Sailing holidays

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Sailing holidays (339)

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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339 Holiday homes

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(6) Very Good 

1 / 28

Yonne / Joigny

4 12 1 night min stay

  • 4 bedrooms
  • Sleeps 12
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; Pet friendly;
 …see more

from £109 / night

£761 / week

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from £109 / night

(12) Excellent 

1 / 17

Devolu - Meudon houseboat sleeps 8

Hauts-de-Seine / Meudon

4 8 5 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min stay
Key info: 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

(1) Very Good 

1 / 9

Kate Boats: Esma Frances - Southam narrowboat sleeps 6

Warwickshire / Southam

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Pet friendly;
Esma Frances is an elegant semi-traditional style boat fitted out to the very highest standard, providing luxury accommodation for up to six people.The forward lounge features a dining area with comfortable seating which converts into a double berth, or two single berth  …see more

Pricing unknown

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1 / 10

Luxury Canal Boat Hire - Evesham narrowboat sleeps 4

Worcestershire / Evesham

2 4 6 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 6 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
We are a small family company, just down river from Stratford Upon Avon on one of the prettiest stretches of the British waterways. we welcome all of our visitors with a glass of bubbly to send you on your way on our narrowboat along with full tuition on how to operate  …see more

from £649 / night

£799 / week

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from £649 / night

(8) Excellent 

1 / 24

Boat Geanna - Henley-on-Thames houseboat sleeps 11

Oxfordshire / Henley-on-Thames

3 11 3 nights min stay

  • 3 bedrooms
  • Sleeps 11
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
This is accommodation with a unique difference. Our boat is a luxury 4 star Canal wide beam fitted to an exceptionally high standard. The interior is spacious with a fitted kitchen, complete with all mod coms (inc dishwasher) and beautiful open plan saloon/dining room.  …see more

from £250 / night

£1410 - £2435 / week

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from £250 / night

1 / 9

Kate Boats: Madeleine – 47 foot - 2/4 berth

Warwickshire / Stockton

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Pet friendly;
NEW FOR 2012Brand new for 2012 Madeleine is a 47 foot semi traditional stern narrowboat. This will sleep up to 4 but gives luxury cruising for two.This boat is state of the art, with a fixed double at the stern, and a convertible double (or two singles) in the lounge ar  …see more

from £96 / night

£670 - £1395 / week

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from £96 / night

1 / 9

Aude / Marseillette

4 8 1 night min stay

  • 4 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Nearest beach 35 km; Child friendly ; Car advised;
 …see more

from £87 / night

£522 / week

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from £87 / night

1 / 12

Connie - Damazan houseboat sleeps 4

Lot-et-Garonne / Damazan

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car advised; No pets allowed;
Beautifully restored Dutch Barge with 2 double cabins, shower room with loo and basin.Open plan galley, dining area and saloon.Wheelhouse with dinette.Galley has double sink, 2 fridges, microwave, 4 burner hob, oven, kettle etc.There is a private garden with summer kitc  …see more

Pricing unknown

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(27) Very Good 

1 / 16

Houseboat Pride of Leyden. - Leiden houseboat sleeps 3

South Holland Province / Leiden

2 3 3 nights min stay

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 27 km; Child friendly ;
Houseboat Pride of Leyden is fully equipped with every comfort, from a well stocked kitchen, to central heating and air conditioning, a TV and Wifi internet, and a veranda with a spectacular view. The main bedroom sleeps two in a king-size bed, the study sleeps one on a  …see more

from £103 / night

£692 - £801 / week

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from £103 / night

1 / 10

Isabella: 58 foot / 6 berth - Stockton narrowboat sleeps 6

Warwickshire / Stockton

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Pet friendly;
Isabella has a large cruiser stern.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 doubl  …see more

from £105 / night

£735 - £1540 / week

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from £105 / night

1 / 11

Cruisebarge 'easyvie' on the Canals in SW France.

