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 27 of 82

Ava

Ava

Bareboat

8 berths3 cabins13 m2024
from
€2,050
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Ella

Ella

Bareboat

8 berths3 cabins13 m2024
from
€2,050
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Dunya

Dunya

Bareboat

8 berths3 cabins13 m2024
from
€2,050
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Moma

Moma

Bareboat

8 berths3 cabins13 m2024
from
€3,000
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Kairos

Kairos

Bareboat

8 berths3 cabins13 m2024
from
€900
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No Worries

No Worries

Bareboat

8 berths3 cabins13 m2024
from
€900
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First Song

First Song

Bareboat

6 berths3 cabins13 m2024
from
€1,750
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Reel Love

Reel Love

Bareboat

8 berths3 cabins13 m2024
from
€900
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Blue Dream 2

Blue Dream 2

Bareboat

8 berths3 cabins13 m2024
from
€2,000
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MEMORIES

MEMORIES

Bareboat

8 berths3 cabins13 m2024
from
€2,100
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Poppy

Poppy

Bareboat

8 berths3 cabins13 m2024
from
€900
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Seabreeze Smile

Seabreeze Smile

Bareboat

6 berths3 cabins13 m2023
from
€4,500
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Coco

Coco

Bareboat

8 berths3 cabins13 m2025
from
€2,100
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Poup

Poup

Bareboat

8 berths3 cabins13 m2025
from
€2,100
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Equilibrium

Equilibrium

Bareboat

8 berths3 cabins13 m2025
from
€2,500
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Grace

Grace

Bareboat

8 berths3 cabins13 m2025
from
€2,100
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Simba

Simba

Bareboat

8 berths3 cabins13 m2025
from
€3,100
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Luka

Luka

Bareboat

6 berths3 cabins13 m2024
from
€1,800
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Gassillage5% · Last minute

Gassillage

Bareboat

6 berths3 cabins13 m2025
from
€2,500
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Celini

Celini

Bareboat

8 berths3 cabins13 m2025
from
€2,350
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Ismini

Ismini

Bareboat

8 berths3 cabins13 m2025
from
€2,350
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Galène

Galène

Bareboat

7 berths3 cabins13 m2025
from
€2,100
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Syrena

Syrena

Bareboat

8 berths3 cabins13 m2026
from
€2,400
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Iris25% · Last minute

Iris

Bareboat

7 berths3 cabins13 m2026
from
€2,770
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Callipigia

Callipigia

Bareboat

8 berths3 cabins13 m2025
from
€3,650
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Cassiopea

Cassiopea

Bareboat

8 berths3 cabins13 m2025
from
€2,850
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Amunì

Amunì

Bareboat

8 berths3 cabins13 m2025
from
€3,150
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Ifigenia

Ifigenia

Bareboat

8 berths3 cabins13 m2026
from
€2,950
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Yin Yang

Yin Yang

Bareboat

6 berths3 cabins13 m2024
from
€2,600
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Felicia

Felicia

Bareboat

8 berths3 cabins13 m2026
from
€2,350
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Tamata

Tamata

Bareboat

8 berths3 cabins13 m2026
from
€2,730
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Key West

Key West

Bareboat

8 berths3 cabins13 m2024
from
€2,565
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Mandala

Mandala

Bareboat

8 berths3 cabins13 m2025
from
€2,565
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Perle

Perle

Bareboat

6 berths3 cabins13 m2024
from
€2,565
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Voulez-Vous

Voulez-Vous

Bareboat

6 berths3 cabins13 m2025
from
€327
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Alessia

Alessia

Bareboat

8 berths3 cabins13 m2026
from
€2,350
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Zephyr

Zephyr

Bareboat

8 berths3 cabins13 m2026
from
€2,439
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Ours V

Ours V

Bareboat

7 berths3 cabins13 m2026
from
€2,100
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Break of Dawn

Break of Dawn

Bareboat

6 berths3 cabins13 m2025
from
€4,500
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Aniela

Aniela

Bareboat

8 berths4 cabins13 m2023
from
€1,400
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Anita

Anita

Bareboat

10 berths4 cabins13 m2024
from
€3,000
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Wild Rose

Wild Rose

Bareboat

8 berths4 cabins13 m2024
from
€1,400
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Sonny Boy

Sonny Boy

Bareboat

10 berths4 cabins13 m2026
from
€2,930
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Stefy

Stefy

Bareboat

10 berths4 cabins13 m2026
from
€2,930
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Ninive

Ninive

Bareboat

10 berths4 cabins13 m2026
from
€2,410
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Asteria

Asteria

Bareboat

10 berths4 cabins13 m2026
from
€2,560
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Esen Mila

Esen Mila

Bareboat

6 berths3 cabins13 m2009
from
€1,600
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Trinquette

Trinquette

Bareboat

8 berths3 cabins13 m2012
from
€1,910
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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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