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Sailing holidays (362)

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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362 Results  |  
23 Photos

Houseboat | 6 Bedrooms | sleeps 4

Very Good 4.5/5 

1 night min stay

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from £29 /night

£201 - £358 / week

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Key info:

  • Beach / lakeside relaxation
  • Ski
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
here is also a Special Honeymoon Boat with one bedroom with attached bathroom, one dining room, one sitting room and a veranda. The comfort of veranda at the front of each boat is the perfect setting from which you view the mountains and enjoyed the sun rise and feel it All provide the guest with a feeling of gracious living which is a perfect complement  …see more

14 Photos

Houseboat | 1 Bedroom | sleeps 2

3 Nights min stay

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from £238 /night

£1665 - £1750 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • May take pets – please enquire
Sunlight glinting upon the water, the call of geese and the chug of a passing barge?  …see more

22 Photos

Yacht | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £53 /night

£370 - £1750 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Olive is a 46ft Bluewater Cruiser Irwin MkIII sailing yacht that is fully equipped with all the safety equipment required by the Maritime Coastguard Agency for sailing up to 60 miles Offshore.  …see more

Featured properties

21 Photos

Narrowboat | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £58 /night

£405 - £571 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Hire a Motor Yacht and cruise the beautiful Douro River. Our two bases are on the lower (Hotel) and upper end (Chalets) of the vineyards area making possible a one way cruise in the entire Douro. www.douroboat.com  …see more

17 Photos

Houseboat | 1 Bedroom | sleeps 2

3 Nights min stay

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from £87 /night

£608 - £932 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
The Watercradle houseboat Apartment is a stylish Amsterdam studio houseboat apartment that can accommodate two guests located in the Jordaan.  …see more

23 Photos

Houseboat | 1 Bedroom | sleeps 2

2 Nights min stay

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from £146 /night

£1020 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Discover your inner sailor in this fabulous houseboat, for two people.  …see more

11 Photos

Houseboat | 2 Bedrooms | sleeps 4

Min stay varies

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from £196 /night

£1369 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
The Montelbaan Houseboat Apartment is a charming two bedroom Amsterdam houseboat apartment that can accommodate four guests, located close to Nieuwmarkt.  …see more

10 Photos

Houseboat | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £124 /night

£868 - £1605 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
The Saturnus Houseboat is a charming two bedroom Amsterdam houseboat apartment that can accommodate four guests, located in the Nieuwmarkt district.  …see more

20 Photos

Houseboat | 1 Bedroom | sleeps 2

3 Nights min stay

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from £169 /night

£1177 - £1258 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
The B28 Houseboat is a chic one bedroom Amsterdam houseboat apartment that sleeps two guests located on the Central Canal Belt.  …see more

9 Photos

Houseboat | 1 Bedroom | sleeps 2

3 Nights min stay

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from £221 /night

£1543 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Medicine Man houseboat is a charming one bedroom Amsterdam houseboat that can accommodate four guests, situated on the water in the Plantage district.  …see more

20 Photos

Houseboat | 1 Bedroom | sleeps 4

1 night min stay

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from £200 /night

£1400 - £1489 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Mallees Houseboat Apartment is a charming one bedroom Amsterdam houseboat apartment that can accommodate four guests located close to Vondelpark.  …see more

20 Photos

Yacht | 10 Bedrooms | sleeps 20

Excellent 5/5 

Min stay varies

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from £122 /night

£850 - £10996 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Launched in the beginning of May 2013, Halong Phoenix Luxury is offering a pioneering new generation of vessel with both up-comprising quality and luxurious standard. The vessel brings travelers 4 star cruise services experience Halong Bay, with reasonable price. • Private Cruises • Celebration Cruises • Wedding Cruises • Corporate Incentive Cruises • Conference Cruises  …see more

24 Photos

Houseboat | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £119 /night

£827 - £1158 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Car advised
  • Air conditioning
  • No pets allowed
A boat house in wood, sleeping 4 in two bedrooms with a big terrace overlooking the sea.  …see more

6 Photos

Yacht | 5 Bedrooms | sleeps 10

Short stays welcome

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from £105 /night

£732 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • No pets allowed
Let's sail together in beautiful channels between desert islands and Safari Land, In calm waters or in the deep blue Indian Ocean, Fishing or listening good music. Discovering paradise lagoons, wild Islands and ancient Swahili villages. A dream of a lifetime!  …see more

14 Photos

Houseboat | 2 Bedrooms | sleeps 4

1 night min stay

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from £90 /night

£626 - £805 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Romantic nights on serene backwaters on a House Boat Live life to its fullest. The house boat of good times !  …see more

14 Photos

Houseboat | 10 Bedrooms | sleeps 18

Very Good 4.5/5 

1 night min stay

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from £87 /night

£608 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Halong bay, Halong Canary cruise, Halong bay cruise, adventure Halong bay, Halong bay tours, Halong bay is a UNESCO World Heritage Site.  …see more

