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Sailing holidays (349)

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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349 Results  |  
16 Photos

Narrowboat | 1 Bedroom | sleeps 3

Excellent 5/5 

Short stays welcome

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from £96 /night

£670 - £925 / week

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Key info:

  • Not suitable for children
  • No pets allowed
we are ideally situated for the Wedgwood factory, Trentham Monkey Park, Shugborough, Alton Towers and Drayton Manor Park. We are on the Four Counties Ring on the Trent and Mersey Canal, The Cauldon is just a short distance away from us. a beautiful canal.  …see more

15 Photos

Narrowboat | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £92 /night

£639 - £975 / week

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Key info:

  • Not suitable for children
  • No pets allowed
We are ideally situated for Wedgeood, Trentham Monkey Park , the Potteries, Alton Towers and Drayton Mannor Park. We are on the Four Counties Ring on the Trent and Mersy Canal from which you can vist Wales, Cheshire, Shropshire and Staffordshire.  …see more

7 Photos

Narrowboat | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

Short stays welcome

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from £138 /night

£965 - £1492 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
Situated in the heart of England, it the ideal starting point for a different type of Holiday. From Stone you have several choices of routes i.e., an energetic Week The Four Counties Ring or a quieter week the Caldon and Harecastle Tunnel. Why not a days hire.  …see more

Featured properties

13 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £117 /night

£815 - £1256 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Situated in the heart of England, it the ideal starting point for a different type of Holiday. From Stone you have several choices of routes i.e., an energetic Week The Four Counties Ring or a quieter week the Caldon and Harecastle Tunnel. Why not a days hire.  …see more

8 Photos

Narrowboat | 1 Bedroom | sleeps 3

Very Good 4.5/5 

Short stays welcome

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from £73 /night

£510 - £772 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
Situated in the heart of England, it the ideal starting point for a different type of Holiday. From Stone you have several choices of routes i.e., an energetic Week The Four Counties Ring or a quieter week the Caldon and Harecastle Tunnel. Why not a days hire.  …see more

9 Photos

Narrowboat | 4 Bedrooms | sleeps 8

Short stays welcome

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from £164 /night

£1142 - £1547 / week

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Key info:

  • Great for children of all ages 5
  • Pets welcome
Situated in the heart of England, it the ideal starting point for a different type of Holiday. From Stone you have several choices of routes i.e., an energetic Week The Four Counties Ring or a quieter week the Caldon and Harecastle Tunnel. Why not a days hire. http://www.youtube.com/watch?v=ic_XjbO_tZA  …see more

12 Photos

Narrowboat | 1 Bedroom | sleeps 3

3 Nights min stay

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from £95 /night

£659 - £910 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
Situated in the heart of England, it the ideal starting point for a different type of Holiday. From Stone you have several choices of routes i.e., an energetic Week The Four Counties Ring or a quieter week the Caldon and Harecastle Tunnel. Why not a days hire.  …see more

13 Photos

Narrowboat | 1 Bedroom | sleeps 3

Excellent 5/5 

3 Nights min stay

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from £73 /night

£510 - £772 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
Situated in the heart of England, it the ideal starting point for a different type of Holiday. From Stone you have several choices of routes i.e., an energetic Week The Four Counties Ring or a quieter week the Caldon and Harecastle Tunnel. Why not a days hire.  …see more

21 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £92 /night

£639 - £975 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
Situated in the heart of England, it the ideal starting point for a different type of Holiday. From Stone you have several choices of routes i.e., an energetic Week The Four Counties Ring or a quieter week the Caldon and Harecastle Tunnel. Why not a days hire.  …see more

10 Photos

Narrowboat | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £164 /night

£1142 - £1547 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
Situated in the heart of England, it the ideal starting point for a different type of Holiday. From Stone you have several choices of routes i.e., an energetic Week The Four Counties Ring or a quieter week the Caldon and Harecastle Tunnel. Why not a days hire.  …see more

13 Photos

Narrowboat | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

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from £96 /night

£670 - £925 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Situated in the heart of England, it the ideal starting point for a different type of Holiday. From Stone you have several choices of routes i.e., an energetic Week The Four Counties Ring or a quieter week the Caldon and Harecastle Tunnel. Why not a days hire.  …see more

20 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £117 /night

£815 - £1256 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Based on the trent and mersey canal Ideal starting point for a different type of holiday  …see more

6 Photos

Narrowboat | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £138 /night

£965 - £1492 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
Situated in the heart of England, it the ideal starting point for a different type of Holiday. From Stone you have several choices of routes i.e., an energetic Week The Four Counties Ring or a quieter week the Caldon and Harecastle Tunnel. Why not a days hire.  …see more

7 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Short stays welcome

Add to shortlist

from £92 /night

£639 - £975 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
Situated in the heart of England, it the ideal starting point for a different type of Holiday. From Stone you have several choices of routes i.e., an energetic Week The Four Counties Ring or a quieter week the Caldon and Harecastle Tunnel. Why not a days hire.  …see more

