Sailing holidays

Sailing holidays (522)

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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522 Holiday homes

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(11) 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
A lovely old cargo ship in the nautic centre of Amsterdam port. Nearby the old city with a beautiful view on the famous canals. The National Maritime Museum and the Mill of Brewery 't IJ in sight. The Artis Zoo, the Nieuwmarkt area with its charming cafés, bohemien res  …see more

from £150 / night

£1048 / week

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from £150 / night

(32) Excellent 

12

Holiday houseboat rental

Amsterdam / Central Amsterdam

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
“Quaint and Well Situated Houseboat” We had a lovely stay on the Oasis Houseboat as a family of three adults. It was far enough away from the main hub but still easily accessible to a grocery store. The sunset over the canal and other houseboats each  …see more

from £129 / night

£770 - £1795 / week

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from £129 / night

(37) Very Good 

18

Kumarakom holiday houseboat rental

Kerala / 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  …see more

from £162 / night

£1420 - £2367 / week

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from £162 / night

(5) Excellent 

12

Holiday yacht in South East England

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  …see more

from £280 / night

£1960 / week

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from £280 / night

(15) Excellent 

12

Holiday houseboat in Amsterdam

Amsterdam / Eastern Docklands

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Ask about pets
Annie's Boat is suitable for 2 people and maximum 2 children.Children up to 12 years stay for free. For children up to the age of 3 years there is a cot present. For children from 3 up to 12 years is a thick luxury air mattress (2x 1pers. mattress) of very good  …see more

from £103 / night

£513 / week

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from £103 / 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
Houseboat Pride of Leyden is fully equipped with every comfort, from a well stocked kitchen, to central heating and air conditioning, a TV and Wifi internet, and a veranda with a spectacular view. The main bedroom sleeps two in a king-size bed, the study sleeps one on a  …see more

from £101 / night

£680 - £788 / week

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from £101 / night

(9) Very Good 

24

Houseboat accommodation in Henley-on-Thames

Oxfordshire / Henley-on-Thames

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 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

£1510 - £2160 / week

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from £250 / 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 £214 / night

£855 - £941 / week

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from £214 / night

(24) Excellent 

20

Holiday houseboat with shared pool in Amsterdam

Amsterdam / Jordaan

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Pantheos Romantic Houseboat Prinsengracht AmsterdamA public swimmingpool "Het Marnixbad" is located just around the corner.  …see more

from £154 / night

£1197 - £1795 / week

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from £154 / night

(1) Excellent 

12

Rhone / Lyon

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning
  • Ask about pets

 …see more

from £65 / night

£359 - £599 / week

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from £65 / night

35

Holiday houseboat in Halong Bay

Quang Ninh Province / Halong Bay

20 46 1 night min

  • 20 bedrooms
  • Sleeps 46
  • 1 night min
  • Child friendly
  • Air conditioning
Housed in a traditional wooden boat, Halong Paloma Cruise offers luxurious cabins with stunning views of the well-known Ha Long Bay, a UNESCO World Heritage Site, as well as a New World Wonder 2011. It has a rooftop sun terrace and provides free Tai Chi lesson on board  …see more

from £226 / night

£1581 / week

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from £226 / night

(1) Excellent 

15

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
Enjoy the freedom of a narrowboat holiday,cruising at your own pace on the River Thames on boat Gema. Sleeping up to 8 people in 3 cabins, the boat provides a high standard of accommodation, ideal for family holidays or friends holidaying together. Tuition is provided.T  …see more

from £303 / night

£1350 - £1754 / week

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from £303 / night

(3) Excellent 

62

Holiday houseboat in Srinagar

Kashmir / Srinagar

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
( The taste of Home, where we treat you like Family)  …see more

from £9 / night

£60 / week

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from £9 / night

(20) Excellent 

19

Holiday yacht in El Porvenir

San Blas Islands / El Porvenir

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
Join us on our 42' Sailboat in the magical islands in the San Blas. These islands are off the Panama Caribbean coast and home to the indigenous Kuna Indians. There are 340 islands that are covered with sandy beaches and palm trees. We love to sail and we'll do  …see more

from £113 / night

£791 - £3162 / week

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from £113 / night

(22) 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.  …see more

from £83 / night

£575 - £3351 / week

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from £83 / night

(8) Excellent 

24

Holiday yacht in East Molesey

Surrey / East Molesey

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
EXCLUSIVE USE, and available all year round, this perfectly appointed liveaboard moored in the most idyllic palm fronted Hampton Court marina. “Eucala” is a very beautiful and cleverly laid out classic French motor yacht with a really rich heritage. We have rece  …see more

from £95 / night

£665 / week

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from £95 / night

24

Holiday houseboat rental

North Holland Province / Amsterdam

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
A beautiful quiet location, only 10 min. to center by bike; free car parking in weekend! Basic houseboat, for up to 8 guests, only 10minutes from the Center and situated upon the scenic Nieuwe Meer and large forest. The accommodation makes the perfect choice for a famil  …see more

from £274 / night

£1915 / week

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from £274 / 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
Classic wooden sailing yacht right in the city center of Alicante...10 meters LOA 4 meters beam, good for two people, one double bed and 2 singles... great views. Close to restaurants and bars. Very close to he beach. Secure parking inside the marina, security and vi  …see more

from £43 / night

£257 / week

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from £43 / night

(13) Excellent 

24

Houseboat rental in Amsterdam

Amsterdam / Eastern Docklands

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Child friendly
Two luxury, 100% smoke-free rooms on a boat, and en suite bathrooms, free WiFI. After a busy day in the center you can enjoy the grand view of the eastern docklands on the deck terrace on a nice summer day.  …see more

from £180 / night

£1257 / week

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from £180 / night

15

Tortola / Road Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £1613 / night

£11291 / week

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from £1613 / night

(1) Very Good 

10

Chester / Broxton

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

 …see more

from £146 / night

£1017 - £1605 / week

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from £146 / night

(1) Average 

24

Holiday yacht in Amsterdam

North Holland Province / Amsterdam

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
The accommodation makes the perfect choice for a family or a group of friends desiring the chance to enjoy a traditional old houseboat experience. Blending authentic elements with a wooden finish and only basic amenities, the lodging offers a simple space after a busy d  …see more

from £146 / night

£1018 / week

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from £146 / night

(2)  

