Sailing holidays

Sailing holidays (176)

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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176 Holiday homes

Filters applied: City breaks (176)

23

Houseboat Finland: Houseboat Comfort 32 m2/ 6 pers - Jyväskylä houseboat sleeps 6

Central Finland / Jyväskylä

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Would you like to spend summer on a peaceful lake, in the pristine wilderness of Finland? On a Houseboat you can easily get to great fishing spots, beaches or discover different Finnish villages and towns . You can sunbath on the roof, make food in the kitchen and take  …see more

from £194 / night

£1552 / week

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from £194 / night

20

Arrondissement of Le Marin / Le Marin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £259 / night

£1811 / week

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from £259 / night

(5) Excellent 

12

Luxury Motor Yacht in Lymington - Lymington yacht sleeps 4

New Forest / Lymington

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
Your luxurious motor yacht is available on an accommodation only basis. She is located at the prettiest marina in Lymington with amazing sea views towards the Isle of Wight. She was commissioned in 2013 and is fitted out to the highest standard. Step through the glass  …see more

from £280 / night

£1960 / week

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from £280 / night

17

Vila Real District / Peso Da Regua

2 2 1 night min

  • 2 bedrooms
  • Sleeps 2
  • 1 night min
  • Nearest beach 120 km

 …see more

from £337 / night

£2354 / week

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from £337 / night

(29) Very Good 

16

Axo Houseboat - Central Amsterdam houseboat sleeps 4

Amsterdam / Central Amsterdam

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Ask about pets
The Axo Houseboat is a self-catering apartment in the heart of the city. You have your own kitchen, bathroom, double bedroom and living room. It's has a light and roomy living area with 2 sofas beds, in case the kids don't want to sleep together, and a large d  …see more

from £177 / night

£1177 - £1539 / week

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from £177 / night

(1) Excellent 

5

Lucy Joe - Worsley narrowboat sleeps 4

Salford / Worsley

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Lucy Joe Sleeps upto 4 - Wheelchair access availableA beautifully finished boat, Lucy Joe has been designed with space, luxury and comfort in mind. A fixed double bed at the back supplemented by a luxurious double sofa bed at the front and spacious wet room, galley and  …see more

from £150 / night

£795 / week

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from £150 / night

(7) Excellent 

56

Wooden Sail Boat with Air Conditioning and WiFi - El Barrio yacht sleeps 2

Province of Alicante / El Barrio

2 2 3 nights min

  • 2 bedrooms
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 200 km
  • Car not necessary
Classic wooden sailing yacht right in the city center of Alicante...10 meters LOA 4 meters beam, good for two people, one double bed and 2 singles... great views. Close to restaurants and bars. Very close to he beach. Secure parking inside the marina, security and vi  …see more

from £44 / night

£259 / week

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from £44 / night

(15) Excellent 

12

Annie's Boat (bed & boat) - Eastern Docklands houseboat sleeps 2

Amsterdam / Eastern Docklands

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Ask about pets
Annie's Boat is suitable for 2 people and maximum 2 children.Children up to 12 years stay for free. For children up to the age of 3 years there is a cot present. For children from 3 up to 12 years is a thick luxury air mattress (2x 1pers. mattress) of very good qua  …see more

from £104 / night

£518 / week

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from £104 / night

(2) Excellent 

30

San Blas Islands / El Porvenir

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Suitable for children age 5+
  • Car not necessary
  • Air conditioning