22 Photos

Yacht | 3 Bedrooms | sleeps 8

2 Nights min stay

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from £182 /night

£1272 - £2120 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
Discover the turkish coast and secret coves by sea. Visit the Greek island of Symi. We offer you our traditional wooden sailing boat Gulet - Trandil (schooner - ketch) to discover the blue voyage and turquoise cruises, pearl of Turkey.  …see more

16 Photos

Yacht | 3 Bedrooms | sleeps 8

2 Nights min stay

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from £480 /night

£3360 - £5320 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children over
  • Car not necessary
  • Some pets are welcome - please contact the owner
Cochiel is a great and comfortable Sail Yacht sailing in Naples area of Ischia, Capri, Procida, Sorrento, Amalfi, Positano it also sails Sardinia and Sicilian Aeolian Island for a two week charter it is a Crewed boat which has an experienced skipper at the helm A sailing holiday is one of the greatest experience traveller can have. pure nature, freedom, and it's green  …see more

20 Photos

Narrowboat | 3 Bedrooms | sleeps 6

Excellent 5/5 

4 Nights min stay

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from £85 /night

£594 / 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

10 Photos

Yacht | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £43 /night

£297 - £382 / week

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Key info:

  • Suitable for children over
  • No pets allowed
LUXURY BOAT IN HURGHADA FOR FISHING - DIVING - SNORKELING Navigation VHF radio, GPS + plotter, GPS, fish finder, navigation tools, compass, speed log  …see more

23 Photos

Yacht | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £273 /night

£1908 - £3774 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
What's Included? GENERAL Rental of yacht Yacht equipment All taxes End cleaning YACHT EQUIPMENT Dinghy, outboard engine & gasoline. GPS & nautical charts Sheets, blankets & towels Stereo & cockpit speakers Extra Costs:In addition you will also have to pay for the fuel and port fees if you staying in a marina.  …see more

11 Photos

Yacht | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £158 /night

£1103 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Week end with Double G it s not only o stay at the mored we can also arrange and organize around trip as you request. we decide the fares upon your request  …see more

6 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £144 /night

£1007 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Lucy Joe Sleeps upto 4 - Wheelchair access available A beautifully finished boat, Lucy Joe has been designed with space, luxury and comfort in mind. Stay onboard at our marina as an alternative to an hotel or explore the waterways. A warm welcome awaits.  …see more

14 Photos

Yacht | 2 Bedrooms | sleeps 6

1 night min stay

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from £85 /night

£594 - £5830 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Car not necessary
  • Air conditioning
  • No pets allowed
Luxury Motor yacht based in Fiskardo. Kefalonia. The perfect way to explore Ithaca, Lefkas, Scorpios and the many islands in the Ionian Sea. Greece.  …see more

24 Photos

Yacht | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £679 /night

£4749 - £7717 / week

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Late Deal: save up to €3500 (approx. £2800)

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
Turkish Ketch Yorgun 1 is a 23m Turkish Gullet built in 2005 and refitted in 2013. Yorgun 1 is in excellent condition and offers comfortable accommodation for 10 guests in 5 cabins, each with a private bathroom, toilet and air-conditioning. Private yacht tour the best part of Mediterranean. Göcek, Marmaris, Fethiye, Datça, Bodrum.  …see more

11 Photos

Houseboat | 4 Bedrooms | sleeps 6

7 Nights min stay

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from £1454 /night

£10176 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
Enjoy a unique cruise experience on the canals and rivers of South West France aboard the Cruisebarge 'easyvie'. Our half-board fare includes comfortable ensuite twin cabins complemented by a spacious lounge and a superb sun deck to watch the world go by.  …see more

10 Photos

Yacht | 3 Bedrooms | sleeps 2

6 Nights min stay

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from £53 /night

£371 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
The boat is in the Muelle Deportivo (Marina). Here there many bars restaurants and clubs, some of the best in the island. It's possible to walk to the main shopping area around El Corte Ingles and to Las Canteras beach.  …see more

14 Photos

Yacht | 5 Bedrooms | sleeps 10

Excellent 5/5 

2 Nights min stay

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from £2032 /night

£14218 - £17773 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over
  • Car not necessary
  • No pets allowed
Aboard the Alba is the best way to experience the Northern Patagonia. Sail through the Archipielago of Chiloé, bathe in unforgettable thermal springs, watch the whales surface in the Corcovado Gulf end eat the freshest seafood ever, in a yacht just for your group. Plan your trip to meet your own groups interest, with the help of our experienced Captain and his crew  …see more

9 Photos

Houseboat | 12 Bedrooms | sleeps 24

1 night min stay

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from £21 /night

£146 - £1333 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children over
  • Air conditioning
  • No pets allowed
PARAGON CRUISE " Make Your Trips Perfect " is a brand new cruise in Halong Bay. Welcome drinks Breakfast, Lunch , Dinner Restaurant with view Sundeck Complimentary bottled water  …see more

6 Photos

Yacht | 5 Bedrooms | sleeps 10

1 night min stay

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from £10 /night

£64 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
komodo,cruise,catamaran,dragons,rinca,island,seaview,life onboard  …see more

