Sailing holidays

Sailing holidays (356)

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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356 Holiday homes

Filters applied: Air conditioning (356)

(37) Very Good 

18

Kumarakom holiday houseboat rental

Kerala / Kumarakom

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Child friendly
“Really great houseboat experience, succeeding our expectations” We are a couple from Germany in our mid-thirties and spent 2 days/1 night at the Jumbo Houseboat early January. We booked from Germany by contacting the owner Akhil directly. Was a bit of  …see more

from £159 / night

£1397 - £2329 / week

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from £159 / night

(6) Very Good 

32

Holiday houseboat in Alappuzha

Kerala / Alappuzha

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
ITINERARY» Guests can check in at 12:00 hrs, we will welcome you with welcome drink and start cruise after a short briefing introduction, relax and enjoy the canals, rivers and backwater, at 13:00 hrs houseboat will stop for lunch, with lavish menu of traditional Keral  …see more

from £159 / night

£1112 / week

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from £159 / 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

(29) Very Good 

16

Leiden holiday houseboat rental

South Holland Province / Leiden

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 27 km
  • Child friendly
Houseboat Pride of Leyden is fully equipped with every comfort, from a well stocked kitchen, to central heating and air conditioning, a TV and Wifi internet, and a veranda with a spectacular view. The main bedroom sleeps two in a king-size bed, the study sleeps one on a  …see more

from £100 / night

£674 - £781 / week

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from £100 / 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

(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

(22) 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 - £3323 / week

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from £82 / night

22

Holiday houseboat in Mannum

South Australia / Mannum

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
River Breez Is a 6-8 berth luxury houseboat moored at Mannum Waters Marina. Just over 1hr from Adelaide & I can arrange transfers for you. Embracing an open design concept with a contemporary interior, our elegance and sophistication will suit the most discerning guest  …see more

from £589 / night

£2353 - £3177 / week

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from £589 / 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

35

Holiday houseboat in Halong Bay

Quang Ninh Province / Halong Bay

20 46 1 night min

  • 20 bedrooms
  • Sleeps 46
  • 1 night min
  • Child friendly
  • Air conditioning
Housed in a traditional wooden boat, Halong Paloma Cruise offers luxurious cabins with stunning views of the well-known Ha Long Bay, a UNESCO World Heritage Site, as well as a New World Wonder 2011. It has a rooftop sun terrace and provides free Tai Chi lesson on board  …see more

from £223 / night

£1556 / week

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from £223 / 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

(1) Excellent 

11

Olbia / Pittulongu

5 5 5 nights min

  • 5 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £85 / night

£594 / week

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from £85 / 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 £212 / night

£848 - £933 / week

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from £212 / night

(2) Excellent 

21

USA East Coast holiday houseboat rental

Florida Keys / Key West

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Ocean view yacht with beautiful sunsets and sunrises. Underwater windows in the forward cabins makes this yacht unbelievable. Located in the finest most elegant first class member only marinas. Guests have access to private pool, tiki bar, fine dining restaurant and fre  …see more

from £322 / night

£1985 - £3473 / week

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from £322 / night

(9) Excellent 

24

Holiday yacht in East Molesey

Surrey / East Molesey

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
EXCLUSIVE USE, and available all year round, this perfectly appointed liveaboard moored in the most idyllic palm fronted Hampton Court marina. “Eucala” is a very beautiful and cleverly laid out classic French motor yacht with a really rich heritage. We have rece  …see more

from £95 / night

£665 / week

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from £95 / night

13

Monaco-Ville

2 4 Min stay varies

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

 …see more

from £178 / night

£1246 / week

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from £178 / night

(8) Very Good 

9

Holiday yacht with shared pool in Halong Bay

Quang Ninh Province / Halong Bay

12 18 1 night min

  • 12 bedrooms
  • Sleeps 18
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Halong Imperial Classic Cruise is a traditional sail boat, built of wood with modern facilities and firt class service, is perfect for exploring Halong Bay on Imperial Classic Cruise. The main food in Imperial Classic Cruise is Vietnam traditional dishes made of local s  …see more

from £127 / night

£10000 / week

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from £127 / 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

