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 12 of 82

Anemoessa

Anemoessa

Bareboat

7 berths3 cabins12 m2016
from
€2,000
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Federica

Federica

Bareboat

8 berths3 cabins12 m2016
from
€1,530
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Patrizia

Patrizia

Bareboat

8 berths3 cabins12 m2016
from
€1,530
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MH 67

MH 67

Bareboat

7 berths3 cabins12 m2017
from
€1,900
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MH 68

MH 68

Bareboat

7 berths3 cabins12 m2017
from
€1,900
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MH 69

MH 69

Bareboat

7 berths3 cabins12 m2017
from
€1,900
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MH 70

MH 70

Bareboat

7 berths3 cabins12 m2017
from
€1,900
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MH 71

MH 71

Bareboat

7 berths3 cabins12 m2017
from
€1,900
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MH 72

MH 72

Bareboat

7 berths3 cabins12 m2017
from
€1,900
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MH 73

MH 73

Bareboat

7 berths3 cabins12 m2017
from
€1,900
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MH 74

MH 74

Bareboat

7 berths3 cabins12 m2017
from
€1,900
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MH 75

MH 75

Bareboat

7 berths3 cabins12 m2017
from
€1,900
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MH 76

MH 76

Bareboat

7 berths3 cabins12 m2017
from
€1,900
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Lory15% · Last minute

Lory

Bareboat

7 berths3 cabins12 m2017
from
€1,600
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Quintessa

Quintessa

Bareboat

7 berths3 cabins12 m2017
from
€2,300
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Raven

Raven

Bareboat

7 berths3 cabins12 m2016
from
€1,550
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Ioli

Ioli

Bareboat

7 berths3 cabins12 m2017
price on enquiry
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Konstantinos 14

Konstantinos 14

Bareboat

7 berths3 cabins12 m2015
from
€1,300
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Laguna

Laguna

Bareboat

6 berths3 cabins12 m2018
from
€1,800
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Leonidas

Leonidas

Bareboat

8 berths3 cabins12 m2018
from
€1,500
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Yvonne

Yvonne

Bareboat

8 berths3 cabins12 m2018
from
€2,000
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Fireball

Fireball

Bareboat

8 berths3 cabins12 m2014
from
€1,724
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Dolce vita

Dolce vita

Bareboat

7 berths3 cabins12 m2017
from
€1,570
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Nina

Nina

Bareboat

8 berths3 cabins12 m2018
from
€1,590
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Lal

Lal

Bareboat

8 berths3 cabins12 m2018
from
€2,800
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Rebecca

Rebecca

Bareboat

8 berths3 cabins12 m2018
from
€1,590
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Dioni

Dioni

Bareboat

8 berths3 cabins12 m2018
from
€1,400
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Hemonaty

Hemonaty

Bareboat

7 berths3 cabins12 m2019
from
€1,450
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Marea

Marea

Bareboat

7 berths3 cabins12 m2015
from
€2,000
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Cadenza

Cadenza

Bareboat

8 berths3 cabins12 m2019
from
€2,900
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Alkyoni

Alkyoni

Bareboat

7 berths3 cabins12 m2018
from
€1,750
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Optasia

Optasia

Bareboat

7 berths3 cabins12 m2018
from
€1,750
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Nostalgia

Nostalgia

Bareboat

7 berths3 cabins12 m2017
from
€1,750
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Virginia

Virginia

Bareboat

7 berths3 cabins12 m2020
from
€1,590
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Forkys

Forkys

Bareboat

8 berths3 cabins12 m2017
from
€1,800
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Nixie

Nixie

Bareboat

7 berths3 cabins12 m2020
from
€2,141
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Bella

Bella

Bareboat

7 berths3 cabins12 m2020
from
€1,390
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Northberry

Northberry

Bareboat

6 berths3 cabins12 m2021
from
€2,000
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Stella

Stella

Bareboat

7 berths3 cabins12 m2014
from
€1,420
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My Point

My Point

Bareboat

7 berths3 cabins12 m2016
from
€1,500
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Marea

Marea

Bareboat

8 berths3 cabins12 m2015
from
€1,430
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Panda III

Panda III

Bareboat

7 berths3 cabins12 m2022
from
€1,350
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Summer elli20% · Last minute

Summer elli

Bareboat

7 berths3 cabins12 m2018
from
€1,890
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Xenia

Xenia

Bareboat

8 berths3 cabins12 m2016
from
€1,950
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Miber Rhea

Miber Rhea

Bareboat

6 berths3 cabins12 m2022
from
€1,608
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Angelina

Angelina

Bareboat

6 berths3 cabins12 m2015
from
€2,464
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Instagram

Instagram

Bareboat

8 berths3 cabins12 m2018
from
€1,370
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Livka IV

Livka IV

Bareboat

7 berths3 cabins12 m2019
from
€1,480
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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.