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 79 of 82

Blue Heaven

Blue Heaven

Bareboat

10 berths4 cabins14 m2014
from
€3,000
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South Kiss

South Kiss

Bareboat

10 berths4 cabins14 m2014
from
€2,200
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Hadi

Hadi

Bareboat

8 berths4 cabins14 m2016
from
€2,000
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Alexandra

Alexandra

Bareboat

10 berths4 cabins14 m2015
from
€2,250
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Alexandra

Alexandra

Bareboat

10 berths4 cabins14 m2015
from
€1,896
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Aurora Belle

Aurora Belle

Bareboat

8 berths4 cabins14 m2014
from
€2,730
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Kefi

Kefi

Bareboat

10 berths4 cabins14 m2014
from
€3,000
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Lemon

Lemon

Bareboat

10 berths4 cabins14 m2013
from
€2,300
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Santa Ponsa

Santa Ponsa

Bareboat

10 berths4 cabins14 m2013
from
€2,000
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Malgrats

Malgrats

Bareboat

10 berths4 cabins14 m2013
from
€2,000
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Sweet Sue II

Sweet Sue II

Bareboat

10 berths4 cabins14 m1993
from
€1,120
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Lucky Rain

Lucky Rain

Bareboat

6 berths3 cabins14 m2016
from
€2,600
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Phat Dolphin

Phat Dolphin

Bareboat

6 berths3 cabins14 m2019
from
€4,745
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Athena25% · Last minute

Athena

Bareboat

8 berths4 cabins14 m2016
from
€3,100
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Black Kiss

Black Kiss

Bareboat

10 berths4 cabins14 m2017
from
€2,675
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Azzurra

Azzurra

Bareboat

10 berths4 cabins14 m2017
from
€2,710
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Artdrenalin

Artdrenalin

Bareboat

10 berths4 cabins14 m2017
from
€2,210
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Pina10% · Last minute

Pina

Bareboat

10 berths4 cabins14 m2019
from
€1,700
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Anna

Anna

Bareboat

10 berths4 cabins14 m2018
from
€1,850
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Vencel

Vencel

Bareboat

10 berths4 cabins14 m2019
from
€2,100
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Perla

Perla

Bareboat

10 berths4 cabins14 m2019
from
€2,100
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Amfitriti

Amfitriti

Bareboat

10 berths4 cabins14 m2016
from
€2,833
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Luna Rossa

Luna Rossa

Bareboat

10 berths4 cabins14 m2016
from
€2,300
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Filippos I

Filippos I

Bareboat

10 berths4 cabins14 m2018
from
€2,600
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Jack

Jack

Bareboat

10 berths4 cabins14 m2018
from
€1,500
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Alpha

Alpha

Bareboat

10 berths4 cabins14 m2019
from
€2,850
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Happy Hippo

Happy Hippo

Bareboat

10 berths4 cabins14 m2016
from
€2,850
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Sofia

Sofia

Bareboat

10 berths4 cabins14 m2019
from
€2,850
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Joy

Joy

Bareboat

10 berths4 cabins14 m2016
price on enquiry
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Horizon

Horizon

Bareboat

10 berths4 cabins14 m2018
from
€1,850
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Aurelia

Aurelia

Bareboat

10 berths4 cabins14 m2018
from
€2,200
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Sirius

Sirius

Bareboat

9 berths4 cabins14 m2017
from
€2,620
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Artdrenalin

Artdrenalin

Bareboat

10 berths4 cabins14 m2017
from
€2,600
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Moonlight

Moonlight

Bareboat

10 berths4 cabins14 m2018
from
€1,500
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Malin II  20% · Last minute

Malin II

Bareboat

10 berths4 cabins14 m2018
from
€2,000
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Elena20% · Last minute

Elena

Bareboat

10 berths4 cabins14 m2017
from
€2,000
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Family

Family

Bareboat

10 berths4 cabins15 m2006
from
€2,500
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Živa20% · Last minute

Živa

Bareboat

10 berths4 cabins15 m2006
from
€1,300
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Joy

Joy

Bareboat

10 berths4 cabins15 m2005
from
€2,700
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Rubra

Rubra

Bareboat

10 berths4 cabins15 m2007
from
€2,540
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Alfader

Alfader

Bareboat

8 berths3 cabins14 m2020
price on enquiry
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Hakuna Matata IV

Hakuna Matata IV

Bareboat

6 berths3 cabins14 m2019
from
€879
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After Physics

After Physics

Bareboat

6 berths3 cabins14 m2020
from
€951
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Freki

Freki

Bareboat

10 berths4 cabins14 m2020
from
€3,000
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Baldur

Baldur

Bareboat

10 berths4 cabins14 m2020
from
€3,000
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Lady Flora 2

Lady Flora 2

Bareboat

9 berths4 cabins14 m2019
from
€2,240
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Nygma Prime

Nygma Prime

Bareboat

10 berths4 cabins14 m2021
from
€2,980
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Porto Fino

Porto Fino

Bareboat

11 berths4 cabins14 m2022
from
€3,350
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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.