 …see more

from £1077 / night

£7539 / week

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from £1077 / night

(51) Excellent 

28

Star Narrowboat Holidays - Unique Narrowboat Hire - Worsley narrowboat sleeps 4

Salford / Worsley

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
Now taking bookings for 2017. From 1st Nov 2016 to 30th Mar 2017 'Gloria' is booked for a static houseboat hire at our base - we still have availability for our other boat 'Queenie' for those months. For the most accurate info on prices please see our website. We off  …see more

from £170 / night

£1190 / week

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from £170 / night

(12) Excellent 

17

Devolu - Meudon houseboat sleeps 8

Hauts-de-Seine / Meudon

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Suitable for children age 5+
  • Car not necessary
  • Air conditioning
Ever wondered what it would be like to live on a houseboat? Devolu offers you a convenient base to visit the sites of Paris, go to Disneyland and the Chateau de Versailles while coming home each day to an amazing experience of another kind. One of the most luxurious b  …see more

from £250 / night

£1500 - £1850 / week

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from £250 / night

(8) Excellent 

77

Woontjalk Zuidenwind Houseboat - Amsterdam houseboat sleeps 5

North Holland Province / Amsterdam

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 25 km
  • Child friendly
  • Pet friendly
A fully equipped appartment in a lovely old cargo ship in the port of Amsterdam. From deck you have a full view on the National Maritime Museum and the Mill of Brewery 't IJ. By foot it takes 5 minutes walk to the famous canals of the old city and 10 minutes to CS (tr  …see more

from £130 / night

£906 / week

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from £130 / night

(1) Excellent 

9

Sunseeker Apache 45 - Ta' Xbiex yacht sleeps 4

Island of Malta / Ta' Xbiex

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Book Sunseeker Apache 45 'Pamaca' for a holiday to remember.One of the most powerful and elegant boats in the entire Sunseeker range, this twin engine 660HP muscle boat is the Mustang of the Marina and available for overnight stays onboard. Pure luxury with very comfort  …see more

from £86 / night

£598 / week

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from £86 / night

(30) Excellent 

12

Oasis Houseboat - Central Amsterdam houseboat sleeps 4

Amsterdam / Central Amsterdam

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
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.Situated on the beautiful Raamgr  …see more

from £173 / night

£1035 - £1638 / week

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from £173 / night

15

Tortola / Road Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £1539 / night

£10770 / week

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from £1539 / night

(13) Excellent 

24

Boat&Breakfast de Dageraad - Eastern Docklands houseboat sleeps 4

Amsterdam / Eastern Docklands

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Child friendly
Welcome on board our fully renovated boat & breakfast, 'de Dageraad' (Dutch for 'daybreak'). We offer two luxury, 100% smoke-free rooms, both featuring amenities such as floor heating, en suite bathroom, LCD-television, and free Wifi. In the morning, we serve a home-m  …see more

from £199 / night

£1388 / week

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from £199 / night

22

De Cornelia - Amsterdam houseboat sleeps 14

North Holland Province / Amsterdam

7 14 2 nights min

  • 7 bedrooms
  • Sleeps 14
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 35 km
  • Suitable for children age 5+
Our large houseboat is especially suitable for groups up to 14 people.It's located in a quite neighborhood in the north of Amsterdam but close to the town center.7 bedrooms and a large living area gives you enough space for a joyful time in Amsterdam.Next to a park  …see more

from £604 / night

£3363 / week

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from £604 / night

(4) Excellent 

32

Amazon River / Manaus

1 6 1 night min

  • 1 bedroom
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £13 / night

£87 - £517 / week

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from £13 / night

20

Angel Queen Houseboats - Alappuzha houseboat sleeps 2

Kerala / Alappuzha

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Suitable for children age 5+
Angel Queen offers rooms on board a Kettuvallam, a traditional Kerala house boat. Exploring the backwaters of Alleppey and Kumarakom, the boat provides full board Kerela traditional meals for all guests through its Indian restaurant and 24-hour room service. A chef on  …see more

from £65 / night

£360 - £465 / week

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from £65 / night

(1) Excellent 

87

Sceal Eile - Dublin 2 houseboat sleeps 4

Dublin / Dublin 2

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Car not necessary
You must contact Dublin Barge Hire at least 48 hours before you arrive to arrange a time to meet at the marina etc €250 damage deposit if cruising. €100 damage deposit if using the barge for accommodation only. NO CRUISING OCT-MARCH Central Heating for those who do  …see more