Tarn-et-Garonne / Montauban

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 200 km; Ask owner if suitable for children; Car not necessary;
Cruisebarge 'easyvie' cruises the canals and rivers of South West France between the historic city of Montauban and the charming town of Moissac. Enjoy a unique cruise experience aboard 'easyvie' as she slowly makes her way between the towns and villages enroute stayin  …see more

from £1491 / night

£10435 / week

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from £1491 / night

(1) Excellent 

1 / 5

Lucy Joe - Worsley narrowboat sleeps 4

Salford / Worsley

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: 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

(4) Excellent 

1 / 5

Kate Boats: Dorothy Constance - Stockton narrowboat sleeps 2

Warwickshire / Stockton

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Not suitable for children; Pet friendly;
In 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. Behind the gal  …see more

from £82 / night

£570 - £1055 / week

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from £82 / night

1 / 4

HALKIDIKI GOLDEN YACHTS - Nea Fokea yacht sleeps 6

Halkidiki Region / Nea Fokea

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; Air conditioning;
LUXURY VACATIONS... FOR YOUR EYES ONLYEnjoy the luxury of a motor boat with daily or multi-day cruises to Chalkidiki, Skiathos, Skopelos, Alonissos. Flee away from the crowded beaches and discover secluded bays ideal for swimming. Relax and enjoy the sun on the deck as  …see more

from £1305 / night

£9131 / week

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from £1305 / night

(1) Excellent 

1 / 15

Boat Gema - A beautiful narrowboat on Thames

Oxfordshire / Henley-on-Thames

3 8 3 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Suitable for children age 5+; Pet friendly;
Cruise and explore some of the most stunning parts of the River Thames at your own pace. Boat Gema is a delightful 4 star narrowboat that has a fresh and modern feel but without losing the quaint charm of an English narrowboat. Cruise to Henley-On-Thames, Marlow and Win  …see more

from £303 / night

£1390 - £1814 / week

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from £303 / night

(5) Excellent 

1 / 9

A bord de Touaou croisières - Noumea yacht sleeps 6

Grand Terre / Noumea

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
Venez visiter la Nouvelle Calédonie par la mer !Yves vous guidera à travers les récifs pour vous faire découvrir les plus beaux sites du lagon calédonien, l'île des pins ou les îles Loyautés.Plutôt que de changer d'hôtel ou de gîte chaque jour, sur  …see more

from £736 / night

£5150 / week

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from £736 / night

1 / 7

Province of Teramo / Giulianova

4 8 2 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Air conditioning;
 …see more

from £427 / night

£2609 / week

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from £427 / night

(1) Excellent 

1 / 16

Yacht 'Lady H' - Port-Saint-Louis-du-Rhone yacht sleeps 4

Bouches-du-Rhone / Port-Saint-Louis-du-Rhone

3 4 3 nights min stay

  • 3 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 3 km; Child friendly ;
NOTE. PRICES QUOTED INCLUDE FOOD, FUEL, MARINA FEES AND EVEN WINE WITH DINNER. The only added expense is what you choose to spend ashore. A CHANCE FOR A SKIPPERED HOLIDAY AFLOAT. Our 'house' keeps floating and keeps moving so it is difficult to define where we are. Ou  …see more

from £35 / night

£245 - £1155 / week

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from £35 / night

1 / 5

Island of Malta / Ta' Xbiex

3 4 1 night min stay

  • 3 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; Air conditioning;
 …see more

from £348 / night

£2435 / week

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from £348 / night

1 / 11

all seasons houseboats - Kariba houseboat sleeps 14

Mashonaland West Province / Kariba

4 14 1 night min stay

  • 4 bedrooms
  • Sleeps 14
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
We have houseboats in kariba for family get-aways , honeymoon or fishing get-aways. There is a choice of three comfortable houseboats to suit your needs for that unforgettable experience.be you a gang of fisherman wanting to take on the ferocious tiger fish or a nature  …see more

from £306 / night

£1909 / week

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from £306 / night

(9) Excellent 

1 / 14

Yate Alba - Isla Chiloe yacht sleeps 10

Los Lagos Region / Isla Chiloe

5 10 3 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Suitable for children age 5+;
The Alba is a traditionally made wooden 66 foot motor boat that provides full accommodations for 10 guests with all inclusive service, incredible meals, the best chilean wines and international spirits, our guests are tended by 4-5 (fluent English speaking Captain, Coas  …see more

from £2138 / night

£14962 - £21375 / week

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from £2138 / night

(1) Excellent 

1 / 19

Private Yacht in St Vincent and the Grenadines

St. Vincent and the Grenadines / Mayreau

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; No pets allowed;
A Private Yacht: KALIMBA, A 2012 Beneteau Oceanis 45 foot. This private yacht, with skipper, will take you on the cruise of a lifetime around the spectacular Grenadine Islands. Starting from Grenada, or picking you up at the location of your choice, the itinerary is up  …see more

