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Sailing holidays (178)

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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178 Results  |  
21 Photos

Yacht | 3 Bedrooms | sleeps 8

1 night min stay

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from £267 /night

£1866 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
FULLY UKOMPLETOVAN, ready for any SEA TRAVEL or holidays in 5 ANCHOR YACHT MARINAS. This is better than 5 STARS hotels Experienced skipper will make your vacation fun and safe  …see more

16 Photos

Yacht | 3 Bedrooms | sleeps 3

3 Nights min stay

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from £34 /night

£238 - £1122 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
Sailing holidays in Corsica and Sardinia aboard a skippered yacht. A chance to just relax or learn to sail. Kayaking and cycling holidays in France in 2015 using our yacht as your mobile base camp. We like to share our lifestyle with like minded people. Please contact us if you have a query.  …see more

16 Photos

Yacht | 3 Bedrooms | sleeps 5

Very Good 4/5 

7 Nights min stay

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from £211 /night

£1474 - £2624 / 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
Neverland is a 47ft luxury Moody Sailing Yacht, in pristine condition built in 2002 available for skippered charter. She can accommodate up to 5 guests. Breakfast light lunch, tea and coffee are included in the price. Cold drinks apart from water are chargeable. Yacht charter from Olbia Free skipper and hostess. Free breakfast, light lunch, tea coffee.  …see more

Featured properties

24 Photos

Houseboat | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night min stay

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from £68 /night

£475 - £552 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Pets welcome
Houseboat, roof terrace, brand new, centre amsterdam, museum square  …see more

24 Photos

Yacht | 3 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £742 /night

£5194 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
We offer a flavour of our most popular itineraries, which you can undertake on our exclusive yacht charter in Kas, Turkey, but every facet of the trip is up for discussion. We want to offer you the holiday of a lifetime, taking in the sites that you've always dreamed.  …see more

20 Photos

Houseboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £88 /night

£611 - £967 / week

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Key info:

  • Suitable 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

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
  • Suitable for children of all ages
  • 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

6 Photos

Yacht | 3 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £129 /night

£901 - £1484 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
Sailing Yacht Beneteau Oceanis 393 (3 double cabins and 2 heads) based in the Greek Dodecanese islands available direct from English owner. The prices on this website are for bareboat charters. A skipper is available at approx cost of £110 per day.  …see more

12 Photos

Houseboat | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night min stay

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from £73 /night

£509 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
Annie's Boat is a B&B (bed & boat) for a relaxing stay in a vibrant city. Are you looking for a houseboat situated in a quiet area, yet close to the hustle and bustle of the city? Then Annie's Boat is the place to be! smoking is only allowed outside  …see more

19 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £130 /night

£910 / week

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Key info:

  • Suitable 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

4 Photos

Houseboat | 2 Bedrooms | sleeps 7

3 Nights min stay

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from £140 /night

£980 - £1591 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Pets welcome
No license needed, easy to maoeuvre, cruises in the lagoon of Venice.  …see more

9 Photos

Yacht | 3 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £552 /night

£3859 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
Touaou est un catamaran sûr et coinfortable, il a traversé les océans et son capitaine a exercé préalablement dans la Marine pendant 30 ans comme officier de manoeuvre, de navigation puis comme commandant. Touaou est idéal pour 3 couples ou pour une famille.  …see more

5 Photos

Yacht | 5 Bedrooms | sleeps 10

Short stays welcome

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from £806 /night

£5640 - £10715 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
PRIVATE YACHT, YACHT CHARTER, GULET, MARMARIS, BODRUM, GOCEK, MOTOR YACHT  …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:

  • Suitable for children of all ages
  • 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 | 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:

  • Suitable for children of all ages
  • 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 | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £117 /night

£815 - £1382 / week

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Key info:

  • Suitable for children of all ages
  • 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

13 Photos

Narrowboat | 1 Bedroom | sleeps 3

Excellent 5/5 

3 Nights min stay

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from £73 /night

£510 - £848 / week

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Key info:

  • Suitable for children of all ages
  • 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 - £1872 / week

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Late Deal: save up to £716

Key info:

  • Suitable for children of all ages
  • 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

21 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £92 /night

£639 - £1072 / week

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Key info:

  • Suitable for children of all ages
  • 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

8 Photos

Narrowboat | 1 Bedroom | sleeps 3

Very Good 4.5/5 

Short stays welcome

Add to shortlist

from £73 /night

£510 - £848 / week

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Key info:

  • Suitable for children of all ages
  • 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 - £1072 / week

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Key info:

