Sailing holidays

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Sailing holidays (524)

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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524 Holiday homes

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(12) Excellent 

1 / 17

Devolu - Meudon houseboat sleeps 8

Hauts-de-Seine / Meudon

4 8 5 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min stay
Key info: Suitable for children age 5+; Car not necessary; Air conditioning;
Ever wondered what it would be like to live on a houseboat? Devolu offers you a convenient base to visit the sites of Paris, go to Disneyland and the Chateau de Versailles while coming home each day to an amazing experience of another kind. One of the most luxurious b  …see more

from £250 / night

£1500 - £1850 / week

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from £250 / night

(27) Very Good 

1 / 16

Houseboat Pride of Leyden. - Leiden houseboat sleeps 3

South Holland Province / Leiden

2 3 3 nights min stay

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min stay
Key info: 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 £103 / night

£692 - £801 / week

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from £103 / night

1 / 5

EXPECTATIONS43 CATAMARAN - French Harbour yacht sleeps 4

Roatan / French Harbour

3 4 1 night min stay

  • 3 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
SAILING CATAMARAN LOCATED CARIBBEAN 43 FEET LONG AND 25 FEET WIDE SET UP FOR DIVING, FISHING. UP TO 4 GUESTS ON DAY TOURS UP TO 20 PERSON. YOU WILL TRAVEL FROM PORT TO PORT TO ENJOY LOCAL PLACES TO SEE. LOT OF NICE SNORKELING LET US SHOW YOU ROATAN OR BELIZ  …see more

from £1050 / night

£4199 / week

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from £1050 / night

(4) Excellent 

1 / 18

Watervilla Humpy Dumpy - Oost-knollendam houseboat sleeps 6

North Holland Province / Oost-knollendam

2 6 3 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Car advised;
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

1 / 7

Magnesia Region / Volos

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £157 / night

£961 / week

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from £157 / night

(7) Excellent 

1 / 56

Wooden Sail Boat with Air Conditioning and WiFi

Province of Alicante / El Barrio

2 2 3 nights min stay

  • 2 bedrooms
  • Sleeps 2
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 200 km; Not suitable for children;
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 £44 / night

£261 / week

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from £44 / night

(5) Very Good 

1 / 22

house boat on the Seine near Paris - Draveil narrowboat sleeps 6

Essonne / Draveil

3 6 4 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Not suitable for children; Car not necessary;
Three levelsSun deckNatural level: loungeLiving room- kitchenLower deck 3 bedrooms 2 full bathrooms, one cabinOne bedroom and its en suite bathroom and separate WC form the guest suite.Step out and you are in the leisure park with many sports and recreation opportunitie  …see more

from £131 / night

£696 - £1392 / week

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from £131 / night

(4) Excellent 

1 / 9

Holiday Yacht In Southampton Hampshire - Southampton yacht sleeps 5

Hampshire / Southampton

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Child friendly ;
An excellent well cared for 37 foot sailing yacht, located in Port Hamble Marina, Hamble village, Southampton. Port Hamble is situated in the heart of the village of Hamble which is a yachting paradise for sailors and visitors alike. The yacht is very user friendly and  …see more

from £125 / night

£750 - £1275 / week

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from £125 / night

(5) Excellent 

1 / 9

A bord de Touaou croisières - Noumea yacht sleeps 6

Grand Terre / Noumea

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
Venez visiter la Nouvelle Calédonie par la mer !Yves vous guidera à travers les récifs pour vous faire découvrir les plus beaux sites du lagon calédonien, l'île des pins ou les îles Loyautés.Plutôt que de changer d'hôtel ou de gîte chaque jour, sur  …see more

from £736 / night

£5150 / week

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from £736 / night

(2) Excellent 

1 / 12

Barge ASLAUG, port cabin on new-built barge

Somme / Corbie

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Not suitable for children; Car advised; No pets allowed;
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

1 / 4

Province of Messina / Furnari

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Car advised;
 …see more

from £61 / night

£348 / week

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from £61 / night

1 / 12

Connie - Damazan houseboat sleeps 4

Lot-et-Garonne / Damazan

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car advised; No pets allowed;
Beautifully restored Dutch Barge with 2 double cabins, shower room with loo and basin.Open plan galley, dining area and saloon.Wheelhouse with dinette.Galley has double sink, 2 fridges, microwave, 4 burner hob, oven, kettle etc.There is a private garden with summer kitc  …see more

Pricing unknown

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Pricing unknown

1 / 22

River Breez Houseboats. 5 Star luxury

South Australia / Mannum

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Child friendly ; Air conditioning; No pets allowed;
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 £483 / night

