Sailing holidays - holiday homes with moorings, boats and yachts

Sailing holidays (1013)

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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1,013 Holiday homes

(10) Excellent 

40

Yacht accommodation in Puerto Calero

Lanzarote / Puerto Calero

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Pet friendly
It is almost impossible to talk about Lanzarote without a reference to the sea. To enjoy a unique experience staying onboard a sailing yacht slightly and sweetly rocked by the sea is something that we will remember our entire life. Enjoy a different holiday!We are LGBT  …see more

from £51 / night

£356 - £1958 / week

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from £51 / night

6

Alappuzha holiday narrowboat rental

Kerala / Alappuzha

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly
The main attractions of a shikara Boat alleppey ride are the shallow and narrow canals, Paddy , village in Kuttanad, mouthwatering lunch on the outskirts of the lake with fresh lake fish and variety of other dishes.Riding on a shikara in the evening is a tranquilising  …see more

from £8 / night

£56 / week

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from £8 / night

(10) Excellent 

12

Finistere / Audierne

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children

 …see more

from £97 / night

£623 / week

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from £97 / night

(2) Excellent 

21

USA East Coast holiday houseboat rental

Florida Keys / Key West

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Ocean view yacht with beautiful sunsets and sunrises. Underwater windows in the forward cabins makes this yacht unbelievable. Located in the finest most elegant first class member only marinas. Guests have access to private pool, tiki bar, fine dining restaurant and fre  …see more

from £322 / night

£1985 - £3473 / week

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from £322 / night

(3) Excellent 

62

Holiday houseboat in Srinagar

Kashmir / Srinagar

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
( The taste of Home, where we treat you like Family)  …see more

from £9 / night

£60 / week

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from £9 / night

(9) Excellent 

24

Holiday yacht in East Molesey

Surrey / East Molesey

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
EXCLUSIVE USE, and available all year round, this perfectly appointed liveaboard moored in the most idyllic palm fronted Hampton Court marina. “Eucala” is a very beautiful and cleverly laid out classic French motor yacht with a really rich heritage. We have rece  …see more

from £95 / night

£665 / week

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from £95 / night

10

Amsterdam holiday houseboat rental

North Holland Province / Amsterdam

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
The accommodation makes the perfect choice for a family or a group of friends desiring the chance to enjoy a traditional old houseboat experience. Blending authentic elements with a wooden finish and only basic amenities, the lodging offers a simple space after a busy d  …see more

from £128 / night

£890 / week

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from £128 / night

(1) Very Good 

10

Chester / Broxton

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

 …see more

from £144 / night

£1008 - £1591 / week

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from £144 / night

13

Monaco-Ville

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning

 …see more

from £178 / night

£1246 / week

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from £178 / night

(1) Excellent 

9

Holiday yacht in Ta' Xbiex

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
Berthed on a pontoon berth with spectacular views of Valletta and Msida Creek  …see more

from £84 / night

£588 / week

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from £84 / night

(4) Excellent 

28

Yacht rental in San Sebastián de la Gomera

La Gomera / San Sebastián de la Gomera

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children age 5+
Yacht La Gomera Marina San Sebastian Luxury Fiestas Holiday Accommodation Garajonay National Park. Comfortable. Sea. Beach. Valle Gran Rey. Sea view.  …see more

from £47 / night

£329 / week

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from £47 / night

(8) Very Good 

9

Holiday yacht with shared pool in Halong Bay

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 £127 / night

£10000 / week

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from £127 / night

(1) Excellent 

30

Holiday houseboat in Marigot Bay

Castries Quarter / Marigot Bay

3 2 4 nights min

  • 3 bedrooms
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
This is an opportunity to experience life in our private classic 41 foot yacht which is moored to the dock in beautiful Marigot Bay in Saint Lucia. We also have a 4x4 jeep available if you wish to go out and explore the island. The boat has a classic teak wood interior  …see more

