Sailing holidays

Sailing holidays (90)

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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90 Holiday homes

Filters applied: Tennis in town

18

Gran Canaria / Mogan

2 4 3 nights min

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

 …see more

from £68 / night

£407 - £526 / week

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from £68 / night

(9) Excellent 

17

Holiday houseboat rental

Torridge / Holsworthy

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly
Moored on 5 acres of lake and wetland habitat, each houseboat has a private jetty with onshore boathouse and parking. Fishing for Rainbow Trout, with wildlife in abundance. Proximity to North coast makes this a great base for exploring Cornwall and Devon.  …see more

from £81 / night

£500 - £830 / week

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from £81 / night

(112) Excellent 

36

Holiday houseboat in Amsterdam

Amsterdam / Central Amsterdam

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“Ultimate houseboat experience” Me and my partner stayed for 4 days at Houseboat Tante Piet and it was fantastic. Siet, the owner, received us with coffee and 'stroopwafels', and made us feel at home right away. She showed us our cosy bedroom (which wa  …see more

from £85 / night

£509 - £1280 / week

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from £85 / night

22

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

7 14 2 nights min

  • 7 bedrooms
  • Sleeps 14
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 35 km
  • Suitable for children age 5+
Our large houseboat is especially suitable for groups up to 14 people.It's located in a quite neighborhood in the north of Amsterdam but close to the town center.7 bedrooms and a large living area gives you enough space for a joyful time in Amsterdam.Ne  …see more

from £594 / night

£3306 / week

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from £594 / night

(23) Excellent 

41

Holiday yacht with shared pool in Playa Blanca

Playa Blanca / Marina Rubicon

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Beautiful” We had a fantastic one week holiday,the location was stunning and plenty of restaurants to choose from although we found Lani's the best. Jorge and Raquel are lovely and so friendly.  …see more

from £82 / night

£570 - £950 / week

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from £82 / night

(18) Excellent 

27

Holiday yacht in Barcelona

Barcelona / Port Forum

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Suitable for children age 5+
“BOAT WAS A FABULOUS AND UNIQUE EXPERIENCE FOR US” I organised the trip for my brothers, in laws and couple of friends, we are all in the 45-55 age category and really just enjoyed renting the whole boat to ourselves. We cooked on board, however, the  …see more

from £250 / night

£1750 / week

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from £250 / night

(7) 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 £49 / night

£343 / week

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from £49 / night

(5) Very Good 

22

Narrowboat rental in Draveil

Essonne / Draveil

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Car not necessary
  • Air conditioning
“A peaceful and comfortable sail along the Marne” We had a great time sailing along the Marne and through the locks between Paris and Epernay. The boat is comfortable and well-equipped and the owner/pilot friendly and welcoming. There was food and win  …see more

from £170 / night

£763 - £1356 / week

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from £170 / night

(1) Excellent 

16

Holiday houseboat in Holsworthy

Torridge / Holsworthy

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly
Swallow Tail is the sister boat to The Painted Lady. She is moored at Blagdon Water, a 35 acre wildlife and natural habitat located not far from the North Devon coast. Visitors can enjoy the rare opportunity of sharing the environment with the wildlife, local walking  …see more

from £81 / night

£450 - £830 / week

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from £81 / night

(1) Excellent 

5

Worsley holiday narrowboat rental

Salford / Worsley

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“What a lovely family weekend!” We arrived and it was thundering, lightning and raining like there was no tomorrow but the central heating on the boat kept us all snug, warm and dried us out quickly. With the freedom to stop and start where and when yo  …see more

from £150 / night

£795 / week

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from £150 / night

44

Houseboat rental in Srinagar with golf nearby

Kashmir / Srinagar

27 50 1 night min

  • 27 bedrooms
  • Sleeps 50
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children
kashmir ,houseboats ,travel booking ,car rental, bike rental, tour pakages , treaking, camping etc  …see more

from £96 / night

£720 / week

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from £96 / night

(1) Excellent 

19

La Linea de la Concepcion holiday yacht rental

Andalucia / La Linea de la Concepcion

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • 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 £212 / night

£1484 / week

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from £212 / night

(2) Excellent 

25

Province of Massa Carrara / Marina di Carrara

3 5 1 night min

  • 3 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km

 …see more

from £509 / night

£3390 - £6060 / week

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from £509 / night

10

Netley Abbey holiday yacht rental

Southampton / Netley Abbey

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Suitable for children age 5+
Situated in the heart of the village where there are numerous pubs, restaurants, crabbing for kids and other entertainments within a short walk.  …see more

from £100 / night

£800 / week

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from £100 / night

10

French Riviera - Cote d'Azur / Cannes

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 0 km
  • Ask owner if suitable for children
  • Car not necessary

 …see more

from £187 / night

£1017 / week

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from £187 / night

(2) Excellent 

11

Holiday yacht in Alimos

Athens / Alimos

10 10 1 night min

  • 10 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Excellent sailing trip” The condition of the boat was great. George from the charter company did a great job and organized everything what we needed, including help for our big shooping at the supermarket, petrol refillling after the return etc. When  …see more

from £382 / night

£2670 / week

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from £382 / 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