£1521 - £3158 / week

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from £483 / night

(2) Very Good 

1 / 6

week-end for two on boat - Draveil houseboat sleeps 2

Essonne / Draveil

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Not suitable for children; Car not necessary; No pets allowed;
Stay on this welcoming houseboat, which has three levels:Sun deckNatural level: lounge, living room- kitchenLower deck: one bedroom and its en suite bathroom and separate WC form the guest suite, at the front of the boat. Owner lives at the back. There is also a one per  …see more

from £61 / night

£348 / week

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from £61 / night

1 / 8

Province of Rimini / Cattolica

4 6 1 night min stay

  • 4 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Not suitable for children; No pets allowed;
 …see more

from £105 / night

£696 / week

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from £105 / night

1 / 6

Blazing Star - Nieuwpoort yacht sleeps 4

West Flanders Province / Nieuwpoort

3 4 2 nights min stay

  • 3 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; No pets allowed;
Blazing Star est un voilier classique de 18 m de long construit en 1930 au charme fou, confortable et luxueux.Il est situé au KYCN, à proximité de la Ville et de la plage. A bord, vous vivrez une expérience inoubliable. Blazing Star is a 61-foot classical yacht des  …see more

from £131 / night

£914 / week

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from £131 / night

1 / 11

Arrondissement of Le Marin / Le Marin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Child friendly ;
 …see more

Pricing unknown

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Pricing unknown

1 / 10

Cambridgeshire / Ely

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Child friendly ; Car not necessary; No pets allowed;
 …see more

from £158 / night

£1106 - £1633 / week

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from £158 / night

(1) Excellent 

1 / 12

Barge ASLAUG, starboard cabin on new-built barge

Somme / Corbie

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Not suitable for children; Car advised; No pets allowed;
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

1 / 29

⛵ Sail charter Catamaran NEW! Caribbean BVI's

Tortola / Brewers Bay

1 2 5 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Suitable for children age 5+;
Sail La Vie 46 foot Catamaran a perfect blend of lavish & comfortable combined with speed & performance she is perfect for those looking for a luxury yacht vacation. Each Cabin has a Refined & Contemporary Interior. RATE is per cabin for 2 people min 7n. ***********  …see more

from £1600 / night

£6395 / week

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from £1600 / night

1 / 19

Narrowboat Puzzle - Ely houseboat sleeps 2

Cambridgeshire / Ely

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Car not necessary; No pets allowed;
Puzzle is a luxury bespoke narrowboat, which has been fitted out to the highest standard. She offers all the comforts of a top end luxury flat and is moored in the historic cathedral city of Ely, with excellent rail links to Cambridge and London. Everything on board ha  …see more

from £49 / night

£343 - £1393 / week

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from £49 / night

1 / 6

Jesolo / Lido di Jesolo

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Suitable for children age 5+; Air conditioning; Ask about pets;
 …see more

from £140 / night

£740 / week

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from £140 / night

1 / 13

Bari / Bari Old Town

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Child friendly ;
 …see more

from £70 / night

£392 / week

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from £70 / night

(5) Excellent 

1 / 23

bed & boat, apartment on houseboat, Amsterdam

North Holland Province / Amsterdam

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Not suitable for children; Car not necessary; Ask about pets;
Are you looking for a comfortable apartment for 2 people? Our apartment is a self-contained part of a water villa. It has a living room and open plan kitchen with all modern equipment. The living room has patio doors directly to the water. On the ground floor there is a  …see more

from £100 / night

£653 / week

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from £100 / night

(5) Excellent 

1 / 77

Woontjalk Zuidenwind Houseboat - Amsterdam houseboat sleeps 5

North Holland Province / Amsterdam

3 5 2 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: 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

1 / 4

Province of Cagliari / Villaputzu

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: 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

(3) Excellent 

1 / 40

Luxury Classic Motor Yacht "Eucala" at Riverscapes

Surrey / East Molesey

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Child friendly ; No pets allowed; Private garden;
Perfectly appointed motor yacht situated in an idyllic palm fronted marina half a mile from Hampton Court Palace, excellent pubs/restaurants and train. Each room has its own toilet and wash room / shower. The kitchen is fully fitted and includes a dishwasher, fridge, f  …see more

from £128 / night

£896 / week

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from £128 / night

(10) Very Good 

1 / 12

Black Prince Stoke Prior - Bromsgrove narrowboat sleeps 4

Worcestershire / Bromsgrove

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Suitable for children age 5+; Car not necessary; Ask about pets;
Stoke Prior is situated in Central England in Worcestershire, giving you the opportunity to access the Avon Ring, Stourport Ring and Warwickshire Ring. Please note that we offer a minimum 3-night stay. A holiday on a Black Prince Narrowboat offers an opportunity to h  …see more

