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 47 of 82

Ella

Ella

Bareboat

8 berths3 cabins14 m2020
from
€2,100
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Tortuga

Tortuga

Bareboat

8 berths3 cabins14 m2025
from
€1,740
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Namaka Elua

Namaka Elua

Bareboat

8 berths3 cabins14 m2023
from
€2,900
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Terna

Terna

Bareboat

8 berths3 cabins14 m2019
from
€2,100
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Jameson

Jameson

Bareboat

10 berths5 cabins15 m2022
from
€2,400
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Alexej

Alexej

Bareboat

12 berths5 cabins15 m2022
from
€1,820
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Yassica

Yassica

Bareboat

10 berths5 cabins15 m2022
from
€3,380
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Riesling20% · Last minute

Riesling

Bareboat

11 berths5 cabins15 m2024
from
€2,350
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Aventura

Aventura

Bareboat

12 berths5 cabins15 m2022
from
€2,120
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Simply Relax

Simply Relax

Bareboat

12 berths5 cabins15 m2023
from
€2,020
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Bliss

Bliss

Bareboat

12 berths5 cabins15 m2023
from
€1,920
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White Pearl

White Pearl

Bareboat

10 berths5 cabins15 m2023
from
€2,959
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Gemile

Gemile

Bareboat

10 berths5 cabins15 m2024
from
€3,540
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Aroha

Aroha

Bareboat

12 berths5 cabins15 m2024
from
€1,820
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Wanderlust

Wanderlust

Bareboat

12 berths5 cabins15 m2024
from
€2,320
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Private Dancer

Private Dancer

Bareboat

12 berths5 cabins15 m2025
from
€2,080
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Perfect Stranger

Perfect Stranger

Bareboat

12 berths5 cabins15 m2025
from
€2,020
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Chrisphi

Chrisphi

Bareboat

8 berths3 cabins15 m2022
from
€1,760
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FeMi Star15% · Last minute

FeMi Star

Bareboat

8 berths3 cabins15 m2024
from
€1,940
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Pisch

Pisch

Bareboat

8 berths3 cabins15 m2024
from
€1,880
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Whistler

Whistler

Bareboat

8 berths3 cabins15 m2024
from
€1,790
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Felice

Felice

Bareboat

8 berths3 cabins15 m2024
from
€2,890
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Orsasei

Orsasei

Bareboat

6 berths3 cabins15 m2024
from
€3,370
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Amari

Amari

Bareboat

8 berths3 cabins15 m2025
from
€2,100
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Sailaway - OW

Sailaway - OW

Bareboat

8 berths3 cabins15 m2026
from
€1,840
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SeaLaVie

SeaLaVie

Bareboat

8 berths3 cabins15 m2026
from
€2,500
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Schazby

Schazby

Bareboat

8 berths3 cabins15 m2026
from
€2,700
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Dioscuri - OW

Dioscuri - OW

Bareboat

10 berths4 cabins15 m2022
from
€1,920
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Miss Moneypenny - OW

Miss Moneypenny - OW

Bareboat

9 berths4 cabins15 m2022
from
€1,720
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Libertas

Libertas

Bareboat

10 berths4 cabins15 m2022
from
€1,940
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Janina

Janina

Bareboat

9 berths4 cabins15 m2022
from
€2,790
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freebe

freebe

Bareboat

10 berths4 cabins15 m2022
from
€2,100
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Shadow of the wind15% · Last minute

Shadow of the wind

Bareboat

10 berths4 cabins15 m2024
from
€2,425
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Infinity - OW

Infinity - OW

Bareboat

10 berths4 cabins15 m2023
from
€1,640
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Nami

Nami

Bareboat

10 berths4 cabins15 m2023
from
€1,880
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Ilonka - OW

Ilonka - OW

Bareboat

10 berths4 cabins15 m2024
from
€2,060
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Wilson

Wilson

Bareboat

9 berths4 cabins15 m2024
from
€2,150
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Rubi

Rubi

Bareboat

8 berths4 cabins15 m2024
from
€2,750
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Salacia - OW

Salacia - OW

Bareboat

9 berths4 cabins15 m2023
from
€1,640
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Eponyme

Eponyme

Bareboat

9 berths4 cabins15 m2023
from
€3,100
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Atmosphere

Atmosphere

Bareboat

10 berths4 cabins15 m2023
from
€1,880
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Venus

Venus

Bareboat

9 berths4 cabins15 m2024
from
€2,100
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Fibi

Fibi

Bareboat

10 berths4 cabins15 m2024
from
€2,700
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Binlik Owner's

Binlik Owner's

Bareboat

8 berths4 cabins15 m2024
from
€3,540
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Sea you - OW

Sea you - OW

Bareboat

10 berths4 cabins15 m2025
from
€1,820
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Blondie - OW

Blondie - OW

Bareboat

10 berths4 cabins15 m2025
from
€2,320
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Prima vera - OW

Prima vera - OW

Bareboat

10 berths4 cabins15 m2025
from
€2,080
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Kontrari - OW

Kontrari - OW

Bareboat

10 berths4 cabins15 m2025
from
€2,160
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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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