Sailing holidays

Sailing holidays (1050)

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.

View larger map

Also consider

Luxury Villas
2,684 properties
Coastal Cottages
222 properties
Pet Friendly Cottages
27,095 properties
Romantic Breaks
3,207 properties
Group Holidays
17,143 properties
Log Cabin Holidays
238 properties
Rural Retreats
12,438 properties
City Breaks
8,475 properties
Holiday Cottages
17,239 properties
Villas in Spain
11,248 properties
Villas in Tenerife
707 properties
Gites in France
8,131 properties
Holiday Cottages in Cornwall
2,983 properties
London Holiday Apartments
941 properties
Florida Villas
905 properties
Villas in Ibiza
349 properties
Villas in Portugal
4,126 properties
Villas in Turkey
2,202 properties
Villas in Malta
455 properties
Lake District Cottages
940 properties

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

1,050 Holiday homes

6

Holiday yacht rental

Magnesia Region / Volos

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £48 / night

£332 / week

Book View

from £48 / night

(1)  

21

Limassol Town holiday yacht rental

Limassol / Limassol Town

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly

from £604 / night

£2156 / week

Book View

from £604 / night

4

Trani holiday yacht rental

Province of Barletta-Andria-Trani / Trani

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min

from £302 / night

£2113 / week

Book View

from £302 / night

7

Yacht rental in Genoa

Italian Riviera / Genoa

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £345 / night

£2414 / week

Book View

Responds fast!
avg. 3 hours 57 minutes

from £345 / night

5

Holiday yacht in Portonovo

Ancona / Portonovo

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Child friendly

from £78 / night

£544 / week

Book View

from £78 / night

16

Holiday yacht with shared pool in El Porvenir

San Blas Islands / El Porvenir

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £100 / night

£700 / week

Book View

from £100 / night

7

Holiday yacht in Giulianova

Province of Teramo / Giulianova

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning

from £423 / night

£2587 / week

Book View

from £423 / night

9

Srinagar ski houseboat to rent.

Srinagar District / Srinagar

3 10 1 night min

  • 3 bedrooms
  • Sleeps 10
  • 1 night min
  • Ski
  • Child friendly
  • Air conditioning

from £25 / night

£40 / week

Book View

from £25 / night

14

Yacht rental in Ajaccio

Communaute d'Agglomeration du Pays Ajaccien / Ajaccio

3 8 6 nights min

  • 3 bedrooms
  • Sleeps 8
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £109 / night

£652 - £5975 / week

Book View

from £109 / night

9

Holiday yacht rental

Costa Brava / Roses

3 4 1 night min

  • 3 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning

from £216 / night

£1294 / week

Book View

Responds fast!
avg. 3 hours 52 minutes

from £216 / night

(1) Excellent 

10

Holiday yacht in Empuriabrava

Costa Brava / Empuriabrava

5 8 1 night min

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

from £78 / night

£544 / week

Book View

Responds fast!
avg. 3 hours 52 minutes

from £78 / night

(14) Very Good 

36

Bodrum City holiday yacht rental

Bodrum / Bodrum City

6 12 1 night min

  • 6 bedrooms
  • Sleeps 12
  • 1 night min
  • Nearest beach 0.1 km
  • Swimming pool
  • Child friendly

from £99 / night

£686 - £8253 / week

Book View

from £99 / night

(10) Excellent 

83

Falmouth holiday yacht let

Cornwall / Falmouth

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 2 km
  • Child friendly
  • Car not necessary
“Excellent stay” We stayed on Yemaya for two days and did a day sail with Cyprian and Maddie. We had a great time. Yemaya is the real deal, capable of transatlantic journeys, though we didn't quite go that far on our day sail :-) Cyprian couldn't h
…see more

from £100 / night

£700 / week

Book View

Responds fast!
avg. 3 hours 30 minutes

from £100 / night

7

Palermo holiday yacht rental

Province of Palermo / Palermo

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Pet friendly

from £50 / night

£350 - £3500 / week

Book View

from £50 / night

4

Holiday houseboat rental

Yonne / Tonnerre

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask about pets

from £190 / night

£1294 / week

Book View

from £190 / night

44

Holiday yacht in San Blas Islands

Guna Yala Region / San Blas Islands

2 6 2 nights min

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

from £131 / night

£808 - £5385 / week

Book View

from £131 / night

(1) Excellent 

40

Kas holiday yacht rental

Kas / Kas center

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £350 / night

£2000 - £4000 / week

Book View

Responds fast!
avg. 32 minutes

from £350 / night

11

Marina di Grosseto holiday yacht rental

Grosseto / Marina di Grosseto

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly

from £225 / night

£1207 / week

Book View

from £225 / night

(1) Excellent 

10

Holiday yacht in Dar es Salaam

Dar es Salaam / Masaki Peninsula

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Stu Berry yacht trip August 2011” Loved every minute of it. Chilled and superb trip. Great country, and perfect place to travel by yacht. Wonderful crew.
…see more