from £500 / night

£3000 / week

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from £500 / night

(2) Excellent 

1 / 6

Kate Boats: Patricia Helen - Warwick narrowboat sleeps 8

Warwickshire / Warwick

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Child friendly ; Pet friendly;
Sleeping up to 8 people, she is a 66 foot semi-traditional narrowboat with a 5 foot well deck providing an outside seating area. Patricia Helen would qualify as a 5 star narrowboat as a 4 – 6 berth, but the addition of bunks drops her to a 4 star.Once inside there is  …see more

Pricing unknown

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Pricing unknown

(15) Excellent 

1 / 14

Yacht Ngoma - Prickly Bay yacht sleeps 4

St. George's / Prickly Bay

2 4 5 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Child friendly ;
The boat we are running at the moment is a Lavezzi 40 built in La Rochelle to our specification and we've been sailing her for 10 years around the caribbean islands.The space we are offering to you is the Port (left - if you are standing on the boat facing forward)  …see more

from £140 / night

£980 - £3920 / week

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from £140 / night

(2) Excellent 

1 / 11

KV houseboats Alleppey to Kumarakom - Alappuzha houseboat sleeps 2

Kerala / Alappuzha

3 2 1 night min stay

  • 3 bedrooms
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 3 km; Ask owner if suitable for children;
Welcome to Alleppey Backwater Kerala in the God's Own Country ! . Our new AC Premium houseboat had 3 bed/3 bath,living room, dinning and kitchen fully covered glass which PROTECT FROM MOSQUITO AND INSECT in the night. We are located 2 minutes from Alleppey town. Fam  …see more

from £39 / night

£1146 / week

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from £39 / night

1 / 10

Stephen: 58 foot / 6 berth - Warwick narrowboat sleeps 6

Warwickshire / Warwick

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Pet friendly;
Stephen is an elegant semi-traditional design, fitted out by Kate Boats to the very highest standard, providing accommodation for up to six people.There is a fixed double bed and a convertible double. The forward lounge features a dining area with comfortable seating w  …see more

from £96 / night

£670 - £1395 / week

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from £96 / night

(8) Good 

1 / 13

Klaziena Houseboat - Central Amsterdam houseboat sleeps 6

Amsterdam / Central Amsterdam

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car not necessary; Ask about pets;
Minimum stay over New Years Eve is at the moment 5 nights.Modern 3 bedroom houseboat on the Amstel and right in the centre of town, means you couldn't be better placed. Experience a truly Dutch way of living by staying on a Houseboat. The Dutch love their canals a  …see more

from £279 / night

£1735 - £2100 / week

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from £279 / night

1 / 9

Florence Edith: 52 foot - Stockton narrowboat sleeps 6

Warwickshire / Stockton

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Pet friendly;
Providing comfortable accommodation for up to six people, Florence Edith is a 57ft all-steel narrowboat. The front cabin plays host to a colour television with DVD player, stereo and comfortable seating area which easily converts to two single berths for sleeping.A spac  …see more

from £94 / night

£655 - £1360 / week

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from £94 / night

(2) Excellent 

1 / 4

Nene Valley Boats - Peterborough narrowboat sleeps 6

Cambridgeshire / Peterborough

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Child friendly ; Ask about pets;
Our hire base is located near the market town of Oundle, Northamptonshire in the heart of the Nene Valley. On board one of our narrowboats, you can explore the river between Northampton and Peterborough winding your way through the timeless English countryside.There is  …see more

from £200 / night

£1285 / week

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from £200 / night

1 / 6

Kate Boats: Jemima - Central Warwick narrowboat sleeps 6

Warwick / Central Warwick

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Pet friendly;
Jemima is a cruiser stern narrowboat.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.The U shaped galle  …see more

