Sailing holidays

Sailing holidays (104)

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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104 Holiday homes

Filters applied: Cycling holidays

(23) Excellent 

77

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 25 km
  • Child friendly
  • Pet friendly
“Great accommodation in Amsterdam” The barge is extremely comfortable and well situated close enough to visit all the attractions but in a quiet location. Frank and Marlijn made sure everything was ready for us even leaving a bottle of wine for us. We
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from £151 / night

£1057 / week

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from £151 / night

(16) 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 £227 / night

£1583 / week

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from £227 / 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 £234 / night

£1740 / week

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from £234 / 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 £270 / night

£1561 - £2344 / week

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from £270 / night

(3) Average 

11

Holiday yacht in Torcy

Marne-la-Vallee / Torcy

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Pet friendly

from £35 / night

£218 - £583 / week

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from £35 / 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

(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 £257 / night

£1796 / week

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from £257 / night

(58) Excellent 

42

Holiday narrowboat rental

Salford / Worsley

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
“fantastic trip” We had an amazing long weekend as usual. The boat (Queenie) was absolutely fab, cosy clean and warm and a real head turner. people stopped and looked and had their photos taken beside it. I would recommend this boating experience to ev
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from £170 / night

£1190 / week

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from £170 / 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 £125 / night

£9768 / week

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from £125 / night

(6) Very Good 

30

Holiday narrowboat in Tewitfield

Carnforth / Tewitfield

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Ask owner if suitable for children
  • Ask about pets

from £125 / night

£750 - £800 / week

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from £125 / 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 £1491 / night

£10435 / week

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from £1491 / night

(19) Very Good 

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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from £80 / night

(7) 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 £194 / night

£1352 / week

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from £194 / 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

(123) Excellent 

Certificate of Excellence

35

Holiday houseboat in Amsterdam

Amsterdam / Central Amsterdam

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • 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
…see more

Certificate of Excellence

from £122 / night

£827 - £1253 / week

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from £122 / 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

£366 / week

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from £53 / 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

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

£548 / week

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from £79 / night

(1) Excellent 

16

Port-Saint-Louis-du-Rhone holiday yacht rental

Bouches-du-Rhone / Port-Saint-Louis-du-Rhone

3 4 3 nights min

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

from £35 / night

£245 - £875 / week

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from £35 / 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

(21) Excellent 

29

Porto holiday narrowboat rental

Porto District / Porto

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Magnificent sailing through UNESCO world Heritage” Couple and one children, rented a boat for a long weekend, sailed up on river Douro until Spanish border. At the boats base, nice little chalet for the first night. Very good navigation, sightseeing a
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from £166 / night

£566 / week

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from £166 / 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 £131 / night

£696 - £5261 / week

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from £131 / night

(24) Very Good 

28

Halong Bay ski yacht to rent.

Quang Ninh Province / Halong Bay

18 2 1 night min

  • 18 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

from £202 / night

£18157 / week

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from £202 / night

9

Holiday narrowboat rental

Aude / Marseillette

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 35 km
  • Child friendly
  • Pet friendly

from £74 / night

£518 - £609 / week

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from £74 / night

(21) Very Good 

17

Holiday houseboat in Halong Bay

Quang Ninh Province / Halong Bay

15 30 1 night min

  • 15 bedrooms
  • Sleeps 30
  • 1 night min
  • Beach / lakeside relaxation
  • Air conditioning

from £101 / night

£918 - £21375 / week

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from £101 / night

(21) Excellent 

30

Yacht rental in Dubrovnik

Dubrovnik / Gruz

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 £111 / night

£774 - £14783 / week

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from £111 / night

(4) Excellent 

45

Srinagar ski houseboat to rent.

Srinagar District / Srinagar

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Ski
  • Child friendly

from £13 / night

£78 - £247 / week

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from £13 / 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

4

Holiday houseboat in Villaputzu

Province of Cagliari / Villaputzu

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children age 5+

from £435 / night

£3044 / week

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from £435 / 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

(41) 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 £52 / night

£345 / week

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from £52 / 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 £392 / night

£2740 / week

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from £392 / night

7

Palermo holiday yacht rental

Province of Palermo / Palermo

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Pet friendly

from £51 / night

£354 - £3531 / week

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from £51 / night

(1) Excellent 

3

Houseboat rental in Chioggia

Province of Venice / Chioggia

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £156 / night

£1090 - £1680 / week

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from £156 / night

18

Holiday yacht in Portoferraio

Elba Island / Portoferraio

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Air conditioning

from £435 / night

£2435 / week

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from £435 / night

(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

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 £314 / night

£1653 / week

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from £314 / 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 £608 / night

£4254 - £7090 / week

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from £608 / 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

11

Holiday houseboat in Labuan Bajo

Flores / Labuan Bajo

4 8 1 night min

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

from £2326 / night

£15520 / week

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from £2326 / night

1