Sailing holidays

Sailing holidays (799)

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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799 Holiday homes

Filters applied: Yacht

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 £68 / night

£407 - £526 / week

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from £68 / night

(5) Excellent 

12

Holiday yacht in Lymington

New Forest / Lymington

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
“Luxury living on a yacht” Myself and 3 friends stayed on this beautiful boat, moored ideally with no boats in front of us, giving us a perfect view across to the Isle of Wight. The yacht was clean, had 2 bathrooms and showers, and a well equipped kit  …see more

from £280 / night

£1960 / week

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from £280 / night

(1) Average 

24

Holiday yacht in Amsterdam

North Holland Province / Amsterdam

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
The accommodation makes the perfect choice for a family or a group of friends desiring the chance to enjoy a traditional old houseboat experience. Blending authentic elements with a wooden finish and only basic amenities, the lodging offers a simple space after a busy d  …see more

from £145 / night

£1009 / week

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from £145 / night

(15) Excellent 

12

Holiday yacht with golf nearby in Puerto de la Duquesa

Manilva / Puerto de la Duquesa

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
“Spectacular Boat, Spectacular location and the most amazing hosts ever” we have just returned from "Vivionne 111", the boat is presented in pristine mint condition and has every facility you could need for your holiday. in a most beautiful harbour wit  …see more

from £130 / night

£850 - £1270 / week

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from £130 / night

(11) Excellent 

40

Yacht accommodation in Puerto Calero

Lanzarote / Puerto Calero

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Perfect!” I arrived in Puerto Calero by boat, having sailed from Spain via Morocco. I wanted to stay for a longer period in Puerto Calero so booked Vientos Del Sur after a recommendation from a friend. A perfect choice. The boat is comfortable with an  …see more

from £51 / night

£356 - £499 / week

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from £51 / night

13

Monaco-Ville

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning

 …see more

from £317 / night

£2214 / week

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from £317 / night

(10) Excellent 

25

Province of Naples / Sorrento

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £271 / night

£1695 / week

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from £271 / night

21

Holiday yacht in Amsterdam

North Holland Province / Amsterdam

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
The accommodation makes the perfect choice for a family or a group of friends desiring the chance to enjoy a traditional old houseboat experience. Blending authentic elements with a wooden finish and only basic amenities, the lodging offers a simple space after a busy d  …see more

from £136 / night

£950 / week

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from £136 / night

(7) Excellent 

28

Yacht rental in San Sebastián de la Gomera

La Gomera / San Sebastián de la Gomera

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children age 5+
Yacht La Gomera Marina San Sebastian Luxury Fiestas Holiday Accommodation Garajonay National Park. Comfortable. Sea. Beach. Valle Gran Rey. Sea view.  …see more

from £49 / night

£343 / week

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from £49 / night

(2) Excellent 

11

Olbia / Pittulongu

5 5 5 nights min

  • 5 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £85 / night

£594 / week

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from £85 / night

(7) Excellent 

56

Holiday yacht in El Barrio

Province of Alicante / El Barrio

2 2 3 nights min

  • 2 bedrooms
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 200 km
  • Car not necessary
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 £43 / night

£255 / week

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from £43 / 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 £153 / night

£937 / week

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from £153 / night

(17) Excellent 

23

Yacht rental in San Blas Islands

Guna Yala Region / San Blas Islands

5 8 1 night min

  • 5 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Looking for a lifetime holiday experience, with friends, kids, or just the two of you ? Check us out :) Cinco is a lovely 47 feet monohull with 5 double cabins, and large comfortable areas to relax, enjoy the tropical waters.Your crew, Jaad and Lourdes would be happy to  …see more

from £400 / night

£2800 / week

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from £400 / night

23

Yacht accommodation in Karfas

Chios / Karfas

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
What's Included?GENERALRental of yachtYacht equipmentAll taxesEnd cleaningYACHT EQUIPMENTDinghy, outboard engine & gasoline.GPS & nautical chartsSheets, blankets & towelsStereo & cockpit speakers<br />Extra Costs:In addition you will also hav  …see more

