Sailing holidays

Sailing holidays (145)

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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145 Holiday homes

Filters applied: Pets allowed (145)

(15) Excellent 

12

Holiday houseboat in Amsterdam

Amsterdam / Eastern Docklands

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Ask about pets
Annie's Boat is suitable for 2 people and maximum 2 children.Children up to 12 years stay for free. For children up to the age of 3 years there is a cot present. For children from 3 up to 12 years is a thick luxury air mattress (2x 1pers. mattress) of very good  …see more

from £102 / night

£509 / week

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from £102 / night

(3) Excellent 

11

Holiday houseboat in Alappuzha

Kerala / Alappuzha

3 2 1 night min

  • 3 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Ask owner if suitable for children
Welcome to Alleppey Backwater Kerala in the God's Own Country ! . Our new AC Premium houseboat had 3 bed/3 bath,living room, dinning and kitchen fully covered glass which PROTECT FROM MOSQUITO AND INSECT in the night. We are located 2 minutes from Alleppey town. Fam  …see more

from £80 / night

£1191 / week

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from £80 / night

7

Vermenton holiday houseboat rental

Yonne / Vermenton

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning
Discover the French countryside from the deck of a luxury canal boat. Cruising in Burgundy on France's most beautiful canal you pass scenic countryside, ancient towns and villages, and past Cathedrals and Chateaux, stopping only to enjoy the superb local food and w  …see more

from £243 / night

£1695 - £2712 / week

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from £243 / night

(1) Excellent 

12

Rhone / Lyon

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning
  • Ask about pets

 …see more

from £64 / night

£356 - £594 / week

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from £64 / night

(17) Excellent 

23

Yacht rental in Central and South America

Guna Yala Region / San Blas Islands

5 8 1 night min

  • 5 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Looking for a lifetime holiday experience, with friends, kids, or just the two of you ? Check us out :) Cinco is a lovely 47 feet monohull with 5 double cabins, and large comfortable areas to relax, enjoy the tropical waters.Your crew, Jaad and Lourdes would be happy to  …see more

from £397 / night

£2778 / week

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from £397 / night

(15) Very Good 

19

Narrowboat rental in Northern England

Cheshire / Nantwich

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • 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

(3) Excellent 

67

Holiday yacht in Road Town

Tortola / Road Town

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Feel free to ask as about other possibilities of accommodation if you have specific needs.  …see more

from £1905 / night

£13096 - £23096 / week

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from £1905 / 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

(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.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

(1) Very Good 

32

Port d'Andratx holiday yacht rental

Port d'Andratx / Cala Llamp

3 4 1 night min

  • 3 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
Annette Rosenkilde is a lovely traditional Danish Fishing vessel, converted to a live-a-board cruising and charter vessel. She has a fantastic deck space with dining area, comfortable seating area and sunbeds. There are high bulwarks around the entire deck making her sa  …see more

from £50 / night

£350 / week

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from £50 / 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 £162 / night

£551 / week

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from £162 / night

(5) Excellent 

23

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Car not necessary
  • Ask about pets
quiet and tranquility The house boat is a bit of a distance from Amsterdam centre, so you can escape the hustle and bustle after a packed day of exploring and have peace and tranquillity at the apartment, chilling with the birds and water. Now also e-bikes available.Bi  …see more

from £98 / night

£636 / week

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from £98 / night

13

Holiday houseboat in Alappuzha

Kerala / Alappuzha

12 6 1 night min

  • 12 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
Welcome to Alleppey Backwater Kerala in the God's Own Country ! . Our new AC Premium houseboat had 3 bed/3 bath,living room, dinning and kitchen. Kv houeboats Servicing every day fom Alleppey to Kumarakom back Alleppey. We are located 2 minutes from Alleppey town. Fame  …see more

from £317 / night

£2217 / week

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from £317 / night

49

Holiday yacht in Barcelona

Province of Barcelona / Barcelona

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets
A large motor yacht with 4 guest cabins and 3 guest bathrooms situated in Marina Port Forum, between 2 beaches, and about a 45 minute walk along the ocean to the center of Barcelona. Each cabin has individual air conditioning and heating, a safe box, and a private bathr  …see more

from £62 / night

£318 - £2687 / week

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from £62 / night

(142) 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 £243 / night

£1429 / week

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from £243 / night

(26) Excellent 

11

Holiday narrowboat rental

Warwickshire / Rugby

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask owner if suitable for children
  • Car not necessary
  • Ask about pets
“Time to unwind...” This is a holiday with a difference at a very relaxed pace. The food is great (vegetarian), lots of it with Tor (owner/cook) always preparing food, cooking, or baking bread, cakes and other treats. Pootling on the canals gives one a  …see more

from £140 / night

£980 / week

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from £140 / night

(9) Excellent 

17

Holiday houseboat rental

Devon / Holsworthy

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • 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 £92 / night

£565 / week

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from £92 / 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 £412 / night

£2882 - £3560 / week

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from £412 / night

(6) Excellent 

21

South Denmark holiday houseboat rental

Zealand / Copenhagen

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Ask about pets
Luxurious houseboat in Copenhagen City Centre.  …see more

from £467 / night

£2967 / week

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from £467 / night

(1) Excellent 

16

Holiday houseboat in West Country

Devon / Holsworthy

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • 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 £100 / night

