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 21 of 82

Alice

Alice

Bareboat

10 berths5 cabins16 m2016
from
€2,900
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Prince John

Prince John

Bareboat

10 berths5 cabins16 m2019
from
€2,623
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Prince Nikolaos

Prince Nikolaos

Bareboat

10 berths5 cabins16 m2019
from
€2,623
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Sea Wonder I

Sea Wonder I

Bareboat

10 berths5 cabins16 m2018
from
€2,623
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Lina

Lina

Bareboat

10 berths5 cabins16 m2018
from
€3,800
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Heidrun

Heidrun

Bareboat

10 berths5 cabins17 m2010
from
€2,000
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Kallirrhoe

Kallirrhoe

Bareboat

10 berths3 cabins17 m2016
from
€2,650
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Baby Blue 2

Baby Blue 2

Bareboat

12 berths5 cabins17 m2015
from
€2,600
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Anassa

Anassa

Bareboat

12 berths6 cabins17 m2014
from
€2,185
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Maximum

Maximum

Bareboat

12 berths5 cabins17 m2014
from
€2,373
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Sea Flower

Sea Flower

Bareboat

12 berths6 cabins17 m2015
from
€2,400
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Searex

Searex

Bareboat

12 berths6 cabins17 m2014
from
€2,610
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Sea Flower

Sea Flower

Bareboat

12 berths6 cabins17 m2015
from
€2,085
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Searex

Searex

Bareboat

12 berths5 cabins17 m2014
from
€2,185
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Fat Boy

Fat Boy

Bareboat

12 berths5 cabins17 m2016
from
€3,690
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Searex

Searex

Bareboat

12 berths5 cabins17 m2014
from
€4,300
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Anassa

Anassa

Bareboat

12 berths6 cabins17 m2014
from
€2,610
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Anassa

Anassa

Bareboat

12 berths5 cabins17 m2014
from
€4,300
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Star Romeo

Star Romeo

Bareboat

12 berths5 cabins17 m2014
from
€1,980
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Diana

Diana

Bareboat

9 berths4 cabins14 m2026
from
€2,250
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White Lady

White Lady

Bareboat

11 berths4 cabins15 m2005
from
€1,900
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Maria Louise II

Maria Louise II

Bareboat

9 berths4 cabins15 m1998
from
€4,800
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Tetina

Tetina

Bareboat

7 berths3 cabins16 m1999
from
€3,000
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Tajna

Tajna

Bareboat

8 berths3 cabins18 m2008
from
€3,700
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Vag Alame

Vag Alame

Bareboat

6 berths2 cabins12 m2009
from
€1,850
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Sargantal Zulu

Sargantal Zulu

Bareboat

6 berths3 cabins16 m2007
from
€950
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Aenea

Aenea

Crewed

10 berths3 cabins23 m2017
from
€18,900
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Bubbles

Bubbles

Crewed

9 berths3 cabins23 m2020
from
€19,800
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Teuta

Teuta

Bareboat

6 berths3 cabins11 m2019
from
€1,150
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Strizh30% · Last minute

Strizh

Bareboat

10 berths4 cabins12 m2016
from
€650
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Huayra

Huayra

Crewed

8 berths4 cabins31 m2011
from
€49,280
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Corsario

Corsario

Crewed

12 berths6 cabins48 m2019
from
€84,750
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Lapin

Lapin

Bareboat

4 berths2 cabins12 m2007
from
€2,800
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Miss Aleyna

Miss Aleyna

Bareboat

6 berths3 cabins12 m2007
from
€1,250
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Fame

Fame

Bareboat

6 berths3 cabins13 m2005
from
€1,748
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Sugar Daddy10% · Last minute

Sugar Daddy

Bareboat

10 berths4 cabins13 m2009
from
€1,300
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Kalypso

Kalypso

Bareboat

8 berths4 cabins13 m2008
from
€2,000
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Zephyros

Zephyros

Bareboat

10 berths4 cabins13 m2007
from
€1,980
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Zephyros

Zephyros

Bareboat

9 berths4 cabins13 m2007
from
€1,430
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Too Lucky

Too Lucky

Bareboat

10 berths4 cabins13 m2007
from
€1,900
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Fix

Fix

Bareboat

8 berths4 cabins13 m2008
from
€1,748
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Hermes

Hermes

Bareboat

10 berths4 cabins13 m2008
from
€1,530
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Hermes

Hermes

Bareboat

10 berths4 cabins13 m2003
from
€1,700
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Alegria

Alegria

Bareboat

12 berths5 cabins16 m2009
from
€2,860
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Manitu

Manitu

Bareboat

11 berths5 cabins16 m2008
from
€2,100
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Kristina II

Kristina II

Bareboat

12 berths5 cabins16 m2008
from
€1,650
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Joker

Joker

Bareboat

13 berths5 cabins16 m2007
from
€2,300
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Lucky Dice

Lucky Dice

Bareboat

13 berths5 cabins16 m2009
from
€2,300
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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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