from £221 / night

£1543 - £2670 / week

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from £221 / night

15

Newtown, Alderney holiday yacht accommodation

Alderney / Newtown, Alderney

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Car not necessary
alderneychannel islandsalderney weekfishing alderneybeachwatersideboat<br />Simon who owns the boat will meet you from your flight and take you to your accommodation  …see more

from £104 / night

£675 / week

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from £104 / night

(1) Very Good 

43

Holiday yacht in Cat Ba

Cat Ba

4 16 1 night min

  • 4 bedrooms
  • Sleeps 16
  • 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, th  …see more

from £240 / night

£1680 / week

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from £240 / night

(3) Very Good 

7

State of Rio de Janeiro / Angra Dos Reis

1 6 1 night min

  • 1 bedroom
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly

 …see more

from £222 / night

£1553 / week

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from £222 / night

(3) Very Good 

22

Holiday yacht in Kas

Antalya Province / Kas

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Ask about pets
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

from £509 / night

£3560 - £4662 / week

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from £509 / night

(18) Excellent 

27

Holiday yacht in Barcelona

Barcelona / Port Forum

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Suitable for children age 5+
“BOAT WAS A FABULOUS AND UNIQUE EXPERIENCE FOR US” I organised the trip for my brothers, in laws and couple of friends, we are all in the 45-55 age category and really just enjoyed renting the whole boat to ourselves. We cooked on board, however, the  …see more

from £250 / night

£1750 / week

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from £250 / night

(23) Excellent 

41

Holiday yacht with shared pool in Playa Blanca

Playa Blanca / Marina Rubicon

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Beautiful” We had a fantastic one week holiday,the location was stunning and plenty of restaurants to choose from although we found Lani's the best. Jorge and Raquel are lovely and so friendly.  …see more

from £82 / night

£570 - £950 / week

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from £82 / night

15

Magnesia Region / Volos

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

Pricing unknown

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Pricing unknown

(1) Excellent 

40

Holiday yacht in Sant Antoni de Portmany

Ibiza / Sant Antoni de Portmany

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
The price is inclusive of the services of a fun, friendly and knowledgeable skipper for 6 days. Live the dream! Discover Ibiza and Formentera from her turquoise sea, on board your own sailing yacht and experience the freedom and barefoot glamour of yachting life. O  …see more

from £513 / night

£3334 - £3590 / week

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from £513 / night

23

Holiday yacht rental

Santorini / Fira

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
Two Motor Yachts one Cranci mediteranee 41 ft and one Mano Marine 27 ft in Santorini making private or semi private tours in the Caldera of Santorini to the volcano, hot springs Oia village Thirasia and other spectacular places. BBQ on board and local Greek appetisers a  …see more

from £128 / night

£890 / week

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from £128 / night

8

Floriana holiday yacht rental

Island of Malta / Floriana

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
Luxury boat Sea Ray Sundancer 455 with two in-suite bathrooms, air conditioning available for overnight berthing at Laguna Marina Valetta Waterfront Floriana, Malta. Stay in the middle of nightlife in Valetta Grand Harbour. Boat Available for day private charter to Blue  …see more

from £127 / night

£884 / week

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from £127 / night

6

Yacht letting in Eilat

Southern District / Eilat

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
An 18 m long yacht, designed with 3 luxurious cabins, Air conditioned, sound system, 2 ‎bathrooms, a specious lounge with leather sofas, internal catering corner & more…‎ http://3dtour.co.il/MarinaII/tour.html To Personalized sailing trips are an opt  …see more

from £424 / night

£2967 / week

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from £424 / night

14

Holiday yacht in Fort Myers

Southwest Gulf Coast / Fort Myers

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Child friendly
My Yacht is located as close to down town Fort Myers As you can get. This 50 ft Floating Condo has lots of room for six guest's or more and is right in the center of the River District The B.B.Q is located on the large back deck. It has a washer and dryer .. m  …see more

