Sailing holidays

Sailing holidays (160)

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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160 Holiday homes

Filters applied: Washing machine (160)

(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

(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 £149 / night

£1039 / week

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from £149 / 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 £153 / night

£1187 - £1780 / week

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from £153 / 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 £100 / night

£669 - £774 / week

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from £100 / 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

£253 / week

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from £43 / night

(1) Excellent 

11

Olbia / Pittulongu

5 5 5 nights min

  • 5 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £85 / night

£589 / week

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from £85 / 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 £169 / night

£757 - £1345 / week

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from £169 / night

(7) Excellent 

9

Alaska / Wrangell

1 2 1 night min

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

 …see more

from £88 / night

£524 - £620 / week

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from £88 / night

(3) Excellent 

46

USA West Coast 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
  • Suitable for children age 5+
Enjoy 2 Kayaks and a Paddle Boat, plus 2 Bikes. We have over 70 ratings with 5 stars each on another site. We are also on FaceBook, search SDPelicanPlace.  …see more

from £198 / night

£1384 / week

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from £198 / 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 £1588 / night

£11112 / week

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from £1588 / night

(3) Excellent 

67

Holiday yacht in Road Town

Tortola / Road Town

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Feel free to ask as about other possibilities of accommodation if you have specific needs.  …see more

from £1890 / night

£12993 - £22914 / week

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from £1890 / night

(26) Excellent 

11

Holiday narrowboat rental

Warwickshire / Rugby

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask owner if suitable for children
  • Car not necessary
  • Ask about pets
“Time to unwind...” This is a holiday with a difference at a very relaxed pace. The food is great (vegetarian), lots of it with Tor (owner/cook) always preparing food, cooking, or baking bread, cakes and other treats. Pootling on the canals gives one a  …see more

from £140 / night

£980 / week

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from £140 / night

(5) Excellent 

23

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Car not necessary
  • Ask about pets
quiet and tranquility The house boat is a bit of a distance from Amsterdam centre, so you can escape the hustle and bustle after a packed day of exploring and have peace and tranquillity at the apartment, chilling with the birds and water. Now also e-bikes available.Bi  …see more

from £97 / night

£631 / week

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from £97 / night

(2) Excellent 

30

San Blas Islands / El Porvenir

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Suitable for children age 5+
  • Car not necessary
  • Air conditioning

 …see more

from £1112 / night

£7778 / week

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from £1112 / night

(9) Excellent 

16

Province of Naples / Sorrento

4 8 Min stay varies

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

 …see more

from £174 / night

£1681 / week

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from £174 / night

49

Holiday yacht in Barcelona

Province of Barcelona / Barcelona

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets
A large motor yacht with 4 guest cabins and 3 guest bathrooms situated in Marina Port Forum, between 2 beaches, and about a 45 minute walk along the ocean to the center of Barcelona. Each cabin has individual air conditioning and heating, a safe box, and a private bathr  …see more

from £61 / night

£316 - £2664 / week

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from £61 / 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 £594 / night

£3306 / week

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from £594 / night

(6) Excellent 

21

South Denmark holiday houseboat rental

Zealand / Copenhagen

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Ask about pets
Luxurious houseboat in Copenhagen City Centre.  …see more

from £467 / night

£2967 / week

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from £467 / night

14

Amsterdam holiday houseboat rental

Amsterdam / Central Amsterdam

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
A beautiful houseboat, in the center of Amsterdam. Well maintained, cozy houseboat moored on a common center located in the Plantage district of Amsterdam, a stone's throw from Artis Zoo, the Amstel and Waterloo square with several terraces and restaurants within easy  …see more

from £173 / night

£1206 / week

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from £173 / night

12

Srinagar holiday houseboat rental

Kashmir / Srinagar

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
My.hosue Boat is located in peace and quiet place..and five minutes from Ghat .07 Dal Lake..you will get completry pickup from ghat no.07,till my hosue boat..and i am good reviews in tripadvisor highlly recomended..and we are very polite with guests..thanks for chosing  …see more

from £12 / night

£84 - £112 / week

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from £12 / night

(5) Excellent 

12

Bouches-du-Rhone / Marseille

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £152 / night

£1059 / week

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from £152 / night

(106) 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
“Extremely cute boat, quirky, clean and cosey :)” Siet was very welcoming and at the time when she wasnt there and we called her to help us with the cooker she arrived within 20 mins! The boat as about 15-20 min walk fro the station and if you rent a  …see more

from £85 / night

£505 - £1101 / week

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from £85 / night

(12) Excellent 

17

Holiday houseboat rental

Hauts-de-Seine / Meudon

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Suitable for children age 5+
  • Car not necessary
  • Air conditioning
“Excellent accomodation , Spacious, Comfortable & Clean” My Children 13,16,17 plus Grandparent 78 all had an excellent time in Paris . The boat made an excellent base for seeing the sights as public transport is minutes walk away.The boat is spacious,  …see more

