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Sailing holidays (23)

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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Filters applied: Swimming pool (23)

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23 Results  |  
24 Photos

Houseboat | 2 Bedrooms | sleeps 3

Excellent 5/5 

Min stay varies

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over
  • Car advised
  • No pets allowed
  • Private garden
Luxury holidays in Gran Canaria in this wonderful houseboat with all the necessary to have a perfect holidays.  …see more

24 Photos

Yacht | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

1 night min stay

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from £265 /night

£1855 - £2120 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over
  • Car not necessary
  • No pets allowed
S/Y Ann Sofi Bavaria 44 based in Didim Marina, south west Turkey. Well equipped available to charter bareboat or skippered. 3 double cabins, master suite with shower room. Roomy cockpit. All safety and navigation equipment provided. 5 star luxury marina base Sail the Turkish coast and the Greek Dodacanese islands on a luxury yacht with crew provided  …see more

14 Photos

Yacht | 5 Bedrooms | sleeps 10

Short stays welcome

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from £1484 /night

£10388 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Private Yacht Blue Cruise, gather your loved ones for a once in a lifetime experience. Explore and enjoy some of the most exclusive cruising grounds in Turkey from the comfort of your own yacht. Tailor made yachting holiday,exclusively made for your requirements.  …see more

Featured properties

14 Photos

Yacht | 8 Bedrooms | sleeps 16

Short stays welcome

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from £1484 /night

£10388 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
Private Yacht Blue Cruise, gather your loved ones for a once in a lifetime experience. Explore and enjoy some of the most exclusive cruising grounds in Turkey from the comfort of your own yacht. Tailor made yachting holiday,exclusively made for your requirements.  …see more

23 Photos

Yacht | 1 Bedroom | sleeps 4

2 Nights min stay

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from £190 /night

£1327 - £1549 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over
  • Air conditioning
  • No pets allowed
Miami Beach Marina is steps away from the best nightlife, amazing beaches and fabulous restaurants. Stay aboard this comfortable stylish yacht, enjoy a glass of wine as the sun goes down or charter her and explore. There are great bars, clubs and restaurants all in walking distance from the marina.  …see more

14 Photos

Yacht | 5 Bedrooms | sleeps 10

Excellent 5/5 

2 Nights min stay

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from £2032 /night

£14218 - £17773 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over
  • Car not necessary
  • No pets allowed
Aboard the Alba is the best way to experience the Northern Patagonia. Sail through the Archipielago of Chiloé, bathe in unforgettable thermal springs, watch the whales surface in the Corcovado Gulf end eat the freshest seafood ever, in a yacht just for your group. Plan your trip to meet your own groups interest, with the help of our experienced Captain and his crew  …see more

24 Photos

Yacht | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £334 /night

£2332 - £2756 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children over
  • Car not necessary
  • No pets allowed
For an amazing and unforgettable holiday this year charter the beautiful sailing yacht 'Shanti' and cruise the Ionian islands in style.  …see more

7 Photos

Houseboat | 4 Bedrooms | sleeps 12

Excellent 5/5 

1 night min stay

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from £16 /night

£107 - £934 / week

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Key info:

  • Swimming pool
  • Ski
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
Houseboat Pamela Group of Houseboats in Srinagar Jammu & Kashmir India The houseboat has cosy rooms with attached bathrooms featuring all modern facilities, wifi 24/7 electricity  …see more

23 Photos

Yacht | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £127 /night

£883 - £1105 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over
  • Air conditioning
  • No pets allowed
A classic yacht with rustic charm in the chic neighborhood south of 5th St. Moored in Miami beach marina this south beach yacht is steps from everything. Comfortable and homey, come relax aboard.  …see more

6 Photos

Yacht | 5 Bedrooms | sleeps 12

2 Nights min stay

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from £594 /night

£4156 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over
  • Some pets are welcome - please contact the owner
  • Private garden
Yacht for rent in Lisbon with 5 rooms available to spend the night or to enjoy your hollidays in a diferent way. All facilities and luxury conditions in this brand new catamaran. All the safety and silence of the marina beats all the best hotels. Experience the best  …see more