Pricing unknown

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1 / 23

Nemesis Sailing Yacht - Karfas yacht sleeps 6

Chios / Karfas

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; Car not necessary;
Another day....another bay Starting from only 50€ / person per day you can charter your own yacht! We welcome sailors of all abilities and can provide you with an option to sail with a professional skipper. Affordable luxury combined with great people from all over th  …see more

from £209 / night

£1461 - £2070 / week

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from £209 / night

(1) Excellent 

1 / 19

Meander K - La Linea de la Concepcion yacht sleeps 6

Andalucia / La Linea de la Concepcion

3 6 2 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.5 km; Child friendly ;
A beautiful yacht Jeanneau Sun Odyssey 40.3 providing exceptional space and comfort.Perfect location for visiting Gibraltar. Great for singles, couples and families.Half-day or full day sailing can be arranged for a fee (weather dependent).Three double cabins (one en-su  …see more

from £218 / night

£1522 / week

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from £218 / night

(49) Excellent 

1 / 28

Star Narrowboat Holidays - Worsley narrowboat sleeps 4

Salford / Worsley

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; Car not necessary; Pet friendly;
From Nov 2016 to Mar 2017 'Gloria' is available for a 4 month static houseboat hire only - have you ever fancied living on a houseboat for a while?? For the most accurate info on prices please see our website. We offer different rates depending on whether you use the b  …see more

from £170 / night

£1190 / week

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from £170 / night

(4) Excellent 

1 / 13

Boat Gina -beautiful narrowboat on River Thames

Oxfordshire / Henley-on-Thames

2 6 3 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
Boat Gina is the perfect boat for anyone who wants to enjoy boating on the River Thames with all the comforts of home. There is nothing quite like the sense of freedom of cruising at your own pace and mooring up when you feel like it, exploring some of England's mo  …see more

from £245 / night

£1265 - £1610 / week

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from £245 / night

1 / 12

catamaran-skylax. - Lakki yacht sleeps 6

Léros / Lakki

3 6 5 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min stay
Key info: Nearest beach 1 km; Child friendly ; Car not necessary;
we offer trips around the Dodecanese islands onboard a luxury 45,5 ft catamaran. The price is per day & person in shared occupancy & includes: skipper, first mate, buffet breakfast & a light lunch.Evening meals are not included - this is for you to enjoy in one of the l  …see more

from £87 / night

£609 / week

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from £87 / night

1 / 4

Malta Picturesque, Exclusive & Central - Ta' Xbiex yacht sleeps 5

Island of Malta / Ta' Xbiex

3 5 3 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Nearest beach 0.1 km; Child friendly ; Car not necessary;
Spend your holiday on a Yacht 14m and well equipped as much as apartment. Airy and bright with standing headroom. Layout comprises two comfortable sofa beds in salon with 32" TV, kitchen dinette two fridges and one freezer, master cabin with ensuite, front cabin & WC. L  …see more

from £87 / night

£600 / week

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from £87 / night

1 / 6

Kate Boats: Alexander - Southam narrowboat sleeps 6

Warwickshire / Southam

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Pet friendly;
Alexander offers spacious prestige accommodation for up to six people. The forward cabin houses two people in convertible beds – either one double or two singles, and there are two other cabins, each with shower room and double bed. The steel hull narrowboat features  …see more

Pricing unknown

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Pricing unknown

(4) Excellent 

1 / 9

Holiday Yacht In Southampton Hampshire - Southampton yacht sleeps 5

Hampshire / Southampton

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Child friendly ;
An excellent well cared for 37 foot sailing yacht, located in Port Hamble Marina, Hamble village, Southampton. Port Hamble is situated in the heart of the village of Hamble which is a yachting paradise for sailors and visitors alike. The yacht is very user friendly and  …see more

from £125 / night

£750 - £1275 / week

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from £125 / night

(7) Excellent 

1 / 23

Peewit 60ft. Modern Narrowboat - Foxton narrowboat sleeps 4

Market Harborough / Foxton

1 4 2 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
Why not take a stay on my beautiful 60 ft Narrow boat Peewit completely refitted with all the comforts of home, whilst floating on the Northampton and Leicester Line of the Grand Union Canal. Peewit is cruised all year round on the Northampton arm and the Leicester line  …see more

from £80 / night

£520 - £540 / week

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from £80 / night

(1) Very Good 

1 / 43

Jewel cruise , overnight on the Cat Ba island

Cat Ba

4 8 1 night min stay

  • 4 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Child friendly ;
This top quality yacht is perfectly equiped for cruising in the Ha Long Bay, with all moderns conveniences. C.Jewel Island yachts are world renowned for excellent quality – We offer perfect arrangements for both privates parts and crew cabins. For your confort, this y  …see more

from £92 / night

£642 / week

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from £92 / night

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