from £250 / night

£1500 - £1850 / week

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from £250 / night

9

Aude / Marseillette

4 8 Min stay varies

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

 …see more

from £73 / night

£505 - £594 / week

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from £73 / night

(4) Excellent 

24

Holiday houseboat rental

North Holland Province / Amsterdam

3 12 2 nights min

  • 3 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
shipamsterdamhouseboatapartment  …see more

from £442 / night

£2942 - £3530 / week

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from £442 / night

(8) Average 

13

Holiday houseboat in Amsterdam

Amsterdam / Central Amsterdam

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
“The stay exceeded all expectations.Ideally situated near Rembrandplein” The accommodation was very tidy and especially the roomy livingroom was a plus.Wi-fi also a welcome addition and we realy enjoyed staying in the centre of Amsterdam with all the c  …see more

from £192 / night

£1319 - £2030 / week

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from £192 / night

(3) Average 

50

Holiday yacht in Barcelona

Barcelona / Barcelona Beach

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
Try life on a large motor yacht with all commodities. Beaches are only minutes away on foot, no need to drive and park. There is free guarded parking inside Marina Port Forum. A pleasant 45 minute walk along the ocean to the center of Barcelona. Wifi internet is free.  …see more

from £64 / night

£382 - £1628 / week

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from £64 / night

(4) Excellent 

20

Ille-et-Vilaine / Chevaigne

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 60 km
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £164 / night

£551 / week

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from £164 / night

19

Costa Brava / Roses

3 7 2 nights min

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

 …see more

from £106 / night

£712 - £2373 / week

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from £106 / 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
Cruisebarge 'easyvie' is leaving France in 2017 and moving her cruise routes to Holland and Germany starting early 2018. Take advantage of special prices for her repositioning cruise in 2017 along the Canal Deux Mer, the Canal du Midi, the Petit Rhone Canal and the mig  …see more

from £1441 / night

£10085 / week

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from £1441 / night

13

Holiday houseboat rental

Amsterdam / Central Amsterdam

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
House-boat on the Amstel river, Amsterdam Centre  …see more

from £323 / night

£1418 / week

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from £323 / night

10

Srinagar holiday houseboat rental

Kashmir / Srinagar

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Private garden
Houseboat Sweet Star have their own traditional appeal.Houseboat Sweet Star are anchored on the banks of the River jehlum. Each houseboat is fully furnished and every Houseboats has an attendant boy.Houseboat Sweet Star are furnished in a grand style, with carved furnit  …see more

from £19 / night

£128 / week

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from £19 / night

(4) Very Good 

10

Ille-et-Vilaine / Rennes

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Suitable for children age 5+

 …see more

from £118 / night

£757 - £1463 / week

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from £118 / night

22

Naxos / Naxos Town

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Car not necessary

 …see more

from £848 / night

£5933 / week

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from £848 / 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+
​​Gulet Yacht Charter in Turkey The Turquoise Coast or Turkish Riviera consists of many coastal towns and villages sitting on the Aegean and Mediterranean coastlines. It is one of the best destinations in the world for a sailing vacation. Our Cruises The typical sailin  …see more

from £1187 / night

£7204 / week

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from £1187 / night

(4) Excellent 

30

Holiday yacht with swimming pool in Procida Island

Province of Naples / Procida Island

4 2 7 nights min

  • 4 bedrooms
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
"CONTACT US FOR ONE PAX AND MORE THAN TWO PAX AVAILABILITIES. PRICES ARE FOR 2 PERSONS GROUPS, PRIVATE QUOTES FOR LARGER GROUPS. Classic Sailing Ketch of 20 meters based in Ibiza & Formentera. Why to rent a villa if you can have your private sailing yacht or share  …see more

from £207 / night

£1446 / week

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from £207 / night

22

Holiday yacht in Fethiye Town

Fethiye / Fethiye Town

1 1 3 nights min

  • 1 bedroom
  • Sleeps 1
  • 3 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning
Blue Cruise Turkey With friends or family, explore exclusive cruising grounds from the comfort of your own yacht. Enjoy a tailor made Yoga holiday, specialized by us, according to your requirements. Travelling on your private gulet is the best way During the day, you c  …see more

from £64 / night

£421 / week

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from £64 / night

(36) Excellent 

15

Holiday narrowboat in West Country

Somerset / Bath

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
“Wonderful luxurious break on a beautiful boat” I cannot recommend Topsy and Lazy Daze Cruises enough! We spent two days on the boat which was fully equipped with everything you could need. It's warm and cosy with a coal fire and comfy furniture. The b  …see more

from £300 / night

£1005 - £2100 / week

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from £300 / night

23

Holiday houseboat rental

North Holland Province / Amsterdam

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Ask owner if suitable for children
The Black Swan is the ideal getaway for a romantic weekend. Its modern and chic design is found in every detail of the houseboat. Just a stone throw away from the famous "Jordaan" area and the city center. The houseboat has a comfortable living room with fully equipped  …see more

from £102 / night

£677 - £1822 / week

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from £102 / night

7

Province of Naples / Vico Equense

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly

 …see more

from £382 / night

£2543 / week

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from £382 / night