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 62 of 82

Nauti Buoy

Nauti Buoy

Bareboat

10 berths4 cabins15 m2021
from
€1,150
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Beautiful Helen

Beautiful Helen

Bareboat

10 berths4 cabins15 m2020
from
€2,300
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Blue Satellite

Blue Satellite

Bareboat

10 berths4 cabins15 m2019
from
€1,850
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Noah

Noah

Bareboat

10 berths4 cabins15 m2022
from
€2,100
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Joanna

Joanna

Bareboat

8 berths4 cabins15 m2022
from
€2,300
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Rocket

Rocket

Bareboat

10 berths4 cabins15 m2023
from
€2,300
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Just Dream

Just Dream

Bareboat

9 berths4 cabins15 m2023
from
€4,000
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Black Jack

Black Jack

Bareboat

10 berths4 cabins15 m2023
from
€1,150
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Jacob

Jacob

Bareboat

10 berths4 cabins15 m2023
from
€2,300
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Sophia

Sophia

Bareboat

10 berths4 cabins15 m2023
from
€3,000
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First Kiss

First Kiss

Bareboat

8 berths4 cabins15 m2023
from
€1,880
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Serenity

Serenity

Bareboat

10 berths4 cabins15 m2021
from
€2,250
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Nagia

Nagia

Bareboat

10 berths4 cabins15 m2020
from
€1,485
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Solon

Solon

Bareboat

8 berths4 cabins15 m2022
from
€2,600
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Momo

Momo

Bareboat

10 berths4 cabins15 m2024
from
€2,100
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Artemis

Artemis

Bareboat

10 berths4 cabins15 m2024
from
€2,100
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Miraculix

Miraculix

Bareboat

10 berths4 cabins15 m2024
from
€2,100
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Olma

Olma

Bareboat

10 berths4 cabins15 m2024
from
€3,500
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Nemo

Nemo

Bareboat

10 berths4 cabins15 m2024
from
€1,150
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Zeppelin

Zeppelin

Bareboat

10 berths4 cabins15 m2024
from
€1,150
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Maracuya

Maracuya

Bareboat

10 berths4 cabins15 m2019
from
€3,200
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Elisa

Elisa

Bareboat

10 berths4 cabins15 m2019
from
€2,900
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Contessa di Mare

Contessa di Mare

Bareboat

10 berths4 cabins15 m2023
from
€1,740
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Glykeria

Glykeria

Bareboat

10 berths4 cabins15 m2020
from
€3,780
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Athena 2

Athena 2

Bareboat

8 berths4 cabins15 m2023
from
€2,500
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Athena 4

Athena 4

Bareboat

8 berths4 cabins15 m2023
from
€2,500
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Entre Deux Poles5% · Last minute

Entre Deux Poles

Bareboat

8 berths4 cabins15 m2023
from
€3,250
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Black Jack

Black Jack

Bareboat

10 berths4 cabins15 m2023
from
€1,150
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Nalu

Nalu

Bareboat

10 berths4 cabins15 m2020
from
€1,250
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Nauti Buoy

Nauti Buoy

Bareboat

10 berths4 cabins15 m2021
from
€1,150
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Nemo

Nemo

Bareboat

10 berths4 cabins15 m2024
from
€1,150
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Olma

Olma

Bareboat

10 berths4 cabins15 m2024
from
€3,500
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Amalthia

Amalthia

Bareboat

10 berths4 cabins15 m2020
from
€2,300
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Filira

Filira

Bareboat

10 berths4 cabins15 m2021
from
€2,160
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Coeur Grenadine

Coeur Grenadine

Bareboat

10 berths4 cabins15 m2019
from
€3,590
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Naima

Naima

Bareboat

10 berths4 cabins15 m2022
from
€2,300
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Viento

Viento

Bareboat

6 berths3 cabins14 m2008
from
€2,720
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Sifnos 46.1

Sifnos 46.1

Bareboat

8 berths4 cabins14 m2009
from
€1,900
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Miha

Miha

Bareboat

10 berths4 cabins14 m2011
from
€1,500
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Zoe

Zoe

Bareboat

10 berths4 cabins14 m2011
from
€2,328
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Sifnos 46.1

Sifnos 46.1

Bareboat

10 berths4 cabins14 m2009
from
€2,200
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Sifnos 46.1

Sifnos 46.1

Bareboat

10 berths4 cabins14 m2009
from
€1,650
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Aura

Aura

Bareboat

10 berths5 cabins14 m2026
from
€2,600
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FOX one

FOX one

Bareboat

10 berths4 cabins14 m2026
from
€2,100
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Sun-Kissed

Sun-Kissed

Bareboat

10 berths4 cabins15 m2026
from
€2,500
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Ocean Light20% · Last minute

Ocean Light

Bareboat

10 berths4 cabins15 m2026
from
€2,400
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Tempranillo20% · Last minute

Tempranillo

Bareboat

12 berths5 cabins15 m2026
from
€2,600
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Tide Of Your Life

Tide Of Your Life

Bareboat

12 berths5 cabins15 m2026
from
€1,950
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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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