Sailing holidays

Sailing holidays (173)

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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173 Holiday homes

Filters applied: Walking holidays

23

Holiday houseboat in Jyväskylä

Central Finland / Jyväskylä

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Houseboat are easy to navigate. They are the comfort of a first class summer cottage. Wide range of different activities available for children and other family members. You will explore many unique cultural and natural attractions along your route. Pets are allowed.&l  …see more

from £265 / night

£1535 - £2304 / week

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from £265 / night

(10) Excellent 

25

Province of Naples / Sorrento

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £273 / night

£1710 / week

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from £273 / night

(5) Excellent 

12

Holiday yacht in Lymington

New Forest / Lymington

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
“Luxury living on a yacht” Myself and 3 friends stayed on this beautiful boat, moored ideally with no boats in front of us, giving us a perfect view across to the Isle of Wight. The yacht was clean, had 2 bathrooms and showers, and a well equipped kit  …see more

from £280 / night

£1960 / week

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from £280 / night

(2) 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 £64 / night

£448 / week

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from £64 / night

(13) Excellent 

24

Houseboat rental in Amsterdam

Amsterdam / Eastern Docklands

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Child friendly
Two luxury, 100% smoke-free rooms on a boat, and en suite bathrooms, free WiFI. After a busy day in the center you can enjoy the grand view of the eastern docklands on the deck terrace on a nice summer day.  …see more

from £180 / night

£1257 / week

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from £180 / night

12

Srinagar holiday houseboat rental

Kashmir / Srinagar

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
My.hosue Boat is located in peace and quiet place..and five minutes from Ghat .07 Dal Lake..you will get completry pickup from ghat no.07,till my hosue boat..and i am good reviews in tripadvisor highlly recomended..and we are very polite with guests..thanks for chosing  …see more

from £12 / night

£84 - £112 / week

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from £12 / 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

(4) Excellent 

42

Holiday yacht in Unterterzen

Canton of St. Gallen / Unterterzen

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
You’ll love MAYA because sleeping overnight on a beautiful classic yacht, is a night to remember. FULLY HEATED, privacy, romantic soft lit atmosphere, you'll find the cosy, comforting great nights sleep much needed to recharge your batteries for your next da  …see more

from £52 / night

£359 / week

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from £52 / night

(4) Excellent 

23

Oost-knollendam holiday houseboat rental

North Holland Province / Oost-knollendam

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
“Houseboat for relaxation and with exellent view.” We spend 6 days on Humpy Dumpy. It was a great place to arrive home to after exploriating northern Holland during the day. I would have liked to have more time on the boat. using the bikes and renting  …see more

from £214 / night

£855 - £941 / week

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from £214 / night

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 £69 / night

£411 - £530 / week

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from £69 / 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 £253 / night

£1765 / week

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from £253 / night

(15) Very Good 

19

Narrowboat rental in Nantwich

Cheshire / Nantwich

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
“A relaxing week in beautifu and peaceful surroundings.” A very relaxing week on the beautiful Shropshire Union canal near Chester. There were many good canal side pubs and restaurants along the way. Martin and Ann were extremely helpful and we particu  …see more

from £80 / night

£713 - £1835 / week

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from £80 / night

(6) 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

10

Holiday yacht with golf nearby in Venice

City of Venice / Venice

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
Credit card accepted  …see more

from £95 / night

£599 - £1804 / week

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from £95 / night

9

Aude / Marseillette

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 35 km
  • Child friendly
  • Pet friendly

 …see more

from £73 / night

£509 - £599 / week

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from £73 / 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
No license needed, easy to maoeuvre, cruises in the lagoon of Venice.  …see more

from £153 / night

£1071 - £1652 / week

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from £153 / night

(1) Excellent 

16

Port-Saint-Louis-du-Rhone holiday yacht rental

Bouches-du-Rhone / Port-Saint-Louis-du-Rhone

3 4 3 nights min

  • 3 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
Sailing holidays in the Mediterranean. A chance to enjoy the experience of live-aboard yachties, mainly in the south of France, the Riviera, Corsica and Sardinia.<br />We like to share our lifestyle with like minded people. Please contact us if you have a query.  …see more

from £35 / night

£245 - £875 / week

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from £35 / night

(3) Average 

50

Holiday yacht in Barcelona

Barcelona / Barcelona Beach

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
Try life on a large motor yacht with all commodities. Beaches are only minutes away on foot, no need to drive and park. There is free guarded parking inside Marina Port Forum. A pleasant 45 minute walk along the ocean to the center of Barcelona. Wifi internet is free.  …see more

from £65 / night

£385 - £2667 / week

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from £65 / night

(10) Very Good 

10

Narrowboat rental in Etruria

Stoke-on-Trent / Etruria

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Car not necessary
  • Ask about pets
Luxury Narrowboat holidays in the heart of England which offer a unique and relaxing way of discovering the English countryside and fascinating heritage. Beginners welcome, full training provided. Please note that we offer a minimum 3-night stay.<br />Bed linen,  …see more

