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 26 of 82

Nafrayou

Nafrayou

Bareboat

8 berths3 cabins12 m2022
from
€1,900
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Bastak

Bastak

Bareboat

8 berths3 cabins12 m2023
from
€1,900
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Andela

Andela

Bareboat

8 berths3 cabins12 m2023
from
€1,250
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Sail Corvus

Sail Corvus

Bareboat

6 berths3 cabins12 m2023
from
€1,800
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Artemis

Artemis

Bareboat

8 berths3 cabins12 m2020
from
€2,100
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Esko (ex Manca)

Esko (ex Manca)

Bareboat

8 berths3 cabins12 m2019
from
€800
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Inycum

Inycum

Bareboat

8 berths3 cabins12 m2019
from
€2,100
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Palmarola

Palmarola

Bareboat

8 berths3 cabins12 m2022
from
€2,200
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R2D2

R2D2

Bareboat

8 berths3 cabins12 m2021
from
€1,500
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Special One

Special One

Bareboat

8 berths3 cabins12 m2022
from
€2,950
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Nagini

Nagini

Bareboat

8 berths3 cabins12 m2021
from
€2,300
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Blue Note

Blue Note

Bareboat

8 berths3 cabins12 m2021
from
€2,350
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Daphne-S

Daphne-S

Bareboat

6 berths3 cabins12 m2010
from
€1,500
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Passion

Passion

Bareboat

6 berths3 cabins12 m2016
from
€1,788
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Anemos

Anemos

Bareboat

8 berths3 cabins12 m2015
from
€2,490
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Stella

Stella

Bareboat

8 berths3 cabins12 m2015
from
€1,150
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Pamoja

Pamoja

Bareboat

6 berths3 cabins13 m2021
from
€1,090
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Family Office

Family Office

Bareboat

8 berths3 cabins13 m2016
from
€900
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Amazing

Amazing

Bareboat

8 berths3 cabins13 m2017
from
€2,400
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Phonix II

Phonix II

Bareboat

8 berths3 cabins13 m2017
from
€850
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Black Pearl

Black Pearl

Bareboat

8 berths3 cabins13 m2017
from
€850
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3 Friends

3 Friends

Bareboat

8 berths3 cabins13 m2017
from
€850
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Stella

Stella

Bareboat

8 berths3 cabins13 m2017
from
€1,600
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Fun 4 Friends

Fun 4 Friends

Bareboat

8 berths3 cabins13 m2017
from
€850
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La Vie

La Vie

Bareboat

8 berths3 cabins13 m2018
from
€850
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Adrio

Adrio

Bareboat

8 berths3 cabins13 m2018
from
€850
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Alabama

Alabama

Bareboat

8 berths3 cabins13 m2018
from
€850
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Eva

Eva

Bareboat

8 berths3 cabins13 m2018
from
€850
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Delta

Delta

Bareboat

8 berths3 cabins13 m2018
from
€850
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Sea Cloud 2

Sea Cloud 2

Bareboat

8 berths3 cabins13 m2019
from
€850
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Skyra

Skyra

Bareboat

8 berths3 cabins13 m2019
from
€850
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Matul

Matul

Bareboat

8 berths3 cabins13 m2019
from
€1,710
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Mona

Mona

Bareboat

8 berths3 cabins13 m2020
from
€1,150
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Neptune

Neptune

Bareboat

8 berths3 cabins13 m2020
from
€1,150
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Themisto

Themisto

Bareboat

8 berths3 cabins13 m2021
from
€1,150
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Belle Epoque

Belle Epoque

Bareboat

8 berths3 cabins13 m2021
from
€1,150
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Eva

Eva

Bareboat

8 berths3 cabins13 m2018
from
€850
View →
Sea Cloud 2

Sea Cloud 2

Bareboat

8 berths3 cabins13 m2019
from
€850
View →
Skyra

Skyra

Bareboat

8 berths3 cabins13 m2019
from
€850
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Hedone

Hedone

Bareboat

8 berths3 cabins13 m2020
from
€2,400
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Argo

Argo

Bareboat

8 berths3 cabins13 m2018
from
€1,200
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Apus

Apus

Bareboat

8 berths3 cabins13 m2017
from
€2,400
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Rose De Mer

Rose De Mer

Bareboat

8 berths3 cabins13 m2017
from
€1,650
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Artemis

Artemis

Bareboat

8 berths3 cabins13 m2018
from
€1,400
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Iliana

Iliana

Bareboat

8 berths3 cabins13 m2017
from
€1,400
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Los Angeles

Los Angeles

Bareboat

6 berths3 cabins13 m2024
from
€2,390
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Kaya

Kaya

Bareboat

8 berths3 cabins13 m2024
from
€2,050
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Mila

Mila

Bareboat

8 berths3 cabins13 m2024
from
€2,050
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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.