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 55 of 82

Taylor

Taylor

Bareboat

10 berths4 cabins13 m2021
from
€2,800
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Star of the Seas20% · Last minute

Star of the Seas

Bareboat

10 berths4 cabins13 m2021
from
€1,840
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Mojito

Mojito

Bareboat

10 berths4 cabins13 m2021
from
€1,900
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Kos 40.2

Kos 40.2

Bareboat

8 berths4 cabins13 m2021
from
€1,800
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Kos 40.3

Kos 40.3

Bareboat

8 berths4 cabins13 m2021
from
€1,900
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Kos 40.4

Kos 40.4

Bareboat

8 berths4 cabins13 m2021
from
€1,900
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Kos 40.5

Kos 40.5

Bareboat

8 berths4 cabins13 m2021
from
€1,900
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Kos 40.6

Kos 40.6

Bareboat

8 berths4 cabins13 m2021
from
€1,800
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Starlight

Starlight

Bareboat

10 berths4 cabins13 m2022
from
€1,450
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Roza

Roza

Bareboat

10 berths4 cabins13 m2022
from
€1,900
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Kos 40.7

Kos 40.7

Bareboat

8 berths4 cabins13 m2022
from
€1,900
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Kos 40.8

Kos 40.8

Bareboat

8 berths4 cabins13 m2022
from
€1,900
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LOL

LOL

Bareboat

10 berths4 cabins13 m2022
from
€1,900
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Kos 40.9

Kos 40.9

Bareboat

8 berths4 cabins13 m2022
from
€1,900
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La Mer

La Mer

Bareboat

6 berths3 cabins13 m2022
from
€2,500
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Valkyrie

Valkyrie

Bareboat

10 berths4 cabins13 m2023
from
€2,500
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Alma Libre VII

Alma Libre VII

Bareboat

10 berths4 cabins13 m2021
from
€1,740
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Mayramoot

Mayramoot

Bareboat

10 berths4 cabins13 m2022
from
€1,650
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Aria

Aria

Bareboat

10 berths4 cabins13 m2021
from
€1,900
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Neda

Neda

Bareboat

10 berths4 cabins13 m2023
from
€1,800
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Ithaca

Ithaca

Bareboat

8 berths4 cabins13 m2023
from
€1,788
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Dream Weaver

Dream Weaver

Bareboat

10 berths4 cabins13 m2023
from
€1,800
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Marilena

Marilena

Bareboat

8 berths4 cabins13 m2023
from
€2,800
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Albatross

Albatross

Bareboat

10 berths4 cabins13 m2024
from
€1,900
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Monterey

Monterey

Bareboat

8 berths3 cabins13 m2024
from
€1,900
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Escape

Escape

Bareboat

9 berths4 cabins13 m2024
from
€2,000
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Aurora

Aurora

Bareboat

10 berths4 cabins13 m2021
from
€1,600
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Mamma Mia

Mamma Mia

Bareboat

10 berths4 cabins13 m2024
from
€2,550
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Surya

Surya

Bareboat

10 berths4 cabins13 m2022
from
€1,600
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Albius

Albius

Bareboat

10 berths4 cabins13 m2024
from
€2,700
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Dory

Dory

Bareboat

10 berths4 cabins13 m2024
from
€1,450
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Lilibet

Lilibet

Bareboat

10 berths4 cabins13 m2023
from
€2,350
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Onoda

Onoda

Bareboat

10 berths4 cabins13 m2021
from
€2,400
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Mayramoot

Mayramoot

Bareboat

10 berths4 cabins13 m2022
from
€1,462
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Bestsennyy

Bestsennyy

Bareboat

9 berths4 cabins13 m2025
from
€1,900
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Roza

Roza

Bareboat

10 berths4 cabins13 m2022
from
€2,800
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Polemas

Polemas

Bareboat

8 berths4 cabins13 m2021
from
€1,800
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Ocean Pearl

Ocean Pearl

Bareboat

8 berths4 cabins13 m2021
from
€2,450
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Eisner

Eisner

Bareboat

11 berths4 cabins13 m2023
from
€2,100
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Dory

Dory

Bareboat

10 berths4 cabins13 m2024
from
€1,450
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Starlight

Starlight

Bareboat

10 berths4 cabins13 m2022
from
€1,450
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Stefano

Stefano

Bareboat

10 berths4 cabins13 m2025
from
€1,900
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Bolero

Bolero

Bareboat

9 berths4 cabins13 m2021
from
€1,500
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Namaka Ekolu

Namaka Ekolu

Bareboat

10 berths4 cabins13 m2026
from
€2,700
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Rosalba

Rosalba

Bareboat

10 berths4 cabins13 m2023
from
€3,130
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Yello

Yello

Bareboat

10 berths4 cabins13 m2022
from
€1,750
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Roza

Roza

Bareboat

10 berths4 cabins13 m2022
from
€2,185
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Les Gones

Les Gones

Bareboat

8 berths4 cabins13 m2021
from
€2,439
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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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