Sailaway Charters
Yacht types · Sailboats — Sail a monohull.
The traditional yacht.

Yacht types · Sailboats

Sail a monohull.
The traditional yacht.

Heels under sail, slices through chop, sails close to the wind. The original way to cross a sea.

32 – 58 ftSleeps 4 – 10

Live fleet

Sailboats ready to sail.

3,932 yachts · page 14 of 82

Patroklos

Patroklos

Bareboat

9 berths4 cabins14 m2013
from
€2,300
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Medusa

Medusa

Bareboat

10 berths4 cabins14 m2011
from
€1,900
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Midas

Midas

Bareboat

10 berths4 cabins14 m2012
from
€1,900
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Alena20% · Last minute

Alena

Bareboat

8 berths4 cabins14 m2013
from
€1,450
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Aura 1

Aura 1

Bareboat

8 berths4 cabins14 m2013
from
€3,000
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Patroklos

Patroklos

Bareboat

8 berths4 cabins14 m2013
from
€2,500
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Destiny

Destiny

Bareboat

8 berths4 cabins14 m2010
from
€2,500
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Nadine

Nadine

Bareboat

8 berths4 cabins14 m2018
from
€1,145
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Eva

Eva

Bareboat

8 berths4 cabins14 m2012
from
€2,600
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Golić

Golić

Bareboat

10 berths4 cabins14 m2014
from
€1,500
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Grego

Grego

Bareboat

10 berths4 cabins14 m2014
from
€1,500
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Gustac

Gustac

Bareboat

10 berths4 cabins14 m2014
from
€1,500
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Kasela

Kasela

Bareboat

10 berths4 cabins14 m2014
price on enquiry
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Lavsa

Lavsa

Bareboat

10 berths4 cabins14 m2014
from
€1,500
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Oključ

Oključ

Bareboat

10 berths4 cabins14 m2014
from
€1,500
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Piškera

Piškera

Bareboat

10 berths4 cabins14 m2014
from
€1,500
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Medusa

Medusa

Bareboat

8 berths4 cabins14 m2011
from
€2,500
View →
Midas

Midas

Bareboat

10 berths4 cabins14 m2012
from
€2,500
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Santa Maria

Santa Maria

Bareboat

8 berths4 cabins14 m2012
from
€2,050
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Star Doris

Star Doris

Bareboat

9 berths4 cabins14 m2013
from
€1,600
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Acrux

Acrux

Bareboat

10 berths4 cabins14 m2012
from
€1,900
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'njoy

'njoy

Bareboat

7 berths3 cabins14 m2018
from
€1,770
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NN

NN

Bareboat

7 berths3 cabins14 m2017
from
€2,600
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Hera

Hera

Bareboat

6 berths3 cabins14 m2023
from
€2,850
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Kingsman

Kingsman

Bareboat

6 berths3 cabins14 m2016
from
€3,208
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Vela

Vela

Bareboat

6 berths3 cabins14 m2023
from
€3,300
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Dea

Dea

Bareboat

9 berths4 cabins14 m2014
from
€1,200
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Easy Point

Easy Point

Bareboat

9 berths4 cabins14 m2015
from
€1,670
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Artemis

Artemis

Bareboat

8 berths4 cabins14 m2014
from
€1,900
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Jameson

Jameson

Bareboat

9 berths4 cabins14 m2014
from
€2,569
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MH 47

MH 47

Bareboat

9 berths4 cabins14 m2015
from
€2,000
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MH 48

MH 48

Bareboat

9 berths4 cabins14 m2015
from
€2,000
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MH 49

MH 49

Bareboat

9 berths4 cabins14 m2015
from
€2,000
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MH 50

MH 50

Bareboat

9 berths4 cabins14 m2015
from
€2,000
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MH 51

MH 51

Bareboat

9 berths4 cabins14 m2015
from
€2,000
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MH 52

MH 52

Bareboat

9 berths4 cabins14 m2015
from
€2,000
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MH 53

MH 53

Bareboat

9 berths4 cabins14 m2015
from
€2,000
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MH 54

MH 54

Bareboat

9 berths4 cabins14 m2015
from
€2,000
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MH 56

MH 56

Bareboat

9 berths4 cabins14 m2015
from
€2,000
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MH 55

MH 55

Bareboat

9 berths4 cabins14 m2015
from
€2,000
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Beef

Beef

Bareboat

9 berths4 cabins14 m2015
from
€1,800
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Lina

Lina

Bareboat

9 berths4 cabins14 m2015
from
€1,300
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Diana

Diana

Bareboat

9 berths4 cabins14 m2015
from
€1,850
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Ticija

Ticija

Bareboat

9 berths4 cabins14 m2015
from
€2,569
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Lovrečina

Lovrečina

Bareboat

8 berths4 cabins14 m2016
from
€2,480
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Sibylla - bareboat

Sibylla - bareboat

Bareboat

9 berths4 cabins14 m2016
from
€3,200
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Malbec20% · Last minute

Malbec

Bareboat

9 berths4 cabins14 m2016
from
€1,300
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Wanderlust

Wanderlust

Bareboat

9 berths4 cabins14 m2016
from
€3,000
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Sailboat questions

Asked and answered.

How much will I heel under sail?
10-20° on a beam reach is normal. Off the wind it's almost flat. Upwind in 25 kts it can hit 30°, but most charter sailing is reaching in 10-18 kts where the heel is part of the experience, not a problem.
Are sailboats hard for non-sailors?
Not really. The crew can stay in the cockpit (or below) while the skipper sails. The deck angle takes a day to get used to. Most crews find sailboats more 'real' than catamarans by Wednesday.
What size sailboat do I need for 4 people?
38-42 ft. 38 ft is two cabins + saloon (tight but works), 42 ft is three cabins (comfortable). Anything over 45 ft is over-spec for 4 unless you want extra space.
Can a sailboat go anywhere a catamaran can?
Almost. The deeper draft (1.8 m vs 1.2 m) keeps you out of a handful of very shallow bays — Vis (Stončica), some Greek harbours. 95% of anchorages are fine for both.
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New sailors, beginners or seasoned skippers — tell us when, where, and how many. we send three real options the same day. No spam, no fluff, no commitment.

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Yacht under sail at sunset

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Tell us roughly when and where. we'll send three real boats, three prices, the trade-offs — usually within the hour.