  • Suitable for children of all ages
  • 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

Add to shortlist

from £164 /night

£1142 - £1872 / week

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Key info:

  • Suitable for children of all ages
  • 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

12 Photos

Narrowboat | 1 Bedroom | sleeps 3

3 Nights min stay

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from £95 /night

£659 - £959 / week

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Key info:

  • Suitable for children of all ages
  • 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

14 Photos

Houseboat | 2 Bedrooms | sleeps 5

Excellent 5/5 

Short stays welcome

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from £66 /night

£456 - £838 / week

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Key info:

  • Nearest beach 15 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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 - £758 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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

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:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
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

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
  • Suitable for children of all ages
  • 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

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 0.5 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
yacht from owner, afordable, luxury, comfortable, sailing experience, yacht in GREECE,  …see more

24 Photos

Yacht | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £679 /night

£4749 - £7717 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • 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

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
  • Suitable for children of all ages
  • 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

14 Photos

Yacht | 8 Bedrooms | sleeps 16

Short stays welcome

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from £1091 /night

£7632 - £10388 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
Private Yacht Blue Cruise, gather your loved ones for a once in a lifetime experience. Explore and enjoy some of the most exclusive cruising grounds in Turkey from the comfort of your own yacht. Tailor made yachting holiday,exclusively made for your requirements.  …see more

12 Photos

Yacht | 6 Bedrooms | sleeps 12

6 Nights min stay

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from £552 /night

£3859 - £4749 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 400 km
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Gulet cruises are ideal for single travellers and couples alike. It's the perfect opportunity to get to meet fellow backpackers like yourselves. Whether you're an adventurer or more of a loner type of person, this cruise is the best way to discover the beautiful Turkis  …see more

24 Photos

Yacht | 11 Bedrooms | sleeps 23

1 night min stay

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from £66 /night

£456 - £8028 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Visiting Halong Bay & Bai Tu Long Bay, Vietnam? Golden Lotus 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

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:

  • Suitable for children of all ages
  • May take pets – please enquire
  • 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

15 Photos

Houseboat | 4 Bedrooms | sleeps 12

Very Good 4.5/5 

1 night min stay

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from £159 /night

£1112 - £1265 / week

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Key info:

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

10 Photos

Houseboat | 2 Bedrooms | sleeps 3

1 night min stay

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from £134 /night

£933 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
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! Full self-catering facilities. On Street parking available in Sallins plus train and bus links to Dublin.  …see more

12 Photos

Yacht | 4 Bedrooms | sleeps 7

Excellent 5/5 

1 night min stay

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from £231 /night

£1612 - £2375 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
vacations in sailboat 11m max 7 people, among Taranto, I Bring caesarian, Gallipoli, Saint Maria of Leuca, Otranto, Greece  …see more

5 Photos

Yacht | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £800 /night

£5600 - £10150 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Gulet is a Luxury Yacht made in Bodrum. She has 6 air conditioned (2 Double and 4 Dbl/Sng) cabins for 12 passengers. Technical Data : Turkish flagged Transom Stern Gulet, Length over Deck 24.00 m, Beam 6.40 m, Draft 2.30 m, Engine 300 HP MAN Marine, Freshwater 8.000 l  …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:

  • Suitable for children of all ages
  • 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

13 Photos

Yacht | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £2000 /night

£14000 - £22400 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
32 meters Gulet, designed for chartering and launched in 2007 in Bodrum. She has 6 cabins for up to 12 guests. Two spacious master cabins are designed with two bathrooms in each. One with shower unit and basin, second one with toilet and basin.  …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:

  • Suitable for children of all ages
  • 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:

  • Suitable for children of all ages
  • 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

13 Photos

Yacht | 3 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £85 /night

£594 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
No large companies we offer great service and personal contact  …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:

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

10 Photos

Yacht | 6 Bedrooms | sleeps 12

1 night min stay

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from £400 /night

£2800 - £4760 / week

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Key info:

  • Suitable for children of all ages
  • 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

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:

  • Suitable for children of all ages
  • 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

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:

  • Suitable for children of all ages
  • No pets allowed
Yacht Type: Gulet  …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:

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

8 Photos

Yacht | 1 Bedroom | sleeps 4

7 Nights min stay

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from £480 /night

£3360 - £4704 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
Our Gulet is a 15.00 meters wooden crewed yacht which launched in 2011.  …see more

8 Photos

Yacht | 3 Bedrooms | sleeps 6

1 night min stay

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from £440 /night

£3080 - £5600 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
Gallery, Bar, dining table, lounge seating area  …see more