Very Good 

24

Houseboat accommodation in Henley-on-Thames

Oxfordshire / Henley-on-Thames

3 11 3 nights min

  • 3 bedrooms
  • Sleeps 11
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“An incredibly relaxing holiday in perfect comfort on a beautiful part of the Thames.” From start to finish this turned out to beat many 5 star hotel holidays we had all taken. Firstly the hosts are attentive, lovely and fun. They gave us 2 informed fa
…see more

from £250 / night

£1810 - £2160 / week

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from £250 / night

(26) Excellent 

87

Houseboat rental in Dublin

Dublin / Dublin 2

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Car not necessary

from £115 / night

£799 / week

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from £115 / night

7

Holiday yacht in Giulianova

Province of Teramo / Giulianova

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning

from £430 / night

£2632 / week

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from £430 / 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
…see more

Certificate of Excellence

from £246 / night

£1720 / week

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from £246 / 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
…see more

from £140 / night

£980 - £3920 / week

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from £140 / 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 £229 / night

£1597 - £2764 / week

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from £229 / night

(6) Excellent 

18

Houseboat rental in Chertsey with golf nearby

Surrey / Chertsey

2 5 2 nights min

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

from £90 / night

£600 - £810 / week

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Responds fast!
avg. 58 minutes

from £90 / 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

(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

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

(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

(1) Average 

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 £97 / night

£746 - £1851 / week

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from £97 / night