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Sailing holidays (20)

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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20 Results  |  
12 Photos

Yacht | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £122 /night

£848 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Car not necessary
  • Air conditioning
  • No pets allowed
We are a family run business and our boat Vivione111 is a Luxury Yacht moored in the harbour of Duquesa. Costa Del Sol Boat Holidays let you explore this beautiful region of Spain and stay in the Luxury of Puerto de la Duquesa, with it's Golf Courses, bars, restaurants. On either side of the Marina are two blue flag beaches with, beach bars and sun beds for hire,  …see more

24 Photos

Houseboat | 2 Bedrooms | sleeps 3

Excellent 5/5 

Min stay varies

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over
  • Car advised
  • No pets allowed
  • Private garden
Luxury holidays in Gran Canaria in this wonderful houseboat with all the necessary to have a perfect holidays.  …see more

4 Photos

Houseboat | 5 Bedrooms | sleeps 10

Min stay varies

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Beach or lakeside relaxation, Swimming Pool, Great for children of all ages, Air conditioning, No pets allowed, Private garden, Car advised, Nearest beach 5km  …see more

Featured properties

24 Photos

Yacht | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £334 /night

£2332 - £2756 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children over
  • Car not necessary
  • No pets allowed
For an amazing and unforgettable holiday this year charter the beautiful sailing yacht 'Shanti' and cruise the Ionian islands in style.  …see more

7 Photos

Houseboat | 2 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £106 /night

£737 - £1110 / week

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Key info:

  • Suitable for children over
  • Car not necessary
  • Some pets are welcome - please contact the owner
Self charter boating holidays on Loch Ness & the Caledonian Canal. Weekly and shortbreak hire available from April to October. No previous experience required as comprehensive instruction provided.Cruise through the spectacular scenery of Loch Ness and The Great Gle  …see more

24 Photos

Yacht | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £220 /night

£1539 - £1796 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
Luxury Yacht in Vilanova Grand Marina, Sitges, Barcelona. 4 suit bedrooms, sleeps 8. Weel located, it is a really nice experience to live in a Yacht. Enjoy it!!!  …see more

20 Photos

Narrowboat | 1 Bedroom | sleeps 4

Very Good 4.5/5 

3 Nights min stay

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from £120 /night

£838 / week

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Key info:

  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
Holiday aboard a traditional, self catering narrowboat. Bluebell is moored at Tewitfield Marina on the lock-free Lancaster Canal, 6 minutes drive from J35 off the M6, taking in coastline, city and the beautiful North West countryside.  …see more

21 Photos

Houseboat | 3 Bedrooms | sleeps 9

Excellent 5/5 

1 night min stay

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from £19 /night

£132 - £264 / week

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Key info:

  • Beach / lakeside relaxation
  • Ski
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Shahbaaz Houseboats truly represents a model craft in all the houseboats of Kashmir for its opulence, spaciousness and decorum. Its interior designing is based on traditional and classical patterns of famous woodcarving of Kashmir. Having well furnished  …see more

14 Photos

Houseboat | 6 Bedrooms | sleeps 15

Very Good 4.5/5 

1 night min stay

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from £29 /night

£201 - £1581 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Car not necessary
  • No pets allowed
Our houseboats are sitiuated on the tranquil Dal Lake, offering stunning views with the Himalaya providing a beautiful mountain backdrop, yet the town centr is within easy reach for all your needs. Our experienced chef serves up delicious home cooked food everyday and can cater for both veg and non-veg.  …see more

7 Photos

Houseboat | 4 Bedrooms | sleeps 12

Excellent 5/5 

1 night min stay

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from £16 /night

£111 - £968 / week

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Key info:

  • Swimming pool
  • Ski
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
Houseboat Pamela Group of Houseboats in Srinagar Jammu & Kashmir India The houseboat has cosy rooms with attached bathrooms featuring all modern facilities, wifi 24/7 electricity  …see more

19 Photos

Narrowboat | 1 Bedroom | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £175 /night