from £143 / night

£1004 - £1542 / week

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from £143 / night

(1) Very Good 

1 / 10

Chester / Broxton

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Child friendly ; Car not necessary; Pet friendly;
 …see more

from £158 / night

£1106 - £1633 / week

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from £158 / night

(1) Excellent 

1 / 13

San Blas Islands / El Porvenir

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; No pets allowed;
 …see more

from £321 / night

£2245 / week

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from £321 / night

(1) Excellent 

1 / 48

houseboat golden hind - Srinagar houseboat sleeps 6

Kashmir / Srinagar

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Child friendly ; No pets allowed;
( The taste of Home, where we treat you like Family)  …see more

from £9 / night

£61 / week

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from £9 / night

1 / 7

One bedroom flat - Zadar houseboat sleeps 4

Zadar County / Zadar

1 4 2 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; Pet friendly; Private garden;
One bedroom little flat with all you need for perfect vacation. Great price and very kind and helpful hosts. There is a small terrace in front of the flat where you can discreetly enjoy your breakfast and dinner. We are helpful and will give you a lot of useful informa  …see more

from £34 / night

£209 / week

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from £34 / night

1 / 12

catamaran-skylax. - Lakki yacht sleeps 6

Léros / Lakki

3 6 5 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min stay
Key info: Nearest beach 1 km; Child friendly ; Car not necessary;
we offer trips around the Dodecanese islands onboard a luxury 45,5 ft catamaran. The price is per day & person in shared occupancy & includes: skipper, first mate, buffet breakfast & a light lunch.Evening meals are not included - this is for you to enjoy in one of the l  …see more

from £87 / night

£609 / week

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from £87 / night

1 / 8

Italian Riviera / Loano

3 7 1 night min stay

  • 3 bedrooms
  • Sleeps 7
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Child friendly ;
 …see more

from £153 / night

£957 / week

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from £153 / night

(1) Excellent 

1 / 15

Boat Gema - A beautiful narrowboat on Thames

Oxfordshire / Henley-on-Thames

3 8 3 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Suitable for children age 5+; Pet friendly;
Cruise and explore some of the most stunning parts of the River Thames at your own pace. Boat Gema is a delightful 4 star narrowboat that has a fresh and modern feel but without losing the quaint charm of an English narrowboat. Cruise to Henley-On-Thames, Marlow and Win  …see more

from £303 / night

£1390 - £1814 / week

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from £303 / night

(8) Excellent 

1 / 24

Boat Geanna - Henley-on-Thames houseboat sleeps 11

Oxfordshire / Henley-on-Thames

3 11 3 nights min stay

  • 3 bedrooms
  • Sleeps 11
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
This is accommodation with a unique difference. Our boat is a luxury 4 star Canal wide beam fitted to an exceptionally high standard. The interior is spacious with a fitted kitchen, complete with all mod coms (inc dishwasher) and beautiful open plan saloon/dining room.  …see more

from £250 / night

£1410 - £2435 / week

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from £250 / night

1 / 24

Sailing Catamaran Leopard 48 (2013) - Las Galletas yacht sleeps 6

Tenerife / Las Galletas

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Child friendly ;
Sailing catamaran Leopard 48 (2013). The winner of "The best sailing boat in the world for 2013"! Three double-cabins (two for guests and one - master-suite)+ one single-cabine - great for 6 persons (kids love their own cozy cabin). Three toilets/showers, hot  …see more

from £435 / night

£3044 / week

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from £435 / night

(5) Excellent 

1 / 12

Luxury Motor Yacht in Lymington - Lymington yacht sleeps 4

New Forest / Lymington

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Car advised;
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

1 / 4

HALKIDIKI GOLDEN YACHTS - Nea Fokea yacht sleeps 6

Halkidiki Region / Nea Fokea

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; Air conditioning;
LUXURY VACATIONS... FOR YOUR EYES ONLYEnjoy the luxury of a motor boat with daily or multi-day cruises to Chalkidiki, Skiathos, Skopelos, Alonissos. Flee away from the crowded beaches and discover secluded bays ideal for swimming. Relax and enjoy the sun on the deck as  …see more

from £1305 / night

£9131 / week

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from £1305 / night

1 / 11

Southampton Hampshire Yacht - Southampton yacht sleeps 5

Hampshire / Southampton

3 5 2 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Child friendly ;
An excellent well cared for 37 foot sailing yacht, located in Port Hamble Marina . Port Hamble is situated in the heart of the village of Hamble which is a yachting paradise for sailors and visitors alike. The yacht is very user friendly and a full safety brief will be  …see more

from £125 / night

£750 - £1275 / week

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from £125 / night

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