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 41 of 82

Stargazer

Stargazer

Bareboat

8 berths3 cabins14 m2024
from
€2,100
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Ollie

Ollie

Bareboat

8 berths3 cabins14 m2024
from
€2,250
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DaVinci

DaVinci

Bareboat

8 berths3 cabins14 m2019
price on enquiry
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Giovannina

Giovannina

Bareboat

10 berths4 cabins14 m2023
from
€2,350
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My Dreams

My Dreams

Bareboat

10 berths4 cabins14 m2023
from
€1,100
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Hangover Available

Hangover

Bareboat

10 berths4 cabins14 m2023
from
€2,440
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First Edition

First Edition

Bareboat

10 berths4 cabins14 m2023
from
€2,440
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Bava

Bava

Bareboat

10 berths4 cabins14 m2023
from
€2,240
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Trinity

Trinity

Bareboat

10 berths4 cabins14 m2023
from
€2,450
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Vekenega

Vekenega

Bareboat

10 berths4 cabins14 m2023
from
€1,930
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Aurora

Aurora

Bareboat

10 berths4 cabins14 m2024
from
€1,500
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A'more

A'more

Bareboat

10 berths4 cabins14 m2024
from
€1,500
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Elana

Elana

Bareboat

10 berths4 cabins14 m2024
from
€2,300
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Seppia

Seppia

Bareboat

10 berths4 cabins14 m2024
from
€2,200
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Scarlett

Scarlett

Bareboat

10 berths4 cabins14 m2024
from
€2,200
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Zara

Zara

Bareboat

10 berths4 cabins14 m2023
from
€1,930
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My Dreams

My Dreams

Bareboat

10 berths4 cabins14 m2023
from
€1,100
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St. Marie Available

St. Marie

Bareboat

10 berths4 cabins14 m2024
from
€2,500
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Amaretto

Amaretto

Bareboat

10 berths4 cabins14 m2024
from
€1,930
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Skipper's Girl

Skipper's Girl

Bareboat

10 berths4 cabins14 m2024
from
€2,450
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Furija

Furija

Bareboat

10 berths4 cabins14 m2025
from
€2,200
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Seabee Alpha

Seabee Alpha

Bareboat

10 berths4 cabins14 m2023
from
€2,200
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Supreme

Supreme

Bareboat

10 berths4 cabins14 m2023
from
€1,930
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eMotion

eMotion

Bareboat

10 berths4 cabins14 m2024
from
€2,390
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First

First

Bareboat

10 berths4 cabins14 m2024
from
€2,750
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Nika

Nika

Bareboat

10 berths4 cabins13 m2024
from
€2,300
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Biondi

Biondi

Bareboat

12 berths5 cabins15 m2015
from
€1,900
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P & B

P & B

Bareboat

12 berths5 cabins15 m2015
from
€2,800
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Mojito

Mojito

Bareboat

12 berths5 cabins15 m2017
from
€1,950
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Vuschi

Vuschi

Bareboat

12 berths5 cabins15 m2017
from
€1,350
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Abena

Abena

Bareboat

12 berths5 cabins15 m2019
from
€1,600
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Alegria I Available

Alegria I

Bareboat

12 berths5 cabins15 m2018
from
€2,100
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Andiamo

Andiamo

Bareboat

12 berths5 cabins15 m2018
price on enquiry
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Sofia I15% · Last minute

Sofia I

Bareboat

12 berths5 cabins15 m2018
from
€1,835
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Suzy

Suzy

Bareboat

12 berths5 cabins15 m2019
from
€2,400
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Vuschi

Vuschi

Bareboat

12 berths5 cabins15 m2017
from
€1,350
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Cupcake

Cupcake

Bareboat

12 berths5 cabins15 m2019
from
€2,695
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Friends

Friends

Bareboat

11 berths4 cabins15 m2017
from
€1,955
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Friends

Friends

Bareboat

11 berths4 cabins15 m2017
from
€1,955
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Dimitra

Dimitra

Bareboat

10 berths4 cabins15 m2015
from
€1,900
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Andiamo

Andiamo

Bareboat

12 berths5 cabins15 m2018
from
€2,700
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Athena

Athena

Bareboat

12 berths5 cabins15 m2021
from
€1,900
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Lija

Lija

Bareboat

12 berths5 cabins15 m2021
from
€2,000
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SkyFall

SkyFall

Bareboat

12 berths5 cabins15 m2023
from
€2,500
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Seaduction

Seaduction

Bareboat

12 berths5 cabins15 m2024
from
€2,900
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Evana

Evana

Bareboat

10 berths4 cabins15 m2020
from
€3,850
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Miss Esme

Miss Esme

Bareboat

12 berths5 cabins15 m2023
from
€1,200
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Epetion

Epetion

Bareboat

12 berths5 cabins15 m2024
from
€1,200
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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.