Sailing holidays - holiday homes with moorings, boats and yachts

Sailing holidays (410)

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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410 Holiday homes

(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 feeling, th  …see more

from £306 / night

£2136 / week

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from £306 / night

13

Holiday yacht rental

Cephalonia / Spartia

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Skippered Yacht Charter.Unique Sailing Holidays in Kefalonia and the Ionian Sea on our classic wooden yachtDay trips, Overnight trips, one or two week cruises and more...Enjoy the crystal waters of the Ionian and the comfort of this stylish handcrafted boat!  …see more

from £245 / night

£1700 / week

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from £245 / night

(2) Excellent 

11

Holiday yacht in Alimos

Athens / Alimos

10 10 1 night min

  • 10 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“From Alimos to Cypher” Great service from Yorgos. Perfect boat. Everything was perfect for perfect holidaus sailing. Warm welcome everywhere in Greece in all small harbours.  …see more

from £382 / night

£2670 / week

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from £382 / night

(31) Excellent 

14

Holiday houseboat in Srinagar

Kashmir / Srinagar

6 15 1 night min

  • 6 bedrooms
  • Sleeps 15
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Our houseboats are sitiuated on the tranquil Dal Lake, offering stunning views with the Himalaya providing a beautiful mountain backdrop, yet the town centr is within easy reach for all your needs.Our experienced chef serves up delicious home cooked food everyday and ca  …see more

from £48 / night

£331 / week

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from £48 / night

19

Province of Reggio Calabria / Reggio Calabria

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Car not necessary

 …see more

Pricing unknown

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Pricing unknown

6

Holiday yacht in Villeneuve - Loubet

Antibes / Villeneuve - Loubet

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children age 5+
Mistral is a luxury Flybridge Princess motor cruiser based in Bais des Anges, Nice, cote D azure, France. The Mediterrainian waters are warm and blue ! She has comfortable accommodation for upto 6 people alongside. The Princess is a safe pleasent seaworthy boat. The ma  …see more

from £200 / night

£1200 / week

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from £200 / night

42

Holiday yacht in Kalkan

Kalkan / Central Kalkan

3 4 1 night min

  • 3 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Air conditioning
Have a special date in Mind, let us know before you buy and we can let you know whats available.  …see more

from £763 / night

£5339 / week

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from £763 / night

12

Holiday yacht in Bocas Town

Isla Colon / Bocas Town

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Car not necessary
surf trip, bocas del toro, dive trip, catamaran, sailing, panama, charter, bocas del toro dive trips, bocas del toro surf trips, bocas del toro luxsury catamaran charter, Bocas del Toro - PAMAMA. It is difficult to express in a few words what you can feel when you visit  …see more

from £394 / night

£2756 / week

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from £394 / night

(9) Very Good 

28

Yonne / Joigny

4 12 1 night min

  • 4 bedrooms
  • Sleeps 12
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from £106 / night

£742 / week

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from £106 / night

13

Holiday yacht in Tourlos

Mykonos / Tourlos

3 10 1 night min

  • 3 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Transfer - Chauffeured VIP Transportation. With professionalism we guarantee you to transfer you everywhere you want go available 24 hours  …see more

from £2119 / night

£14831 / week

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from £2119 / night

8

Holiday yacht with shared pool in Gouvia

Corfu / Gouvia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Sail the Ionian from Corfu in a luxury yacht charter from No Stress Yachting. Flotilla, bareboat or skippered yacht charters available. We also have our luxury villa located above Kassiopi on Corfu. We pride ourselves on our excellent customer service.We provide a perso  …see more

Pricing unknown

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Pricing unknown

7

Castiglione Della Pescaia / Punta Ala

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £212 / night

£1695 / week

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from £212 / night

20

Holiday yacht rental

Kas / Kas center

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
The laziest family holiday! Let us do all the work, while you swim and relax in secluded bays. Meals and housekeeping included. 24hr air-con, fridges, icemaker. Originally 6 double cabins, now 4 extra large. Solar powered electrics. No boating experience required!  …see more

from £772 / night

£5399 / week

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from £772 / night

18

Holiday yacht in Portoferraio

Elba Island / Portoferraio

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Air conditioning
Week end with Double G it s not only o stay at the mored we can also arrange and organize around trip as you request. we decide the fares upon your request  …see more

from £424 / night

£2373 / week

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from £424 / 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 £424 / night

