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 10 of 82

Konstantinos (B37)

Konstantinos (B37)

Bareboat

8 berths3 cabins11 m2014
from
€1,300
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Lupe

Lupe

Bareboat

8 berths3 cabins11 m2018
from
€1,787
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Mojito

Mojito

Bareboat

8 berths3 cabins11 m2018
from
€1,200
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Black Pearl

Black Pearl

Bareboat

8 berths3 cabins11 m2014
from
€1,487
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Chilly Lilly

Chilly Lilly

Bareboat

6 berths3 cabins11 m2014
from
€1,487
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Mayan

Mayan

Bareboat

7 berths3 cabins11 m2018
from
€1,390
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Julia

Julia

Bareboat

8 berths3 cabins11 m2018
from
€1,450
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Lirica

Lirica

Bareboat

7 berths3 cabins11 m2018
from
€1,200
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Matija

Matija

Bareboat

8 berths3 cabins11 m2019
from
€1,300
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Poseidon

Poseidon

Bareboat

8 berths3 cabins11 m2016
from
€1,800
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Nenemia

Nenemia

Bareboat

6 berths3 cabins11 m2018
from
€1,460
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Sofija

Sofija

Bareboat

8 berths3 cabins11 m2020
from
€1,530
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Merara

Merara

Bareboat

7 berths3 cabins11 m2020
from
€1,200
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Into the Blue

Into the Blue

Bareboat

6 berths3 cabins11 m2014
from
€1,400
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Toni10% · Last minute

Toni

Bareboat

8 berths3 cabins11 m2021
from
€1,250
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Evala

Evala

Bareboat

7 berths3 cabins11 m2022
from
€1,300
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Viviana

Viviana

Bareboat

7 berths3 cabins11 m2017
from
€1,787
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Almira

Almira

Bareboat

6 berths3 cabins11 m2015
from
€1,350
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aMore

aMore

Bareboat

8 berths3 cabins11 m2023
from
€1,530
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Spectrum

Spectrum

Bareboat

8 berths3 cabins11 m2023
from
€1,530
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Enjoy the Silence

Enjoy the Silence

Bareboat

7 berths3 cabins11 m2021
from
€1,400
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Hanni

Hanni

Bareboat

8 berths3 cabins11 m2016
from
€1,500
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Athene

Athene

Bareboat

7 berths3 cabins11 m2014
from
€1,680
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Mai Tai

Mai Tai

Bareboat

8 berths3 cabins11 m2024
from
€1,350
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Crypto

Crypto

Bareboat

7 berths3 cabins11 m2024
from
€1,550
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Helene

Helene

Bareboat

6 berths3 cabins11 m2015
from
€1,548
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Tiger

Tiger

Bareboat

6 berths3 cabins11 m2016
from
€1,548
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Finny Ocean

Finny Ocean

Bareboat

6 berths3 cabins11 m2016
from
€1,548
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Bura

Bura

Bareboat

7 berths3 cabins11 m2015
from
€1,550
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Jugo

Jugo

Bareboat

7 berths3 cabins11 m2015
from
€1,300
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Dori

Dori

Bareboat

7 berths3 cabins11 m2015
from
€850
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Lana 3

Lana 3

Bareboat

7 berths3 cabins11 m2024
from
€1,500
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Sayra

Sayra

Bareboat

7 berths3 cabins11 m2024
from
€1,576
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Bura

Bura

Bareboat

7 berths3 cabins11 m2015
from
€1,550
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Dori

Dori

Bareboat

7 berths3 cabins11 m2015
from
€850
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Jugo

Jugo

Bareboat

7 berths3 cabins11 m2015
from
€1,300
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Mia

Mia

Bareboat

7 berths3 cabins11 m2024
from
€1,500
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Roger Rabbit

Roger Rabbit

Bareboat

6 berths3 cabins11 m2016
from
€1,300
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Odysseas

Odysseas

Bareboat

6 berths3 cabins11 m2017
from
€1,500
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Atena

Atena

Bareboat

8 berths3 cabins11 m2014
from
€1,150
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Hana

Hana

Bareboat

8 berths3 cabins11 m2016
from
€1,175
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Mapalimi

Mapalimi

Bareboat

8 berths3 cabins11 m2017
from
€1,500
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Primum

Primum

Bareboat

7 berths3 cabins11 m2025
from
€1,576
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Lady Lana

Lady Lana

Bareboat

7 berths3 cabins11 m2020
from
€1,480
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Bärbel

Bärbel

Bareboat

8 berths3 cabins11 m2015
from
€1,548
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Adria Nina

Adria Nina

Bareboat

8 berths3 cabins11 m2017
from
€1,200
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Fiamma

Fiamma

Bareboat

8 berths3 cabins11 m2018
from
€1,760
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Fjaka

Fjaka

Bareboat

7 berths3 cabins11 m2017
from
€1,220
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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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