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 56 of 82

Neda

Neda

Bareboat

10 berths4 cabins13 m2023
from
€1,800
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Ferrari

Ferrari

Bareboat

8 berths3 cabins13 m2021
from
€1,900
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Keiki

Keiki

Bareboat

8 berths3 cabins13 m2021
from
€1,150
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Azorian

Azorian

Bareboat

8 berths3 cabins13 m2021
from
€1,150
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Eylin

Eylin

Bareboat

8 berths3 cabins13 m2021
from
€2,487
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Christine

Christine

Bareboat

8 berths3 cabins13 m2022
from
€1,500
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Mavi Mercury

Mavi Mercury

Bareboat

6 berths3 cabins13 m2022
from
€2,650
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Champagne

Champagne

Bareboat

6 berths3 cabins13 m2022
from
€2,650
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Elisa

Elisa

Bareboat

8 berths3 cabins13 m2022
from
€1,750
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Dimitra

Dimitra

Bareboat

8 berths3 cabins13 m2022
from
€1,600
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Fearless D

Fearless D

Bareboat

6 berths3 cabins13 m2022
from
€2,100
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Aurelia

Aurelia

Bareboat

7 berths3 cabins13 m2022
from
€1,750
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Elma

Elma

Bareboat

8 berths3 cabins13 m2022
from
€2,500
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Vienna Nano

Vienna Nano

Bareboat

8 berths3 cabins13 m2023
from
€1,700
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Kiki

Kiki

Bareboat

8 berths3 cabins13 m2023
from
€1,600
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Orion

Orion

Bareboat

8 berths3 cabins13 m2023
from
€2,618
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Bibi One

Bibi One

Bareboat

8 berths3 cabins13 m2023
from
€900
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Cosmic Dancer

Cosmic Dancer

Bareboat

8 berths3 cabins13 m2023
from
€900
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First Touch

First Touch

Bareboat

6 berths3 cabins13 m2023
from
€1,500
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Hannah

Hannah

Bareboat

8 berths3 cabins13 m2024
from
€1,850
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Magic

Magic

Bareboat

8 berths3 cabins13 m2024
from
€1,850
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Bruna

Bruna

Bareboat

8 berths3 cabins13 m2024
from
€1,850
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Hera

Hera

Bareboat

8 berths3 cabins13 m2024
from
€1,850
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Kobe

Kobe

Bareboat

8 berths3 cabins13 m2024
from
€900
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Kelani

Kelani

Bareboat

8 berths3 cabins13 m2024
from
€1,640
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First Passion

First Passion

Bareboat

6 berths3 cabins13 m2024
from
€1,500
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Gia

Gia

Bareboat

6 berths3 cabins13 m2024
from
€2,000
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Ariadne

Ariadne

Bareboat

8 berths3 cabins13 m2024
from
€1,900
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Eleftheria

Eleftheria

Bareboat

8 berths3 cabins13 m2024
from
€2,120
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Josephine

Josephine

Bareboat

8 berths3 cabins13 m2022
from
€2,200
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Loreste

Loreste

Bareboat

8 berths3 cabins13 m2022
from
€2,200
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Naomi

Naomi

Bareboat

8 berths3 cabins13 m2021
from
€2,500
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Netos

Netos

Bareboat

8 berths3 cabins13 m2025
from
€1,900
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IslaBonita

IslaBonita

Bareboat

8 berths3 cabins13 m2025
from
€1,360
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Kapakap5% · Last minute

Kapakap

Bareboat

6 berths3 cabins13 m2025
from
€2,500
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Azorian

Azorian

Bareboat

8 berths3 cabins13 m2021
from
€1,150
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Bibi One

Bibi One

Bareboat

8 berths3 cabins13 m2023
from
€900
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Cosmic Dancer

Cosmic Dancer

Bareboat

8 berths3 cabins13 m2023
from
€900
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Keiki

Keiki

Bareboat

8 berths3 cabins13 m2021
from
€1,150
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Kelani

Kelani

Bareboat

8 berths3 cabins13 m2024
from
€1,640
View →
Kobe

Kobe

Bareboat

8 berths3 cabins13 m2024
from
€900
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Dinamica

Dinamica

Bareboat

6 berths3 cabins13 m2025
from
€2,500
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Northern Light

Northern Light

Bareboat

8 berths3 cabins13 m2023
from
€860
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Finja

Finja

Bareboat

7 berths3 cabins13 m2026
from
€1,800
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Noi

Noi

Bareboat

6 berths3 cabins13 m2024
from
€1,925
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Aurora Lane

Aurora Lane

Bareboat

7 berths3 cabins13 m2026
from
€1,000
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Primus

Primus

Bareboat

8 berths3 cabins13 m2025
from
€500
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Fairytale

Fairytale

Bareboat

8 berths3 cabins12 m2013
from
€1,750
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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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