Sailing vacations

Sailing vacations (994)

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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994 Vacation rentals

11

Schleswig-Holstein / Laboe

2 6 6 nights min

  • 2 bedrooms
  • Sleeps 6
  • 6 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Car not necessary

from $184 / night

$1284 / week

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from $184 / night

(5) Very Good 

14

Vacation houseboat in Alappuzha

Alappuzha District / Alappuzha

3 2 1 night min

  • 3 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Ask about children
Welcome to Alleppey Backwater Kerala in the God's Own Country ! . Our new AC Deluxe houseboat had 1bed/1 bath,living room, dinning and kitchen . We are located 2 minutes from Alleppey town. Famed across the world as Venice of the East, Alleppey (Alappuzha) is the mos …see more

from $100 / night

$1400 / week

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from $100 / night

6

Corse-du-Sud / Porto-Vecchio

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 2 mi
  • Car not necessary

from $55 / night

$380 / week

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from $55 / 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

from $292 / night

$2170 / week

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from $292 / night

15

Newtown, Alderney Vacation yacht accommodation

Alderney / Newtown, Alderney

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Car not necessary
Presented by Static Boat Holidays. The price is for the whole boat and is exceptionally good value. The boat is situated in Braye harbour, Alderney. She is on a swing mooring, but you have access to a tender and water taxi. She has three double cabins, a kitchen living …see more

from $134 / night

$864 / week

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from $134 / night

(3) Excellent 

43

Vacation houseboat in Srinagar

Kashmir / Srinagar

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
( The taste of Home, where we treat you like Family) …see more

from $11 / night

$76 / week

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from $11 / night

(3) Good 

11

Marne-la-Vallee / Torcy

3 6 2 nights min

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

from $44 / night

$272 - $727 / week

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from $44 / night

(6) Excellent 

13

Narrowboat rental in Henley-on-Thames

Oxfordshire / Henley-on-Thames

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Boat Gina is the perfect boat for anyone who wants to enjoy boating on the River Thames with all the comforts of home. There is nothing quite like the sense of freedom of cruising at your own pace and mooring up when you feel like it, exploring some of England's most pi …see more

from $322 / night

$1594 - $2048 / week

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from $322 / night

(29) Very Good 

16

Leiden Vacation houseboat rental

South Holland Province / Leiden

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 27 mi
  • 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 $128 / night

$863 - $1000 / week

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from $128 / night

(2) Excellent 

7

Vacation houseboat in Mallacoota

Gippsland / Mallacoota

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
Mallacoota wilderness houseboats offers customers a unique experience on Mallacoota Inlet. Wake up on the water at one of many Parks Victoria jetties located at varios locations around the lake. Listen to the Koalas at night and witness the beauty of far east Gippsland …see more

from $197 / night

$947 - $1288 / week

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from $197 / night

(5) Excellent 

11

Vacation 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+
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 $256 / night

$1792 / week

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from $256 / night

(6) Excellent 

21

Key West Vacation houseboat rental

Florida Keys / Key West

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Ocean view yacht with beautiful sunsets and sunrises. Underwater windows in the forward cabins makes this yacht unbelievable. Located in the finest most elegant first class member only marinas. Guests have access to private pool, tiki bar, fine dining restaurant and fre …see more

from $405 / night

$2500 - $6650 / week

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from $405 / night

(162) Very Good 

15

Vacation houseboat in Alappuzha

Alappuzha District / Alappuzha

4 12 1 night min

  • 4 bedrooms
  • Sleeps 12
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
Pournami houseboats have been operating houseboat cruise since 2007 in Alleppey and Kumarakom. We are rated as one of the best houseboat operators in Alleppey. We focus on the quality of service provided to our guest. Our new 4 bedroom houseboat is a full featured lux …see more

from $305 / night

$1800 / week

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from $305 / night

7

Charente-Maritime / La Rochelle

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly

from $147 / night

$1026 / week

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from $147 / night

33

San Blas Islands / El Porvenir

3 2 Min stay varies

  • 3 bedrooms
  • Sleeps 2
  • Min stay varies
  • Child friendly

from $440 / night

$3080 / week

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from $440 / night

9

Charente-Maritime / La Rochelle

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Suitable for children age 5+

from $147 / night

$1026 / week

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from $147 / night

(10) Very Good 

9

Vacation 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 $160 / night

$12600 / week

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from $160 / night

12

Grande-Terre Island / Pointe-a-Pitre

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 1 mi

from $76 / night

$1085 / week

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from $76 / night

6

Vacation yacht in Nieuwpoort

West Flanders Province / Nieuwpoort

3 4 2 nights min

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

from $163 / night

$1139 / week

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from $163 / night

(14) Excellent 

24

Houseboat rental in Amsterdam

Amsterdam / Eastern Docklands

2 4 2 nights min

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

from $283 / night

$1975 / week

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from $283 / night

(53) Excellent 

42

Vacation narrowboat rental

Salford / Worsley

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
Now taking bookings for 2017. From 01/11/17/ to 11/03/18 'Gloria' will be available for a continuous, static, houseboat hire only at our base - our other boat 'Queenie' will still operate as normal. We offer 2 unique, bright, spacious and cosy narrowboats for hire and …see more

from $218 / night

$1524 / week

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from $218 / night

(27) Excellent 

20

Vacation houseboat with shared pool in Amsterdam

Amsterdam / Jordaan

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
This was a truly unique experience to stay on a houseboat. I grew up in Amsterdam but never had the opportunity to stay or even visit a houseboat. I stayed here for 10 days at the end of April and was very fortunate to be blessed with great weather. My stay was excellen …see more