from £72 / night

£501 / week

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from £72 / night

21

Holiday yacht in Amsterdam

North Holland Province / Amsterdam

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
The accommodation makes the perfect choice for a family or a group of friends desiring the chance to enjoy a traditional old houseboat experience. Blending authentic elements with a wooden finish and only basic amenities, the lodging offers a simple space after a busy d  …see more

from £136 / night

£950 / week

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from £136 / night

5

Arrondissement of Le Marin / Le Marin

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly

 …see more

from £327 / night

£2289 - £4068 / week

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from £327 / night

(1) Excellent 

14

Kas holiday yacht rental

Antalya Province / Kas

3 5 1 night min

  • 3 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Looking for a different type of Holiday? Try our Turkish Gullet Accommodation Only. We offer a registered skipper day cruise to one of the beautiful local bays around kaş. on bookings of 3 or more nights. At extra charge, weather permitting. Our beautiful 5 year old  …see more

from £60 / night

£400 - £505 / week

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from £60 / night

(2) Excellent 

7

Holiday houseboat in Mallacoota

Gippsland / Mallacoota

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
Mallacoota wilderness houseboats offers customers a unique experience on Mallacoota Inlet. Wake up on the water at one of many Parks Victoria jetties located at varios locations around the lake. Listen to the Koalas at night and witness the beauty of far east Gippsland  …see more

from £153 / night

£736 - £1353 / week

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from £153 / night

(1) Excellent 

16

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
Welcome to our houseboat named: “Saturnus”. This houseboat is located in front of the Rembrandt house in the old city centre of Amsterdam. Staying on a houseboat is a unique experience, it will allow you to see life from a different perspective: as an inhabitant of  …see more

from £215 / night

£1501 / week

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from £215 / 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 £1588 / night

£11112 / week

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from £1588 / night

(3) Excellent 

6

Yacht rental in Kos Town

Kós / Kos Town

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
“exhilarating and relaxing at the same time” Had a wonderful time visiting many different islands swimming in the sea exhilarating sailing some days with excellent winds whilst on other calmer days we soaked up the sun. Beautiful boat and excellent s  …see more

from £129 / night

£900 - £1700 / week

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from £129 / night

5

Charente-Maritime / La Rochelle

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Suitable for children age 5+

 …see more

from £115 / night

£801 / week

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from £115 / night

(1) Excellent 

10

Costa Brava / Empuriabrava

5 8 1 night min

  • 5 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning

 …see more

from £76 / night

£530 / week

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from £76 / night

(1) Very Good 

43

Holiday yacht in Cat Ba

Cat Ba

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • 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 £96 / night

£667 / week

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from £96 / night

(2)  

24

Amsterdam holiday yacht rental

North Holland Province / Amsterdam

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Basic dutch houseboat only 10 minutes from the Center with bike and situated upon the scenic Nieuwe Meer and large forest. The accommodation makes the perfect choice for a family or a group of friends desiring the chance to enjoy a traditional houseboat experience. Blen  …see more

from £153 / night

£1068 / week

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from £153 / night

18

Syracuse / Ortigia

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation

 …see more

from £77 / night

£534 / week

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from £77 / night

20

Houseboat rental in Alappuzha

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+
The outside exists of:Open lounge deck, Barbecue and Roof top sun.  …see more

from £65 / night

£360 - £465 / week

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from £65 / night

(7) Very Good 

24

Holiday yacht in Halong Bay

Quang Ninh Province / Halong Bay

28 50 Min stay varies

  • 28 bedrooms
  • Sleeps 50
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
“A lovely time on The Annam Junk - Halong Bay” After reviewing and checking prices for a number of tour companies that offered overnight accommodation at Halong Bay - we were on the verge of only doing a day trip as we were a family of five - and the p  …see more

from £4564 / night

£30945 / week

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from £4564 / night

(53) Excellent 

28

Holiday narrowboat rental

Salford / Worsley

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
“Very clean and comfortable boat - plus can take dogs.” The boat was very clean unlike the previous 3 narrow boats that I have hired. In particular, the toilet/bathroom, cooker, kitchen untensils were clean. The mattress was very comfortable and was li  …see more