from £924 / night

£6462 / week

Book View

from £924 / night

43

Holiday yacht in Kos Town

Kós / Kos Town

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £324 / night

£2263 / week

Book View

from £324 / night

16

Mumbai (Bombay) holiday yacht rental

Maharashtra / Mumbai (Bombay)

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £1462 / night

£10231 / week

Book View

from £1462 / night

(20) Excellent 

7

Holiday houseboat with golf nearby in Loch Ness

Scottish Highlands / Loch Ness

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Suitable for children age 5+
  • Car not necessary
  • Ask about pets

from £167 / night

£770 - £1362 / week

Book View

from £167 / night

(1) Excellent 

26

Victoria holiday yacht rental

Mahe Island / Victoria

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Air conditioning

from £1294 / night

£9052 / week

Book View

from £1294 / night

(1) Excellent 

14

Holiday yacht in Labuan Bajo

Flores / Labuan Bajo

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly
  • Air conditioning

from £1770 / night

£12385 / week

Book View

from £1770 / night

(8) Very Good 

21

Holiday houseboat in Lyon

Rhone / Lyon

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly

from £65 / night

£363 - £483 / week

Book View

Responds fast!
avg. 3 hours 25 minutes

from £65 / night

(2) Very Good 

30

Houseboat rental in Amsterdam

North Holland Province / Amsterdam

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly

from £129 / night

£900 / week

Book View

from £129 / night

31

Holiday narrowboat in Uppsala

Uppsala County / Uppsala

17 32 1 night min

  • 17 bedrooms
  • Sleeps 32
  • 1 night min
  • Car not necessary
  • Pet friendly

from £40 / night

£280 / week

Book View

from £40 / night

20

Roses holiday yacht rental

Costa Brava / Roses

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £130 / night

£725 / week

Book View

from £130 / night

(2) Average 

26

Amsterdam holiday houseboat rental

North Holland Province / Amsterdam

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Private garden

from £147 / night

£1026 / week

Book View

from £147 / night

19

Holiday yacht rental

Province of Reggio Calabria / Reggio Calabria

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Car not necessary

Pricing unknown

Book View

Pricing unknown

10

Holiday yacht in Agia Efimia

Cephalonia / Agia Efimia

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £295 / night

£1950 / week

Book View

from £295 / 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

Book View

Responds fast!
avg. 3 hours 58 minutes

from £129 / night

6

Holiday yacht in Port Grimaud

Grimaud / Port Grimaud

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children age 5+

from £200 / night

£1200 / week

Book View

from £200 / night

12

Yacht accommodation in Ajaccio

Communaute d'Agglomeration du Pays Ajaccien / Ajaccio

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

from £216 / night

£1294 - £2113 / week

Book View

from £216 / night

39

Holiday yacht in Marzamemi

Province of Syracuse / Marzamemi

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Air conditioning

from £121 / night

£845 / week

Book View

from £121 / night

20

Holiday yacht with shared pool in Sottomarina

Chioggia / Sottomarina

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly

from £57 / night

£371 - £1421 / week

Book View

from £57 / night

(3) Very Good 

5

Houseboat accommodation in Maastricht

Limburg Province / Maastricht

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min

from £95 / night

£664 / week

Book View

Responds fast!
avg. 2 hours 59 minutes

from £95 / night

9

Holiday houseboat in Newport

Pittwater / Newport

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly

from £200 / night

£983 / week

Book View

from £200 / night

(1) Excellent 

3

Houseboat rental in Chioggia

Province of Venice / Chioggia

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £155 / night

£1081 - £1666 / week

Book View

from £155 / night

26

Holiday yacht in Corumbe Beach

Paraty / Corumbe Beach

1 1 2 nights min

  • 1 bedroom
  • Sleeps 1
  • 2 nights min
  • Beach / lakeside relaxation
  • Car not necessary

from £95 / night

£664 / week

Book View

Responds fast!
avg. 2 hours 9 minutes

from £95 / night

1