23 Photos

Yacht | 1 Bedroom | sleeps 4

2 Nights min stay

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from £190 /night

£1327 - £1549 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over
  • Air conditioning
  • No pets allowed
Miami Beach Marina is steps away from the best nightlife, amazing beaches and fabulous restaurants. Stay aboard this comfortable stylish yacht, enjoy a glass of wine as the sun goes down or charter her and explore. There are great bars, clubs and restaurants all in walking distance from the marina.  …see more

15 Photos

Narrowboat | 3 Bedrooms | sleeps 6

Short stays welcome

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from £143 /night

£997 - £1315 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Price Includes: Full boat inventory, all fuel, car parking, bed linen, towels, boating tuition on arrival, pump out tokens, welcome pack including tea towels, washing-up liquid, soap, toilet rolls. Buoyancy aids are available on request.  …see more

17 Photos

Narrowboat | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £186 /night

£1299 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
boat, hideaway,nature,meditation,romantic getaway,special occasions ,different Canal Boat, 2 bedroom on the Rickmansworth canal, Hertfordshire, 30 min drive from Central London.  …see more

18 Photos

Yacht | 5 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £424 /night

£2968 - £4240 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
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

15 Photos

Houseboat | 4 Bedrooms | sleeps 12

Very Good 4.5/5 

1 night min stay

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from £163 /night

£1138 - £1296 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
Best and Authentic houseboats at best rates. Book direct from the owner for 2, 3, 4 or 5 bedroom houseboats at alleppey.  …see more

16 Photos

Yacht | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £122 /night

£848 - £1484 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
yacht from owner, afordable, luxury, comfortable, sailing experience, yacht in GREECE,  …see more

17 Photos

Yacht | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £122 /night

£848 - £1018 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
This ia a yacht with NEW equipment in excellent condition. Sea worthy , comfortable clean including all comfort available from owner at discounted prices through the year.  …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

11 Photos

Yacht | 1 Bedroom | sleeps 2

1 night min stay

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from £73 /night

£509 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Only 600 mtrs from the airport with lights bags is a short walk, their are traditional buses available and taxis waiting at the airport . The dolphins are active in the water here all year round and their are many ways to take a tour.  …see more

10 Photos

Yacht | 1 Bedroom | sleeps 2

1 night min stay

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from £87 /night

£609 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Only 600 mtrs from the airport their are traditional buses and taxis available. The dolphins are active in the water here all year round and their are many ways to take a tour .  …see more

10 Photos

Houseboat | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £134 /night

£933 / week

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Key info:

  • Great for children of all ages 5
  • 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

9 Photos

Yacht | 3 Bedrooms | sleeps 6

1 night min stay

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from £303 /night

£2120 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
Corporate holiday on a yacht. Custom yachts. Sailing school. Boat Type ... - Bavaria 44.  …see more

10 Photos

Yacht | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £400 /night

£2800 - £4760 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Full air-conditioned. For up to 12 guests in 6 cabins each with a private shower and electric toilet facilities  …see more

17 Photos

Yacht | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £1000 /night

£7000 - £14000 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
B409  …see more

24 Photos

Yacht | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £3200 /night

£22400 - £28000 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Yacht Type: Gulet  …see more

24 Photos

Yacht | 6 Bedrooms | sleeps 10

7 Nights min stay

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from £1600 /night

£11200 - £28000 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
YACHT LX9  …see more

10 Photos

Yacht | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £760 /night

£5320 - £9800 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
2 Master and 4 Dbl + Sngbed. cabins with ensuite Bath & WC Technical Data: Turkish flagged Ketch Gulet, Length over Deck 25.00 m, Beam 6.30 m, Draft 3.00 m, Engine 500 HP Fiat Marine, Freshwater 8.000 lt, Fuel 6.000 lt.  …see more

13 Photos

Yacht | 1 Bedroom | sleeps 2

7 Nights min stay

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from £720 /night

£5040 - £6720 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Feel the Mediterranean breeze on your face... Our Yacht is One of the most beautiful and brand new gullets in Bodrum  …see more

23 Photos

Yacht | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £680 /night

£4760 - £8120 / week

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Key info:

  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
Miss Angel, Bodrum built gulet, is designed for a comfortable blue cruise and have 5 cabins that can accommodate 10 guests.  …see more

21 Photos

Yacht | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £8000 /night

£56000 - £72800 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Super gulet is a striking yacht that can sleep a total of 12 people on board and has approximately 7 crew members serving to pamper her vip guests .  …see more

24 Photos

Yacht | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £720 /night

£5040 - £8400 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
2 VIP, and 2 double cabins, Captain cabin, 2 Seperate crew cabins.  …see more

8 Photos

Yacht | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £960 /night

£6720 - £8680 / week

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Key info:

  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
Our Gulet is a Luxury Yacht made in Bodrum. She has 7 air conditioned (1 Master + 2 Double + 4 Twin) cabins for 14 passengers.  …see more