Sailing holidays

Sailing holidays (140)

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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140 Holiday homes

Filters applied: Dishwasher (140)

(11) Excellent 

77

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 25 km
  • Child friendly
  • Pet friendly
A lovely old cargo ship in the nautic centre of Amsterdam port. Nearby the old city with a beautiful view on the famous canals. The National Maritime Museum and the Mill of Brewery 't IJ in sight. The Artis Zoo, the Nieuwmarkt area with its charming cafés, bohemien res  …see more

from £149 / night

£1039 / week

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from £149 / night

(32) Excellent 

12

Holiday houseboat rental

Amsterdam / Central Amsterdam

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
“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

(24) Excellent 

20

Holiday houseboat with shared pool in Amsterdam

Amsterdam / Jordaan

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Pantheos Romantic Houseboat Prinsengracht AmsterdamA public swimmingpool "Het Marnixbad" is located just around the corner.  …see more

from £153 / night

£1187 - £1780 / week

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from £153 / night

(9) Very Good 

24

Houseboat accommodation in Henley-on-Thames

Oxfordshire / Henley-on-Thames

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“An incredibly relaxing holiday in perfect comfort on a beautiful part of the Thames.” From start to finish this turned out to beat many 5 star hotel holidays we had all taken. Firstly the hosts are attentive, lovely and fun. They gave us 2 informed fa  …see more

from £250 / night

£1510 - £2160 / week

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from £250 / 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

(4) Excellent 

11

Amsterdam holiday houseboat rental

North Holland Province / Amsterdam

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
“Great Stay” We had a wonderful time staying on this beautiful boat, the owners where very helpful without being intrusive. The boat had everything you needed for a self catering break, the bed rooms and bathrooms both matched our expectations based o  …see more

from £238 / night

£1662 / week

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from £238 / night

(3) Excellent 

46

USA West Coast holiday houseboat rental

California / San Diego

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Suitable for children age 5+
Enjoy 2 Kayaks and a Paddle Boat, plus 2 Bikes. We have over 70 ratings with 5 stars each on another site. We are also on FaceBook, search SDPelicanPlace.  …see more

from £198 / night

£1384 / week

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from £198 / 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

(1) Excellent 

16

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
Welcome to our houseboat named: “Saturnus”. This houseboat is located in front of the Rembrandt house in the old city centre of Amsterdam. Staying on a houseboat is a unique experience, it will allow you to see life from a different perspective: as an inhabitant of  …see more

from £215 / night

£1501 / week

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from £215 / 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

(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

44

Holiday yacht in Central and South America

Guna Yala Region / San Blas Islands

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Blue Sky is a 52 ft. crewed sailing yacht located in the stunning San Blas islands off the coast of Panama. Our trips include 3 delicious meals a day, snorkeling and fishing gear, 2 single kayaks, and a chance to visit with the indigenous Guna Indians. We enjoy snorkeli  …see more

from £135 / night

£834 - £5556 / week

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from £135 / 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

(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

(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

14

Amsterdam holiday houseboat rental

Amsterdam / Central Amsterdam

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
A beautiful houseboat, in the center of Amsterdam. Well maintained, cozy houseboat moored on a common center located in the Plantage district of Amsterdam, a stone's throw from Artis Zoo, the Amstel and Waterloo square with several terraces and restaurants within easy  …see more

from £174 / night

£1217 / week

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from £174 / 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

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

(5) Excellent 

15

Pangkalan Bun holiday houseboat rental

Central Kalimantan / Pangkalan Bun

6 10 2 nights min

  • 6 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 10 km
  • Child friendly
  • Air conditioning
Borneo Eco Tour Houseboat is has 3 houseboat. 1 standard houseboat, 1 Deluxe Houseboat and 1 Super Deluxe Houseboat.Standard houseboat with 1 open deck CabinDeluxe Houseboat with 1 Cabin with Air Condition and 1 Open Deck CabinSuper Deluxe Houseboat with 2 C  …see more

from £280 / night

£1750 - £6790 / week

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from £280 / night

(9) Excellent 

16

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 £176 / night

£1695 / week

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from £176 / 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

(4) Very Good 

10

Ille-et-Vilaine / Rennes

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Suitable for children age 5+

 …see more

from £119 / night

£763 - £1475 / week

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from £119 / night

19

Costa Brava / Roses

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £106 / night

£712 - £2373 / week

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from £106 / night

(4) Excellent 

20

Ille-et-Vilaine / Chevaigne

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 60 km
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £166 / night

