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Sailing holidays (247)

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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247 Results  |  
14 Photos

Yacht | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £64 /night

£446 - £557 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Luxury yacht situated in Queensway Quay Marina.  …see more

16 Photos

Yacht | 3 Bedrooms | sleeps 3

3 Nights min stay

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from £36 /night

£246 - £1159 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
Sailing holidays in France, Italy,Corsica and Sardinia aboard a skippered yacht. A chance to just relax or learn to sail. Where else but on a yacht can you wake in a morning, sail and relax to lunch in a beautiful bay, then sail again for a new port, marina or anchorage Check out our 2011 season on YouTube. http://www.youtube.com/watch?v=uxoZjnFiA58  …see more

24 Photos

Yacht | 2 Bedrooms | sleeps 3

Excellent 5/5 

2 Nights min stay

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from £34 /night

£237 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 200 km
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Unique experience.... the best area to stay when in Alicante city....  …see more

Featured properties

12 Photos

Yacht | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £114 /night

£795 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Car not necessary
  • Air conditioning
  • No pets allowed
We are a family run business and our boat Vivione111 is a Luxury Yacht moored in the harbour of Duquesa. Costa Del Sol Boat Holidays let you explore this beautiful region of Spain and stay in the Luxury of Puerto de la Duquesa, with it's Golf Courses, bars, restaurants. On either side of the Marina are two blue flag beaches with, beach bars and sun beds for hire,  …see more

16 Photos

Yacht | 3 Bedrooms | sleeps 5

Very Good 4/5 

7 Nights min stay

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from £211 /night

£1474 - £2624 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable 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 charter from Olbia Free skipper and hostess. Free breakfast, light lunch, tea coffee.  …see more

24 Photos

Yacht | 3 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £742 /night

£5194 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
We offer a flavour of our most popular itineraries, which you can undertake on our exclusive yacht charter in Kas, Turkey, but every facet of the trip is up for discussion. We want to offer you the holiday of a lifetime, taking in the sites that you've always dreamed.  …see more

20 Photos

Houseboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £91 /night

£631 - £999 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Authentic houseboat perfect for couples and friends . Situated in a green street, no noise at night, close to the hart of the city center.  …see more

12 Photos

Houseboat | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £99 /night

£693 - £1157 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Change your perspective of a vacation rental and stay in this beautiful houseboat, located in the city centre of Amsterdam, close to the museums, Vondelpark, Leidseplein, the Flower Market and many other highlights. Only best reviews of previous guests!  …see more

6 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £144 /night

£1007 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Lucy Joe Sleeps upto 4 - Wheelchair access available A beautifully finished boat, Lucy Joe has been designed with space, luxury and comfort in mind. Stay onboard at our marina as an alternative to an hotel or explore the waterways. A warm welcome awaits.  …see more

14 Photos

Yacht | 5 Bedrooms | sleeps 10

Short stays welcome

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from £1315 /night

£9199 - £10732 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • 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

15 Photos

Yacht | 4 Bedrooms | sleeps 8

1 night min stay

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from £1139 /night

£7972 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Cruise options: ° Over night cruises ° 3 nights 4 days cruises ° Week long cruises Private crewed yacht charter, with all inclusive options. ideal for Honeymoon,Birthdays, Anniversaries,organisations. A private yacht charter along beautiful coastline of Turkey with diving, paragliding, water sports .  …see more

19 Photos

Yacht | 4 Bedrooms | sleeps 8

1 night min stay

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from £501 /night

£3505 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Thousands of foreigner and local people visit this little town of Mediterranean, the capital of light, Kas. Kas draw attention with its history, blue and clean sea and fascinating nature. Many different tour opportunities will be waiting for you during you Kas travel  …see more

14 Photos

Yacht | 8 Bedrooms | sleeps 16

Short stays welcome

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from £1127 /night

£7885 - £10732 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
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

12 Photos

Yacht | 6 Bedrooms | sleeps 12

6 Nights min stay

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from £570 /night

£3986 - £4906 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 400 km
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Gulet cruises are ideal for single travellers and couples alike. It's the perfect opportunity to get to meet fellow backpackers like yourselves. Whether you're an adventurer or more of a loner type of person, this cruise is the best way to discover the beautiful Turkis  …see more

16 Photos

Yacht | 3 Bedrooms | sleeps 4

7 Nights min stay

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from £73 /night

£509 - £2460 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Sailing Yacht. Typically start/finish Corfu, visit Sivota Mourtas, Parga, Arillas, Paxos and Anti Paxos Go with our itinerary or set your own, take part in the sailing as much or as little as you like....  …see more

18 Photos

Yacht | 3 Bedrooms | sleeps 6

1 night min stay

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from £636 /night

£4452 / week

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Key info:

  • Beach / lakeside relaxation
  • Ski
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
A fantastic blend of nature and history is the key ingredient of this unique boat tour, with other natural ingredients going into the healthy meals served on board. Please note that this trip is customizable in that we can alter our route and time spent at each stop  …see more

