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 78 of 82

Odessa

Odessa

Bareboat

10 berths4 cabins13 m2018
from
€1,600
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Asante

Asante

Bareboat

10 berths4 cabins13 m2018
from
€2,250
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Genesis

Genesis

Bareboat

10 berths4 cabins13 m2017
from
€2,120
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Tardis

Tardis

Bareboat

10 berths4 cabins13 m2019
from
€1,900
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Fos

Fos

Bareboat

10 berths4 cabins13 m2019
from
€2,400
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Genesis

Genesis

Bareboat

10 berths4 cabins13 m2017
from
€1,819
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Top Smile

Top Smile

Bareboat

10 berths4 cabins13 m2018
from
€2,160
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Nina

Nina

Bareboat

10 berths4 cabins13 m2018
from
€1,900
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3 Amigos

3 Amigos

Bareboat

10 berths4 cabins13 m2018
from
€1,900
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Amelie

Amelie

Bareboat

10 berths4 cabins13 m2017
from
€2,100
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Genesis

Genesis

Bareboat

10 berths4 cabins13 m2017
from
€2,640
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Kalli Zoi II

Kalli Zoi II

Bareboat

10 berths4 cabins13 m2018
from
€2,450
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Blue Moon

Blue Moon

Bareboat

10 berths4 cabins13 m2018
from
€2,000
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Ariadne

Ariadne

Bareboat

10 berths4 cabins13 m2016
from
€2,500
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Mientras Tanto20% · Last minute

Mientras Tanto

Bareboat

10 berths4 cabins13 m2016
price on enquiry
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Nashira

Nashira

Bareboat

10 berths4 cabins13 m2018
from
€2,600
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Winx

Winx

Bareboat

10 berths4 cabins13 m2017
from
€1,950
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Sante

Sante

Bareboat

10 berths4 cabins13 m2018
from
€2,640
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Melody

Melody

Bareboat

9 berths4 cabins13 m2017
from
€1,650
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Birbona

Birbona

Bareboat

10 berths4 cabins13 m2018
from
€2,900
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Cherry

Cherry

Bareboat

10 berths4 cabins13 m2018
from
€1,900
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Adria Wave

Adria Wave

Bareboat

10 berths4 cabins13 m2016
from
€2,190
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Calia

Calia

Bareboat

7 berths4 cabins13 m2016
from
€4,195
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Adria Wave

Adria Wave

Bareboat

10 berths4 cabins13 m2016
from
€1,700
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Baez

Baez

Bareboat

10 berths4 cabins13 m2019
from
€1,850
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Janis

Janis

Bareboat

10 berths4 cabins13 m2019
from
€1,850
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Sinatra

Sinatra

Bareboat

10 berths4 cabins13 m2019
from
€1,850
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Hallyday

Hallyday

Bareboat

10 berths4 cabins13 m2019
from
€1,850
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Arisaghia

Arisaghia

Bareboat

10 berths4 cabins13 m2017
from
€2,723
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Fabiano II

Fabiano II

Bareboat

8 berths3 cabins13 m2018
from
€1,650
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Elissa

Elissa

Bareboat

8 berths3 cabins13 m2017
from
€2,500
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Sea Wolf

Sea Wolf

Bareboat

6 berths3 cabins13 m2016
from
€3,995
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Istra

Istra

Bareboat

9 berths4 cabins14 m2009
price on enquiry
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Miss Elli20% · Last minute

Miss Elli

Bareboat

8 berths3 cabins14 m2009
from
€1,140
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Lejla

Lejla

Bareboat

10 berths4 cabins14 m2006
from
€1,045
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Elpida

Elpida

Bareboat

10 berths4 cabins14 m2005
from
€1,900
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Spanaki II

Spanaki II

Bareboat

8 berths4 cabins14 m2005
from
€1,650
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Galway

Galway

Bareboat

10 berths4 cabins14 m2007
from
€2,020
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Nala

Nala

Bareboat

10 berths4 cabins14 m2007
from
€1,595
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Sail Away

Sail Away

Bareboat

10 berths4 cabins14 m2026
from
€3,250
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Source Adage

Source Adage

Bareboat

10 berths4 cabins14 m2026
from
€3,600
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Deux-Mi

Deux-Mi

Bareboat

10 berths4 cabins14 m2026
from
€3,050
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Magic Kiss

Magic Kiss

Bareboat

8 berths4 cabins14 m2026
from
€3,000
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NN2

NN2

Bareboat

8 berths4 cabins14 m2027
from
€999
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Idra

Idra

Bareboat

10 berths4 cabins14 m2015
from
€2,490
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Alexandra

Alexandra

Bareboat

10 berths4 cabins14 m2015
from
€2,750
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Nomia20% · Last minute

Nomia

Bareboat

8 berths4 cabins14 m2013
from
€2,580
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Eva

Eva

Bareboat

10 berths4 cabins14 m2015
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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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.