24 Photos

Houseboat | 1 Bedroom | sleeps 2

Very Good 4.5/5 

Min stay varies

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from £78 /night

£540 - £798 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Studio in former cargo ship located in the Eastern Docklands , close to the city centre. You stay in the wheelhouse and deck-house, the former captain's home. The comfortable, light studio has authentic details. You have your own entrance. Terrace on the waterfront.  …see more

7 Photos

Houseboat | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £188 /night

£1315 - £2059 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
Discover the French countryside from the deck of a luxury canal boat. Cruising in Burgundy on France's most beautiful canal you pass scenic countryside, ancient towns and villages, and past Cathedrals and Chateaux, stopping only to enjoy the superb local food and wine. We also have a range of other boats available for 2 to 10 people. These are in Burgundy and on the Midi  …see more

20 Photos

Houseboat | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £314 /night

£2195 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
Walls the hue of a gull?s wing, contemporary furniture and a view that is nothing short of dazzling, this home is a floating paradise of driftwood and glass  …see more

18 Photos

Houseboat | 4 Bedrooms | sleeps 10

2 Nights min stay

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from £117 /night

£818 - £1015 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury family accommodation Aireys Inlet, Great Ocean Road. Modern and family friendly, heaps of space inside and out. Walk to beaches and cafes. Trampoline, cricket pitch, basketball ring, rumpus room. Fully equipped kitchen, coffee machine, 2 tvs, bbq, fireplace.  …see more

9 Photos

Narrowboat | 2 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £105 /night

£735 - £1765 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
The forward lounge features a dining area with comfortable seating which converts into a double berth, or two single berths. In this area is the usual entertainment area, with a tv and dvd player, and radio with cd.  …see more

10 Photos

Narrowboat | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £96 /night

£670 - £1600 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Stephen is an elegant semi-traditional design, fitted out by Kate Boats to the very highest standard, providing accommodation for up to six people.  …see more

9 Photos

Narrowboat | 1 Bedroom | sleeps 4

7 Nights min stay

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from £63 /night

£440 - £1025 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Thomas David, our smallest boat at 38 foot, provides accommodation for up to four people and is available for mid- week and weekend breaks, commencing on Fridays.  …see more

6 Photos

Narrowboat | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £166 /night

£1160 - £1410 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Relax on a fully equipped narrowboat cruising on the canals of England. We provide all the training you need to enjoy your time aboard. The canals were the motorways of their time, now they are backwaters that take you to the heart of the countryside.  …see more

9 Photos

Narrowboat | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £147 /night

£1025 - £1310 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Narrowboat  …see more

7 Photos

Narrowboat | 2 Bedrooms | sleeps 8

Very Good 4/5 

Short stays welcome

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from £133 /night

£930 - £1410 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Relax on a fully equipped narrowboat cruising on the canals of England. We provide all the training you need to enjoy your time aboard. The canals were the motorways of their time, now they are backwaters that take you to the heart of the countryside.  …see more

7 Photos

Narrowboat | 1 Bedroom | sleeps 4

7 Nights min stay

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from £96 /night

£670 - £1600 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Rachel is a 47 foot semi traditional stern narrowboat. She sleeps up to 4 but gives the ultimate in luxury cruising for two.  …see more

9 Photos

Narrowboat | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £113 /night

£790 - £1900 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Robert offers spacious prestige accommodation for up to six people.  …see more

9 Photos

Narrowboat | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £94 /night

£655 - £1560 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Providing comfortable accommodation for up to six people, Florence Edith is a 57ft all-steel narrowboat.  …see more

8 Photos

Narrowboat | 2 Bedrooms | sleeps 5

Short stays welcome

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from £133 /night

£930 - £1600 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Relax on a fully equipped narrowboat cruising on the canals of England. We provide all the training you need to enjoy your time aboard. The canals were the motorways of their time, now they are backwaters that take you to the heart of the countryside.  …see more

10 Photos

Narrowboat | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £94 /night

£655 - £1560 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Peter Michael, a 60 foot narrowboat can accommodate six to eight people and, uniquely, can be divided into four separate cabins. The front cabin affords scenic views over the low bow, and incorporates the dining and lounge area.  …see more

11 Photos

Narrowboat | 2 Bedrooms | sleeps 7

7 Nights min stay

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from £110 /night

£770 - £1855 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
At 65ft Kate Elizabeth provides accommodation for up to six to eight people. There are two permanent double beds, two single beds and the facility for an additional bunk, or a convertible double in the lounge if required.  …see more

9 Photos

Narrowboat | 1 Bedroom | sleeps 4

7 Nights min stay

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from £96 /night

£670 - £1600 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Brand new for 2012 Madeleine is a 47 foot semi traditional stern narrowboat. This will sleep up to 4 but gives luxury cruising for two.  …see more

