Sailing holidays

Sailing holidays (55)

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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55 Holiday homes

Filters applied: Nightlife

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 £263 / night

£1522 - £2284 / week

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from £263 / night

(53) Excellent 

30

Holiday narrowboat rental

Salford / Worsley

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
“fantastic trip” We had an amazing long weekend as usual. The boat (Queenie) was absolutely fab, cosy clean and warm and a real head turner. people stopped and looked and had their photos taken beside it. I would recommend this boating experience to ev  …see more

from £170 / night

£1190 / week

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from £170 / 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

(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 £178 / night

£1246 / week

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from £178 / night

(7) Excellent 

56

Holiday yacht in El Barrio

Province of Alicante / El Barrio

2 2 3 nights min

  • 2 bedrooms
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 200 km
  • Car not necessary
Classic wooden sailing yacht right in the city center of Alicante...10 meters LOA 4 meters beam, good for two people, one double bed and 2 singles... great views. Close to restaurants and bars. Very close to he beach. Secure parking inside the marina, security and vi  …see more

from £43 / night

£255 / week

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from £43 / night

(32) Excellent 

12

Holiday houseboat rental

Amsterdam / Central Amsterdam

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
“Quaint and Well Situated Houseboat” We had a lovely stay on the Oasis Houseboat as a family of three adults. It was far enough away from the main hub but still easily accessible to a grocery store. The sunset over the canal and other houseboats each  …see more

from £128 / night

£763 - £1780 / week

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from £128 / night

(26) Excellent 

87

Houseboat rental in Dublin

Dublin / Dublin 2

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Car not necessary
Sceal Eile is a self catering cruising barge with a fully fitted kitchen, full-size bath with shower located in Dublin City Centre. It has a stove and central heating ,a king size bed, bunk beds, WIFI, a private outdoor space with loads of amenities beside it  …see more

from £106 / night

£742 / week

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from £106 / 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

(3) Excellent 

10

Province of Barletta-Andria-Trani / Trani

3 6 1 night min

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

 …see more

from £85 / night

£594 / week

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from £85 / night

7

Magnesia Region / Volos

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £153 / night

£937 / week

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from £153 / 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

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

18

Castries Quarter / Castries

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Car not necessary

 …see more

from £280 / night

£1780 / week

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from £280 / 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

(21) Very Good 

28

Halong Bay ski yacht to rent.

Quang Ninh Province / Halong Bay

18 2 1 night min

  • 18 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
The boutique beauty of the cruise will charm all the guests at the first glance. Among hundreds of boats and cruises in Halong Bay. We can say for sure that the Royal Palace Cruise is the unique one which was designed specially like a Royal Palace, Totally different wit  …see more

from £210 / night

£18889 / week

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from £210 / 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 £111 / night

£1250 - £1606 / week

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from £111 / night

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

32

Province of Syracuse / Marzamemi

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly

 …see more

from £56 / night

£382 - £763 / week

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from £56 / night

29

Holiday yacht in Marbella Town

Marbella / Marbella Town

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
Marbella center. Walking distance to Puerto Banus, Golden Mile, Steps from beaches, water sport rentals, bicycle rentals. Restaurants, shops and vibrant night life. Quiet area where can sleep in confort. Experience yachting life aboard the Romance 2. Airport pick ups  …see more

from £56 / night

£310 - £577 / week

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from £56 / night

(1) Excellent 

45

Jyväskylä holiday houseboat rental

Central Finland / Jyväskylä

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
If you would like to drive the houseboat, please book the captain course in advance.  …see more

from £318 / night

£1861 - £2708 / week

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from £318 / night

22

Holiday yacht in Tourlos

Mykonos / Tourlos

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Ask owner if suitable for children
The yacht is a 64 feet luxury motor yacht in GREECE. . It is most stylish and comfortable, offering accommodation up to 8 guests in four luminous cabins all with private facilities.The Master suite is the full width of the yacht with a king sized bed and private bath. T  …see more

from £762 / night

£5334 / week

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from £762 / 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