£2967 / week

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from £424 / night

(1) Excellent 

24

St. Thomas / East End

2 4 1 night min

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

 …see more

from £79 / night

£497 / week

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from £79 / night

48

Holiday yacht with shared pool in Lisbon

Lisbon / Santos

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Yacht for rent in Lisbon with 5 rooms available to spend the night or to enjoy your hollidays in a diferent way. All facilities and luxury conditions in this brand new catamaran. All the safety and silence of the marina beats all the best hotels. Experience the best  …see more

from £763 / night

£4153 / week

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from £763 / night

15

Rio de Janeiro City holiday yacht rental

Rio de Janeiro / Rio de Janeiro City

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
46 feet sailboat in Rio de Janeiro.  …see more

from £630 / night

£4410 / week

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from £630 / night

24

Holiday yacht in Poluotok

Zadar / Poluotok

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
A property that moves around allowing you to check different places every day. A property with a crew that takes care of all your wishes. A ship that allows you to see amazing spots in a most comfortable imaginable way.Exceptional Crew. Amazing Food.Unique spots you vis  …see more

from £715 / night

£5000 / week

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from £715 / night

(1) Excellent 

6

Cagliari / Cagliari Centre

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from £94 / night

£653 / week

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from £94 / night

9

Holiday yacht in Sotogrande

Costa de la Luz / Sotogrande

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
Boat hotel Gibraltar. Rental La lnea de la Concepcin. Yatch chrter. Beach holidays  …see more

from £136 / night

£678 / week

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from £136 / night

(1) Excellent 

40

Kas holiday yacht rental

Kas / Kas center

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
All inclusive Skippered sailing yacht rental in Kas. Mediterranean Turkey Sailing Holidays set to your course, your destinations, your schedule. Special Mediterranean Turkey sailing holidays by Evita Yachting. Host your own Mediterranean Turkey sailing holiday in Kas -  …see more

from £300 / night

£2000 - £3500 / week

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from £300 / night

(2) Excellent 

29

Holiday yacht in Bacvice

Split-Dalmatia County / Bacvice

12 24 7 nights min

  • 12 bedrooms
  • Sleeps 24
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Yacht 'LEONARDO' is inviting you for an unforgettable cruise among the Croatian islands , the best option to visit the beauty of Croatia. Either you prefer the quiet serenity of the saloon , the cool shade and breezes of the sky lounge or the fun of the af  …see more

from £108 / night

£755 - £14407 / week

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from £108 / night

17

Province of Barcelona / Barcelona

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 nights min
  • Beach / lakeside relaxation

 …see more

from £59 / night

£381 - £470 / week

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from £59 / night

14

Holiday yacht in Rovinj

Istria / Rovinj

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
The price include: yacht Bavaria 44;Lola III, Welcome drink, Skipper service, Crew ListInsurance, Fuel, Linen, Towels  …see more

from £424 / night

£1526 / week

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from £424 / night

(2) Excellent 

31

Tennessee / Chattanooga

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £95 / night

£497 - £717 / week

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from £95 / night

14

Port de Pollenca ski yacht to rent.

Port de Pollenca / Puerto Pollensa Marina

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Ski
  • Child friendly
CLASSIC DEEP OCEAN YACHT 'ROZAMAR' WITH SKIPPER - self catering holidays  …see more

from £467 / night

£3263 / week

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from £467 / night

5

Saxony-Anhalt / Bitterfeld

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £95 / night

£659 / week

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from £95 / night

22

St. George's / Petite Calivigny

4 8 Min stay varies

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

 …see more

from £1575 / night

£11024 / week

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from £1575 / night

(1) Excellent 

10

Communaute d'Agglomeration du Pays Ajaccien / Ajaccio

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Swimming pool

 …see more

Pricing unknown

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Pricing unknown

(3) Excellent 

21

Island of Malta / Sliema

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from £76 / night

£528 / week

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from £76 / night

22

Holiday yacht in Tourlos

Mykonos / Tourlos

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Ask owner if suitable for children
The yacht is a 64 feet luxury motor yacht in GREECE. . It is most stylish and comfortable, offering accommodation up to 8 guests in four luminous cabins all with private facilities.The Master suite is the full width of the yacht with a king sized bed and private bath. T  …see more

from £508 / night

£3554 / week

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from £508 / night

(14) Excellent 

14

Holiday yacht rental

Bequia / Port Elizabeth

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Imagination is a 46 foot catamaran with 3 double en-suite cabins available for charter in St Vincent and the Grenadines. Half board to all-inc is available. We sail the beautiful islands of the Grenadines such as Bequia, Tobago Cays and Mayreau. Come catch your dinner  …see more

from £867 / night

£4646 - £7087 / week

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from £867 / night

10

Holiday yacht in Agia Efimia

Cephalonia / Agia Efimia

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Early Booking discount on all bookings. NEW LISTING FOR 2016 Charter our prestige Bavaria 45 Cruiser "la Serena" from just £1900 per week! La Serena has been equipped to the highest specification including hammock, BBQ and TV/DVD player. Our company, Just Imagine Sail  …see more

from £295 / night

£1950 / week

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from £295 / 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) 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 £1063 / night

£7441 / week

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from £1063 / night

13

Brandenburg / Hennigsdorf

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £145 / night

£1009 / week

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from £145 / night

(2) Excellent 

26

Holiday yacht in Fiscardo

Cephalonia / Fiscardo

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
We also have a motorised torpedo - a Sea-Doo. Children will love playing with this in the sea. Great fun.  …see more

from £700 / night

£3000 / week

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from £700 / night

10

Province of Trapani / Trapani

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

from £1272 / night

£8899 / week

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from £1272 / 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