6 Photos

Narrowboat | 1 Bedroom | sleeps 5

7 Nights min stay

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from £83 /night

£580 - £1375 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Amy Clare provides comfortable accommodation for four to five people. She is a 52ft all-steel narrowboatLooking out over the bow is the lounge and dining area with a foldaway table and two settees, which convert to two single berths and a single bunk.  …see more

6 Photos

Narrowboat | 2 Bedrooms | sleeps 6

Short stays welcome

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from £147 /night

£1025 - £1765 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Relax on a fully equipped narrowboat cruising on the canals of England. We provide all the training you need to enjoy your time aboard. The canals were the motorways of their time, now they are backwaters that take you to the heart of the countryside.  …see more

6 Photos

Narrowboat | 3 Bedrooms | sleeps 8

Excellent 5/5 

Short stays welcome

Add to shortlist

from £133 /night

£930 - £1900 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Relax on a fully equipped narrowboat cruising on the canals of England. We provide all the training you need to enjoy your time aboard. The canals were the motorways of their time, now they are backwaters that take you to the heart of the countryside.  …see more

5 Photos

Narrowboat | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £82 /night

£570 - £1210 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
n the lounge area there are two comfortable chairs. The galley is well equipped with a full size four burner cooker with overhead extractor fan, 4 cu ft. refrigerator with frozen food compartment, stainless steel sink and drainer and ample storage space.  …see more

7 Photos

Narrowboat | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £133 /night

£930 - £1190 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Narrowboat  …see more

10 Photos

Narrowboat | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £105 /night

£735 - £1765 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
The interior arrangement consists of 2 single beds (that can be converted to a large cross double) in the rear cabin, then a spacious bathroom with an electric macerator toilet and shower cubicle, followed by a cabin with a fixed double bed.  …see more

10 Photos

Narrowboat | 1 Bedroom | sleeps 4

7 Nights min stay

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from £80 /night

£555 - £1320 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Rebecca is a 47ft all-steel cruiser stern narrowboat, with accommodation for up to four people.  …see more

9 Photos

Narrowboat | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £110 /night

£770 - £1855 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Samuel James is a 63ft all steel narrowboat built on a hull supplied by Colecraft and will house up to seven people in comfortable accommodation.  …see more

17 Photos

Narrowboat | 2 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £110 /night

£765 - £1020 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Relax on a fully equipped narrowboat cruising on the canals of England. We provide all the training you need to enjoy your time aboard. The canals were the motorways of their time, now they are backwaters that take you to the heart of the countryside.  …see more

9 Photos

Yacht | 12 Bedrooms | sleeps 24

1 night min stay

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from £91 /night

£636 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Glory cruise is best suited to families with children, group of friends or couples. It offers the best value of all cruise trips in Halong Bay.  …see more

8 Photos

Yacht | 3 Bedrooms | sleeps 6

Min stay varies

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from £985 /night

£6890 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Paradise Privilege is a private junk which will take you to various attractions in Halong Bay. Best suited for group of 4-6 persons.  …see more

9 Photos

Yacht | 17 Bedrooms | sleeps 34

Excellent 5/5 

1 night min stay

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from £93 /night

£649 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Join a trip with Aphrodite Cruise to journey through the emerald water of Halong Bay. Good price at great value, the cruise has 17 well furnished bedrooms designed in a unique theme: Halong fishing village.  …see more

21 Photos

Yacht | 4 Bedrooms | sleeps 10

4 Nights min stay

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from £96 /night

£666 - £868 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Why to rent a villa if you can have your private sailing yacht or share it with new friends! Yes contact us even to book one cabin because we like to organize sailing experiences for like minded people. We will reply to any question. Passengers 8+2 Cabins 4 Heads 2 Lenght 19 mts Beam 5 mts Draft 1,9 mts  …see more

18 Photos

Yacht | 4 Bedrooms | sleeps 10

Excellent 5/5 

Short stays welcome

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from £96 /night

£666 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
We plan & organize yacht charter by group, couple, or for those wishing to travel alone, creating the most compatible onboard experience & amentities with and a professional, friendly & talented crew. Come join us on IntersailClub!  …see more

9 Photos

Yacht | 9 Bedrooms | sleeps 20

1 night min stay

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from £55 /night

£380 - £6839 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
halong bay cruise, good boat on halong bay  …see more

17 Photos

Yacht | 10 Bedrooms | sleeps 20

1 night min stay

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from £110 /night

£767 - £7663 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
Cristina Suite Cruise has 11 deluxe rooms including 1 family room, 4 double rooms and 6 twin rooms. Each room is fully equipped with furniture, such as, individual air-conditioning controller, bathroom amenities, hot water, wardrobe, slippers, shower, etc  …see more

12 Photos

Yacht | 8 Bedrooms | sleeps 16

1 night min stay

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from £92 /night

£639 - £5109 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
Halong Bay Cruise for the backpackers- Halong Bay Papaya Cruise  …see more