(6) Excellent 

18

Holiday yacht rental

Paros / Parikia

5 6 2 nights min

  • 5 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Private Sailing Holidays in Greece and Turkey with Gourmet Chef - 2 professional crew (40+ years experienced Italian-Greek captain + hostess/co-skipper)<br />Captain - with a remarkable past in the vest of a professional super yachts captain of over 60,000 NM in h  …see more

from £128 / night

£678 - £5128 / week

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from £128 / night

(26) Excellent 

21

Holiday houseboat in Amsterdam

Amsterdam / Central Amsterdam

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 15 km
  • Car not necessary
  • Private garden
Close to Central Station, comfortable, stylish, quiet and romantic. Three rooms for just the two of you. Own entrance. Great breakfast, bikes and Canadian canoe included.  …see more

from £123 / night

£712 / week

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from £123 / night

(3) Excellent 

6

Amalfi Coast / Salerno

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Car not necessary

 …see more

from £22 / night

£149 / week

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from £22 / night

8

Italian Riviera / Loano

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £149 / night

£933 / week

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from £149 / night

19

Monte Argentario / Porto Ercole

2 2 1 night min

  • 2 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £306 / night

£1611 / week

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from £306 / night

49

Province of Olbia-Tempio / Porto Rotondo

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

 …see more

from £170 / night

£1187 / week

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from £170 / night

(33) Excellent 

14

Holiday houseboat in Srinagar

Kashmir / Srinagar

6 15 1 night min

  • 6 bedrooms
  • Sleeps 15
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Our houseboats are sitiuated on the tranquil Dal Lake, offering stunning views with the Himalaya providing a beautiful mountain backdrop, yet the town centr is within easy reach for all your needs.<br />Our experienced chef serves up delicious home cooked food eve  …see more

from £48 / night

£336 / week

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from £48 / night

(1) Excellent 

10

Communaute d'Agglomeration du Pays Ajaccien / Ajaccio

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Swimming pool

 …see more

Pricing unknown

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24

Holiday yacht rental

Tenerife / Las Galletas

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
Experience something new: staying on a beautiful super comfortable huge sailing catamaran! Enjoy total privacy, have unmatched flexibility - you could (and should) combine staying at the marinas of your choice with great sailing, all amenities for uncompromised comfort!  …see more

from £424 / night

£2967 / week

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from £424 / night

7

Castiglione Della Pescaia / Punta Ala

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £212 / night

£1484 / week

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from £212 / night

48

City of Venice / Venice

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children age 5+

 …see more

from £678 / night

£3390 / week

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from £678 / night

(1) Excellent 

17

Province of Agrigento / Agrigento

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

Pricing unknown

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Pricing unknown

22

Charente-Maritime / La Rochelle

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

 …see more

from £204 / night

£1424 / week

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from £204 / 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
All inclusive Crewed sailing yacht rental in Kas. Mediterranean Turkey Sailing Holidays set to your course, your destinations, your schedule. Special Mediterranean Turkey sailing holidays by Evita Yachting. Host your own Mediterranean Turkey sailing holiday in Kas - Kek  …see more

from £300 / night

£2000 - £3500 / week

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from £300 / night

(1) Excellent 

14

Stintino / Tanca Manna

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+

 …see more

from £594 / night

£2543 - £4153 / week

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from £594 / night

9

Isola d'Ischia / Casamicciola Terme

3 6 3 nights min

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

 …see more

from £94 / night

£848 / week

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from £94 / night

13

Ski yacht to rent in Halong Bay

Quang Ninh Province / Halong Bay

14 32 1 night min

  • 14 bedrooms
  • Sleeps 32
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ski
The Cruise has fourteen spacious cabins, full of luxury equipment with private en-suite bathroom, a large sundeck, elegant dining room, lounge bar, massage room  …see more

from £304 / night

£2128 / week

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from £304 / night

88

Holiday houseboat in London

England / London

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 120 km
  • Child friendly
  • Car not necessary
The Harpy Houseboat by Tower Bridge: London's original Customs & Excise floating office, built in 1904 as 'HMS Harpy', immaculately restored as an exceptional 4 bedroom London home with the postcard view of Tower Bridge. Heal's 1920's oak  …see more

from £525 / night

£3500 - £3920 / week

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from £525 / night

24

Holiday yacht in Koh Kaew

Phuket Town / Koh Kaew

4 12 1 night min

  • 4 bedrooms
  • Sleeps 12
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
Take your friends and family on an experience of a lifetime, chartering your own luxury yacht. You’ll explore the unspoilt turquoise warm waters of The Andaman Sea in South East Asia on board your own private multi-million euro yacht. Your friends and family will  …see more

from £11972 / night

£29976 - £49096 / week

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from £11972 / night

38

Holiday yacht in Limassol

Limassol District / Limassol

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Living on the sea This lovely 4 berth Yacht is moored at the exclusive luxury Limassol Marina. Limassol Marina is an exclusive waterfront development designed by a world-renowned team of architects and engineers. It combines elegant residences and a full service mari  …see more

from £148 / night

£1030 - £1440 / week

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from £148 / 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

31

Holiday houseboat in Salerno

Amalfi Coast / Salerno

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
"They come as voyageurs and leave as friends." The host offers a free trip with the boat into the Salerno bay in summer. The host offers a free shuttleservice to and from the train station and the Naple airport and upon request italian opera music on board wit  …see more

from £580 / night

£4053 - £6755 / week

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from £580 / night

6

Holiday houseboat in Vilamoura

Quarteira / Vilamoura

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
A unique opportunity to sleep aboard a Sunseeker 53´luxury motor cruiser. The boat is stunning and is a great location to stay right in the heart of Vilamoura marina. The prices are accommodation only but as a charter boat can be organised to do trips along the  …see more

from £400 / night

£2800 / week

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from £400 / night