from £138 / night

£960 / week

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from £138 / night

20

Marseille / Les calanques

2 4 2 nights min

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

 …see more

from £34 / night

£212 - £382 / week

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from £34 / night

6

Holiday yacht in Port Elizabeth

Bequia / Port Elizabeth

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Car not necessary
Fantastic 50 ft yacht based in Bequia offering tailor made sailing charters around the grenadines  …see more

from £480 / night

£3360 / week

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from £480 / night

(1) Excellent 

19

La Linea de la Concepcion holiday yacht rental

Andalucia / La Linea de la Concepcion

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
A beautiful yacht Jeanneau Sun Odyssey 40.3 providing exceptional space and comfort.Perfect location for visiting Gibraltar. Great for singles, couples and families.Half-day or full day sailing can be arranged for a fee (weather dependent).Three double cabins (one en-su  …see more

from £212 / night

£1484 / week

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from £212 / night

(3) Excellent 

6

Yacht rental in Kos Town

Kós / Kos Town

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
“exhilarating and relaxing at the same time” Had a wonderful time visiting many different islands swimming in the sea exhilarating sailing some days with excellent winds whilst on other calmer days we soaked up the sun. Beautiful boat and excellent s  …see more

from £129 / night

£900 - £1700 / week

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from £129 / night

(2) Excellent 

25

Province of Massa Carrara / Marina di Carrara

3 5 1 night min

  • 3 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km

 …see more

from £513 / night

£3419 - £6112 / week

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from £513 / night

(5) Excellent 

22

Santa Ponsa / Santa Ponsa Marina

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £162 / night

£1128 - £3382 / week

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from £162 / night

(8) Very Good 

9

Holiday yacht with shared pool in Halong Bay

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 £128 / night

£10080 / week

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from £128 / night

(3) Average 

50

Holiday yacht in Barcelona

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
Try life on a large motor yacht with all commodities. Beaches are only minutes away on foot, no need to drive and park. There is free guarded parking inside Marina Port Forum. A pleasant 45 minute walk along the ocean to the center of Barcelona. Wifi internet is free.  …see more

from £64 / night

£382 - £2645 / week

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from £64 / night

21

Arrondissement of Le Marin / Le Marin

6 8 7 nights min

  • 6 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £412 / night

£2882 - £3560 / week

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from £412 / night

10

Holiday yacht with golf nearby in Venice

City of Venice / Venice

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
Credit card accepted  …see more

from £94 / night

£594 - £1789 / week

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from £94 / night

(3) Very Good 

14

Holiday yacht in Labuan Bajo

Flores / Labuan Bajo

6 12 2 nights min

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
KOMODO BOAT CHARTER | Manage and Operates more than 20 Fleets, from Phinisi boats, Luxury Yacht, speedboats, and Standard deck boats . We Offer a Day Cruises Charter and Overnight Cruises Charter , including Liveaboard Diving Charter around Komodo National Park. The Phi  …see more

from £1080 / night

£7560 / week

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from £1080 / night

(12) Excellent 

27

Yacht rental in Serangan

Denpasar / Serangan

5 6 1 night min

  • 5 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
sailing yacht bali indonesisa charter sailing fishing surfing party sun beach waves surf honeymoon diving spearfishing sunbathing relaxing sleeping pick up drop off tours day trip over night sunset fast stable hi tech safe captain engineer chef hostess amazing food meat  …see more

from £847 / night

£4759 - £5888 / week

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from £847 / night

(16) Excellent 

22

Porto holiday yacht rental

Porto District / Porto

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“A fabulous experience” Seldom do holidays exceed all expectations, but in the case of Dourovou we could not have had a better experience. The Douro is a perfect place to visit for a short sailing holiday, with an almost guaranteed breeze every aftern  …see more

from £162 / night

£636 / week

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from £162 / night

(2) Excellent 

18

Holiday yacht in Sitges

Province of Barcelona / Sitges

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Air conditioning
Private Yacht in Sitges, Barcelona Spain´s most charming Marina, 1 minute walk to the beach, sleep 8 (4 Bedrooms + 4 baths). Experience the Mediterranean Spain and stay in one of the most charming Marinas in Europe having your own Yacht, the ultimate luxury feelin  …see more

from £306 / night

£2136 / week

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from £306 / night