15

Tortola / Road Town

4 8 Min stay varies

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

 …see more

from £1588 / night

£11112 / week

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from £1588 / night

(1) Excellent 

6

Costa Brava / Empuriabrava

5 8 1 night min

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

 …see more

from £77 / night

£534 / week

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from £77 / night

(1) Very Good 

43

Holiday yacht in Cat Ba

Cat Ba

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 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, this y  …see more

from £96 / night

£667 / week

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from £96 / night

20

Houseboat rental in Alappuzha

Kerala / Alappuzha

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Suitable for children age 5+
The outside exists of:Open lounge deck, Barbecue and Roof top sun.  …see more

from £65 / night

£360 - £465 / week

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from £65 / night

(7) Very Good 

24

Holiday yacht in Halong Bay

Quang Ninh Province / Halong Bay

28 50 Min stay varies

  • 28 bedrooms
  • Sleeps 50
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
“A lovely time on The Annam Junk - Halong Bay” After reviewing and checking prices for a number of tour companies that offered overnight accommodation at Halong Bay - we were on the verge of only doing a day trip as we were a family of five - and the p  …see more

from £4564 / night

£30945 / week

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from £4564 / 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 £1890 / night

£12993 - £22914 / week

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from £1890 / night

(5) Excellent 

12

Bouches-du-Rhone / Marseille

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £153 / night

£1068 / week

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from £153 / night

(2) Very Good 

27

Holiday houseboat rental

Quang Ninh Province / Halong Bay

20 40 1 night min

  • 20 bedrooms
  • Sleeps 40
  • 1 night min
  • Nearest beach 1 km
  • Child friendly
  • Air conditioning
The Paloma is your home while you are in Halong Bay. Good service is key. We always want to hear from our customers so that we can improve our services and we really value their feedback. We built objective for the future is to continue to provide the best service and d  …see more

from £223 / night

£1556 / week

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from £223 / night

(141) 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

14

Holiday yacht in Fort Myers

Southwest Gulf Coast / Fort Myers

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Child friendly
My Yacht is located as close to down town Fort Myers As you can get. This 50 ft Floating Condo has lots of room for six guest's or more and is right in the center of the River District The B.B.Q is located on the large back deck. It has a washer and dryer .. microw  …see more

from £137 / night

£953 / week

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from £137 / night

11

Holiday houseboat in Kariba

Mashonaland West Province / Kariba

4 14 1 night min

  • 4 bedrooms
  • Sleeps 14
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
All our houseboats come with a full crew, usually comprised of a Captain, Chef and Deckhand. The crew will prepare all meals and take you on fishing and game viewing excursions. Please discuss with the Captain as to what you would like to achieve on your charter.Lake Ka  …see more

from £318 / night

£1985 / week

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from £318 / night

(2) Excellent 

30

San Blas Islands / El Porvenir

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Suitable for children age 5+
  • Car not necessary
  • Air conditioning

 …see more

from £1112 / night

£7778 / week

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from £1112 / 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 £61 / night

£316 - £2664 / week

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from £61 / night

(15) Excellent 

12

Holiday yacht with golf nearby in Puerto de la Duquesa

Manilva / Puerto de la Duquesa

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
“Spectacular Boat, Spectacular location and the most amazing hosts ever” we have just returned from "Vivionne 111", the boat is presented in pristine mint condition and has every facility you could need for your holiday. in a most beautiful harbour wit  …see more

from £125 / night

£800 - £1220 / week

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from £125 / night

(10) Very Good 

13

Holiday houseboat in Alappuzha

Kerala / Alappuzha

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Aqua Castle is a luxury houseboat that cruises through Alleppey and Kumarakom .This fully air-conditioned houseboat including living rooms.According to guests preference,A/C can be provided in the living room or bedroom on request during their stay on-board.Apart from  …see more

from £159 / night

£1397 - £1985 / week

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from £159 / night

(4)  

6

New Jersey / Brick

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £79 / night

£552 / week

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from £79 / 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

5

Alappuzha holiday houseboat rental

Kerala / Alappuzha

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 5 km
  • Child friendly
  • Air conditioning
We will give you the best service with the cheapest price and you will be happy with the natural beauty that we shows in backwater nd the villages.. . We are rated as one of the best houseboat operators in Alleppey. We focus on quality of service provided for guests..<  …see more

from £76 / night

£528 / week

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from £76 / night

(4) Excellent 

24

Holiday houseboat rental

North Holland Province / Amsterdam

3 12 2 nights min

  • 3 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
shipamsterdamhouseboatapartment  …see more

from £445 / night

£2967 - £3560 / week

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from £445 / night

(1) Excellent 

6

West Flanders Province / Nieuwpoort

2 4 2 nights min

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

 …see more

from £101 / night

£636 - £1059 / week

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from £101 / 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 £108 / night

£755 - £14407 / week

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from £108 / 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