from $228 / night

$1519 - $2278 / week

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from $228 / night

(2) Excellent 

31

Vacation houseboat in Marigot Bay

Castries Quarter / Marigot Bay

3 2 4 nights min

  • 3 bedrooms
  • Sleeps 2
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
This is an opportunity to experience life in our private classic 41 foot yacht which is moored to the dock in beautiful Marigot Bay in Saint Lucia. We also have a 4x4 jeep available if you wish to go out and explore the island. The boat has a classic teak wood interior …see more

from $85 / night

$595 / week

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from $85 / night

(5) Excellent 

11

Vacation houseboat in Kumarakom

Kerala / Kumarakom

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
Olala Cruise offers rooms on board a Kettuvallam, a traditional Kerala house boat. Exploring the backwaters of Alleppey and Kumarakom, the modern houseboat is constructed with eco friendly raw materials, the boat provides full board Kerala traditional meals for all gue …see more

from $250 / night

$1750 / week

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from $250 / night

20

Vacation yacht in Agia Efimia

Cephalonia / Agia Efimia

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
We are a family company based in Agia Efimia on the stunning island of Kefalonia. We offer bareboat or skippered sailing on board our Bavaria 42 cruiser. She is treated with the greatest care and attention, and has been equipped to a very high standard. We strive …see more

from $384 / night

$2560 / week

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from $384 / night

22

Vacation houseboat in Mannum

South Australia / Mannum

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Air conditioning
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 $758 / night

$3030 / week

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from $758 / night

(7) Excellent 

28

Yacht rental in San Sebastián de la Gomera

La Gomera / San Sebastián de la Gomera

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
PLEASE READ THE WHOLE LISTING PLEASE NOTE: The yacht is available for accommodation only and not for any kind of chartered sailing. If you are looking for a different type of holiday accommodation and perhaps a bit off the beaten track, then Brego is just the thing f …see more

from $63 / night

$440 / week

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from $63 / night

44

Vacation houseboat in Halong Bay

Quang Ninh Province / Halong Bay

20 46 1 night min

  • 20 bedrooms
  • Sleeps 46
  • 1 night min
  • Child friendly
  • Air conditioning
Housed in a traditional wooden boat, Halong Paloma Cruise offers luxurious cabins with stunning views of the well-known Ha Long Bay, a UNESCO World Heritage Site, as well as a New World Wonder 2011. It has a rooftop sun terrace and provides free Tai Chi lesson on board …see more

from $280 / night

$1960 / week

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from $280 / night

29

Yacht rental in Brewers Bay with shared pool

Tortola / Brewers Bay

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • 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 $2048 / night

$8186 / week

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from $2048 / night

(14) Excellent 

27

Vacation yacht in East Molesey

Surrey / East Molesey

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
EXCLUSIVE USE, and available all year round, this perfectly appointed liveaboard moored in the most idyllic palm fronted Hampton Court marina. “Eucala” is a very beautiful and cleverly laid out classic French motor yacht with a really rich heritage. We have recently …see more

from $164 / night

$1147 / week

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from $164 / night

(5) Excellent 

43

San Diego Vacation houseboat rental

California / San Diego

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Child friendly
Sleep on the water! Enjoy this unique opportunity to stay at Pelican Place - a floating home on this beautiful bay. Enjoy this 84 sq meters floating 2-story home. House sleeps 4 adults or 2 adults with up to 3 children works well too. House details: On the bottom f …see more

from $249 / night

$1743 / week

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from $249 / night

(6) Excellent 

12

State of Rio de Janeiro / Ilha Grande

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation

from $142 / night

$988 / week

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from $142 / night

(1) Good 

10

Amsterdam Vacation houseboat rental

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 $163 / night

$1139 / week

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from $163 / night

23

Vacation houseboat in Jyväskylä

Central Finland / Jyväskylä

2 6 Min stay varies

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

from $337 / night

$1948 - $2924 / week

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from $337 / night

(1) Excellent 

10

Costa Brava / Empuriabrava

5 8 1 night min

  • 5 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning

from $97 / night

$678 / week

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from $97 / night

(2) Excellent 

8

Vacation houseboat in Alappuzha

Alappuzha District / Alappuzha

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
ITINERARY» Guests can check in at 12:00 hrs, we will welcome you with welcome drink and start cruise after a short briefing introduction, relax and enjoy the canals, rivers and backwater, at 13:00 hrs houseboat will stop for lunch, with lavish menu of traditional Kerala …see more

from $170 / night

$1190 / week

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from $170 / night

(5) Excellent 

42

Vacation yacht in Unterterzen

Canton of St. Gallen / Unterterzen

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
You’ll love MAYA because sleeping overnight on a beautiful classic yacht, is a night to remember. FULLY HEATED, privacy, romantic soft lit atmosphere, you'll find the cosy, comforting great nights sleep much needed to recharge your batteries for your next day's adventu …see more

from $64 / night

$448 / week

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from $64 / night

(1) Excellent 

36

San Blas Islands / El Porvenir

3 2 2 nights min

  • 3 bedrooms
  • Sleeps 2
  • 2 nights min
  • Child friendly

from $440 / night

$3080 / week

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from $440 / 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
Aboard Cinco, we want you to feel at home in the perfect setting San Blas islands offer : warm waters, world class snorkeling spots , beautiful empty islands, white sand and coconut trees, great food ;) Guna culture, and most of all, our constant attention to make your …see more

from $500 / night

$3500 / week

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from $500 / night

20

Houseboat rental in Alappuzha

Alappuzha District / Alappuzha

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Suitable for children age 5+
Angel Queen offers rooms on board a Kettuvallam, a traditional Kerala house boat. Exploring the backwaters of Alleppey and Kumarakom, the boat provides full board Kerela traditional meals for all guests through its Indian restaurant and 24-hour room service. A chef on …see more

from $90 / night

$896 - $1031 / week

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from $90 / night

1