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 15 of 82

Okyalos

Okyalos

Bareboat

9 berths4 cabins14 m2016
from
€1,900
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Maslinova

Maslinova

Bareboat

8 berths4 cabins14 m2016
from
€2,480
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Ioli

Ioli

Bareboat

8 berths4 cabins14 m2016
from
€2,500
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Set Point

Set Point

Bareboat

9 berths4 cabins14 m2016
from
€1,770
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Alessandra

Alessandra

Bareboat

10 berths4 cabins14 m2016
from
€1,890
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Seawolf

Seawolf

Bareboat

8 berths4 cabins14 m2016
from
€2,700
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Factor X10% · Last minute

Factor X

Bareboat

9 berths4 cabins14 m2018
from
€1,600
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Sun of Life

Sun of Life

Bareboat

9 berths4 cabins14 m2015
from
€1,890
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Lula

Lula

Bareboat

9 berths4 cabins14 m2016
from
€1,995
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Solarić

Solarić

Bareboat

9 berths4 cabins14 m2017
from
€1,640
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Bardolino20% · Last minute

Bardolino

Bareboat

9 berths4 cabins14 m2017
from
€1,300
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Ti tengo d'okkio

Ti tengo d'okkio

Bareboat

9 berths4 cabins14 m2017
from
€2,600
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Tokaj20% · Last minute

Tokaj

Bareboat

9 berths4 cabins14 m2018
from
€1,500
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Anett

Anett

Bareboat

9 berths4 cabins14 m2018
from
€1,800
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Jameson II

Jameson II

Bareboat

9 berths4 cabins14 m2018
from
€2,569
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MH 77

MH 77

Bareboat

9 berths4 cabins14 m2018
from
€2,000
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MH 78

MH 78

Bareboat

9 berths4 cabins14 m2018
from
€2,000
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MH 79

MH 79

Bareboat

9 berths4 cabins14 m2018
from
€2,000
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MH 80

MH 80

Bareboat

9 berths4 cabins14 m2018
from
€2,000
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MH 81

MH 81

Bareboat

9 berths4 cabins14 m2018
from
€2,000
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MH 82

MH 82

Bareboat

9 berths4 cabins14 m2018
from
€2,000
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MH 83

MH 83

Bareboat

9 berths4 cabins14 m2018
from
€2,000
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MH 84

MH 84

Bareboat

9 berths4 cabins14 m2018
from
€2,000
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MH 85

MH 85

Bareboat

9 berths4 cabins14 m2018
from
€2,000
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MH 86

MH 86

Bareboat

9 berths4 cabins14 m2018
from
€2,000
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Val4

Val4

Bareboat

10 berths4 cabins14 m2018
from
€1,850
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Rea

Rea

Bareboat

9 berths4 cabins14 m2015
from
€3,000
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Oceanos

Oceanos

Bareboat

10 berths4 cabins14 m2018
from
€1,625
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Josip

Josip

Bareboat

9 berths4 cabins14 m2018
from
€1,900
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Casino Royale

Casino Royale

Bareboat

8 berths4 cabins14 m2014
from
€2,100
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Efi

Efi

Bareboat

9 berths4 cabins14 m2017
from
€1,500
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Queen Dina

Queen Dina

Bareboat

9 berths4 cabins14 m2018
from
€2,170
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Dolce Vita

Dolce Vita

Bareboat

9 berths4 cabins14 m2018
from
€2,170
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Tequila

Tequila

Bareboat

9 berths4 cabins14 m2018
from
€1,850
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Lovro

Lovro

Bareboat

9 berths4 cabins14 m2017
from
€1,850
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Sita

Sita

Bareboat

10 berths4 cabins14 m2016
from
€3,700
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Yabadu

Yabadu

Bareboat

9 berths4 cabins14 m2018
from
€1,995
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Rozerina

Rozerina

Bareboat

10 berths4 cabins14 m2015
from
€1,810
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Kynthia

Kynthia

Bareboat

10 berths4 cabins14 m2019
from
€2,800
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Amaryllis

Amaryllis

Bareboat

10 berths4 cabins14 m2019
from
€2,800
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Amelia

Amelia

Bareboat

10 berths4 cabins14 m2019
from
€2,800
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Olivia

Olivia

Bareboat

10 berths4 cabins14 m2017
from
€1,650
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Aurora

Aurora

Bareboat

8 berths4 cabins14 m2016
from
€1,500
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Fedias

Fedias

Bareboat

10 berths4 cabins14 m2018
from
€2,220
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Melodia

Melodia

Bareboat

8 berths4 cabins14 m2017
from
€2,220
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Rama

Rama

Bareboat

8 berths4 cabins14 m2020
from
€3,800
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Angel

Angel

Bareboat

9 berths4 cabins14 m2020
from
€1,980
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Paola

Paola

Bareboat

9 berths4 cabins14 m2020
from
€1,800
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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.