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 74 of 82

Sutivan

Sutivan

Bareboat

8 berths3 cabins12 m2026
from
€2,630
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Penelope

Penelope

Bareboat

8 berths3 cabins12 m2026
from
€3,500
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Starlet

Starlet

Bareboat

8 berths3 cabins12 m2026
from
€3,200
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Nuria

Nuria

Bareboat

8 berths3 cabins12 m2026
from
€2,630
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Feeling Fine

Feeling Fine

Bareboat

6 berths3 cabins13 m2016
from
€2,300
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Izzi

Izzi

Bareboat

8 berths3 cabins13 m2017
from
€2,000
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Kiss Kiss

Kiss Kiss

Bareboat

8 berths3 cabins13 m2018
from
€2,300
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Jazz

Jazz

Bareboat

8 berths3 cabins13 m2018
from
€1,450
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Geva I

Geva I

Bareboat

8 berths3 cabins13 m2018
from
€1,700
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Mira

Mira

Bareboat

8 berths3 cabins13 m2019
from
€1,650
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Espresso

Espresso

Bareboat

8 berths3 cabins13 m2019
from
€1,450
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Happy Welcome

Happy Welcome

Bareboat

8 berths3 cabins13 m2019
from
€1,650
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Euros

Euros

Bareboat

8 berths3 cabins13 m2019
from
€2,300
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Calypso

Calypso

Bareboat

8 berths3 cabins13 m2017
from
€2,000
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Lionheart

Lionheart

Bareboat

8 berths3 cabins13 m2017
from
€2,000
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Pellini

Pellini

Bareboat

8 berths3 cabins13 m2017
from
€2,000
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Indian Chief

Indian Chief

Bareboat

8 berths3 cabins13 m2019
from
€3,400
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Jillsee

Jillsee

Bareboat

8 berths3 cabins13 m2017
from
€3,400
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Para elli20% · Last minute

Para elli

Bareboat

6 berths3 cabins13 m2019
from
€1,560
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Tumbleweed

Tumbleweed

Bareboat

8 berths3 cabins13 m2018
from
€2,000
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Foxy

Foxy

Bareboat

6 berths3 cabins13 m2017
from
€2,400
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Mango Tango20% · Last minute

Mango Tango

Bareboat

8 berths3 cabins13 m2019
from
€1,150
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Blueberry

Blueberry

Bareboat

8 berths3 cabins13 m2019
from
€1,670
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Anerada

Anerada

Bareboat

8 berths3 cabins13 m2018
from
€1,400
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Penelope

Penelope

Bareboat

8 berths3 cabins13 m2016
from
€1,890
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Nirikos

Nirikos

Bareboat

8 berths3 cabins13 m2018
from
€1,990
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Star Gazer

Star Gazer

Bareboat

8 berths3 cabins13 m2018
from
€1,200
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Kinthia

Kinthia

Bareboat

8 berths3 cabins13 m2017
from
€1,600
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Makin Memories

Makin Memories

Bareboat

6 berths3 cabins13 m2018
from
€3,765
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Blueberry

Blueberry

Bareboat

8 berths3 cabins13 m2019
from
€2,777
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Hendrix

Hendrix

Bareboat

8 berths3 cabins13 m2019
from
€1,400
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Bowie

Bowie

Bareboat

8 berths3 cabins13 m2019
from
€1,400
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Marley

Marley

Bareboat

8 berths3 cabins13 m2019
from
€1,400
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Anerada

Anerada

Bareboat

8 berths3 cabins13 m2018
from
€1,400
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Stefi

Stefi

Bareboat

8 berths4 cabins13 m1996
from
€2,200
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Palmizana10% · Last minute

Palmizana

Bareboat

6 berths3 cabins13 m2003
from
€1,300
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Sweet Alis

Sweet Alis

Bareboat

8 berths3 cabins13 m2011
from
€1,690
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Sweet Alis

Sweet Alis

Bareboat

8 berths3 cabins13 m2011
from
€1,690
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Praha

Praha

Bareboat

8 berths3 cabins13 m2012
from
€1,900
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Billmaira

Billmaira

Bareboat

8 berths3 cabins13 m2008
from
€1,340
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Sea Obsession

Sea Obsession

Bareboat

8 berths3 cabins13 m2007
from
€1,860
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Poseidon

Poseidon

Bareboat

8 berths3 cabins13 m2010
from
€1,860
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Best Men

Best Men

Bareboat

8 berths3 cabins13 m2007
from
€1,860
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Coral Sea

Coral Sea

Bareboat

8 berths3 cabins13 m2009
from
€1,600
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Black Pearl

Black Pearl

Bareboat

6 berths3 cabins13 m2008
from
€1,500
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Ema

Ema

Bareboat

8 berths3 cabins13 m2008
from
€1,390
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Triton

Triton

Bareboat

8 berths3 cabins13 m2008
from
€900
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Nereja

Nereja

Bareboat

8 berths3 cabins13 m2007
from
€1,164
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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.