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Sailing holidays (18)

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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Filters applied: Shared garden (18)

18 Results  |  
24 Photos

Yacht | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

1 night min stay

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from £265 /night

£1855 - £2120 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
S/Y Ann Sofi Bavaria 44 based in Didim Marina, south west Turkey. Well equipped available to charter bareboat or skippered. 3 double cabins, master suite with shower room. Roomy cockpit. All safety and navigation equipment provided. 5 star luxury marina base Sail the Turkish coast and the Greek Dodacanese islands on a luxury yacht.  …see more

20 Photos

Narrowboat | 3 Bedrooms | sleeps 6

Short stays welcome

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from £113 /night

£789 - £1052 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Holidays in Paris, unusual lodgings, new experience  …see more

24 Photos

Houseboat | 20 Bedrooms | sleeps 40

Very Good 4.5/5 

1 night min stay

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Key info:

  • Beach / lakeside relaxation
  • Ski
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • 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

Featured properties

24 Photos

Houseboat | 11 Bedrooms | sleeps 23

Very Good 4.5/5 

1 night min stay

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Key info:

  • Beach / lakeside relaxation
  • Ski
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
The Dragon's Pearl Junk is ideal for parties for larger groups (up to 23 people) or even incentive groups. Alternatively book a berth and get to meet new friends as you cruise the Halong Bay & Bai Tu Long Bay. Halong Bay & Bai Tu Long Bay cruising – Longer Stay, More Overnights, Night Touring!  …see more

24 Photos

Narrowboat | 2 Bedrooms | sleeps 6

1 night min stay

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Charter Rates are Quoted for Minimum 02 Person & Maximum for 6 Person in U.S Dollars, Charter Rates are Nett and Inclusive of Taxes & Service Charges, Charter Rates are Valid Until December 30th, 2014, 100% Lowest Price Guarantee, Instant Confirmation, Spacious with cozy ambiance, plenty private corners with large window for individual couple  …see more

24 Photos

Houseboat | 24 Bedrooms | sleeps 48

1 night min stay

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from £202 /night

£1409 - £1444 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Ski
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • 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 24 Rooms, Free hotel pickup and drop-off included, Confirmation will be received at time of booking, Daily Departure.  …see more

24 Photos

Houseboat | 20 Bedrooms | sleeps 40

Very Good 4.5/5 

1 night min stay

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Key info:

  • Beach / lakeside relaxation
  • Ski
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • 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

14 Photos

Yacht | 2 Bedrooms | sleeps 4

Excellent 5/5 

5 Nights min stay

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from £100 /night

£700 - £2800 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
We offer the chance to sail the Caribbean aboard a crewed Catamaran. You can stop in most harbours and inlets and explore the islands in the way they were meant to be seen - from the sea. As part of the package, we serve 3 homely meals a day onboard. A crewed yacht that sails the windward islands of the Caribbean ranging from Grenada through to Martinique.  …see more

23 Photos

Houseboat | 3 Bedrooms | sleeps 9

Excellent 5/5 

1 night min stay

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from £19 /night

£128 - £511 / week

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Key info:

  • Beach / lakeside relaxation
  • Ski
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
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

23 Photos

Houseboat | 1 Bedroom | sleeps 2

2 Nights min stay

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from £72 /night

£504 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • May take pets – please enquire
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  …see more

7 Photos

Houseboat | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £188 /night

£1315 - £2059 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
Discover the French countryside from the deck of a luxury canal boat. Cruising in Burgundy on France's most beautiful canal you pass scenic countryside, ancient towns and villages, and past Cathedrals and Chateaux, stopping only to enjoy the superb local food and wine. We also have a range of other boats available for 2 to 10 people. These are in Burgundy and on the Midi  …see more

24 Photos

Houseboat | 10 Bedrooms | sleeps 20

Excellent 5/5 

1 night min stay

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Key info:

  • Beach / lakeside relaxation
  • Ski
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • 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

21 Photos

Narrowboat | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £58 /night

£405 - £571 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Hire a Motor Yacht and cruise the beautiful Douro River. Our two bases are on the lower (Hotel) and upper end (Chalets) of the vineyards area making possible a one way cruise in the entire Douro. www.douroboat.com  …see more

24 Photos

Houseboat | 1 Bedroom | sleeps 2

Very Good 4.5/5 

Min stay varies

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from £78 /night

£540 - £798 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Studio in former cargo ship located in the Eastern Docklands , close to the city centre. You stay in the wheelhouse and deck-house, the former captain's home. The comfortable, light studio has authentic details. You have your own entrance. Terrace on the waterfront.  …see more

18 Photos

Houseboat | 4 Bedrooms | sleeps 10

2 Nights min stay

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from £117 /night

£818 - £1015 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury family accommodation Aireys Inlet, Great Ocean Road. Modern and family friendly, heaps of space inside and out. Walk to beaches and cafes. Trampoline, cricket pitch, basketball ring, rumpus room. Fully equipped kitchen, coffee machine, 2 tvs, bbq, fireplace.  …see more

4 Photos

Houseboat | 10 Bedrooms | sleeps 20

1 night min stay

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from £5 /night

£32 - £192 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Golden Lily Houseboat / Super Deluxe Rooms / Deluxe Rooms / Group Packages/ Special Packages  …see more

19 Photos

Houseboat | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £151 /night

£1052 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • No pets allowed
avete mai pensato di vivere in barca senza il rischio del cattivo tempo, svegliarsi nella natura piu' selvaggia , vivere in acqua senza paure , avvicinarsi con la famiglia alla barca , vivere con i pesci , cigni , cormorani , airone e granchi blu . e tanto altro .  …see more

21 Photos

Houseboat | 49 Bedrooms | sleeps 5

1 night min stay

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from £16 /night

£106 - £742 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
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