Sailing holidays - holiday homes with moorings, boats and yachts

Sailing holidays (352)

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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352 Holiday homes

Filters applied: Wi-Fi available (352)

(19) Excellent 

1 / 41

Holiday yacht with shared pool in Playa Blanca

Playa Blanca / Marina Rubicon

3 6 1 night min stay

Yacht / 3 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £75 / night

£525 - £3063 / week

Book

from £75 / night

1 / 5

Holiday yacht in St. Petersburg

St. Petersburg / St. Pete Beach, St Petersburg

2 4 1 night min stay

Yacht / 2 bedrooms / sleeps 4 / 1 night min stay

Add to shortlist

from £173 / night

£1207 / week

Book

from £173 / night

1 / 15

Yacht rental in Faa'a

Tahiti / Faa'a

21 46 7 nights min stay

Yacht / 21 bedrooms / sleeps 46 / 7 nights min stay

Add to shortlist

from £316 / night

£2207 / week

Book

from £316 / night

1 / 14

Holiday yacht in Key West

Florida Keys / Key West

3 6 7 nights min stay

Yacht / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £276 / night

£1932 / week

Book

from £276 / night

(8) Excellent 

1 / 21

Holiday houseboat in Alappuzha

Kerala / Alappuzha

4 8 1 night min stay

Houseboat / 4 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £242 / night

£1690 - £2800 / week

Book

from £242 / night

1 / 4

Holiday yacht in St. Petersburg

St. Petersburg / St. Pete Beach, St Petersburg

1 2 1 night min stay

Yacht / 1 bedroom / sleeps 2 / 1 night min stay

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from £104 / night

£725 / week

Book

from £104 / night

(1) Excellent 

1 / 19

La Linea de la Concepcion holiday yacht rental

Andalucia / La Linea de la Concepcion

3 6 2 nights min stay

Yacht / 3 bedrooms / sleeps 6 / 2 nights min stay

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from £196 / night

£977 / week

Book

from £196 / night

1 / 32

Holiday yacht rental

Florida Keys / Key West

2 4 1 night min stay

Yacht / 2 bedrooms / sleeps 4 / 1 night min stay

Add to shortlist

from £276 / night

£1932 / week

Book

from £276 / night

1 / 21

Holiday yacht in Sainte-Luce

Arrondissement of Le Marin / Sainte-Luce

4 8 Min stay varies

Yacht / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £469 / night

£2813 - £3125 / week

Book

from £469 / night

1 / 22

Holiday houseboat in Alappuzha

Kerala / Alappuzha

2 6 1 night min stay

Houseboat / 2 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £345 / night

£2414 / week

Book

from £345 / night

(7) Excellent 

1 / 23

Holiday yacht with shared pool in Pointe-a-Pitre

Grande-Terre Island / Pointe-a-Pitre

2 4 3 nights min stay

Yacht / 2 bedrooms / sleeps 4 / 3 nights min stay

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from £235 / night

£1563 / week

Book

from £235 / night

1 / 7

Vico Equense holiday houseboat rental

Province of Naples / Vico Equense

3 8 7 nights min stay

Houseboat / 3 bedrooms / sleeps 8 / 7 nights min stay

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from £352 / night

£2344 / week

Book

from £352 / night

1 / 19

Nerul holiday yacht rental

Panaji / Nerul

5 10 1 night min stay

Yacht / 5 bedrooms / sleeps 10 / 1 night min stay

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from £194 / night

£207 - £5614 / week

Book

from £194 / night

1 / 4

Holiday houseboat in Villaputzu

Province of Cagliari / Villaputzu

3 6 1 night min stay

Houseboat / 3 bedrooms / sleeps 6 / 1 night min stay

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from £391 / night

£2735 / week

Book

from £391 / night

(5) Excellent 

1 / 16

Sorrento holiday yacht rental

Province of Naples / Sorrento

4 8 1 night min stay

Yacht / 4 bedrooms / sleeps 8 / 1 night min stay

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from £250 / night

£601 - £11954 / week

Book

from £250 / night

(1) Excellent 

1 / 5

Holiday yacht with shared pool in Amarilla Golf