from £113 / night

£966 - £1457 / week

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from £113 / night

13

Halong Deluxe Cruises - Halong Bay yacht sleeps 32

Quang Ninh Province / Halong Bay

14 32 1 night min

  • 14 bedrooms
  • Sleeps 32
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ski
The boutique beauty of the cruise will charm all the guests at the first glance. Among hundreds of boats and cruises in Halong Bay. We can say for sure that the Deluxe Cruise is the unique one which was designed specially like a Royal Palace, Totally different with any  …see more

from £252 / night

£1764 / week

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from £252 / night

(9) Excellent 

16

Province of Naples / Sorrento

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £275 / night

£1725 - £6035 / week

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from £275 / night

(3) Excellent 

30

Ducklings Narrowboat Hire - Tewitfield narrowboat sleeps 4

Carnforth / Tewitfield

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Ask owner if suitable for children
  • Ask about pets
Ducklings Narrowboat Hire is a small family self drive hire boat business operating on the beautiful Lancaster Canal in Lancashire. We operate from Tewitfield marina in Carnforth at the most Northerly point of the Navigable canal. You can book a holiday with us all yea  …see more

from £125 / night

£750 - £800 / week

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from £125 / night

(1) Very Good 

6

SOUTHERN PANORAMA CRUISES - Alappuzha houseboat sleeps 50

Kerala / Alappuzha

30 50 1 night min

  • 30 bedrooms
  • Sleeps 50
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Southern Panorama Cruises has started its luxury house boats in the backwaters of Alleppey, Kerala. We have house boats with 1 bed, 2 bed and 3 bed Room House Boats. Utmost care has been taken in all the areas. Boat Staff is technically qualified. Good hygeine practice  …see more

from £154 / night

£1077 / week

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from £154 / night

8

Italian Riviera / Lavagna

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £199 / night

£1380 / week

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from £199 / night

(2) Very Good 

20

Bluebell Narrowboat Holidays - Lancaster narrowboat sleeps 4

Lancashire / Lancaster

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 0.2 km
  • Child friendly
  • Car not necessary
Spend a relaxing, picturesque week or two cruising s through the idyllic, peaceful Lancashire countryside. Bluebell is 35ft long, 6ft 10 inches wide and sleeps four comfortably. Her size makes her perfect for beginners or experienced canal enthusiasts.Bluebell has one f  …see more

from £125 / night

£820 / week

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from £125 / night

(28) Very Good 

24

AMSTERDAM CITY CENTRE HOUSEBOAT - Central Amsterdam houseboat sleeps 4

Amsterdam / Central Amsterdam

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
This beautiful Amsterdam city centre canal houseboat, that is conveniently situated between central station and Dam Square, is a perfect place for couples, friends or a family to explore and enjoy the beauties of the amazing city.The houseboat has a relaxed living area  …see more

from £173 / night

£1811 - £2173 / week

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from £173 / night

(5) Excellent 

23

bed & boat, apartment on houseboat, Amsterdam - Amsterdam houseboat sleeps 2

North Holland Province / Amsterdam

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Car not necessary
  • Ask about pets
Are you looking for a comfortable apartment for 2 people? Our apartment is a self-contained part of a water villa. It has a living room and open plan kitchen with all modern equipment. The living room has patio doors directly to the water. On the ground floor there is a  …see more

from £100 / night

£647 / week

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from £100 / night

(4) Excellent 

24

Authentic ship Vrouwe Johanna - Amsterdam houseboat sleeps 12

North Holland Province / Amsterdam

3 12 2 nights min

  • 3 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
In a unique countryside setting, overnight in a hundred years authentic sailing ship and yet the bustling center of Amsterdam nearby!The ship is located just 15 minutes outside the center of Amsterdam, Durgerdam.Our Apartment is easily accessible by car, bicycle and pub  …see more

from £453 / night

£3018 - £4000 / week

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from £453 / night

9

Aude / Marseillette

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 35 km
  • Child friendly
  • Pet friendly