£450 / week

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from £100 / night

(8) Average 

13

Holiday houseboat in Amsterdam

Amsterdam / Central Amsterdam

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
“The stay exceeded all expectations.Ideally situated near Rembrandplein” The accommodation was very tidy and especially the roomy livingroom was a plus.Wi-fi also a welcome addition and we realy enjoyed staying in the centre of Amsterdam with all the c  …see more

from £187 / night

£1330 - £2047 / week

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from £187 / night

(9) Excellent 

19

Holiday houseboat in Alappuzha

Kerala / Alappuzha

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“It was a great relax weekend.” 4 of us were at Chennai for business trip from U.S.A. We booked the boathouse 2 days before the trip. We all had a great relax weekend. All staffs are Nice and friendly.  …see more

from £425 / night

£2973 / week

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from £425 / night

(3) Excellent 

32

Holiday yacht in Central and South America

Guna Yala Region / San Blas Islands

4 6 1 night min

  • 4 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask owner if suitable for children
  • Ask about pets
Enjoy a luxurious yacht trip with me & my small family through San Blas! I have room for 6 guests in 3 beds. This price is for 3 room for 6 people including food and drink. Please contact us for an accurate quote. With me you can: - Have 3 Italian cooked meals a day -  …see more

from £667 / night

£4762 - £4768 / week

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from £667 / night

18

Holiday yacht with golf nearby in Punta Ala

Castiglione Della Pescaia / Punta Ala

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Air conditioning
This is an alternative to staying in a hotel, experiencing the glamour of being on a yacht, 1 cabin with ensuite bathroom in an Elegant Classic Motor Yacht 77ft with large sunbathing spaces, sitting room, dining room, outdoor dining and lounge areas. Mored in the elegan  …see more

from £212 / night

£1272 / week

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from £212 / night

(3) Very Good 

22

Holiday yacht in Kas

Antalya Province / Kas

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Ask about pets
Thousands of foreigner and local people visit this little town of Mediterranean, the capital of light, Kas.Kas draw attention with its history, blue and clean sea and fascinating nature.Many different tour opportunities will be waiting for you during you Kas travel  …see more

from £700 / night

£4662 / week

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from £700 / 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 £64 / night

£382 - £1628 / week

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from £64 / night

29

Holiday yacht in Split

Split-Dalmatia County / Split

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
SAILING & ENJOYING IN THE BEAUTIFUL DALMATIAN COAST Enjoy several days on a luxury boat in the Adriatic sea... CAPETAIN - SKIPPER IS INCLUDED IN THE PRICE!!! The price includes dingy with outboard engine Mercury, GPS maps, autopilot, el. anchor, max bimini, LCD TV+DV  …see more

from £255 / night

£1272 - £2077 / week

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from £255 / night

20

Srinagar holiday houseboat rental

Kashmir / Srinagar

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
houseboat prince of bombay, best houseboats, houseboats in srinagar, best houseboats in india  …see more

from £32 / night

£239 - £2362 / week

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from £32 / 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 experience” We arrived a little later than we intended and had to collect the keys from the nearby Amsterdam House Hotel but staff were great and we dealt with the formalities very quickly. The owner of the boat was there to greet us and he very  …see more

from £94 / night

£856 - £1513 / week

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from £94 / night

18

Holiday yacht with golf nearby in Punta Ala

Castiglione Della Pescaia / Punta Ala

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Ask about pets
This is an alternative to staying in a hotel, experiencing the glamour of being on a yacht, master cabin with ensuite bathroom in an Elegant Classic Motor Yacht 77ft with large sunbathing spaces, sitting room, dining room, outdoor dining and lounge areas. Mored in the e  …see more

from £255 / night

£1441 - £2628 / week

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from £255 / night

(8) Excellent 

17

Barcelona holiday yacht rental

Barcelona / Ciutat Vella

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Absolutely AMAZING!! Exceeded expectations” I booked the Elmo T for my sister as a surprise for her hen do. There was a group of 7 of us. We have been extremely excited about this break and when we arrived all of our expectations were not only met but  …see more

from £763 / night

£5339 / week

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from £763 / night

12

Jesolo / Lido di Jesolo

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Suitable for children age 5+
  • Air conditioning
  • Ask about pets

 …see more

from £297 / night

£1272 / week

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from £297 / night

11

Holiday yacht in Glyfada

Athens / Glyfada

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
For daily cruise can accommodate up to 6-8 guests  …see more

from £1323 / night

£9280 / week

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from £1323 / night

(1) Excellent 

21

Friesland Province / Earnewald

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

 …see more

from £85 / night

£678 - £1106 / week

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from £85 / night

15

Magnesia Region / Volos

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

Pricing unknown

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(2)  

18

Holiday houseboat in Amsterdam

Amsterdam / Central Amsterdam

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets
Houseboat City centre Amsterdam  …see more

from £246 / night

£1611 / week

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from £246 / night

5

Lasithi Prefecture / Agios Nikolaos

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from £140 / night

£890 - £1335 / week

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from £140 / night

4

Holiday houseboat in Srinagar

Kashmir / Srinagar

20 2 1 night min

  • 20 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Houseboats in Srinagar, Kashmir Houseboats, Deluxe Houseboats in Srinagar, best houseboats in Srinagar, Deluxe Houseboats in Kashmir, Luxury houseboats in Srinagar, Boathouse in Srinagar  …see more

from £56 / night

£334 / week

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from £56 / night

18

Punta Ala holiday yacht rental

Castiglione Della Pescaia / Punta Ala

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
Classic Motor Yacht crewed  …see more

from £1695 / night

£10170 / week

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from £1695 / night

59

Holiday yacht in Fethiye

Mugla Province / Fethiye

7 14 6 nights min

  • 7 bedrooms
  • Sleeps 14
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Suitable for children age 5+
​​Gulet Yacht Charter in Turkey The Turquoise Coast or Turkish Riviera consists of many coastal towns and villages sitting on the Aegean and Mediterranean coastlines. It is one of the best destinations in the world for a sailing vacation. Our Cruises The typical sailin  …see more

from £1187 / night

£7204 / week

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from £1187 / night