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Sailing holidays (27)

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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27 Results  |  
20 Photos

Houseboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £88 /night

£616 - £1283 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Authentic houseboat perfect for couples and friends . Situated in a green street, no noise at night, close to the hart of the city center.  …see more

23 Photos

Narrowboat | 1 Bedroom | sleeps 4

2 Nights min stay

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from £53 /night

£371 - £636 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
A narrow boat home, Peewit is cruised all year round on the Northampton arm and the Leicester line of the Grand Union Canal. Where you stay will depend from one week to another along this route. All I ask is that you enjoy your stay and leave our narrowboat as you found it, for others to enjoy.  …see more

10 Photos

Houseboat | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £135 /night

£941 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
Cruise Ireland's Grand Canal in Co. Kildare on a beautifully restored Canal Narrow-boat. No boating experience is necessary and full barge handling training is provided. Perfect for couples and you can bring the dog! Full self-catering facilities. On Street parking available in Sallins plus train and bus links to Dublin.  …see more

Featured properties

19 Photos

Yacht | 10 Bedrooms | sleeps 20

Min stay varies

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Highlights: - Cruise through stunning Halong Bay on traditional Asian junk - Kayak around breathtaking limestone scenery - Vietnamese feast of delicious seafood - Visiting Sung Sot cave and Ti Top island - Cooking Class - Squid fishing at night  …see more

22 Photos

Narrowboat | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £131 /night

£912 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
luxury, narrowboat, river wey, river thames, relaxing, peaceful, scenic Full instruction given, novices welcome. Buoyancy aids provided.  …see more

20 Photos

Narrowboat | 3 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

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from £22 /night

£149 - £2226 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
The perfect place to slow down, get closer to nature and experience the unique British canal system. Offering B&B, day trips, weekend retreats and longer breaks. Join an existing trip or book the whole boat. Home-cooked veggie/vegan food available. Narrow boats, wide eyes, open minds...  …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
  • 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

20 Photos

Narrowboat | 2 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £150 /night

£1045 - £1564 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
A beautiful narrowboat which guests can drive themselves, an ideal holiday for those who like to explore the River Thames at their own pace. Enjoy peace & tranquility. Pets welcome  …see more

14 Photos

Houseboat | 2 Bedrooms | sleeps 5

Excellent 5/5 

Short stays welcome

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from £66 /night

£456 - £631 / week

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Key info:

  • Nearest beach 15 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Clouded Yellow is a House Boat located on a 3 acre lake at Blagdon Water. She enjoys the privacy and seclusion of her own 3 acres with fishing and wildlife in abundance. Proximity to the North Devon and Cornwall coasts make a great base for exploring the two counties.  …see more

17 Photos

Houseboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £63 /night

£435 - £583 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Swallow Tail is the sister boat to The Painted Lady. She is moored at Blagdon Water, a 35 acre wildlife and natural habitat located not far from the North Devon coast. Visitors can enjoy the rare opportunity of sharing the environment with the wildlife, local walking and cycle routes and fishing at the lake.  …see more

15 Photos

Narrowboat | 2 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

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from £166 /night

£1161 - £1670 / week

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Key info:

  • Suitable for children over
  • Pets welcome
Luxury wide beam narrow boat canal holiday for up to 6 on a wide beam boat with everything you need for a relaxing break on the Kennet and Avon Canal. Silk bedding, Pocket sprung mattresses, electric bikes, jacuzzi: your comfort in mind every step of the way. Smoking is allowed on the boat, but only on the outside decks. Please do not smoke inside.  …see more

24 Photos

Houseboat | 1 Bedroom | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £98 /night

£686 - £807 / week

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Key info:

  • Nearest beach 3 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Dublin Barge Hire is a self catering cruising barge with a fully fitted kitchen, full-size bath with shower located in Dublin City Centre. It has a stove and central heating ,a king size bed, bunk beds, Free WIFI a private outdoor space with loads of amenities beside it  …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
  • 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

24 Photos

Houseboat | 3 Bedrooms | sleeps 11

Excellent 5/5 

3 Nights min stay

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from £179 /night

£1250 - £1700 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Winner of 'Four In A Bed' Channel 4. High standard accommodation for up to 7 guests in 3 cabins with extra berths for 4 persons in the saloon. The perfect holiday for first time boating holiday guests to experience life on a boat without the stress of driving the boat. Stunning 4 star hotel boat on the Thames. Winner of 'Four In A Bed' channel 4. You are the only guests.  …see more

