Sailing holidays

Sailing holidays (109)

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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109 Holiday homes

Filters applied: Cycling holidays (109)

23

Houseboat Finland: Houseboat Comfort 32 m2/ 6 pers - Jyväskylä houseboat sleeps 6

Central Finland / Jyväskylä

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Would you like to spend summer on a peaceful lake, in the pristine wilderness of Finland? On a Houseboat you can easily get to great fishing spots, beaches or discover different Finnish villages and towns . You can sunbath on the roof, make food in the kitchen and take  …see more

from £196 / night

£1566 / week

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from £196 / night

(3) Good 

11

Marne-la-Vallee / Torcy

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Pet friendly

 …see more

from £35 / night

£218 - £583 / week

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from £35 / night

(5) Excellent 

12

Luxury Motor Yacht in Lymington - Lymington yacht sleeps 4

New Forest / Lymington

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
Your luxurious motor yacht is available on an accommodation only basis. She is located at the prettiest marina in Lymington with amazing sea views towards the Isle of Wight. She was commissioned in 2013 and is fitted out to the highest standard. Step through the glass  …see more

from £280 / night

£1960 / week

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from £280 / night

(29) Very Good 

16

Axo Houseboat - Central Amsterdam houseboat sleeps 4

Amsterdam / Central Amsterdam

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Ask about pets
The Axo Houseboat is a self-catering apartment in the heart of the city. You have your own kitchen, bathroom, double bedroom and living room. It's has a light and roomy living area with 2 sofas beds, in case the kids don't want to sleep together, and a large d  …see more

from £179 / night

£1187 - £1553 / week

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from £179 / night

(20) Excellent 

29

PORTO DOURO CANAL BOAT HIRE - DOUROVOU LTD - Porto narrowboat sleeps 4

Porto District / Porto

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
CANAL BOAT HIRE DOURO RIVER WATER WAY PORTO Portugal.ATTENTION: PLEASE CHECK AVAILABILITY BY EMAIL The company owns a small Marina "Douro Fluvina" at Ferradosa - Sao Joao da Pesqueira.The boat is a 26ft Yachts ideal for a couple or a family with children.You c  …see more

from £166 / night

£566 / week

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from £166 / night

(1) Excellent 

5

Lucy Joe - Worsley narrowboat sleeps 4

Salford / Worsley

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Lucy Joe Sleeps upto 4 - Wheelchair access availableA beautifully finished boat, Lucy Joe has been designed with space, luxury and comfort in mind. A fixed double bed at the back supplemented by a luxurious double sofa bed at the front and spacious wet room, galley and  …see more

from £150 / night

£795 / week

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from £150 / night

(13) Excellent 

24

Boat&Breakfast de Dageraad - Eastern Docklands houseboat sleeps 4

Amsterdam / Eastern Docklands

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Child friendly
Welcome on board our fully renovated boat & breakfast, 'de Dageraad' (Dutch for 'daybreak'). We offer two luxury, 100% smoke-free rooms, both featuring amenities such as floor heating, en suite bathroom, LCD-television, and free Wifi. In the morning, we serve a home-m  …see more

from £200 / night

£1400 / week

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from £200 / night

(1) Very Good 

43

Jewel cruise , overnight on the Cat Ba island - Cat Ba yacht sleeps 8

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 £100 / night

£700 / week

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from £100 / night

(4) Excellent 

18

Watervilla Humpy Dumpy - Oost-knollendam houseboat sleeps 6

North Holland Province / Oost-knollendam

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning
In the infinity of life take out time for the soul.Dreamy days and quiet nights a romantic getaway a place to call a 'home' away from 'home'an epitome of peace and serenity.That would describe "humpy dumpy"A watervilla/houseboat in Netherla  …see more

from £218 / night

£870 / week

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from £218 / night

(2) Excellent 

12

Barge ASLAUG, port cabin on new-built barge - Corbie houseboat sleeps 2

Somme / Corbie

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
A highlight of your vacation in the Somme region in Summer 2016 could be a few days "Barge & Breakfast" on the barge ASLAUG. Relax on the sun decks or in the spacious wheelhouse, go to sleep in your peaceful floating cabin and enjoy the wake-up calls of the ducks. "Asla  …see more

from £92 / night

£640 / week

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from £92 / night

(8) Excellent 

77

Woontjalk Zuidenwind Houseboat - Amsterdam houseboat sleeps 5

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 fully equipped appartment in a lovely old cargo ship in the port of Amsterdam. From deck you have a full view on the National Maritime Museum and the Mill of Brewery 't IJ. By foot it takes 5 minutes walk to the famous canals of the old city and 10 minutes to CS (tr  …see more

from £131 / night

£914 / week

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from £131 / night

13

Halong Deluxe Cruises - Halong Bay yacht sleeps 32

Quang Ninh Province / Halong Bay

14 32 1 night min

  • 14 bedrooms
  • Sleeps 32
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ski
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 Deluxe Cruise is the unique one which was designed specially like a Royal Palace, Totally different with any  …see more