24

Amsterdam holiday yacht rental

North Holland Province / Amsterdam

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Basic dutch houseboat only 10 minutes from the Center with bike and situated upon the scenic Nieuwe Meer and large forest. The accommodation makes the perfect choice for a family or a group of friends desiring the chance to enjoy a traditional houseboat experience. Blen  …see more

from £154 / night

£1077 / week

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from £154 / 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  …see more

from £171 / night

£770 - £1368 / week

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from £171 / night

14

Holiday yacht in Fort Myers

Southwest Gulf Coast / Fort Myers

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Child friendly
My Yacht is located as close to down town Fort Myers As you can get. This 50 ft Floating Condo has lots of room for six guest's or more and is right in the center of the River District The B.B.Q is located on the large back deck. It has a washer and dryer .. microw  …see more

from £139 / night

£968 / week

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from £139 / night

10

Amsterdam holiday houseboat rental

North Holland Province / Amsterdam

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
The accommodation makes the perfect choice for a family or a group of friends desiring the chance to enjoy a traditional old houseboat experience. Blending authentic elements with a wooden finish and only basic amenities, the lodging offers a simple space after a busy d  …see more

from £129 / night

£898 / week

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from £129 / night

(6) Very Good 

24

Holiday houseboat in Amsterdam

Amsterdam / De Pijp

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Houseboat, roof terrace, brand new, centre amsterdam, museum square  …see more

from £103 / night

£684 / week

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from £103 / night

(10) Excellent 

40

Yacht accommodation in Puerto Calero

Lanzarote / Puerto Calero

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Pet friendly
It is almost impossible to talk about Lanzarote without a reference to the sea. To enjoy a unique experience staying onboard a sailing yacht slightly and sweetly rocked by the sea is something that we will remember our entire life. Enjoy a different holiday!We are LGBT  …see more

from £52 / night

£359 - £1975 / week

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from £52 / night

9

Uppsala County / Uppsala

17 32 1 night min

  • 17 bedrooms
  • Sleeps 32
  • 1 night min
  • Car not necessary
  • Pet friendly

 …see more

from £40 / night

£275 / week

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from £40 / night

(7) Excellent 

9

Alaska / Wrangell

1 2 1 night min

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

 …see more

from £89 / night

£533 - £630 / week

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from £89 / night

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+
Our large houseboat is especially suitable for groups up to 14 people.It's located in a quite neighborhood in the north of Amsterdam but close to the town center.7 bedrooms and a large living area gives you enough space for a joyful time in Amsterdam.Ne  …see more

from £599 / night

£3334 / week

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from £599 / night

(1) Excellent 

30

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
This is an opportunity to experience life in our private classic 41 foot yacht which is moored to the dock in beautiful Marigot Bay in Saint Lucia. We also have a 4x4 jeep available if you wish to go out and explore the island. The boat has a classic teak wood interior  …see more

from £73 / night

£509 / week

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from £73 / night

(15) Very Good 

19

Narrowboat rental in Northern England

Cheshire / Nantwich

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
“A relaxing week in beautifu and peaceful surroundings.” A very relaxing week on the beautiful Shropshire Union canal near Chester. There were many good canal side pubs and restaurants along the way. Martin and Ann were extremely helpful and we particu  …see more

from £80 / night

£713 - £1835 / week

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from £80 / night

(2) Excellent 

13

San Blas Islands / El Porvenir

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly

 …see more

from £331 / night

£2315 / week

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from £331 / night

26

Amsterdam holiday houseboat rental

North Holland Province / Amsterdam

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
Basic dutch houseboat only 10 minutes from the Center with bike and situated upon the scenic Nieuwe Meer and large forest. The accommodation makes the perfect choice for a family or a group of friends desiring the chance to enjoy a traditional old houseboat experience.  …see more

from £146 / night

£1018 / week

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from £146 / night

22

Holiday houseboat in Mannum

South Australia / Mannum

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
River Breez Is a 6-8 berth luxury houseboat moored at Mannum Waters Marina. Just over 1hr from Adelaide & I can arrange transfers for you. Embracing an open design concept with a contemporary interior, our elegance and sophistication will suit the most discerning guest  …see more

from £599 / night

£2396 - £3234 / week

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from £599 / 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
Sailing holidays in the Mediterranean. A chance to enjoy the experience of live-aboard yachties, mainly in the south of France, the Riviera, Corsica and Sardinia.We like to share our lifestyle with like minded people. Please contact us if you have a query.  …see more

from £35 / night

£245 - £875 / week

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from £35 / night

13

Monaco-Ville

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning

 …see more

from £180 / night

£1257 / week

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from £180 / night

(1) Excellent 

6

Costa Brava / Empuriabrava

5 8 1 night min

  • 5 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning

 …see more

from £77 / night

£539 / week

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from £77 / night

(10) Very Good 

13

Holiday houseboat in Alappuzha

Kerala / Alappuzha

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Aqua Castle is a luxury houseboat that cruises through Alleppey and Kumarakom .This fully air-conditioned houseboat including living rooms.According to guests preference,A/C can be provided in the living room or bedroom on request during their stay on-board.Apart from  …see more

from £162 / night

£1420 - £2017 / week

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from £162 / night

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