Sailing holidays - holiday homes with moorings, boats and yachts

Sailing holidays (1014)

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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1,014 Holiday homes

7

Holiday yacht in Hamble

Hampshire / Hamble

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Car not necessary
An excellent well cared for sailing yacht, located in Hamble Point Marina, Hamble village, Southampton. Hamble Point is situated just a short walk to the beautiful village of Hamble which is a boating paradise for sailors and visitors alike. The yacht is very user frie  …see more

from £100 / night

£700 / week

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from £100 / night

5

Ancona / Portonovo

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Child friendly

 …see more

from £77 / night

£534 / week

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from £77 / night

23

Yacht rental in Cap-d'Agde

Agde / Cap-d'Agde

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
Very happy to take on board the guests to have a good time in the capital of naturism Cap d'Agde. The hotel is a luxurious, fully equipped motor yacht. To the guests disposal is a luxury Four Winns 248 , over 8 m long motor yacht with an experienced captain. Note:  …see more

from £60 / night

£416 / week

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from £60 / night

7

Corse-du-Sud / Porto-Vecchio

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £424 / night

£2967 / week

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from £424 / night

11

Palma de Mallorca holiday yacht rental

Majorca / Palma de Mallorca

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Villa exclusive sea view yacht boat sailing  …see more

from £839 / night

£5424 / week

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from £839 / night

(9) Excellent 

14

Central and South America holiday yacht rental

Los Lagos Region / Isla Chiloe

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
“Toby 2014” Excellent experience. We had typical March Chiloe weather with a mix of sunny and rainy days. The food and service at the boat were great. In fact the sea food was outstanding, Kayaking and using the small motor boats were pluses. Visit to  …see more

from £2223 / night

£15556 - £22223 / week

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from £2223 / night

(3) Excellent 

32

Holiday yacht in Central and South America

Guna Yala Region / San Blas Islands

4 6 1 night min

  • 4 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask owner if suitable for children
  • Ask about pets
Enjoy a luxurious yacht trip with me & my small family through San Blas! I have room for 6 guests in 3 beds. This price is for 3 room for 6 people including food and drink. Please contact us for an accurate quote. With me you can: - Have 3 Italian cooked meals a day -  …see more

from £667 / night

£4762 - £4768 / week

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from £667 / night

9

Costa Brava / Roses

3 4 1 night min

  • 3 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 0 km
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £212 / night

£1272 / week

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from £212 / 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

12

Pyrenees-Orientales / Le Barcares

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation

 …see more

from £77 / night

£500 / week

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from £77 / 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 £166 / night

£556 / week

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from £166 / night

11

Holiday yacht in Porto San Paolo

Loiri Porto San Paolo / Porto San Paolo

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
Boat and breakfast, completely refitted, in front of Tavolara Island, in one of the most beautiful places of Sardinia in fabulous location and near the center of the town. Spacious bow cabin with private bathroom and king size bed. Two comfortable cabins with twin bed  …see more

from £85 / night

£594 / week

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from £85 / night

(6) Excellent 

19

Louisiana / Morgan City

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly
  • Pet friendly

 …see more

from £159 / night

£1032 - £1310 / week

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from £159 / 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

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

£424 / week

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from £64 / night

18

Holiday yacht with golf nearby in Punta Ala

Castiglione Della Pescaia / Punta Ala

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
This is an alternative to staying in a hotel, experiencing the glamour of being on a yacht, 2 cabins in an Elegant Classic Motor Yacht 77ft with large sunbathing spaces, sitting room, dining room, outdoor dining and lounge areas. Mored in the elegant marina of Punta Ala  …see more

from £297 / night

£1526 / week

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from £297 / night

13

Ile-de-France / Paris

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Private garden

 …see more

from £94 / night

£653 / week

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from £94 / night

28

Amalfi Coast / Amalfi

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly

 …see more

from £170 / night

£1187 / week

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from £170 / 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
Private Sailing Holidays in Greece and Turkey with Gourmet Chef - 2 professional crew (40+ years experienced Italian-Greek captain + hostess/co-skipper)Captain - with a remarkable past in the vest of a professional super yachts captain of over 60,000 NM in his  …see more