 …see more

from £87 / night

£518 / week

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from £87 / night

(2) Excellent 

11

George Vlamis Yachts - Sailing, Cats, MotorYachts - Alimos yacht sleeps 10

Athens / Alimos

10 10 1 night min

  • 10 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
Talking about sailing in Greece is already holiday ! You maybe already feel the salty wind caressing your face. And we are there, a family company since 1992, offering personal service, chartering our luxury crewed sailing yachts and / or our bareboat charter yachts. Av  …see more

from £388 / night

£2716 / week

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from £388 / night

10

Cambridgeshire / Ely

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary

 …see more

from £157 / night

£1096 - £1232 / week

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from £157 / night

(3) Excellent 

67

CARIBBEAN CREWED LUXURY MOTOR YACHT CHARTER 57ft' - Road Town yacht sleeps 6

Tortola / Road Town

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Allinclusivecharter provides the perfect getaway on your own private crewed luxury motor yacht in the Caribbean area. Being the only guests on our board, you are treated like royalty. Do what you really want, when you want. Your voyage is personalized and is a customize  …see more

from £1847 / night

£12693 - £22385 / week

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from £1847 / night

(8) Excellent 

17

Motor Yacht Dandy - Ciutat Vella yacht sleeps 10

Barcelona / Ciutat Vella

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
This stunning 24m. (82ft) Astondoa Motor Yacht was built in 2001 and is rented out as a floating apartment with the possibility to be chartered out to sea from the Barcelona Royal Yacht Club.The Club is a gated community and has 24-7 security guards and CCTV. The locati  …see more

from £776 / night

£5432 / week

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from £776 / night

(4) Very Good 

10

Ille-et-Vilaine / Rennes

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Suitable for children age 5+

 …see more

from £121 / night

£776 - £1500 / week

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from £121 / night

(6) Very Good 

9

Halong Imperial Classic Cruise - Halong Bay yacht sleeps 18

Quang Ninh Province / Halong Bay

12 18 1 night min

  • 12 bedrooms
  • Sleeps 18
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Halong Imperial Classic Cruise is a traditional sail boat, built of wood with modern facilities and firt class service, is perfect for exploring Halong Bay on Imperial Classic Cruise. The main food in Imperial Classic Cruise is Vietnam traditional dishes made of local s  …see more

from £124 / night

£9693 / week

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from £124 / night

13

Sail Kefalonia on a Classic Wooden Yacht - Minia yacht sleeps 6

Cephalonia / Minia

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Alan & Vassiliki welcome you on board the Golden Otter, a beautiful classic wooden yacht! We provide Sailing Holidays and Daytrips around Kefalonia and the Ionian Islands for people who wish to experience sailing on a unique handcrafted boat. Swim in secluded beaches,  …see more

from £245 / night

£1700 / week

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from £245 / night

(1) Excellent 

23

Pisa / Marina di Pisa

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Suitable for children age 5+

 …see more

from £113 / night

£690 - £1173 / week

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from £113 / night

(25) Excellent 

21

Houseboat Ms. Luctor - Central Amsterdam houseboat sleeps 2

Amsterdam / Central Amsterdam

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 15 km
  • Car not necessary
  • Private garden
Close to Central Station (canal district) you will find the Amsterdam Bed & Breakfast houseboat MS Luctor, exclusively suitable for two guests. An original "klipperaak", built in 1913, now converted into a comfortable, stylish and high class apartment, moored  …see more

from £117 / night

£673 - £725 / week

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from £117 / night

12

ABC Boat Hire - Worcester narrowboat sleeps 6

Worcestershire / Worcester

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
60ft cruiser stern narrowboat This boat is ideal for two couples as luxury boat with seperate bathrooms and cabins. Quiet water-cooled diesel engine with simple controls. Instruction and buoyancy aids supplied free of charge.Boat design features: Full radiator central  …see more

from £250 / night

£499 / week

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from £250 / night

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