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Sailing holidays (135)

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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135 Results  |  
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

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

Featured properties

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 - £1010 / 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

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

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

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

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

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

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

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

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

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

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

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

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
  • 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 | 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

9 Photos

Narrowboat | 4 Bedrooms | sleeps 8

Short stays welcome

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from £164 /night

£1142 - £1872 / week

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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

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

9 Photos

Yacht | 4 Bedrooms | sleeps 8

6 Nights min stay

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from £424 /night

£2968 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Air conditioning
  • No pets allowed
Luxury Nautor Swan sailing yacht.  …see more

21 Photos

Yacht | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £418 /night

£2926 - £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

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

14 Photos

Houseboat | 6 Bedrooms | sleeps 18

1 night min stay

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from £31 /night

£212 - £700 / week

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Key info:

  • Not suitable for children
  • No pets allowed
sailing trips, sailing vacation, You completely relax during a week or weekend drifting on the IJssel Lake and visiting beautiful old towns.  …see more

14 Photos

Yacht | 5 Bedrooms | sleeps 10

Excellent 5/5 

2 Nights min stay

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from £1984 /night

£13886 - £17357 / week

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Key info:

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

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

16 Photos

Yacht | 2 Bedrooms | sleeps 5

1 night min stay

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from £105 /night

£732 - £1898 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Sunny Beach Sveti Vlas St. Vlas Bourgas Burgas Boat Motor boat Marina beach boat hire Marina Dinevi Garden of Eden Cranchi Zaffirro 34 Bulgaria  …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

19 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

Min stay varies

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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

24 Photos

Yacht | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £303 /night

£2120 - £2650 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
For an amazing and unforgettable holiday this year charter the beautiful sailing yacht 'Shanti' and cruise the Ionian islands in style.  …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

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

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:

  • Suitable for children of all ages
  • No pets allowed
YACHT LX9  …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

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

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

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

24 Photos

Yacht | 5 Bedrooms | sleeps 8

7 Nights min stay

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from £4000 /night

£28000 - £30800 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Whether you want to cruise along the turquoise coast from Aegean to Mediterranean or hop on to Greek islands, you can create your own custom tailored itinerary or choose from our sample itineraries.  …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

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

22 Photos

Narrowboat | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £131 /night

£912 - £1537 / week

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Key info:

  • Suitable 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

13 Photos

Yacht | 3 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £576 /night

£4030 - £5734 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Imagination is a 46 foot catamaran with 3 double en-suite cabins available for charter in St Vincent and the Grenadines. Half board to all-inc is available. We sail the beautiful islands of the Grenadines such as Bequia, Tobago Cays and Mayreau. Come catch your dinner The captain is a PADI Scuba Diving Instructor and Imagination has 10 tanks on board.  …see more

15 Photos

Narrowboat | 2 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

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from £166 /night

£1161 - £2274 / week

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Key info:

  • Suitable for over 5s only
  • 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 | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £77 /night

£535 - £1544 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Two luxury, 100% smoke-free rooms on a boat, and en suite bathrooms, free WiFI. After a busy day in the center you can enjoy the grand view of the eastern docklands on the deck terrace on a nice summer's day. Also suitable for 2 quests. Stay on the water in the Venice of the North: Amsterdam.  …see more

15 Photos

Narrowboat | 3 Bedrooms | sleeps 6

Short stays welcome

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from £143 /night

£997 - £1421 / week

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Key info:

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

16 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £153 /night

£1065 - £1681 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Luxury Narrowboat holidays in the heart of England which offer a unique and relaxing way of discovering the English countryside and fascinating heritage. Beginners welcome, full training provided. Bed linen, towels, safety and boating equipment and WIFI is included in the holiday cost, fuel is extra.  …see more

10 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

7 Nights min stay

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from £153 /night

£1065 - £1681 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • May take pets – please enquire
Luxury Narrowboat holidays in the heart of England which offer a unique and relaxing way of discovering the English countryside and fascinating heritage. Beginners welcome, full training provided. Bed linen, towels, safety and boating equipment and WIFI is included in the holiday cost, fuel is extra.  …see more