24

Holiday yacht in Poluotok

Zadar / Poluotok

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
A property that moves around allowing you to check different places every day. A property with a crew that takes care of all your wishes. A ship that allows you to see amazing spots in a most comfortable imaginable way.<br />Exceptional Crew. Amazing Food.Unique s  …see more

from £715 / night

£5000 / week

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from £715 / night

14

Holiday yacht in Rovinj

Istria / Rovinj

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
The price include: yacht Bavaria 44;Lola III, Welcome drink, Skipper service, Crew ListInsurance, Fuel, Linen, Towels  …see more

from £424 / night

£1526 / week

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from £424 / night

(8) Average 

13

Holiday houseboat in Amsterdam

Amsterdam / Central Amsterdam

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • 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 £221 / night

£1691 - £2047 / week

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from £221 / 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

44

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
Houseboats 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.&  …see more

from £318 / night

£1861 - £2708 / week

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from £318 / night

(2) Excellent 

44

Holiday houseboat in Jyväskylä

Central Finland / Jyväskylä

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • 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 £238 / night

£1861 - £2708 / week

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from £238 / 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

(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

(15) Very Good 

9

Holiday houseboat in Halong Bay

Quang Ninh Province / Halong Bay

15 30 1 night min

  • 15 bedrooms
  • Sleeps 30
  • 1 night min
  • Beach / lakeside relaxation
  • Air conditioning
Launched in July, 2013, Galaxy Premium features 11, 13, 14 cabins in “Vietnam Traditional Wooden Junk Styles”. Fully equipped by the luxurious facilities such as a hotel on the sea offering an utmost comfortable during your stay. In addition, we are providin  …see more

from £109 / night

£955 - £1717 / week

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from £109 / 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

(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

18

Holiday yacht in Portoferraio

Elba Island / Portoferraio

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Air conditioning
Week end with Double G it s not only o stay at the mored we can also arrange and organize around trip as you request. we decide the fares upon your request  …see more

from £424 / night

£2373 / week

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from £424 / night

(39) Very Good 

24

Holiday houseboat in Halong Bay

Quang Ninh Province / Halong Bay

50 50 1 night min

  • 50 bedrooms
  • Sleeps 50
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
Two Day & One Night cruising to untouched the mystery of Bai Tu Long Bay Vietnam By Huong Hai Sealife Cruise - A unique cruise to explore Bai Tu Long’s gorgeous sites and local life. The Huong Hai Sealife Vessel with modern luxury facilities offers an overnigh  …see more

from £146 / night

£2146 / week

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from £146 / night

10

Houseboat rental in Groningen City

Groningen / Groningen City

8 23 2 nights min

  • 8 bedrooms
  • Sleeps 23
  • 2 nights min
  • Car not necessary
hhh  …see more

from £416 / night

£2907 / week

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from £416 / 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 £307 / night

£2146 / week

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from £307 / night

16

Sveti Vlas holiday yacht rental

Sveti Vlas / Dinevi Resort

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children age 5+
Sunny Beach Sveti Vlas St. Vlas Bourgas Burgas Boat Motor boat Marina beach boat hire Marina Dinevi Garden of Eden Cranchi Zaffirro 34 Bulgaria  …see more

from £550 / night

£2200 / week

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from £550 / night

11

Holiday houseboat rental

Kashmir / Srinagar

10 20 1 night min

  • 10 bedrooms
  • Sleeps 20
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
houseboat floatingheaven is in middle of the iland there is surroundings mountains how sun is rising all the birds around the boat mostly kingfisher eagle water waves surf riding in the lake skiing jet kayak swimming in the lake water trekking by shikara tents food etc  …see more

from £41 / night

£41 / week

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from £41 / night

79

Naxos Town holiday houseboat rental

Naxos / Naxos Town

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Luxury Sailing Yacht Sofia Star 1 Luxury weekly - daily and cabin charter Sofia Star1 is in an excellent condition, fully renovated and equipped according to international safety rules. She is a luxurious sailing yacht that lets you experience the ultimate in freedom, c  …see more

from £1017 / night

£7119 / week

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from £1017 / night