from £254 / night

£1777 / week

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from £254 / night

(1) Excellent 

16

Yacht 'Lady H' - Port-Saint-Louis-du-Rhone yacht sleeps 4

Bouches-du-Rhone / Port-Saint-Louis-du-Rhone

3 4 3 nights min

  • 3 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
NOTE. PRICES QUOTED INCLUDE FOOD, FUEL, MARINA FEES AND EVEN WINE WITH DINNER. The only added expense is what you choose to spend ashore. A CHANCE FOR A SKIPPERED HOLIDAY AFLOAT. Our 'house' keeps floating and keeps moving so it is difficult to define where we are. Ou  …see more

from £35 / night

£245 - £1155 / week

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from £35 / night

18

Gran Canaria / Mogan

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+

 …see more

from £70 / night

£348 - £540 / week

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from £70 / night

(1) Excellent 

14

beautiful 3 bedroom gullet berthed in kas marina - Kas yacht sleeps 5

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

(6) Very Good 

9

Halong Imperial Classic Cruise - Halong Bay yacht sleeps 18

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 £124 / night

£9693 / week

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from £124 / night

(16) Excellent 

22

PORTO DOURO VALLEY SAIL YACHT CRUISES WITH SKIPPER - Porto yacht sleeps 4

Porto District / Porto

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
YACHT CHARTER DOURO RIVER WATER WAY PORTO Portugal.ATTENTION: PLEASE CHECK AVAILABILITY BY EMAIL The company owns a small Marina "Douro Fluvina" at Ferradosa - Sao Joao da Pesqueira.Our boats are 28ft Yachts ideal for a couple or a family with children.You can  …see more

from £166 / night

£653 / week

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from £166 / night

(26) Excellent 

11

Float by Boat narrowboat retreat - Rugby narrowboat sleeps 6

Warwickshire / Rugby

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask owner if suitable for children
  • Car not necessary
  • Ask about pets
*Skippered Hotel-boat* *Crewed Breaks, Holidays & Retreats* *Day Trips* Spirited Away, a hosted narrowboat, is the perfect place to slow down, get closer to nature and experience the unique British waterways. Prices are fully inclusive, with gorgeous boat-made meals,  …see more

from £140 / night

£980 / week

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from £140 / night

(9) Excellent 

16

Province of Naples / Sorrento

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £278 / night

£1740 - £6087 / week

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from £278 / night

(51) Excellent 

28

Star Narrowboat Holidays - Unique Narrowboat Hire - Worsley narrowboat sleeps 4

Salford / Worsley

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
Now taking bookings for 2017. From 1st Nov 2016 to 30th Mar 2017 'Gloria' is booked for a static houseboat hire at our base - we still have availability for our other boat 'Queenie' for those months. For the most accurate info on prices please see our website. We off  …see more

from £170 / night

£1190 / week

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from £170 / night

(3) Excellent 

30

Ducklings Narrowboat Hire - Tewitfield narrowboat sleeps 4

Carnforth / Tewitfield

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Ask owner if suitable for children
  • Ask about pets
Ducklings Narrowboat Hire is a small family self drive hire boat business operating on the beautiful Lancaster Canal in Lancashire. We operate from Tewitfield marina in Carnforth at the most Northerly point of the Navigable canal. You can book a holiday with us all yea  …see more

from £125 / night

£750 - £800 / week

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from £125 / night

(28) Very Good 

24

AMSTERDAM CITY CENTRE HOUSEBOAT - Central Amsterdam houseboat sleeps 4

Amsterdam / Central Amsterdam

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
This beautiful Amsterdam city centre canal houseboat, that is conveniently situated between central station and Dam Square, is a perfect place for couples, friends or a family to explore and enjoy the beauties of the amazing city.The houseboat has a relaxed living area  …see more

from £174 / night

£1827 - £2192 / week

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from £174 / night

(2) Excellent 

11

George Vlamis Yachts - Sailing, Cats, MotorYachts - Alimos yacht sleeps 10

Athens / Alimos

10 10 1 night min

  • 10 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
Talking about sailing in Greece is already holiday ! You maybe already feel the salty wind caressing your face. And we are there, a family company since 1992, offering personal service, chartering our luxury crewed sailing yachts and / or our bareboat charter yachts. Av  …see more

from £392 / night

£2740 / week

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from £392 / night

(1) Excellent 

16

Swallow Tail - Holsworthy houseboat sleeps 4

Devon / Holsworthy

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly
Swallow Tail offers a unique opportunity to stay aboard a traditional canal barge without the worry of locks and waterways. She is custom built to offer the maximum comfort and style for 4 people sleeping in two cabins. Both cabins have their own shower/wc, the doubl  …see more

