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Sailing holidays (354)

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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354 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

14 Photos

Yacht | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £64 /night

£446 - £557 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Luxury yacht situated in Queensway Quay Marina.  …see more

21 Photos

Yacht | 3 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £67 /night

£464 - £998 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Air conditioning
  • May take pets – please enquire
You have the opportunity to rent a magnificent Yacht-Hotel entire for you docked in Marina Rubicón, one of the most beautiful and luxury marinas in the Canary Islands.  …see more

Featured properties

24 Photos

Yacht | 2 Bedrooms | sleeps 3

Excellent 5/5 

2 Nights min stay

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from £33 /night

£229 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 200 km
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Unique experience.... the best area to stay when in Alicante city....  …see more

12 Photos

Yacht | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £114 /night

£795 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • 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

21 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
  • Ski
  • 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

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

10 Photos

Yacht | 1 Bedroom | sleeps 4

1 night min stay

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from £122 /night

£848 / 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

12 Photos

Houseboat | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £96 /night

£670 - £1120 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Change your perspective of a vacation rental and stay in this beautiful houseboat, located in the city centre of Amsterdam, close to the museums, Vondelpark, Leidseplein, the Flower Market and many other highlights. Only best reviews of previous guests!  …see more

24 Photos

Houseboat | 2 Bedrooms | sleeps 3

Excellent 5/5 

7 Nights min stay

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from £97 /night

£679 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for over 5s only
  • 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

21 Photos

Yacht | 2 Bedrooms | sleeps 4

1 night min stay

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from £50 /night

£346 - £672 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Pets welcome
It is almost impossible to talk about Lanzarote without a reference to the sea. To enjoy a unique experience staying onboard a sailing yacht slightly and sweetly rocked by the sea is something that we will remember our entire life. Enjoy a different holiday! We are LGBT friendly and proud of it. Pets are welcome, sheltered place on deck will be provided.  …see more

12 Photos

Houseboat | 1 Bedroom | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £128 /night

£891 - £1781 / week

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Key info:

  • Suitable for over 5s only
  • No pets allowed
This friendly houseboat is a complete floating apartment. There is a lounge room, open-plan kitchen, separate bedroom with double bed, and bathroom with full-length bath and shower. Perfect for 2 people, with a sofa bed for 2 more guests. www.oasishouseboat.com See our website www.oasishouseboat.com for more details.  …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

19 Photos

Yacht | 1 Bedroom | sleeps 1

Excellent 5/5 

1 night min stay

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from £53 /night

£371 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Not suitable for children
  • Car not necessary
  • 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

21 Photos

Yacht | 5 Bedrooms | sleeps 9

1 night min stay

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from £109 /night

£757 - £3102 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • No pets allowed
The new Sunborn hotel and large casino are litteraly next door as well as best restaurants in Gibraltar. The dolphins are active in the water here all year round and their are many ways to take a tour . Only 600 mtrs from the airport with lights bags is a short walk, The dolphins are active in the water here all year round and their are many ways to take a tour .  …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

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

16 Photos

Yacht | 3 Bedrooms | sleeps 4

7 Nights min stay

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from £73 /night

£509 - £2460 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Sailing Yacht. Typically start/finish Corfu, visit Sivota Mourtas, Parga, Arillas, Paxos and Anti Paxos Go with our itinerary or set your own, take part in the sailing as much or as little as you like....  …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

9 Photos

Houseboat | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £209 /night

£1457 - £3728 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Luxury 6 cabin houseboat. Stationary repositioning from Surfers Paradise to Morton Bay. Or cruise the smooth inland waters. Skippered 'surf-camp holidays' off South Stradbroke Island, family-fishing or an eco-adventure spotting kangaroos, dolphins and other wild life. Book 'Fun-Seeker' & 'The Boathouse'. A special venue - 21 overnight guests. Perfect for weddings & birthdays  …see more

19 Photos

Yacht | 4 Bedrooms | sleeps 8

1 night min stay

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from £485 /night

£3392 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
Thousands of foreigner and local people visit this little town of Mediterranean, the capital of light, Kas. Kas draw attention with its history, blue and clean sea and fascinating nature. Many different tour opportunities will be waiting for you during you Kas travel  …see more

