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 57 of 82

Zyntha

Zyntha

Bareboat

8 berths3 cabins12 m2014
from
€950
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Warrior

Warrior

Bareboat

6 berths3 cabins12 m2013
from
€1,390
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Hope

Hope

Bareboat

8 berths3 cabins12 m2013
from
€1,981
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Bolero

Bolero

Bareboat

6 berths3 cabins12 m2014
from
€1,900
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Huschel II

Huschel II

Bareboat

8 berths3 cabins12 m2013
from
€1,750
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Ecstasea

Ecstasea

Bareboat

8 berths3 cabins12 m2014
from
€1,700
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Ecstasea

Ecstasea

Bareboat

8 berths3 cabins12 m2014
from
€2,080
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Asjemenou

Asjemenou

Bareboat

6 berths3 cabins12 m2013
from
€1,666
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Ecstasea

Ecstasea

Bareboat

8 berths3 cabins12 m2014
from
€1,700
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Tina

Tina

Bareboat

6 berths3 cabins12 m2014
from
€1,650
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Dream Course

Dream Course

Bareboat

8 berths3 cabins12 m2016
from
€900
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Dragut S

Dragut S

Bareboat

6 berths3 cabins12 m2016
from
€2,500
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Porterusa

Porterusa

Bareboat

8 berths3 cabins12 m2016
from
€900
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4Play

4Play

Bareboat

8 berths3 cabins12 m2017
from
€1,250
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Sparkling

Sparkling

Bareboat

8 berths3 cabins12 m2017
from
€1,950
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Felice

Felice

Bareboat

6 berths3 cabins12 m2018
from
€2,200
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Seven

Seven

Bareboat

8 berths3 cabins12 m2018
from
€2,141
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Tenuta delle Ripalte

Tenuta delle Ripalte

Bareboat

8 berths3 cabins12 m2018
from
€2,400
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Friends

Friends

Bareboat

6 berths3 cabins12 m2018
from
€2,500
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Norma

Norma

Bareboat

6 berths3 cabins12 m2017
from
€2,300
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Luxa

Luxa

Bareboat

8 berths3 cabins12 m2019
from
€2,090
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Dalmatinka

Dalmatinka

Bareboat

8 berths3 cabins12 m2020
from
€1,780
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Elena

Elena

Bareboat

6 berths3 cabins12 m2020
from
€1,950
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Lux

Lux

Bareboat

6 berths3 cabins12 m2020
from
€1,950
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Pauline

Pauline

Bareboat

8 berths3 cabins12 m2020
from
€1,600
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All Winds

All Winds

Bareboat

8 berths3 cabins12 m2021
from
€1,450
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Elena

Elena

Bareboat

6 berths3 cabins12 m2020
from
€1,900
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White Beauty

White Beauty

Bareboat

7 berths3 cabins12 m2017
from
€1,400
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Hera

Hera

Bareboat

8 berths3 cabins12 m2020
from
€2,200
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Sail Orion

Sail Orion

Bareboat

6 berths3 cabins12 m2020
from
€1,700
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SILVER EINTZEL

SILVER EINTZEL

Bareboat

6 berths3 cabins12 m2020
from
€1,950
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Kos 41.4

Kos 41.4

Bareboat

8 berths3 cabins12 m2016
from
€1,600
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Tikal II

Tikal II

Bareboat

6 berths3 cabins12 m2017
from
€2,800
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Niriis

Niriis

Bareboat

8 berths3 cabins12 m2016
from
€1,480
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Alma Libre V

Alma Libre V

Bareboat

8 berths3 cabins12 m2020
from
€1,600
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Peace

Peace

Bareboat

7 berths3 cabins12 m2018
from
€1,500
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Diamanti I

Diamanti I

Bareboat

8 berths3 cabins12 m2020
from
€1,600
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Diamanti II

Diamanti II

Bareboat

8 berths3 cabins12 m2020
from
€1,600
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Iris

Iris

Bareboat

8 berths3 cabins12 m2020
from
€1,600
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Targa

Targa

Bareboat

8 berths3 cabins12 m2017
from
€2,100
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Buddy

Buddy

Bareboat

7 berths3 cabins12 m2014
from
€1,700
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First

First

Bareboat

8 berths3 cabins12 m2018
from
€1,000
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Salt Shaker

Salt Shaker

Bareboat

8 berths3 cabins12 m2020
from
€2,200
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Nina

Nina

Bareboat

8 berths3 cabins12 m2019
from
€2,400
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Malika

Malika

Bareboat

8 berths3 cabins12 m2017
from
€2,400
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Paulina

Paulina

Bareboat

8 berths3 cabins12 m2019
from
€2,200
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Theresa

Theresa

Bareboat

8 berths3 cabins12 m2019
from
€2,200
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Black Lion

Black Lion

Bareboat

8 berths3 cabins12 m2017
from
€1,350
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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.