10 Photos

Yacht | 7 Bedrooms | sleeps 14

Short stays welcome

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from £751 /night

£5257 - £6133 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Blue Cruise, an independent Turkish Riviera & Gulet charter agency providing a unique cruising experience. Located in Fethiye, where the slopes of the Mendos Mountains meet the Mediterranean shores of the gulf of Fethiye, My Blue Cruise is a flexible company providing A memorable cruise on a beautiful, hand-constructed, wooden yacht encompasses traditional cuisine, stunning  …see more

24 Photos

Yacht | 3 Bedrooms | sleeps 6

1 night min stay

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from £526 /night

£3680 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Villa Rental, Holiday in a Hotel…none comes close to the experience of travel by BOAT! Let's explore why: Firstly, you can comfortably move around, lie down, or sit at a table whilst your vessel glides along the sea. You are surrounded by ever changing natural beauty. You should keep in mind a boat tour for your holiday vacation.  …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 over 5s only
  • 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

15 Photos

Yacht | 2 Bedrooms | sleeps 6

1 night min stay

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from £438 /night

£3060 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
The Bachelor is an impressive 58ft STRIKER, equipped with all the amenities and luxury's of a Yacht, with one Master bedroom and on guest bedroom, in addition to a sofa bed this can accommodate up to six people onboard, one of the great pleasures is sleeping onboard. Overnighting is a wonderful way to spend an evening, sleeping on the hook!  …see more

23 Photos

Yacht | 1 Bedroom | sleeps 4

2 Nights min stay

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from £191 /night

£1335 - £1559 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for over 5s only
  • Car not necessary
  • 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

16 Photos

Yacht | 2 Bedrooms | sleeps 12

1 night min stay

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from £351 /night

£2453 - £2891 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Yacht rent Portoroz Slovenia Croatia Venice Italy  …see more

12 Photos

Houseboat | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night min stay

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from £76 /night

£526 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
Annie's Boat is a B&B (bed & boat) for a relaxing stay in a vibrant city. Are you looking for a houseboat situated in a quiet area, yet close to the hustle and bustle of the city? Then Annie's Boat is the place to be! smoking is only allowed outside  …see more

16 Photos

Yacht | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £230 /night

£1604 - £2495 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Holiday catamaran sailing charter, from Alanya, Antalya, Kemer, Kas, Dalaman, Marmaris, Fethiye, Gocek, Kalkan & Rhodos (GR). Excl.: Diesel, Transit log (Tourist tax), food & Beverage on board, Harbor mooring fees, Personnel travel  …see more

16 Photos

Yacht | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £126 /night

£877 - £1534 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
yacht from owner, afordable, luxury, comfortable, sailing experience, yacht in GREECE,  …see more

17 Photos

Yacht | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £126 /night

£877 - £1052 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
This ia a yacht with NEW equipment in excellent condition. Sea worthy , comfortable clean including all comfort available from owner at discounted prices through the year.  …see more

5 Photos

Yacht | 5 Bedrooms | sleeps 10

Short stays welcome

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from £833 /night

£5826 - £11069 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
PRIVATE YACHT, YACHT CHARTER, GULET, MARMARIS, BODRUM, GOCEK, MOTOR YACHT  …see more

4 Photos

Houseboat | 2 Bedrooms | sleeps 7

3 Nights min stay

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from £145 /night

£1012 - £1644 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
No license needed, easy to maoeuvre, cruises in the lagoon of Venice.  …see more

9 Photos

Yacht | 3 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £570 /night

£3986 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Touaou est un catamaran sûr et coinfortable, il a traversé les océans et son capitaine a exercé préalablement dans la Marine pendant 30 ans comme officier de manoeuvre, de navigation puis comme commandant. Touaou est idéal pour 3 couples ou pour une famille.  …see more

8 Photos

Yacht | 3 Bedrooms | sleeps 6

Short stays welcome

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from £589 /night

£4118 - £6575 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
PRIVATE YACHT, YACHT CHARTER, GULET, MARMARIS, BODRUM, GOCBEK, MOTOR YACHT, BLUE CRUISE, BLUE VOYAGE,  …see more

15 Photos

Houseboat | 4 Bedrooms | sleeps 12

Very Good 4.5/5 

1 night min stay

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from £164 /night

£1145 - £1304 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
Best and Authentic houseboats at best rates. Book direct from the owner for 2, 3, 4 or 5 bedroom houseboats at alleppey.  …see more

20 Photos

Narrowboat | 3 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

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from £138 /night

£964 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Holidays in Paris, unusual lodgings, new experience  …see more

10 Photos

Yacht | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £44 /night

£307 - £395 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
LUXURY BOAT IN HURGHADA FOR FISHING - DIVING - SNORKELING Navigation VHF radio, GPS + plotter, GPS, fish finder, navigation tools, compass, speed log  …see more