Tenerife / Amarilla Golf

3 6 1 night min stay

Yacht / 3 bedrooms / sleeps 6 / 1 night min stay

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from £149 / night

£930 - £3008 / week

Book

from £149 / night

(13) Excellent 

1 / 12

Holiday yacht with golf nearby in Manilva

Manilva / Puerto de la Duquesa

3 6 3 nights min stay

Yacht / 3 bedrooms / sleeps 6 / 3 nights min stay

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from £125 / night

£800 - £1220 / week

Book

from £125 / night

1 / 9

Halong Bay holiday houseboat rental

Quang Ninh Province / Halong Bay

20 40 1 night min stay

Houseboat / 20 bedrooms / sleeps 40 / 1 night min stay

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from £107 / night

£749 / week

Book

from £107 / night

1 / 24

Holiday yacht in Zadar

Zadar / Poluotok

5 10 7 nights min stay

Yacht / 5 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £659 / night

£4610 / week

Book

from £659 / night

1 / 14

Holiday yacht in Pompano Beach

Florida / Pompano Beach

3 7 1 night min stay

Yacht / 3 bedrooms / sleeps 7 / 1 night min stay

Add to shortlist

from £135 / night

£897 / week

Book

from £135 / night

1 / 8

Holiday yacht in Loano

Italian Riviera / Loano

3 7 1 night min stay

Yacht / 3 bedrooms / sleeps 7 / 1 night min stay

Add to shortlist

from £137 / night

£860 / week

Book

from £137 / night

(3) Very Good 

1 / 22

Santa Ponsa holiday yacht let

Santa Ponsa / Santa Ponsa Marina

3 6 1 night min stay

Yacht / 3 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £149 / night

£1040 - £3118 / week

Book

from £149 / night

1 / 8

Holiday yacht in Fort Myers

Southwest Gulf Coast / Fort Myers

3 6 7 nights min stay

Yacht / 3 bedrooms / sleeps 6 / 7 nights min stay

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from £79 / night

£552 / week

Book

from £79 / night

(7) Excellent 

1 / 40

Yacht accommodation in Puerto Calero

Lanzarote / Puerto Calero

2 4 1 night min stay

Yacht / 2 bedrooms / sleeps 4 / 1 night min stay

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from £47 / night

£329 - £1805 / week

Book

from £47 / night

1 / 58

Holiday yacht rental

St. Thomas / East End

3 6 Min stay varies

Yacht / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £1359 / night

£9311 - £14690 / week

Book

from £1359 / night

1 / 19

Holiday yacht in Geneva

Canton of Geneva / Geneva

6 6 1 night min stay

Yacht / 6 bedrooms / sleeps 6 / 1 night min stay

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from £178 / night

£1242 - £6951 / week

Book

from £178 / night

(1) Good 

1 / 25

Holiday yacht in Rodi Garganico

Province of Foggia / Rodi Garganico

10 24 6 nights min stay

Yacht / 10 bedrooms / sleeps 24 / 6 nights min stay

Add to shortlist

from £136 / night

£813 / week

Book

from £136 / night

(2) Excellent 

1 / 10

Holiday yacht in Key West

Florida Keys / Key West

1 2 1 night min stay

Yacht / 1 bedroom / sleeps 2 / 1 night min stay

Add to shortlist

from £163 / night

£1035 / week

Book

from £163 / night

1 / 29

Holiday yacht in Split

Split-Dalmatia County / Split

4 6 Min stay varies

Yacht / 4 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £235 / night

£1524 - £2305 / week

Book

from £235 / night

1 / 10

Le Marin holiday yacht rental

Arrondissement of Le Marin / Le Marin

4 8 7 nights min stay

Yacht / 4 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £586 / night

£4102 / week

Book

from £586 / night

1 / 13

Holiday houseboat in Alappuzha

Kerala / Alappuzha

3 9 1 night min stay

Houseboat / 3 bedrooms / sleeps 9 / 1 night min stay

Add to shortlist

from £228 / night

£1594 / week

Book

from £228 / night

1 / 26

Holiday yacht in Le Marin

Arrondissement of Le Marin / Le Marin

4 8 1 night min stay

Yacht / 4 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £219 / night

£1407 / week

Book

from £219 / night

1 / 13

Holiday houseboat rental

Florida Panhandle / Destin