19 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

Min stay varies

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Beautiful boutique style narrowboat. Spacious and cosy available for canal holidays or use as houseboat accommodation instead of a hotel. Easy access to lovely countryside. Available all year because we have a solid fuel stove and central heating. £130 per night -(1 bed used) FREEDOM OF THE CANALS. £80 per night per bed - BOAT REMAINS STATIONARY.  …see more

17 Photos

Houseboat | 2 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £66 /night

£456 - £631 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Moored on 5 acres of lake and wetland habitat, each houseboat has a private jetty with onshore boathouse and parking. Fishing for Rainbow Trout, with wildlife in abundance. Proximity to North coast makes this a great base for exploring Cornwall and Devon.  …see more

24 Photos

Houseboat | 14 Bedrooms | sleeps 28

Excellent 5/5 

1 night min stay

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from £168 /night

£1176 - £19094 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Gray Line Halong is passionate about sophistication. Spreading over 3 decks, she has 14 luxury cabins offering boutique interiors with oak-wooden wall, all rooms and bathrooms having sea-view, private sundeck and private balcony. Gray Line Halong cruise is your home while you are in Halong Bay.  …see more

20 Photos

Houseboat | 3 Bedrooms | sleeps 6

1 night min stay

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from £99 /night

£693 / week

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Key info:

  • Nearest beach 60 km
  • Suitable for children over
  • Car advised
  • Air conditioning
  • No pets allowed
ARMOR, péniche bretonne de caractère datant de 1912, est amarrée sur le canal d'Ille et Rance, à l'écluse de Grugedaine à Chevaigné (35), entre Rennes (12 kms) et Saint Malo (70 kms). Classement préfectoral Meublé de tourisme *** A très bientôt ;o) A votre disposition, sans supplément : - bois pour la cheminée, - 4 vélos adulte - 1 tandem  …see more

12 Photos

Houseboat | 4 Bedrooms | sleeps 8

Excellent 5/5 

5 Nights min stay

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from £219 /night

£1533 - £1815 / week

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Key info:

  • Suitable for children over
  • Car not necessary
  • Air conditioning
  • No pets allowed
Enjoy two holidays for the price of one - visit Paris AND experience life on a luxury houseboat! Ideal for a family, with easy access to central Paris. The best way to stay in Paris - on a luxury houseboat!  …see more

24 Photos

Houseboat | 11 Bedrooms | sleeps 23

Very Good 4.5/5 

Min stay varies

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Key info:

  • Beach / lakeside relaxation
  • Ski
  • Great 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

Houseboat | 44 Bedrooms | sleeps 50

Very Good 4/5 

Min stay varies

Add to shortlist

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Ski
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Visiting Halong Bay & Bai Tu Long Bay Vietnam? Pelican Luxury Vessel's offering amazing low prices, stop searching and start saving - we've got the lowest prices guaranteed. And because all meals, accommodations, a variety of live entertainment and 2 days or 3 days activities are included onboard. Plus let you visit multiple places in Gulf of Tonkin HURRY - SALE ENDS SOON  …see more

24 Photos

Houseboat | 24 Bedrooms | sleeps 48

Min stay varies

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from £185 /night

£1291 - £1521 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Ski
  • Great for children of all ages
  • 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 24 Rooms, Free hotel pickup and drop-off included, Confirmation will be received at time of booking, Daily Departure.  …see more

24 Photos

Narrowboat | 2 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great 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 | 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
  • 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 | 17 Bedrooms | sleeps 34

Excellent 5/5 

Min stay varies

Add to shortlist

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Visiting Halong Bay & Bai Tu Long Bay Vietnam? Luxury Syrena Vessel's offering amazing low prices, stop searching and start saving - we've got the lowest prices guaranteed. And because all meals, accommodations, a variety of live entertainment and 2 days or 3 days activities are included onboard. Plus let you visit multiple places in Gulf of Tonkin HURRY - SALE ENDS SOON  …see more

24 Photos

Houseboat | 10 Bedrooms | sleeps 20

Good 3/5 

Min stay varies

Add to shortlist

Key info:

  • Beach / lakeside relaxation
  • Ski
  • Great for children of all ages
  • 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

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
  • 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