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 3 of 82

Gin & Tonic

Gin & Tonic

Bareboat

9 berths4 cabins14 m2009
from
€1,390
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Kokica10% · Last minute

Kokica

Bareboat

10 berths5 cabins15 m2005
from
€1,400
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Srna

Srna

Bareboat

10 berths5 cabins15 m2004
from
€2,200
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Monelli20% · Last minute

Monelli

Bareboat

11 berths5 cabins15 m2003
from
€2,040
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Lady Liberty

Lady Liberty

Bareboat

10 berths5 cabins15 m2024
from
€1,600
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Kyknos

Kyknos

Bareboat

12 berths5 cabins15 m2000
from
€2,300
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Big AS

Big AS

Bareboat

11 berths5 cabins16 m2007
from
€2,830
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Giola

Giola

Bareboat

10 berths5 cabins16 m2008
from
€2,250
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Sophia

Sophia

Bareboat

10 berths5 cabins16 m2006
from
€1,510
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Canelupo

Canelupo

Bareboat

11 berths5 cabins16 m2007
from
€2,100
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Prominea

Prominea

Bareboat

11 berths5 cabins16 m2008
from
€1,800
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Tonina

Tonina

Bareboat

11 berths5 cabins16 m2007
from
€1,650
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Tonina

Tonina

Bareboat

11 berths5 cabins16 m2007
from
€1,650
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Angelina

Angelina

Bareboat

11 berths5 cabins16 m2007
from
€2,100
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Altair

Altair

Bareboat

10 berths5 cabins16 m2011
from
€3,550
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Aphrodite20% · Last minute

Aphrodite

Bareboat

9 berths4 cabins16 m2005
from
€1,300
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MH 22

MH 22

Bareboat

11 berths5 cabins15 m2010
from
€2,000
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Sea You

Sea You

Bareboat

10 berths5 cabins15 m2010
from
€3,250
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Gin Tonic

Gin Tonic

Bareboat

10 berths5 cabins15 m2015
from
€2,250
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WioSam

WioSam

Bareboat

8 berths3 cabins11 m2022
from
€1,600
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Blue Note

Blue Note

Bareboat

8 berths3 cabins11 m2022
from
€1,600
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La Vela

La Vela

Bareboat

6 berths3 cabins11 m2022
from
€1,700
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Mala Hana

Mala Hana

Bareboat

8 berths3 cabins11 m2023
from
€1,350
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Simurg

Simurg

Bareboat

6 berths3 cabins11 m2023
from
€2,400
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Pomena

Pomena

Bareboat

8 berths3 cabins11 m2023
from
€1,880
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Sobra

Sobra

Bareboat

8 berths3 cabins11 m2023
from
€1,880
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Lepanto

Lepanto

Bareboat

6 berths3 cabins11 m2023
from
€2,450
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Seka VI

Seka VI

Bareboat

8 berths3 cabins11 m2023
from
€1,450
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Sea Cloud

Sea Cloud

Bareboat

8 berths3 cabins11 m2023
from
€2,141
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Sunny Day

Sunny Day

Bareboat

8 berths3 cabins11 m2023
from
€1,450
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Arinna

Arinna

Bareboat

6 berths3 cabins11 m2024
from
€1,890
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Wind Dancer

Wind Dancer

Bareboat

8 berths3 cabins11 m2024
from
€1,800
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Luna 3

Luna 3

Bareboat

6 berths3 cabins11 m2024
from
€2,400
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Lea

Lea

Bareboat

8 berths3 cabins11 m2024
from
€1,600
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Petra

Petra

Bareboat

8 berths3 cabins11 m2024
from
€1,640
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Nela

Nela

Bareboat

8 berths3 cabins11 m2023
from
€2,120
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Martini

Martini

Bareboat

8 berths3 cabins11 m2024
from
€1,500
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Coconut

Coconut

Bareboat

6 berths3 cabins11 m2024
from
€1,890
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Surf Point

Surf Point

Bareboat

8 berths3 cabins11 m2024
from
€1,850
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Aura

Aura

Bareboat

8 berths3 cabins11 m2024
from
€1,300
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Alegria

Alegria

Bareboat

8 berths3 cabins11 m2024
from
€1,650
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Sienna

Sienna

Bareboat

8 berths3 cabins11 m2024
from
€2,200
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Melina

Melina

Bareboat

8 berths3 cabins11 m2024
from
€2,200
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Skye

Skye

Bareboat

7 berths3 cabins11 m2024
from
€1,500
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Euphoria

Euphoria

Bareboat

8 berths3 cabins11 m2024
from
€1,500
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Windchaser

Windchaser

Bareboat

8 berths3 cabins11 m2024
from
€1,500
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Zala

Zala

Bareboat

8 berths3 cabins11 m2024
from
€1,750
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Papagena30% · Last minute

Papagena

Bareboat

7 berths3 cabins11 m2024
from
€190
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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.