2 6 1 night min stay

Houseboat / 2 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £104 / night

£725 / week

Book

from £104 / night

(1) Excellent 

1 / 12

Holiday yacht rental

New Providence Island / Nassau

4 6 1 night min stay

Yacht / 4 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £267 / night

£1863 / week

Book

from £267 / night

1 / 12

Holiday yacht with golf nearby in San Diego

California / San Diego

2 5 2 nights min stay

Yacht / 2 bedrooms / sleeps 5 / 2 nights min stay

Add to shortlist

from £169 / night

£1035 - £1455 / week

Book

from £169 / night

(2) Excellent 

1 / 30

Holiday yacht rental

San Blas Islands / El Porvenir

4 8 2 nights min stay

Yacht / 4 bedrooms / sleeps 8 / 2 nights min stay

Add to shortlist

from £966 / night

£6759 / week

Book

from £966 / night

(5) Excellent 

1 / 9

Holiday yacht rental

Grand Terre / Noumea

3 6 1 night min stay

Yacht / 3 bedrooms / sleeps 6 / 1 night min stay

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from £661 / night

£4627 / week

Book

from £661 / night

1 / 11

Marina Di Grosseto holiday yacht rental

Province of Grosseto / Marina Di Grosseto

2 4 1 night min stay

Yacht / 2 bedrooms / sleeps 4 / 1 night min stay

Add to shortlist

from £196 / night

£1094 / week

Book

from £196 / night

1 / 12

Holiday houseboat rental

Vietnam / Hanoi

16 35 1 night min stay

Houseboat / 16 bedrooms / sleeps 35 / 1 night min stay

Add to shortlist

from £96 / night

£460 - £18515 / week

Book

from £96 / night

1 / 21

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

7 14 2 nights min stay

Houseboat / 7 bedrooms / sleeps 14 / 2 nights min stay

Add to shortlist

from £547 / night

£3047 / week

Book

from £547 / night

(23) Excellent 

1 / 12

Holiday houseboat rental

Amsterdam / Central Amsterdam

1 4 Min stay varies

Houseboat / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £118 / night

£938 - £1485 / week

Book

from £118 / night

1 / 30

Holiday yacht rental

Menorca / Mahon

2 4 2 nights min stay

Yacht / 2 bedrooms / sleeps 4 / 2 nights min stay

Add to shortlist

from £508 / night

£3032 / week

Book

from £508 / night

1 / 38

Holiday yacht with golf nearby in San Diego

California / San Diego

1 4 2 nights min stay

Yacht / 1 bedroom / sleeps 4 / 2 nights min stay

Add to shortlist

from £166 / night

£1035 - £1315 / week

Book

from £166 / night

1 / 11

Holiday yacht in Alimos

Athens / Alimos

10 10 1 night min stay

Yacht / 10 bedrooms / sleeps 10 / 1 night min stay

Add to shortlist

from £352 / night

£2461 / week

Book

from £352 / night

1 / 22

Holiday yacht rental

San Blas Islands / El Porvenir

2 6 2 nights min stay

Yacht / 2 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £107 / night

£749 / week

Book

from £107 / night

(1) Excellent 

1 / 13

Holiday houseboat with shared pool in Tavernier

Key Largo / Tavernier

2 6 2 nights min stay

Houseboat / 2 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £173 / night

£1035 / week

Book

from £173 / night

1 / 7

Holiday yacht with golf nearby in Muscat

Muscat Governorate / Muscat

6 12 1 night min stay

Yacht / 6 bedrooms / sleeps 12 / 1 night min stay

Add to shortlist

from £1794 / night

£12552 / week

Book

from £1794 / night

1 / 14

Holiday yacht rental

Italian Riviera / Lavagna

2 6 2 nights min stay

Yacht / 2 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £176 / night

£782 / week

Book

from £176 / night

(3) Excellent 

1 / 21

Copenhagen holiday houseboat rental

Zealand / Copenhagen

4 8 2 nights min stay

Houseboat / 4 bedrooms / sleeps 8 / 2 nights min stay

Add to shortlist

from £430 / night

£2735 / week

Book

from £430 / night

(2) Very Good 

1 / 22

Holiday yacht in Kas

Antalya Province / Kas

4 8 1 night min stay

Yacht / 4 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £489 / night

£3125 - £4297 / week

Book

from £489 / night

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