Pricing unknown

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Pricing unknown

(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 £124 / night

£718 / week

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from £124 / night

29

Yacht rental in Brewers Bay with shared pool

Tortola / Brewers Bay

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Sail La Vie 46 foot Catamaran a perfect blend of lavish & comfortable combined with speed & performance she is perfect for those looking for a luxury yacht vacation. Each Cabin has a Refined & Contemporary Interior. RATE is per cabin for 2 people min 7n.  …see more

from £1600 / night

£6395 / week

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from £1600 / 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
Self charter boating holidays on Loch Ness & the Caledonian Canal. Weekly and shortbreak hire available from April to October. No previous experience required as comprehensive instruction provided.Cruise through the spectacular scenery of Loch Ness and The Great G  …see more

from £167 / night

£770 - £1362 / week

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from £167 / night

22

Holiday yacht in Dartmouth

Devon / Dartmouth

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
Olive is a 46ft Bluewater Cruiser Irwin MkIII sailing yacht that is fully equipped with all the safety equipment required by the Maritime Coastguard Agency for sailing up to 60 miles Offshore.  …see more

from £71 / night

£495 - £1495 / week

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from £71 / night

(1) Very Good 

43

Holiday yacht in Cat Ba

Cat Ba

4 16 1 night min

  • 4 bedrooms
  • Sleeps 16
  • 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, th  …see more

from £240 / night

£1680 / week

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from £240 / 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

(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

30

Amalfi Coast / Amalfi

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary

 …see more

from £171 / night

£1197 / week

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from £171 / night

(15) Excellent 

14

Holiday yacht rental

Bequia / Port Elizabeth

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Imagination is a 46 foot catamaran with 3 double en-suite cabins available for charter in St Vincent and the Grenadines. Half board to all-inc is available. We sail the beautiful islands of the Grenadines such as Bequia, Tobago Cays and Mayreau. Come catch your dinner  …see more

from £968 / night

£5000 - £7259 / week

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from £968 / night

(29) Very Good 

16

Holiday houseboat letting

Amsterdam / Central Amsterdam

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
“Great accommodation and location to explore Amsterdam” I travelled to Amsterdam to visit friends and was very fortunate to stay on this fabulous houseboat. It was very well equipped, homely, warm and comfortable. I was surprised to find how spacious t  …see more

from £112 / night

£1261 - £1620 / week

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from £112 / night

(16) Excellent 

22

Porto holiday yacht rental

Porto District / Porto

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“different sailing holiday” good holiday with great scenery good for very avid sailers sailing up and down river would like to do again from port to adriatic really enjoyed and was welcomed by alberto who did his best for every one thank you  …see more

from £163 / night

£642 / week

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from £163 / night

11

Holiday houseboat in Labuan Bajo

Flores / Labuan Bajo

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning
We serve with Phinisi to explore Komodo island and other small islands around. It makes your holiday be a very special, you will get all your expectation and great atmosphere of the trips.<br />Komodo Phinisi is your way to explore the paradise of Komodo.  …see more

from £2400 / night

£16016 / week

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from £2400 / night

15

Tortola / Road Town

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £1600 / night

£11200 / week

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from £1600 / night

21

Arrondissement of Le Marin / Le Marin

6 8 7 nights min

  • 6 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £416 / night

£2906 - £3590 / week

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from £416 / 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 £129 / night

£684 - £5171 / week

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from £129 / night

7

Porto District / Vila Nova de Gaia

4 6 1 night min

  • 4 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary

 …see more

from £65 / night

£449 / week

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from £65 / night

(1) Excellent 

10

Saxony-Anhalt / Bitterfeld

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £95 / night

£665 / week

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from £95 / night

18

Syracuse / Ortigia

3 6 3 nights min

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

 …see more

from £77 / night

£539 / week

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from £77 / night

(21) Excellent 

30

Yacht rental in Dubrovnik

Dubrovnik / Gruz

12 24 7 nights min

  • 12 bedrooms
  • Sleeps 24
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Feeling of constant care and joy” Marin and his crew have demonstrated the ability to include us in their love for the Adriatic and Dalmatia. They showed us the most beautiful of the entire area of the islands. We did not feel like casual tourists, bu  …see more

from £109 / night

£761 - £14530 / week

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from £109 / 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 £163 / night

£556 / week

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from £163 / night

(152) 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 £246 / night

£1452 / week

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from £246 / night