from £100 / night

£450 - £565 / week

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from £100 / night

(2) Very Good 

20

Bluebell Narrowboat Holidays - Lancaster narrowboat sleeps 4

Lancashire / Lancaster

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 0.2 km
  • Child friendly
  • Car not necessary
Spend a relaxing, picturesque week or two cruising s through the idyllic, peaceful Lancashire countryside. Bluebell is 35ft long, 6ft 10 inches wide and sleeps four comfortably. Her size makes her perfect for beginners or experienced canal enthusiasts.Bluebell has one f  …see more

from £125 / night

£820 / week

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from £125 / night

(2) Excellent 

26

Floating House in San Diego Bay - San Diego houseboat sleeps 4

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+
Sleep on the water! Enjoy this unique opportunity to stay at Pelican Place - a floating home on this beautiful bay. Enjoy this 84 sq meters floating 2-story home. House sleeps 4 adults or 2 adults with up to 3 children works well too. House details: On the bottom f  …see more

from £192 / night

£1341 / week

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from £192 / night

9

Aude / Marseillette

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 35 km
  • Child friendly
  • Pet friendly

 …see more

from £87 / night

£522 / week

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from £87 / night

(4) Excellent 

24

Authentic ship Vrouwe Johanna - Amsterdam houseboat sleeps 12

North Holland Province / Amsterdam

3 12 2 nights min

  • 3 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
In a unique countryside setting, overnight in a hundred years authentic sailing ship and yet the bustling center of Amsterdam nearby!The ship is located just 15 minutes outside the center of Amsterdam, Durgerdam.Our Apartment is easily accessible by car, bicycle and pub  …see more

from £457 / night

£3044 - £4035 / week

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from £457 / night

(5) Excellent 

18

Sailing Yacht Oceanis 510 - Parikia yacht sleeps 6

Paros / Parikia

5 6 2 nights min

  • 5 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
... for those discovering the sea, appreciating the sea, loving the sea. We love sailing, finding out new solitary bays, mooring to a rock, mooring to a tree. We love taking you swimming while a delicious perfume making its way from the kitchen awaits you in the coockpi  …see more

from £131 / night

£696 - £5261 / week

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from £131 / night

(3) 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 £170 / night

£570 / week

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from £170 / night

(2) Very Good 

50

21 M yacht,4 cabins for 8 guests,car available - Barcelona Beach yacht sleeps 8

Barcelona / Barcelona Beach

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
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 £66 / night

£392 - £1670 / week

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from £66 / night

44

royal heritage houseboats - Srinagar houseboat sleeps 50

Kashmir / Srinagar

27 50 1 night min

  • 27 bedrooms
  • Sleeps 50
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children
Offering a massage parlour, Royal Heritage Houseboats is located in Srīnagar and is 500 metres from Zabarwan Park. Free wired internet is available. The property offers free parking.The accommodation will provide you with a TV, a heater, a minibar and cable channels. F  …see more

from £93 / night

£693 / week

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from £93 / night

18

Syracuse / Ortigia

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation

 …see more

from £79 / night

£548 / week

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from £79 / night

11

Cruisebarge 'easyvie' on the Canals in SW France. - Montauban houseboat sleeps 8

Tarn-et-Garonne / Montauban

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 200 km
  • Ask owner if suitable for children
  • Car not necessary
Cruisebarge 'easyvie' cruises the canals and rivers of South West France between the historic city of Montauban and the charming town of Moissac. Enjoy a unique cruise experience aboard 'easyvie' as she slowly makes her way between the towns and villages enroute stayin  …see more

from £1491 / night

£10435 / week

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from £1491 / night

10

Houseboat Sweetstar - Srinagar houseboat sleeps 6

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 £18 / night

£124 / week

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from £18 / 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 £157 / night

£961 / week

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from £157 / night

10

Holiday Yacht Hamble Southampton Hampshire - Netley Abbey yacht sleeps 8

Southampton / Netley Abbey

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Suitable for children age 5+
Situated in port hamble marina and situated in the heart of the village of Hamble which is the mecca of sailing for both visitors and sailors. Beautiful privately owned Bavaria 350. She is 37.6ft in length and a generous 8 berth. Fully coded and berthed in the prest  …see more

from £100 / night

£800 / week

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from £100 / night

18

Private Yacht Double G Tuscany - Portoferraio yacht sleeps 6

Elba Island / Portoferraio

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Air conditioning
Perfect match between style and comfort, history and design, "Double G" is a charming 60ft Akhir model motor yacht, built by "Cantieri di Pisa" in 1982.The Akhir was created following an innovative concept and modern design, but entirely handcrafted  …see more

from £435 / night

£2435 / week

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from £435 / night

4

Province of Cagliari / Villaputzu

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children age 5+

 …see more

from £435 / night

£3044 / week

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from £435 / night

(19) Very Good 

28

Royal Palace Cruise - 1 Deluxe Room for 2 People - Halong Bay yacht sleeps 2

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 £200 / night

£18017 / week

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from £200 / night

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