from £128 / night

£678 - £5128 / week

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from £128 / night

(2) Excellent 

31

Tennessee / Chattanooga

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £96 / night

£500 - £723 / week

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from £96 / night

36

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
This houseboat is located on an Amsterdam canal, besides a Dutch windmill. There is free Wi-Fi access and the kitchen provides tea, coffee and spices free of charge. Westergasfabriek culture park is a 5-minute walk away. When renting Houseboat under the Mill it will be  …see more

from £98 / night

£683 / week

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from £98 / night

(1) Excellent 

32

Holiday yacht in Sant Antoni de Portmany

Ibiza / Sant Antoni de Portmany

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
The price is inclusive of the services of a fun, friendly and knowledgeable skipper for 6 days. Live the dream! Discover Ibiza and Formentera from her turquoise sea, on board your own sailing yacht and experience the freedom and barefoot glamour of yachting life. O  …see more

from £509 / night

£2797 - £3560 / week

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from £509 / 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 £1453 / night

£10170 / week

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from £1453 / night

(6) Excellent 

22

Ski houseboat to rent in Srinagar

Kashmir / Srinagar

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Ski
  • Child friendly
“Shahbaaz - the one stop solution to all your travel needs in Kashmir” I went on a backpacking trip with 2 other friends to India. The first stop was beautiful kashmir. We landed at Srinagar, and Mr Kushi from Shahbaaz (recommended to me by my aunts) w  …see more

Pricing unknown

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9

Province of Brindisi / Brindisi

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

 …see more

Pricing unknown

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Pricing unknown

6

Costa Brava / Empuriabrava

4 8 1 night min

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

 …see more

from £77 / night

£534 / week

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from £77 / night

20

Pyrenees-Orientales / Le Barcares

2 4 2 nights min

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

 …see more

from £81 / night

£564 / week

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from £81 / night

15

Magnesia Region / Volos

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

Pricing unknown

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Pricing unknown

20

Holiday yacht in Agia Efimia

Cephalonia / Agia Efimia

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
Explore the Ionian from the beautiful island of Kefalonia - a central starting point for easy access to anywhere you wish to visit.Bareboat or skippered charters Flexible Friendly family run business  …see more

from £300 / night

£2000 / week

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from £300 / 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

26

Paraty / Corumbe Beach

1 1 2 nights min

  • 1 bedroom
  • Sleeps 1
  • 2 nights min
  • Beach / lakeside relaxation
  • Car not necessary

 …see more

from £94 / night

£653 / week

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from £94 / night

34

Province of Syracuse / Marzamemi

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning

 …see more

from £85 / night

£594 / week

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from £85 / 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

11

Holiday yacht in Glyfada

Athens / Glyfada

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
For daily cruise can accommodate up to 6-8 guests  …see more

from £1323 / night

£9280 / week

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from £1323 / night

8

French Riviera - Cote d'Azur / Fréjus

2 10 Min stay varies

  • 2 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation

 …see more

Pricing unknown

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Pricing unknown

(1) Very Good 

38

Holiday houseboat in Amsterdam

Amsterdam / New West

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
There is one bedroom with a 2 person bed and a big couch in the living that can convert into a second 2 person bed. From this houseboat where you have all the comfort of the apartment you can discover Amsterdam and relax after a long day. Enjoy a cold drink on the deck.  …see more

from £162 / night

£1187 - £1543 / week

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from £162 / night

26

Province of Naples / Torre Del Greco

4 9 1 night min

  • 4 bedrooms
  • Sleeps 9
  • 1 night min
  • Suitable for children age 5+
  • Car not necessary

 …see more

from £51 / night

£356 / week

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from £51 / night

14

Somerset / Bath

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

from £188 / night

£1314 - £2113 / week

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from £188 / night

3

Louisiana / Lafitte

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Car not necessary
  • Pet friendly

 …see more

from £120 / night

£834 / week

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from £120 / night

4

Province of Messina / Furnari

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £60 / night

£339 / week

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from £60 / night