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 33 of 82

Rehoboam

Rehoboam

Bareboat

11 berths4 cabins15 m2026
from
€2,950
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Grazia

Grazia

Bareboat

11 berths4 cabins15 m2023
from
€3,750
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Alibaba

Alibaba

Bareboat

10 berths4 cabins15 m2022
from
€3,500
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L'Albatros

L'Albatros

Bareboat

10 berths4 cabins15 m2022
from
€1,100
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Asterix

Asterix

Bareboat

10 berths4 cabins15 m2023
from
€2,100
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Happiness

Happiness

Bareboat

8 berths4 cabins15 m2022
from
€3,400
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Sonata

Sonata

Bareboat

10 berths4 cabins15 m2023
from
€2,844
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Toccata

Toccata

Bareboat

10 berths4 cabins15 m2023
from
€2,844
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Piano

Piano

Bareboat

10 berths4 cabins15 m2023
from
€2,660
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Pavana

Pavana

Bareboat

10 berths4 cabins15 m2023
from
€2,660
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Ljubov

Ljubov

Bareboat

10 berths4 cabins15 m2023
from
€3,750
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Tounema

Tounema

Bareboat

10 berths4 cabins15 m2021
from
€3,100
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Le Vagabond 2

Le Vagabond 2

Bareboat

10 berths4 cabins15 m2023
from
€3,100
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First Secret

First Secret

Bareboat

8 berths4 cabins15 m2023
from
€2,000
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Ariel

Ariel

Bareboat

10 berths4 cabins15 m2023
from
€1,400
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Flipper

Flipper

Bareboat

10 berths4 cabins15 m2023
from
€1,400
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Luna

Luna

Bareboat

10 berths4 cabins15 m2023
from
€1,400
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Polar Flow

Polar Flow

Bareboat

10 berths4 cabins15 m2023
from
€1,400
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Odyssey

Odyssey

Bareboat

10 berths4 cabins15 m2023
from
€1,400
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Reventador 2

Reventador 2

Bareboat

8 berths4 cabins15 m2024
from
€5,050
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Stressless

Stressless

Bareboat

10 berths4 cabins15 m2024
from
€1,150
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Fantasea

Fantasea

Bareboat

10 berths4 cabins15 m2024
from
€1,400
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Constantina

Constantina

Bareboat

11 berths4 cabins15 m2024
from
€2,600
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Blue moon

Blue moon

Bareboat

10 berths4 cabins15 m2024
from
€1,400
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Bonaca

Bonaca

Bareboat

10 berths4 cabins15 m2024
from
€1,150
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Tango

Tango

Bareboat

10 berths4 cabins15 m2024
from
€1,150
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Bonaca

Bonaca

Bareboat

10 berths4 cabins15 m2024
from
€1,150
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Salacia

Salacia

Bareboat

8 berths4 cabins15 m2023
from
€5,100
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Deniz Derin

Deniz Derin

Bareboat

9 berths4 cabins15 m2024
from
€4,600
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Bellatrix15% · Last minute

Bellatrix

Bareboat

10 berths4 cabins15 m2023
from
€2,000
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Avanti

Avanti

Bareboat

10 berths4 cabins15 m2025
from
€3,750
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Adelante

Adelante

Bareboat

10 berths4 cabins15 m2025
from
€3,750
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Ninna Nanna

Ninna Nanna

Bareboat

8 berths4 cabins15 m2025
from
€3,520
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Luisa

Luisa

Bareboat

10 berths4 cabins15 m2023
from
€3,050
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Soft Touch

Soft Touch

Bareboat

8 berths4 cabins15 m2023
from
€3,800
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Fortuna

Fortuna

Bareboat

13 berths5 cabins15 m2022
from
€3,070
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Lucia

Lucia

Bareboat

13 berths5 cabins15 m2022
from
€3,300
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Weasley

Weasley

Bareboat

11 berths5 cabins15 m2021
from
€1,670
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Potter

Potter

Bareboat

11 berths5 cabins15 m2021
from
€1,670
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Clelia

Clelia

Bareboat

12 berths5 cabins15 m2024
from
€3,300
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Perla

Perla

Bareboat

12 berths5 cabins15 m2024
from
€3,300
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Kaito

Kaito

Bareboat

11 berths5 cabins15 m2021
from
€3,700
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Dione

Dione

Bareboat

11 berths5 cabins15 m2025
from
€3,570
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Thalis II

Thalis II

Bareboat

12 berths6 cabins15 m2024
from
€3,547
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Anthea

Anthea

Bareboat

12 berths5 cabins15 m2021
from
€1,550
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Cupid

Cupid

Bareboat

12 berths5 cabins15 m2021
from
€1,550
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Shooting Star

Shooting Star

Bareboat

12 berths5 cabins15 m2022
from
€1,800
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Chill Course

Chill Course

Bareboat

12 berths5 cabins15 m2022
from
€1,800
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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.