from £170 / night

£1190 / week

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from £170 / night

(3) Excellent 

67

Holiday yacht in Road Town

Tortola / Road Town

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Feel free to ask as about other possibilities of accommodation if you have specific needs.  …see more

from £1890 / night

£12993 - £22914 / week

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from £1890 / night

11

Bathampton holiday houseboat rental

Bath / Bathampton

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Located in the picturesque village of Bathampton on the Kennet & Avon canal. Walking distance to Bath city centre, also perfect cycle route/commute to Bath or Bradford-on-Avon. Larkspur is a generously sized fully furnished 10x65 houseboat. Brand new, just recently bee  …see more

from £249 / night

£999 - £1490 / week

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from £249 / night

(26) Excellent 

11

Holiday narrowboat rental

Warwickshire / Rugby

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask owner if suitable for children
  • Car not necessary
  • Ask about pets
“Time to unwind...” This is a holiday with a difference at a very relaxed pace. The food is great (vegetarian), lots of it with Tor (owner/cook) always preparing food, cooking, or baking bread, cakes and other treats. Pootling on the canals gives one a  …see more

from £140 / night

£980 / week

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from £140 / night

(4) Excellent 

13

Narrowboat rental in Henley-on-Thames

Oxfordshire / Henley-on-Thames

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“An amazing family holiday” All information/ communication in the run up to the holiday was very good, we were greeted in a very friendly manner and had a very informative tutorial about the narrowboat and locks which put us at ease and in good sted fo  …see more

from £251 / night

£1245 - £1600 / week

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from £251 / night

20

Marseille / Les calanques

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+

 …see more

from £34 / night

£212 / week

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from £34 / night

(21) Excellent 

29

Porto holiday narrowboat rental

Porto District / Porto

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Unique way to see a beautiful part of Portugal” We spent a fantastic week exploring the upper Douro Valley on two boat. Our party of 11 hired two boats with skippers. Jose Alberto was an excellent guide and host and is very knowledgable about the regi  …see more

from £160 / night

£547 / week

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from £160 / night

19

Province of Fermo / Porto San Giorgio

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+

 …see more

Pricing unknown

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Pricing unknown

(5) Excellent 

12

Bouches-du-Rhone / Marseille

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £153 / night

£1068 / week

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from £153 / night

(2) Very Good 

27

Holiday houseboat rental

Quang Ninh Province / Halong Bay

20 40 1 night min

  • 20 bedrooms
  • Sleeps 40
  • 1 night min
  • Nearest beach 1 km
  • Child friendly
  • Air conditioning
The Paloma is your home while you are in Halong Bay. Good service is key. We always want to hear from our customers so that we can improve our services and we really value their feedback. We built objective for the future is to continue to provide the best service and d  …see more

from £223 / night

£1556 / week

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from £223 / night

(4) Excellent 

21

Holiday narrowboat in Surrey

Surrey / Guildford

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
“Excellent boat on a great stretch of the canal network” Box of Delights is a really well equipped boat - far better than the ones we normally hire. It was also nice dealing with a person rather than an anonymous company. We had the boat for a long  …see more

from £250 / night

£1500 / week

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from £250 / night

(141) Very Good 

15

Holiday houseboat in Alappuzha

Kerala / Alappuzha

4 12 1 night min

  • 4 bedrooms
  • Sleeps 12
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Absolute value for money..!!!” We were a gang of 12 and we absolutely enjoyed our cruise in the houseboat. The houseboat was extremely clean and the staff was very courteous and very helpful and friendly. We were taken for a thoroughly relaxing cruise  …see more

from £241 / night

£1418 / week

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from £241 / night

14

Holiday yacht in Fort Myers

Southwest Gulf Coast / Fort Myers

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Child friendly
My Yacht is located as close to down town Fort Myers As you can get. This 50 ft Floating Condo has lots of room for six guest's or more and is right in the center of the River District The B.B.Q is located on the large back deck. It has a washer and dryer .. microw  …see more

from £137 / night

£953 / week

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from £137 / night