Sailing holidays - holiday homes with moorings, boats and yachts

Sailing holidays (180)

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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180 Holiday homes

Filters applied: Walking holidays (180)

(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 £194 / night

£969 / week

Book

from £194 / night

1 / 14

Holiday yacht in Miami

Florida / Miami

3 8 3 nights min stay

Yacht / 3 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £261 / night

£1823 / week

Book

from £261 / night

1 / 7

Ernakulam holiday houseboat rental

Kochi, Cochin / Ernakulam

18 50 1 night min stay

Houseboat / 18 bedrooms / sleeps 50 / 1 night min stay

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from £238 / night

£1449 / week

Book

from £238 / 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 £388 / night

£2714 / week

Book

from £388 / 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 £248 / night

£597 - £11861 / week

Book

from £248 / night

1 / 21

Holiday yacht rental

Bequia / Port Elizabeth

6 8 7 nights min stay

Yacht / 6 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £421 / night

£2946 - £2985 / week

Book

from £421 / 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 £654 / night

£4574 / week

Book

from £654 / 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 £136 / night

£903 / week

Book

from £136 / 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 / 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 £171 / night

£1042 - £1465 / week

Book

from £171 / 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 £349 / night

£2442 / week

Book

from £349 / night

1 / 8

Central Palermo holiday yacht rental

Palermo / Central Palermo

5 10 1 night min stay

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

Add to shortlist

from £45 / night

£315 - £3148 / week

Book

from £45 / night

1 / 7

Palermo holiday yacht rental

Province of Palermo / Palermo

5 10 1 night min stay

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

Add to shortlist

from £45 / night

£315 - £3148 / week

Book

from £45 / 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

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from £167 / night

£1042 - £1324 / week

Book

from £167 / 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

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from £174 / night

£1042 / week

Book

from £174 / night

(21) Excellent 

1 / 30

Yacht rental in Dubrovnik

Dubrovnik / Gruz

12 24 7 nights min stay

Yacht / 12 bedrooms / sleeps 24 / 7 nights min stay

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from £180 / night

£1256 - £13179 / week

Book

from £180 / night

1 / 16

Holiday yacht in Puerto Ayora

Puerto Ayora / Puerto Ayora

6 12 7 nights min stay

Yacht / 6 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £298 / night

£2084 / week

Book

from £298 / night

(2) Excellent 

1 / 10

Holiday yacht in Southampton

Hampshire / Southampton

3 5 1 night min stay

Yacht / 3 bedrooms / sleeps 5 / 1 night min stay

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from £90 / night

£400 - £1030 / week

Book

from £90 / night

1 / 18

Fethiye holiday yacht accommodation

Mugla Province / Fethiye

3 6 1 night min stay

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

Add to shortlist

from £543 / night

£4884 - £5427 / week

Book

from £543 / night

1 / 8

Holiday yacht rental

Hampshire / Southampton

3 6 1 night min stay

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

Add to shortlist

from £90 / night

£400 - £1240 / week

Book

from £90 / night

(2) Excellent 

1 / 29

Holiday yacht in Bacvice

Split-Dalmatia County / Bacvice

12 24 7 nights min stay

Yacht / 12 bedrooms / sleeps 24 / 7 nights min stay

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from £1440 / night

£10078 - £13179 / week

Book

from £1440 / night

(2) Excellent 

1 / 30

Zagreb holiday yacht rental

Croatia / Zagreb

4 10 7 nights min stay

Yacht / 4 bedrooms / sleeps 10 / 7 nights min stay

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from £3212 / night

£22481 / week

Book

from £3212 / night

1 / 23

Yacht rental in Petersburg

Alaska / Petersburg

6 12 7 nights min stay

Yacht / 6 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £481 / night

£3363 - £40376 / week

Book

from £481 / night

(4) Excellent 

1 / 25

Holiday yacht in Kas

Antalya Province / Kas

3 6 1 night min stay

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

Add to shortlist

from £698 / night

£4884 - £5427 / week

Book

from £698 / night

(4) Excellent 

1 / 23

Great Billing holiday narrowboat rental

Northamptonshire / Great Billing

1 4 2 nights min stay

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

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from £80 / night

£540 / week

Book

from £80 / night

(12) Excellent 

1 / 24

Holiday houseboat rental

Amsterdam / Central Amsterdam

2 4 Min stay varies

Houseboat / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £148 / night

£1241 - £1954 / week

Book

from £148 / night

(1) Excellent 

1 / 37