15 Photos

Yacht | 4 Bedrooms | sleeps 8

Short stays welcome

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from £667 /night

£4664 - £6360 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Why to rent a villa if you can have your private sailing yacht or share it with new friends! Yes contact us even to book one cabin because we like to organize sailing experiences for like minded people. We will reply to any question.  …see more

23 Photos

Narrowboat | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £45 /night

£312 - £392 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Hire a Motor Yacht and cruise the beautiful Douro River. From Porto - Portugal Our two bases are on the lower and upper end of the vineyards area making possible a one way cruise in the entire Douro. www.douroboat.com  …see more

20 Photos

Yacht | 1 Bedroom | sleeps 5

Excellent 5/5 

1 night min stay

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from £52 /night

£360 - £392 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
PORTO Yacht Charter Douro River Portugal. BAVARIA IMEXUS 28ft Sail Yacht for hire The Douro Valley water way goes 200km from Porto in the Atlantic coast, to Spain  …see more

10 Photos

Yacht | 3 Bedrooms | sleeps 8

Short stays welcome

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from £158 /night

£1103 - £4198 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Des magnifiques semaines a partager en famille ou entre amis !! CORSICALEMENT . Daniel Nous nous chargerons de vos transfères : aéroport ou férry , compris dans nos tarifs . AUCUNES CAUTIONS ..  …see more

20 Photos

Yacht | 1 Bedroom | sleeps 2

6 Nights min stay

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from £128 /night

£891 - £1781 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over
  • Car not necessary
  • No pets allowed
Nous ne faisons pas de remplissage et vous serez le seul couple à bord (ou seul(e) si vous êtes célibataire) Le bateau et ses propriétaires seront à votre entière disposition, nous préférons priviléger la convivialité. pensions complètes, tout est compris hors billet d'avion et transfert du bateau à l'aéroport.  …see more

14 Photos

Yacht | 3 Bedrooms | sleeps 6

Short stays welcome

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from £91 /night

£636 - £3816 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Une façon différente d'apprécier les charmes de l'Ile de Beauté et de profiter pleinement de ses formidables atouts : soleil, eaux cristallines, paysages sauvages et authentiques, plages accessibles par la mer, fonds sous-marins riches et préservés...  …see more

4 Photos

Houseboat | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Relaxation.  …see more

5 Photos

Yacht | 1 Bedroom | sleeps 2

1 night min stay

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from £227 /night

£1587 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • No pets allowed
We specialize in hosting couples for a personalized adventure tailored to your tastes. The yacht is fully equipped for ocean voyages and comfort cruising around the islands. Guests accommodations include a private V-Berth with adjoining private bath. All-Inclusive fee.  …see more

24 Photos

Yacht | 2 Bedrooms | sleeps 5

Min stay varies

Add to shortlist

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Bateau MONTECARLO 32 HARD TOP 10m50 2010 conception BENETEAU Bateau FLYER SUNDECK 2010 conception BENETEAU L'Esprit de Famille nous anime, nous saurons répondre à vos attentes!  …see more

4 Photos

Houseboat | 5 Bedrooms | sleeps 10

Min stay varies

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Beach or lakeside relaxation, Swimming Pool, Great for children of all ages, Air conditioning, No pets allowed, Private garden, Car advised, Nearest beach 5km  …see more

24 Photos

Houseboat | 24 Bedrooms | sleeps 48

Min stay varies

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from £178 /night

£1245 - £1467 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Ski
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Rates are Quoted Per Room in U.S Dollars, Rates are Nett and Inclusive of Taxes & Service Charges, Rates are Valid Until December 30th, 2014, Instant Confirmation, 100% Lowest Price Guarantee, Charter Rate applied for 24 Rooms, Free hotel pickup and drop-off included, Confirmation will be received at time of booking, Daily Departure.  …see more

18 Photos

Yacht | 4 Bedrooms | sleeps 10

Excellent 5/5 

Min stay varies

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from £93 /night

£645 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
We plan & organize yacht charter by group, couple, or for those wishing to travel alone, creating the most compatible onboard experience & amentities with and a professional, friendly & talented crew. Come join us on IntersailClub!  …see more

4 Photos

Yacht | 4 Bedrooms | sleeps 8

Min stay varies

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from £727 /night

£5088 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • No pets allowed
voiler, croisière, soleil, vacances, catamaran, plage, Bahamas, sud, voile  …see more