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 50 of 82

Omega Kiss

Omega Kiss

Bareboat

12 berths5 cabins16 m2014
from
€2,760
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Christianna 12

Christianna 12

Bareboat

10 berths5 cabins16 m2011
from
€4,300
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Tina

Tina

Bareboat

12 berths5 cabins16 m2011
from
€2,050
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Regina V

Regina V

Bareboat

13 berths5 cabins16 m2010
from
€3,600
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Christianna 12

Christianna 12

Bareboat

11 berths5 cabins16 m2011
from
€2,420
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Madeleine20% · Last minute

Madeleine

Bareboat

10 berths5 cabins16 m2011
from
€3,150
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Zeus25% · Last minute

Zeus

Bareboat

11 berths5 cabins16 m2014
from
€4,050
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Silvergirl

Silvergirl

Bareboat

6 berths3 cabins16 m2019
from
€5,800
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Paradise Found

Paradise Found

Bareboat

6 berths3 cabins16 m2017
from
€5,195
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Scorpius

Scorpius

Bareboat

10 berths4 cabins16 m2016
from
€3,100
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Blue Dream

Blue Dream

Bareboat

10 berths4 cabins16 m2017
from
€2,800
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Sea Force

Sea Force

Bareboat

12 berths5 cabins16 m2017
from
€4,200
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Celena IV

Celena IV

Bareboat

14 berths5 cabins16 m2020
from
€3,800
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Magic Angel

Magic Angel

Bareboat

14 berths5 cabins16 m2020
from
€4,450
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Nobilis One

Nobilis One

Bareboat

14 berths5 cabins16 m2022
from
€4,800
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Our Lady

Our Lady

Bareboat

14 berths5 cabins16 m2021
from
€3,800
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Panayiotis K

Panayiotis K

Bareboat

14 berths5 cabins16 m2021
from
€4,450
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Pelagic Sail

Pelagic Sail

Bareboat

14 berths5 cabins16 m2019
from
€3,800
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Amazing Elli

Amazing Elli

Bareboat

14 berths5 cabins16 m2018
from
€4,450
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Wise John

Wise John

Bareboat

14 berths5 cabins16 m2022
from
€4,800
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Cielito Lindo20% · Last minute

Cielito Lindo

Bareboat

12 berths5 cabins16 m2023
from
€3,300
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Zaniah

Zaniah

Bareboat

12 berths5 cabins16 m2019
from
€3,380
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El Yelmo20% · Last minute

El Yelmo

Bareboat

11 berths5 cabins16 m2023
from
€3,300
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Mystic Dreams

Mystic Dreams

Bareboat

12 berths5 cabins16 m2017
from
€3,190
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Il sole

Il sole

Bareboat

10 berths6 cabins16 m2016
from
€3,800
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Blue Angel

Blue Angel

Bareboat

11 berths5 cabins16 m2016
from
€3,900
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Marina

Marina

Bareboat

9 berths3 cabins17 m2025
from
€4,900
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Casbah IV

Casbah IV

Bareboat

8 berths4 cabins17 m2025
from
€1,599
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Atlas25% · Last minute

Atlas

Bareboat

10 berths5 cabins18 m2019
from
€6,290
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Padraigin II

Padraigin II

Bareboat

9 berths4 cabins18 m2017
from
€6,650
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Euphoria

Euphoria

Bareboat

10 berths4 cabins18 m2021
from
€6,250
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Friends

Friends

Bareboat

11 berths4 cabins18 m2023
from
€4,680
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Nada III

Nada III

Bareboat

6 berths4 cabins20 m2019
from
€6,000
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Aria

Aria

Bareboat

9 berths4 cabins20 m2016
from
€6,500
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Freedom

Freedom

Bareboat

12 berths5 cabins20 m2020
from
€7,400
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Uranos25% · Last minute

Uranos

Bareboat

12 berths6 cabins19 m2023
from
€11,440
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La Galiote 2

La Galiote 2

Bareboat

8 berths3 cabins12 m2026
from
€2,500
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Love Story

Love Story

Crewed

12 berths6 cabins44 m2021
from
€80,000
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Gymir

Gymir

Bareboat

3 cabins21 m2015
from
€18,900
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Gea

Gea

Bareboat

6 berths3 cabins11 m2024
from
€1,480
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Adventuro

Adventuro

Bareboat

8 berths4 cabins17 m2022
from
€10,000
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Freedom

Freedom

Bareboat

7 berths3 cabins17 m2022
from
€7,250
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One More Time

One More Time

Bareboat

8 berths3 cabins12 m2019
from
€2,000
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More Black

More Black

Bareboat

8 berths3 cabins12 m2020
from
€2,050
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Anna Camilla

Anna Camilla

Bareboat

8 berths3 cabins12 m2026
from
€3,050
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More Relax

More Relax

Bareboat

12 berths5 cabins17 m2017
from
€3,900
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Athene

Athene

Bareboat

12 berths5 cabins17 m2017
from
€3,900
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More Amore

More Amore

Bareboat

12 berths5 cabins17 m2017
from
€3,900
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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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New sailors, beginners or seasoned skippers — tell us when, where, and how many. we send three real options the same day. No spam, no fluff, no commitment.

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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.