19 Photos

Yacht | 1 Bedroom | sleeps 1

Excellent 5/5 

1 night min stay

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from £53 /night

£371 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Only 600 mtrs from the airport with lights bags is a short walk, their are traditional buses available and taxis waiting at the airport . The dolphins are active in the water here all year round and their are many ways to take a tour .  …see more

21 Photos

Yacht | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £432 /night

£3023 - £3899 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • No pets allowed
What's Included? GENERAL Rental of yacht Yacht equipment All taxes End cleaning YACHT EQUIPMENT Dinghy, outboard engine & gasoline. GPS & nautical charts Sheets, blankets & towels Stereo & cockpit speakers Extra Costs:In addition you will also have to pay for the fuel and port fees if you staying in a marina.  …see more

11 Photos

Houseboat | 4 Bedrooms | sleeps 6

7 Nights min stay

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from £1502 /night

£10513 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
Enjoy a unique cruise experience on the canals and rivers of South West France aboard the Cruisebarge 'easyvie'. Our half-board fare includes comfortable ensuite twin cabins complemented by a spacious lounge and a superb sun deck to watch the world go by.  …see more

14 Photos

Houseboat | 6 Bedrooms | sleeps 18

1 night min stay

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from £32 /night

£220 - £723 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
sailing trips, sailing vacation, You completely relax during a week or weekend drifting on the IJssel Lake and visiting beautiful old towns.  …see more

4 Photos

Yacht | 2 Bedrooms | sleeps 4

1 night min stay

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from £176 /night

£1227 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • No pets allowed
Yacht, Canarias Islands, holiday, open sea, adventure, Tenerife, Atlantic Ocean.  …see more

16 Photos

Yacht | 2 Bedrooms | sleeps 5

1 night min stay

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from £105 /night

£732 - £1898 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Sunny Beach Sveti Vlas St. Vlas Bourgas Burgas Boat Motor boat Marina beach boat hire Marina Dinevi Garden of Eden Cranchi Zaffirro 34 Bulgaria  …see more

4 Photos

Houseboat | 3 Bedrooms | sleeps 9

1 night min stay

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from £106 /night

£742 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
Character cottage. Private pool.  …see more

9 Photos

Yacht | 4 Bedrooms | sleeps 8

6 Nights min stay

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from £439 /night

£3067 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Car not necessary
  • Air conditioning
  • No pets allowed
Luxury Nautor Swan sailing yacht.  …see more

24 Photos

Yacht | 28 Bedrooms | sleeps 50

Very Good 4.5/5 

1 night min stay

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from £11 /night

£77 - £3513 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Got very good comments from tourists, Annam Junk is now an authentic name for travelers to Halong Bay, Vietnam. The room is well-equipped with high service standard and good amenities. Come to Annam Junk if you are seeking for relaxing time and comfort. Sailing with Annam Junk, you are ensured absolute safety and utmost comfort to relieve your soul  …see more

5 Photos

Yacht | 3 Bedrooms | sleeps 4

1 night min stay

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from £113 /night

£789 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Blazing Star is a unique experience. The sailing boat has been recently fully restored. It is a racing boat but with superb elegant design with all the modern facilities one would expect.  …see more

14 Photos

Yacht | 5 Bedrooms | sleeps 10

Excellent 5/5 

2 Nights min stay

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from £2044 /night

£14304 - £17880 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for over 5s only
  • 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

6 Photos

Yacht | 5 Bedrooms | sleeps 10

1 night min stay

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from £10 /night

£64 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
komodo,cruise,catamaran,dragons,rinca,island,seaview,life onboard  …see more

24 Photos

Yacht | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £701 /night

£4906 - £7972 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Turkish Ketch Yorgun 1 is a 23m Turkish Gullet built in 2005 and refitted in 2013. Yorgun 1 is in excellent condition and offers comfortable accommodation for 10 guests in 5 cabins, each with a private bathroom, toilet and air-conditioning. Private yacht tour the best part of Mediterranean. Göcek, Marmaris, Fethiye, Datça, Bodrum.  …see more

22 Photos

Yacht | 3 Bedrooms | sleeps 8

2 Nights min stay

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from £188 /night

£1315 - £2191 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Discover the turkish coast and secret coves by sea. Visit the Greek island of Symi. We offer you our traditional wooden sailing boat Gulet - Trandil (schooner - ketch) to discover the blue voyage and turquoise cruises, pearl of Turkey.  …see more

24 Photos

Yacht | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £303 /night

£2120 - £2650 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
  • Suitable for over 5s only
  • 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

12 Photos

Yacht | 4 Bedrooms | sleeps 7

Excellent 5/5 

1 night min stay

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from £238 /night

£1665 - £2453 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
vacations in sailboat 11m max 7 people, among Taranto, I Bring caesarian, Gallipoli, Saint Maria of Leuca, Otranto, Greece  …see more

21 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £92 /night

£639 - £1072 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Situated in the heart of England, it the ideal starting point for a different type of Holiday. From Stone you have several choices of routes i.e., an energetic Week The Four Counties Ring or a quieter week the Caldon and Harecastle Tunnel. Why not a days hire.  …see more