£556 / week

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from £166 / night

(12) Excellent 

17

Holiday houseboat rental

Hauts-de-Seine / Meudon

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Suitable for children age 5+
  • Car not necessary
  • Air conditioning
“Excellent accomodation , Spacious, Comfortable & Clean” My Children 13,16,17 plus Grandparent 78 all had an excellent time in Paris . The boat made an excellent base for seeing the sights as public transport is minutes walk away.The boat is spacious,  …see more

from £250 / night

£1500 - £1850 / week

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from £250 / night

18

Holiday yacht with golf nearby in Punta Ala

Castiglione Della Pescaia / Punta Ala

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
This is an alternative to staying in a hotel, experiencing the glamour of being on a yacht, 2 cabins in an Elegant Classic Motor Yacht 77ft with large sunbathing spaces, sitting room, dining room, outdoor dining and lounge areas. Mored in the elegant marina of Punta Ala  …see more

from £297 / night

£1526 / week

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from £297 / night

11

Holiday houseboat in Montauban

Tarn-et-Garonne / Montauban

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Cruisebarge 'easyvie' is leaving France in 2017 and moving her cruise routes to Holland and Germany starting early 2018. Take advantage of special prices for her repositioning cruise in 2017 along the Canal Deux Mer, the Canal du Midi, the Petit Rhone Canal and the mig  …see more

from £1453 / night

£10170 / week

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from £1453 / night

10

Srinagar holiday houseboat rental

Kashmir / Srinagar

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Private garden
Houseboat Sweet Star have their own traditional appeal.Houseboat Sweet Star are anchored on the banks of the River jehlum. Each houseboat is fully furnished and every Houseboats has an attendant boy.Houseboat Sweet Star are furnished in a grand style, with carved furnit  …see more

from £19 / night

£128 / week

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from £19 / night

(4) Excellent 

30

Holiday yacht with swimming pool in Procida Island

Province of Naples / Procida Island

4 2 7 nights min

  • 4 bedrooms
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
"CONTACT US FOR ONE PAX AND MORE THAN TWO PAX AVAILABILITIES. PRICES ARE FOR 2 PERSONS GROUPS, PRIVATE QUOTES FOR LARGER GROUPS. Classic Sailing Ketch of 20 meters based in Ibiza & Formentera. Why to rent a villa if you can have your private sailing yacht or share  …see more

from £209 / night

£1458 / week

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from £209 / 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

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

5

Srinagar holiday houseboat rental

Kashmir / Srinagar

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
For unsurpassed value and an unforgettable holiday, we invite you to relax as Kashmiri prince in the carefree atmosphere of the New Golden Flower luxurious houseboats and enjoy the timeless majestic scenery of the Himalayas for yourself. We take pride and pleasure in pr  …see more

from £40 / night

£40 / week

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from £40 / night

23

Holiday houseboat rental

North Holland Province / Amsterdam

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Ask owner if suitable for children
The Black Swan is the ideal getaway for a romantic weekend. Its modern and chic design is found in every detail of the houseboat. Just a stone throw away from the famous "Jordaan" area and the city center. The houseboat has a comfortable living room with fully equipped  …see more

from £102 / night

£677 - £1822 / week

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from £102 / night

10

Province of Trapani / Trapani

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

from £1272 / night

£8899 / week

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from £1272 / night

7

Province of Naples / Vico Equense

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly

 …see more

from £382 / night

£2543 / week

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from £382 / night

13

Holiday yacht in Tourlos

Mykonos / Tourlos

3 10 1 night min

  • 3 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Transfer - Chauffeured VIP Transportation. With professionalism we guarantee you to transfer you everywhere you want go available 24 hours  …see more

from £2119 / night

£14831 / week

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from £2119 / night

(8) Average 

9

Haute-Garonne / Ramonville Saint-Agne

6 11 1 night min

  • 6 bedrooms
  • Sleeps 11
  • 1 night min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £178 / night

£839 / week

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from £178 / night

(3) Excellent 

21

Island of Malta / Sliema

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from £76 / night

£528 / week

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from £76 / night

(3) Very Good 

14

Holiday yacht in Labuan Bajo

Flores / Labuan Bajo

6 12 2 nights min

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
KOMODO BOAT CHARTER | Manage and Operates more than 20 Fleets, from Phinisi boats, Luxury Yacht, speedboats, and Standard deck boats . We Offer a Day Cruises Charter and Overnight Cruises Charter , including Liveaboard Diving Charter around Komodo National Park. The Phi  …see more

from £1072 / night

£7501 / week

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from £1072 / night

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