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.

3,932 yachts · page 8 of 82

Karlo

Karlo

Bareboat

6 berths2 cabins10 m2014
from
€1,040
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Sea Lion10% · Last minute

Sea Lion

Bareboat

6 berths2 cabins10 m2016
from
€900
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Stončica

Stončica

Bareboat

5 berths2 cabins10 m2017
from
€1,180
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Callisto

Callisto

Bareboat

4 berths2 cabins10 m2013
from
€1,241
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Alkyoni

Alkyoni

Bareboat

6 berths2 cabins10 m2014
from
€1,450
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Fei Jian

Fei Jian

Bareboat

4 berths2 cabins10 m2013
from
€2,035
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Maistros

Maistros

Bareboat

5 berths2 cabins10 m2013
from
€1,260
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Ramona

Ramona

Bareboat

4 berths2 cabins10 m2013
from
€1,248
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Claysea

Claysea

Bareboat

4 berths2 cabins10 m2016
from
€1,248
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Pulenat

Pulenat

Bareboat

6 berths2 cabins10 m2015
from
€1,000
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Burin

Burin

Bareboat

6 berths2 cabins10 m2015
from
€1,000
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Burin

Burin

Bareboat

6 berths2 cabins10 m2015
from
€1,000
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Pulenat

Pulenat

Bareboat

6 berths2 cabins10 m2015
from
€1,000
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Adria Breeze

Adria Breeze

Bareboat

6 berths2 cabins10 m2016
from
€1,090
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Adria Breeze

Adria Breeze

Bareboat

6 berths2 cabins10 m2016
from
€990
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Studena

Studena

Bareboat

7 berths3 cabins10 m2017
from
€1,340
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Bella

Bella

Bareboat

7 berths3 cabins10 m2017
from
€1,200
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Vita

Vita

Bareboat

7 berths3 cabins10 m2017
from
€1,200
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Lady One

Lady One

Bareboat

8 berths3 cabins10 m2017
from
€700
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Arizona

Arizona

Bareboat

8 berths3 cabins10 m2017
from
€700
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Aria

Aria

Bareboat

8 berths3 cabins10 m2018
from
€1,100
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Tonkica

Tonkica

Bareboat

7 berths3 cabins10 m2018
from
€1,100
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Take Five

Take Five

Bareboat

7 berths3 cabins10 m2018
from
€970
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Theia

Theia

Bareboat

8 berths3 cabins10 m2018
from
€1,160
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Wild Love

Wild Love

Bareboat

8 berths3 cabins10 m2017
from
€950
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Lucy

Lucy

Bareboat

7 berths3 cabins10 m2019
from
€1,200
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Artina

Artina

Bareboat

7 berths3 cabins10 m2020
from
€1,100
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Siesta

Siesta

Bareboat

8 berths3 cabins10 m2017
from
€850
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Feeling Good

Feeling Good

Bareboat

8 berths3 cabins10 m2017
from
€1,100
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Mrduja

Mrduja

Bareboat

7 berths3 cabins10 m2023
from
€1,200
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Lilith

Lilith

Bareboat

7 berths3 cabins10 m2023
from
€1,200
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Happy

Happy

Bareboat

8 berths3 cabins10 m2024
from
€1,550
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Ziggy

Ziggy

Bareboat

7 berths3 cabins10 m2024
from
€1,250
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Bobara

Bobara

Bareboat

7 berths3 cabins10 m2024
from
€1,200
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Celestia

Celestia

Bareboat

6 berths3 cabins10 m2024
from
€1,850
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Larabay

Larabay

Bareboat

6 berths3 cabins10 m2016
from
€1,398
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Talassa

Talassa

Bareboat

7 berths3 cabins10 m2017
from
€700
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Talassa

Talassa

Bareboat

7 berths3 cabins10 m2017
from
€700
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Ella

Ella

Bareboat

8 berths3 cabins10 m2025
from
€1,265
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Loop

Loop

Bareboat

6 berths3 cabins10 m2016
from
€1,248
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Adria Maša

Adria Maša

Bareboat

8 berths3 cabins10 m2017
from
€1,150
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Adria Tina

Adria Tina

Bareboat

8 berths3 cabins10 m2018
from
€1,150
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TBD

TBD

Bareboat

6 berths3 cabins10 m2026
from
€2,338
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Little Eva

Little Eva

Bareboat

4 berths2 cabins10 m2008
from
€265
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Lia

Lia

Bareboat

6 berths2 cabins10 m2017
from
€1,000
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Cleo

Cleo

Bareboat

5 berths2 cabins10 m2018
from
€950
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Sora

Sora

Bareboat

6 berths2 cabins10 m2019
from
€2,200
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Viktoria

Viktoria

Bareboat

5 berths2 cabins10 m2019
from
€1,000
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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.