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.

3,934 yachts · page 58 of 82

Amandine III

Amandine III

Bareboat

7 berths3 cabins12 m2019
from
€1,965
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Ioanna

Ioanna

Bareboat

8 berths3 cabins12 m2020
from
€2,800
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Luxa

Luxa

Bareboat

8 berths3 cabins12 m2019
from
€2,090
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Porterusa

Porterusa

Bareboat

8 berths3 cabins12 m2016
from
€900
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Sparkling

Sparkling

Bareboat

8 berths3 cabins12 m2017
from
€1,950
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Mala Nevina

Mala Nevina

Bareboat

6 berths3 cabins12 m2017
from
€1,900
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Oriole

Oriole

Bareboat

8 berths3 cabins12 m2019
from
€1,780
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Alma

Alma

Bareboat

8 berths3 cabins12 m2020
from
€1,450
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Illusion

Illusion

Bareboat

8 berths3 cabins12 m2018
from
€1,400
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Black Lion

Black Lion

Bareboat

8 berths3 cabins12 m2017
from
€1,400
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Stella

Stella

Bareboat

8 berths3 cabins12 m2018
from
€2,450
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Office 2

Office 2

Bareboat

8 berths3 cabins12 m2017
from
€1,120
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Under Pressure20% · Last minute

Under Pressure

Bareboat

8 berths3 cabins12 m2019
from
€2,300
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Magdalena

Magdalena

Bareboat

8 berths3 cabins12 m2018
from
€2,300
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M&M

M&M

Bareboat

10 berths4 cabins13 m2001
from
€1,800
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L'Alliance

L'Alliance

Bareboat

8 berths3 cabins13 m2005
from
€1,850
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Elena

Elena

Bareboat

8 berths4 cabins13 m2008
from
€1,700
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Seven Seas

Seven Seas

Bareboat

10 berths4 cabins13 m2009
from
€1,600
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Beluga

Beluga

Bareboat

10 berths4 cabins13 m2009
from
€1,230
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Playmaker

Playmaker

Bareboat

10 berths4 cabins13 m2009
from
€1,400
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Seacret

Seacret

Bareboat

10 berths4 cabins13 m2011
from
€1,600
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Fantasea

Fantasea

Bareboat

10 berths4 cabins13 m2011
from
€1,870
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Fantasea

Fantasea

Bareboat

10 berths4 cabins13 m2011
from
€1,600
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Konstantinos

Konstantinos

Bareboat

10 berths4 cabins13 m2009
from
€1,600
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Whisper

Whisper

Bareboat

10 berths4 cabins13 m2011
from
€2,136
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Serenity

Serenity

Bareboat

10 berths4 cabins13 m2010
from
€2,136
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Carmen

Carmen

Bareboat

10 berths4 cabins13 m2010
from
€1,650
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Konstantinos

Konstantinos

Bareboat

8 berths4 cabins13 m2009
from
€1,700
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Andrea

Andrea

Bareboat

8 berths4 cabins13 m2011
from
€1,948
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Belamour

Belamour

Bareboat

8 berths4 cabins13 m2008
from
€1,700
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Seacret

Seacret

Bareboat

10 berths4 cabins13 m2011
from
€1,500
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Fantasea

Fantasea

Bareboat

10 berths4 cabins13 m2011
from
€1,500
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Seacret

Seacret

Bareboat

10 berths4 cabins13 m2011
from
€1,870
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Aias

Aias

Bareboat

8 berths4 cabins13 m2008
from
€1,360
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Soyamaje

Soyamaje

Bareboat

8 berths4 cabins13 m2008
from
€1,800
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Rhapsody

Rhapsody

Bareboat

6 berths3 cabins13 m2011
from
€2,200
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Filadelfo

Filadelfo

Bareboat

8 berths4 cabins13 m2008
from
€1,600
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Lilium

Lilium

Bareboat

8 berths4 cabins13 m2009
from
€1,950
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Wind Trail

Wind Trail

Bareboat

8 berths4 cabins13 m2010
from
€1,950
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Barbarella

Barbarella

Bareboat

8 berths3 cabins14 m2017
from
€1,400
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Hande

Hande

Bareboat

8 berths3 cabins14 m2018
from
€2,800
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Dianora

Dianora

Bareboat

8 berths3 cabins14 m2018
from
€2,900
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Varuna 2

Varuna 2

Bareboat

6 berths3 cabins14 m2018
from
€3,330
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Megan

Megan

Bareboat

6 berths3 cabins14 m2018
price on enquiry
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Alpamapa

Alpamapa

Bareboat

8 berths3 cabins14 m2018
from
€2,330
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Golden Dreams

Golden Dreams

Bareboat

10 berths4 cabins14 m2012
from
€1,770
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Neška II

Neška II

Bareboat

10 berths4 cabins14 m2013
from
€2,500
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Butterfly

Butterfly

Bareboat

10 berths4 cabins14 m2014
from
€2,000
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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.