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 2 of 82

Thetis

Thetis

Bareboat

6 berths3 cabins12 m2007
from
€1,300
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Lola

Lola

Bareboat

7 berths3 cabins12 m2007
from
€1,050
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Natalie

Natalie

Bareboat

7 berths3 cabins12 m2007
from
€1,105
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Marja

Marja

Bareboat

8 berths3 cabins12 m2007
from
€1,700
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Cadargo

Cadargo

Bareboat

7 berths3 cabins12 m2007
from
€1,100
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Diana

Diana

Bareboat

6 berths3 cabins12 m2006
from
€2,220
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Martina

Martina

Bareboat

7 berths3 cabins12 m2007
from
€1,300
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Ro-lu

Ro-lu

Bareboat

7 berths3 cabins12 m2006
from
€1,000
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Sugar Bunny10% · Last minute

Sugar Bunny

Bareboat

8 berths3 cabins12 m2009
from
€1,150
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Fenix

Fenix

Bareboat

7 berths3 cabins12 m2008
from
€1,120
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Alma Libre

Alma Libre

Bareboat

7 berths3 cabins12 m2008
from
€1,800
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Philomila

Philomila

Bareboat

8 berths3 cabins12 m2008
from
€1,600
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Ariadni

Ariadni

Bareboat

7 berths3 cabins12 m2008
from
€1,445
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Inspiration

Inspiration

Bareboat

6 berths3 cabins12 m2008
from
€2,220
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Ariadni

Ariadni

Bareboat

8 berths3 cabins12 m2008
from
€1,400
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Azzurro

Azzurro

Bareboat

7 berths3 cabins13 m2003
from
€1,080
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Dorothea20% · Last minute

Dorothea

Bareboat

8 berths3 cabins13 m2004
from
€950
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Blue Queen10% · Last minute Available

Blue Queen

Bareboat

6 berths3 cabins13 m2008
from
€1,200
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Sea King10% · Last minute

Sea King

Bareboat

8 berths3 cabins13 m2006
from
€1,200
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Iraklis25% · Last minute

Iraklis

Bareboat

6 berths3 cabins13 m2005
from
€2,080
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Constantina

Constantina

Bareboat

8 berths3 cabins13 m2009
from
€1,600
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Yilki

Yilki

Bareboat

6 berths3 cabins13 m2009
from
€2,200
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Sea Gull10% · Last minute

Sea Gull

Bareboat

9 berths4 cabins14 m2005
from
€1,300
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Flipper I

Flipper I

Bareboat

10 berths4 cabins14 m2002
from
€1,230
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Gin

Gin

Bareboat

9 berths4 cabins14 m2003
from
€1,200
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Sahbaz

Sahbaz

Bareboat

8 berths4 cabins14 m2004
from
€1,650
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Freedom

Freedom

Bareboat

8 berths4 cabins14 m2002
from
€850
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Sea Toy

Sea Toy

Bareboat

10 berths4 cabins14 m2003
from
€1,710
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Mirna

Mirna

Bareboat

10 berths4 cabins14 m2003
from
€1,350
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Argonaftis

Argonaftis

Bareboat

8 berths4 cabins14 m2004
from
€1,500
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Argonautis

Argonautis

Bareboat

9 berths4 cabins14 m2004
from
€1,500
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Martina10% · Last minute

Martina

Bareboat

10 berths4 cabins14 m2006
from
€1,300
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Galera10% · Last minute

Galera

Bareboat

8 berths4 cabins14 m2007
from
€1,400
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Jagodna

Jagodna

Bareboat

9 berths4 cabins14 m2009
from
€2,020
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Daluz

Daluz

Bareboat

8 berths4 cabins14 m2005
from
€2,000
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Paxos

Paxos

Bareboat

8 berths4 cabins14 m2007
from
€2,200
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Aruna20% · Last minute

Aruna

Bareboat

8 berths4 cabins14 m2008
from
€1,760
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Cristina20% · Last minute

Cristina

Bareboat

8 berths4 cabins14 m2008
from
€1,760
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Evita

Evita

Bareboat

8 berths4 cabins14 m2005
from
€7,775
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Caru

Caru

Bareboat

10 berths4 cabins14 m2006
from
€1,998
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Foxi

Foxi

Bareboat

8 berths4 cabins14 m2008
from
€1,998
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Snoopy

Snoopy

Bareboat

8 berths4 cabins14 m2009
from
€1,998
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Makani

Makani

Bareboat

9 berths4 cabins14 m2007
from
€1,900
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Chronos

Chronos

Bareboat

8 berths4 cabins14 m2006
from
€3,350
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Paxos

Paxos

Bareboat

8 berths4 cabins14 m2007
from
€3,350
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2BiSi

2BiSi

Bareboat

8 berths4 cabins14 m2008
from
€2,050
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Chronos

Chronos

Bareboat

9 berths4 cabins14 m2006
from
€1,600
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She

She

Bareboat

9 berths4 cabins14 m2006
from
€1,900
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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.