Holiday yacht in Road Town

Tortola / Road Town

2 6 Min stay varies

Yacht / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £1369 / night

£9375 - £13820 / week

Book

from £1369 / night

(3) Excellent 

1 / 14

Narrowboat rental in Tattenhall

Cheshire / Tattenhall

2 4 Min stay varies

Narrowboat / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £80 / night

£799 - £1799 / week

Book

from £80 / night

(1) Poor 

1 / 17

Holiday houseboat in Tavernier

Key Largo / Tavernier

2 6 2 nights min stay

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

Add to shortlist

from £174 / night

£1042 / week

Book

from £174 / night

(12) Excellent 

1 / 24

Houseboat rental in Amsterdam

Amsterdam / Eastern Docklands

2 4 2 nights min stay

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

Add to shortlist

from £171 / night

£1194 / week

Book

from £171 / night

(2) Excellent 

1 / 9

Miami Beach holiday yacht rental

Florida / Miami Beach

2 6 2 nights min stay

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

Add to shortlist

from £348 / night

£2084 / week

Book

from £348 / night

1 / 8

Holiday yacht accommodation

Tortola / Road Town

4 8 1 night min stay

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

Add to shortlist

from £1380 / night

£9656 / week

Book

from £1380 / night

(1) Excellent 

1 / 21

Holiday yacht in Annapolis

Maryland / Annapolis

4 8 Min stay varies

Yacht / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £338 / night

£2366 / week

Book

from £338 / night

1 / 58

Holiday yacht rental

Tortola / Road Town

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) Excellent 

1 / 14

Holiday yacht in Stintino

Stintino / Tanca Manna

4 8 3 nights min stay

Yacht / 4 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £543 / night

£3799 / week

Book

from £543 / night

1 / 58

Spanish Town holiday yacht rental

Virgin Gorda / Spanish Town

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 / 26

Yacht rental in Brewers Bay with shared pool

Tortola / Brewers Bay

1 2 5 nights min stay

Yacht / 1 bedroom / sleeps 2 / 5 nights min stay

Add to shortlist

from £1600 / night

£6395 / week

Book

from £1600 / night

1 / 5

Palmetto holiday yacht rental

Florida / Palmetto

2 8 2 nights min stay

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

Add to shortlist

from £105 / night

£695 - £1424 / week

Book

from £105 / night

(111) Very Good 

1 / 15

Holiday houseboat in Alappuzha

Kerala / Alappuzha

4 12 1 night min stay

Houseboat / 4 bedrooms / sleeps 12 / 1 night min stay

Add to shortlist

from £211 / night

£1242 / week

Book

from £211 / night

1 / 15

Holiday houseboat in Montgomery

Texas / Montgomery

4 8 Min stay varies

Houseboat / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £145 / night

£1035 / week

Book

from £145 / night

(2) Very Good 

1 / 17

Houseboat rental in Redding

California / Redding

4 15 7 nights min stay

Houseboat / 4 bedrooms / sleeps 15 / 7 nights min stay

Add to shortlist

from £351 / night

£2454 / week

Book

from £351 / night

1 / 32

Holiday yacht in Charlotte Amalie

St. Thomas / Charlotte Amalie

2 4 4 nights min stay

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

Add to shortlist

from £604 / night

£3621 - £5359 / week

Book

from £604 / night

(1) Excellent 

1 / 28

Holiday houseboat in Marigot Bay

Castries Quarter / Marigot Bay

3 2 Min stay varies

Houseboat / 3 bedrooms / sleeps 2 / Min stay varies

Add to shortlist

from £60 / night

£420 - £560 / week

Book

from £60 / night

(3) Excellent 

1 / 14

Holsworthy holiday houseboat rental

Devon / Holsworthy

2 4 1 night min stay

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

Add to shortlist

from £150 / night

£750 / week

Book

from £150 / night

1 / 15

Holiday yacht in Galveston

Galveston Island / Galveston

1 4 1 night min stay

Yacht / 1 bedroom / sleeps 4 / 1 night min stay

Add to shortlist

from £139 / night

£730 / week

Book

from £139 / night

(3) Excellent 

1 / 24

Holiday houseboat rental

North Holland Province / Amsterdam

3 12 2 nights min stay

Houseboat / 3 bedrooms / sleeps 12 / 2 nights min stay

Add to shortlist

from £407 / night

£2714 - £3256 / week

Book

from £407 / night

1 / 7

Holiday houseboat in Labuan Bajo

Flores / Labuan Bajo

4 8 1 night min stay

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

Add to shortlist

from £2084 / night

£13903 / week

Book

from £2084 / night

(4) Excellent 

1 / 28

Holiday houseboat in Accolay

Yonne / Accolay

3 6 Min stay varies

Houseboat / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £125 / night

£850 - £1230 / week

Book

from £125 / night

1 / 17

Holiday houseboat in Richmond

Virginia / Richmond

1 4 1 night min stay

Houseboat / 1 bedroom / sleeps 4 / 1 night min stay

Add to shortlist

from £69 / night

£345 - £518 / week

Book

from £69 / night

1 / 21

Houseboat rental in Central Palermo

Palermo / Central Palermo

5 12 1 night min stay

Houseboat / 5 bedrooms / sleeps 12 / 1 night min stay

Add to shortlist

from £442 / night

£2714 / week

Book

from £442 / night

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