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Sailing holidays (8)

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: Catered / B&B (8)

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8 Results   |  

Excellent 5/5 

21 Photos

Amsterdam / Central Amsterdam

Houseboat / 1 Bedroom / sleeps 2

Excellent 5/5 

2 Nights min stay

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from £73 / night

£511 - £554 / week

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Key info:

  • Nearest beach 15 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • 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


6 Jul 2015

5/5

"A special birthday trip"

I booked this house boat as a special 60th birthday for my husband, it did not disappoint. Within easy walking distance from Amsterdam central train station and very easy to find. Flip couldn't be th… More


5 May 2015

5/5

"Typisches Amsterdam"

So stellt man sich Amsterdam vor . auf der einen Seite traditionell , auf der anderen Seite modern und dazwischen die MS Luctor zum wohnen mit allem drum und dran. Liebevolle Details wie Seife, Duschg… More

thanks for these kind words! warm regards, flip


22 Oct 2014

5/5

"A real treasure"

I agree with all the other positive reviews. We enjoyed 4 nights on board and felt very privileged to be able to enjoy life afloat amongst Amsterdam's residential boat (or rather ship!) community. I… More

thanks for these generous words! regards, flip

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Very Good 4/5 

17 Photos

Menorca / Mahon

Yacht / 3 Bedrooms / sleeps 5

Very Good 4/5 

7 Nights min stay

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from £354 / night

£2475 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Neverland is a 47ft luxury Moody Sailing Yacht, in pristine condition built in 2002 available for skippered charter. She can accommodate up to 5 guests. Breakfast light lunch, tea and coffee are included in the price. Cold drinks apart from water are chargeable. Yacht  …see more


6 Jul 2012

5/5

"Awesome holiday - total relaxation!"

Fantastic family holiday highly recommended. Cal will show you the best of the exquisite Turkish coastline and will keep you entertained with his life stories! Caroline is a brilliant cook so you won'… More


1 Jun 2012

3/5

"Limited accommodation"

We went last year - a couple with three adult children. Prior to booking, we assessed the layout which appeared satisfactory. However, we were disappointed to find that the owners occupied the maste… More

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13 Photos

San Blas Islands / El Porvenir

Yacht / 4 Bedrooms / sleeps 8

Min stay varies

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from £93 / night

£646 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over 5
  • Car not necessary
  • No pets allowed
Holidays on a big multi-hulls, in the virgins San Blas Islands, 8 guests maxi in all inclusive, visit of the Indians Kuna villages and snorkelling. Sail, snorkelling , farniente, fishing, Indians villages on the trimaran La Mandragore.  …see more

Featured properties

Excellent 5/5 

24 Photos

Amsterdam / Eastern Docklands

Houseboat / 2 Bedrooms / sleeps 4

Excellent 5/5 

2 Nights min stay

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from £152 / night

£1064 - £1171 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
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's day. Stay on the water in the Venice of the North: Amsterdam.  …see more


24 Feb 2015

5/5

"chill out on the waves"

Hard to know where to start, the boat was immaculate designer, spacious luxury as per the photos...the location was great..views of water and boats and s peaceful yet only a few minutes from tram to z… More


5 Nov 2014

5/5

"Great location, friendly and helpful owners. Just brilliant!"

Situated on the shore of a residential area to the East of Centraal this is a brilliantly restored ship. You can watch big container ships passing by in the distance and leisure craft pass by from the… More


9 Jul 2014

5/5

"An oasis of calm"

I cannot recommend de Dageraad highly enough, the ship itself is immaculate and the accommodation is well appointed with nice comfortable beds,and good facilities. Sylvia and Theo offer a warm welco… More

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Excellent 5/5 

10 Photos

Dar es Salaam / Masaki Peninsula

Yacht / 3 Bedrooms / sleeps 6

Excellent 5/5 

1 night min stay

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from £775 / night

£5420 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
For a sailing holiday in the exotic spice islands of Zanzibar, Mafia and Pemba, Yacht CQ is your preferred accommodation and destination. Fully crewed with Skipper and Stewardess, all options can be considered to suit your needs for comfort, luxury or activity.  …see more


11 Nov 2011

5/5

"Stu Berry yacht trip August 2011"

Loved every minute of it. Chilled and superb trip. Great country, and perfect place to travel by yacht. Wonderful crew.… More

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Excellent 5/5 

14 Photos

St. George's / Prickly Bay

Yacht / 2 Bedrooms / sleeps 4

Excellent 5/5 

5 Nights min stay

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from £110 / night

£770 - £3360 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
We offer the chance to sail the Caribbean aboard a crewed Catamaran. You can stop in most harbours and inlets and explore the caribbean islands in the way they were discovered - from the sea. As part of the package, we serve 3 homely meals a day onboard. A crewed  …see more


22 Jan 2015

5/5

"Delightful Time"

We had booked 6 days with Robin and Sandra on the Yacht Ngoma, but were only able to sail with them one day, as I sprained my wrist while on vacation. The Doc on Carriacou advised I not do the trip, b… More

Thank you for your review. We are sorry that your sprained wrist prevented you joining the boat for the first part of your charter. Enjoyed your company for the run from Carriacou to Grenada and look forward to the completion of your charter sometime soon.


25 Nov 2014

5/5

"What a wonderful holiday"

We spent ten relaxing days on Yacht Ngoma travelling from Grenada to Bequia and back. Sandra and Robin are a remarkable couple who looked after our every need along the way. Sandra provided a variety … More


23 Feb 2014

5/5

"Fantastic time island hopping"

Had a fantastic time on the yacht Ngoma. Island hopping was fabulous and all under the safe guidance of an excellent skipper - Robin. Excellent food cooked by Sandra - always enjoyed. Thoroughly en… More

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15 Photos

London / East London, England

Houseboat / 49 Bedrooms / sleeps 4

1 night min stay

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from £8 / night

£50 - £1000 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
1213234234https://www.holidaylettings.co.uk/content/property_details?mysess=51425999793324751https://www.holidaylettings.co.uk/content/property_details?mysess=51425999793324751https://www.holidaylettings.co.uk/content/property_details?mysess=51425999793324751https://www  …see more

Excellent 5/5 

24 Photos

Barcelona / Ciutat Vella

Yacht / 5 Bedrooms / sleeps 12

Excellent 5/5 

2 Nights min stay

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from £710 / night

£4965 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Impressive 120 foot Luxury Yacht based at Barcelona's Royal Yacht Club, right next to the Ramblas, Gothic Quarter and the Beach. Chef and maid onboard. Ideal for families, as a venue for small business meetings or groups of friends up to 10-12 people. Also for charter.  …see more


15 Apr 2014

5/5

"Living the Dream"

Stayed on this Yacht as a stag party of 11 in April 2014. As soon as we pulled up at the yacht it had the wow factor. The Yacht is unreal, everything is off a high standard. The staff onboard couldnt … More


21 May 2013

5/5

"Way beyond the usual..."

2 night 3 day stay in mid May to co-incide with the Grand Prix. Looked for something special/different for family group celebrating a couple of family birthdays. In short, it ticked all the boxes. … More


15 Mar 2013

5/5

"Luxurious perfection with personal care and attention"

If you are thinking about where to stay in Barcelona, BOOK THIS YACHT! Its such great fun and better/different/unique compared to your usual hotels and apartments. Experience some luxury and tick one … More

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