£1219 - £1431 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
Canal, barge, boat hire, River Thames, Shepperton, Chertsey, Windsor, Thorpe Park, Runnymead, Egham, Marlow, Maidenhead, Clivedon Hall IslandHenley, Day Hire, Holiday Hire, Short Breaks in London, RYA Training Courses for Inland Waterways, Marine VHF Licence, Power 1&2 Great family accommodation on the River Thames Shepperton, Walton, Weybridge, Chertsey, Thorpe Park, Egham  …see more

10 Photos

Yacht | 3 Bedrooms | sleeps 8

Short stays welcome

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from £159 /night

£1112 - £3847 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Des magnifiques semaines a partager en famille ou entre amis !! CORSICALEMENT . Daniel Nous nous chargerons de vos transfères : aéroport ou férry , compris dans nos tarifs . AUCUNES CAUTIONS ..  …see more

4 Photos

Yacht | 6 Bedrooms | sleeps 8

1 night min stay

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from £95 /night

£659 - £2633 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • No pets allowed
Yacht catamaran à voile " pas plus qu'à fond " chambres d'hôtes tout confort sur un emplacement privilégié à flot. 4 Chambres séparés. Prestations ; Parking sécurisé et sous vidéo pour votre véhicule, TV, MP3 , CD, WIFI, électronique marine co  …see more

24 Photos

Yacht | 2 Bedrooms | sleeps 5

1 night min stay

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from £64 /night

£445 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Not suitable for children
  • Car advised
  • No pets allowed
Herbergement .location bateau yacht lors de votre location à la semaine j'offre une balade du côté bleu et dormir sur place  …see more

10 Photos

Yacht | 1 Bedroom | sleeps 4

Min stay varies

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from £123 /night

£855 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
Enjoy the beauties of Venice in an amazing wooden sailing boat, docked in a private Island 15' far away from Piazza San Marco. Direct waterbus from/to railway, Piazzale Roma and from airport. Credit card accepted  …see more

4 Photos

Yacht | 3 Bedrooms | sleeps 6

Min stay varies

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from £110 /night

£770 / week

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Key info:

  • Nearest beach 40 km
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
comfortabele vrijstaande villa met besloten terras aan voorzijde, en vrije achtertuin met groot terras. Geschikt voor 6 personen. 3 slaapkamers, 2 badkamers, 3 toiletten, moderne keuken v.v. apparatuur. Gemeenschap. zwembad, tennisbanen, Half uur per auto van de kust.  …see more

24 Photos

Houseboat | 20 Bedrooms | sleeps 40

Very Good 4.5/5 

Min stay varies

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Key info:

  • Beach / lakeside relaxation
  • Ski
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Visiting Halong Bay & Bai Tu Long Bay, Vietnam? Bhaya Classic Cruises offering amazing very low prices. Stop searching and start saving and because all meals, accommodations, a variety of live entertainment and 2 days, 3 days or 4 days activities are included onboard HURRY UP - SALE ENDS SOON!  …see more

24 Photos

Houseboat | 20 Bedrooms | sleeps 40

Very Good 4.5/5 

Min stay varies

Add to shortlist

Key info:

  • Beach / lakeside relaxation
  • Ski
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Visiting Halong Bay & Bai Tu Long Bay, Vietnam? Paloma Vessel's offering amazing low prices ..... Halong Bay & Bai Tu Long Bay Vietnam on Paloma Cruiser - "Longer Stay, More Overnights, Night Touring"  …see more

24 Photos

Houseboat | 10 Bedrooms | sleeps 20

Good 3/5 

Min stay varies

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Key info:

  • Beach / lakeside relaxation
  • Ski
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Rates are Quoted Per Room in U.S Dollars, Rates are Nett and Inclusive of Taxes & Service Charges, Rates are Valid Until December 30th, 2014, Instant Confirmation, 100% Lowest Price Guarantee, Charter Rate applied for 10 cabins, Free hotel pickup and drop-off included Confirmation will be received at time of booking, Daily Departure!  …see more

22 Photos

Houseboat | 2 Bedrooms | sleeps 6

Min stay varies

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from £143 /night

£1000 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Short Break Why not try something different and enjoy a short break on a barge fitted out to an exceptionally high standard with bespoke bedroom cabins, a spacious interior and a saloon which opens out on to the front deck, and enjoy the ambience. Moored on the River Thames at Weybridge offering some stunning river views.  …see more