24 Photos

Yacht | 3 Bedrooms | sleeps 6

1 night min stay

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from £509 /night

£3562 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Villa Rental, Holiday in a Hotel…none comes close to the experience of travel by BOAT! Let's explore why: Firstly, you can comfortably move around, lie down, or sit at a table whilst your vessel glides along the sea. You are surrounded by ever changing natural beauty. You should keep in mind a boat tour for your holiday vacation.  …see more

18 Photos

Yacht | 3 Bedrooms | sleeps 6

1 night min stay

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from £636 /night

£4452 / week

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Key info:

  • Beach / lakeside relaxation
  • Ski
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
A fantastic blend of nature and history is the key ingredient of this unique boat tour, with other natural ingredients going into the healthy meals served on board. Please note that this trip is customizable in that we can alter our route and time spent at each stop  …see more

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 with crew provided  …see more

15 Photos

Yacht | 2 Bedrooms | sleeps 6

1 night min stay

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from £424 /night

£2963 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
The Bachelor is an impressive 58ft STRIKER, equipped with all the amenities and luxury's of a Yacht, with one Master bedroom and on guest bedroom, in addition to a sofa bed this can accommodate up to six people onboard, one of the great pleasures is sleeping onboard. Overnighting is a wonderful way to spend an evening, sleeping on the hook!  …see more

23 Photos

Yacht | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £124 /night

£862 - £1079 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for over 5s only
  • Air conditioning
  • No pets allowed
A classic yacht with rustic charm in the chic neighborhood south of 5th St. Moored in Miami beach marina this south beach yacht is steps from everything. Comfortable and homey, come relax aboard.  …see more

23 Photos

Yacht | 1 Bedroom | sleeps 4

2 Nights min stay

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from £186 /night

£1296 - £1513 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for over 5s only
  • 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

16 Photos

Yacht | 2 Bedrooms | sleeps 12

1 night min stay

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from £340 /night

£2375 - £2799 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
Yacht rent Portoroz Slovenia Croatia Venice Italy  …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

16 Photos

Yacht | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £222 /night

£1552 - £2416 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Holiday catamaran sailing charter, from Alanya, Antalya, Kemer, Kas, Dalaman, Marmaris, Fethiye, Gocek, Kalkan & Rhodos (GR). Excl.: Diesel, Transit log (Tourist tax), food & Beverage on board, Harbor mooring fees, Personnel travel  …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

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

8 Photos

Yacht | 3 Bedrooms | sleeps 6

Short stays welcome

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from £570 /night

£3986 - £6365 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
PRIVATE YACHT, YACHT CHARTER, GULET, MARMARIS, BODRUM, GOCBEK, MOTOR YACHT, BLUE CRUISE, BLUE VOYAGE,  …see more

23 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

21 Photos

Yacht | 1 Bedroom | sleeps 2

1 night min stay

Add to shortlist

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

18 Photos

Yacht | 3 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £243 /night

£1696 - £2120 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • No pets allowed
Enhance your holiday experience by visiting Zakynthos, Ithaca, Kefalonia, Lefkada, Scorpios and Meganisi on a professionally maintained 38 ft sailing yacht with a fully qualified Skipper. Breakfast and lunches included in the price with no added extras. Enjoy the beautiful scenery around the Ionian Islands. You are guaranteed to have a special holiday.  …see more

20 Photos

Narrowboat | 3 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

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from £134 /night

£933 / 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 over 5s only
  • 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

10 Photos

Narrowboat | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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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

13 Photos

Narrowboat | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

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from £96 /night

£670 - £977 / 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

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

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

20 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £117 /night

£815 - £1382 / week

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Key info:

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

15 Photos

Narrowboat | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £92 /night

£639 - £1072 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • 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

8 Photos

Narrowboat | 1 Bedroom | sleeps 3

Very Good 4.5/5 

Short stays welcome

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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

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

13 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

Add to shortlist

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