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 23 of 82

Bisou Sale

Bisou Sale

Bareboat

6 berths2 cabins10 m2017
from
€1,395
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Major Tom

Major Tom

Bareboat

5 berths2 cabins10 m2023
from
€1,200
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Lara

Lara

Bareboat

6 berths2 cabins10 m2014
from
€1,440
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Pippi

Pippi

Bareboat

6 berths2 cabins10 m2014
from
€1,050
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Bonchamps

Bonchamps

Bareboat

8 berths3 cabins11 m2007
from
€1,400
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Sweet Lady

Sweet Lady

Bareboat

8 berths3 cabins10 m2015
from
€850
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Luna

Luna

Bareboat

8 berths3 cabins10 m2016
from
€1,220
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Papillon

Papillon

Bareboat

8 berths3 cabins10 m2016
from
€800
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Feniks

Feniks

Bareboat

8 berths3 cabins10 m2016
from
€800
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Pape

Pape

Bareboat

8 berths3 cabins10 m2015
from
€1,000
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Alcyone

Alcyone

Bareboat

6 berths3 cabins10 m2017
from
€1,850
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Friday

Friday

Bareboat

6 berths3 cabins10 m2017
from
€1,690
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Ida

Ida

Bareboat

8 berths3 cabins10 m2017
from
€1,150
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Ronja

Ronja

Bareboat

8 berths3 cabins10 m2017
from
€1,150
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Spinaker

Spinaker

Bareboat

8 berths3 cabins10 m2016
from
€1,450
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Joy AS

Joy AS

Bareboat

8 berths3 cabins10 m2016
from
€1,450
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Salt

Salt

Bareboat

6 berths3 cabins10 m2017
from
€1,348
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T'moana

T'moana

Bareboat

6 berths3 cabins10 m2015
from
€1,800
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Happy Planet

Happy Planet

Bareboat

6 berths2 cabins11 m2018
from
€1,200
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Nautilus

Nautilus

Bareboat

6 berths2 cabins11 m2019
from
€1,780
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Lola

Lola

Bareboat

6 berths2 cabins11 m2019
from
€1,463
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Nada

Nada

Bareboat

6 berths2 cabins11 m2019
from
€1,463
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Alpha

Alpha

Bareboat

6 berths2 cabins11 m2019
from
€900
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Layla

Layla

Bareboat

6 berths2 cabins11 m2020
from
€1,463
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Joy Planet

Joy Planet

Bareboat

6 berths2 cabins11 m2020
from
€1,500
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Coconut Kiss

Coconut Kiss

Bareboat

4 berths2 cabins11 m2020
from
€2,000
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Smile Planet

Smile Planet

Bareboat

6 berths2 cabins11 m2022
from
€1,500
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Ares1

Ares1

Bareboat

5 berths2 cabins11 m2018
from
€1,000
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Eolya

Eolya

Bareboat

4 berths2 cabins11 m2022
from
€1,650
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Minion

Minion

Bareboat

8 berths3 cabins11 m2018
from
€1,350
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Sileb30% · Last minute

Sileb

Bareboat

8 berths3 cabins11 m2019
from
€700
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Vanila

Vanila

Bareboat

8 berths3 cabins11 m2019
from
€800
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Koki

Koki

Bareboat

8 berths3 cabins11 m2019
from
€1,340
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Imagine

Imagine

Bareboat

6 berths3 cabins11 m2021
from
€1,741
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Gracia

Gracia

Bareboat

6 berths3 cabins11 m2022
from
€1,990
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Yume

Yume

Bareboat

8 berths3 cabins11 m2021
from
€1,500
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Else

Else

Bareboat

6 berths3 cabins11 m2018
from
€800
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Karibu

Karibu

Bareboat

6 berths3 cabins11 m2018
from
€800
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Vanila

Vanila

Bareboat

8 berths3 cabins11 m2019
from
€800
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Draco

Draco

Bareboat

8 berths3 cabins11 m2018
from
€1,820
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Barbossa

Barbossa

Bareboat

8 berths3 cabins11 m2021
from
€2,350
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Nausicaa

Nausicaa

Bareboat

6 berths2 cabins11 m2007
from
€1,348
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Mentholad20% · Last minute

Mentholad

Bareboat

6 berths3 cabins11 m2008
from
€1,390
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Tommy

Tommy

Bareboat

7 berths3 cabins11 m2000
from
€800
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Marmotton

Marmotton

Bareboat

8 berths3 cabins11 m2000
from
€1,500
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Zazu

Zazu

Bareboat

4 berths2 cabins11 m2025
from
€1,950
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Thais

Thais

Bareboat

6 berths2 cabins11 m2024
from
€1,650
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Skyline5% · Last minute

Skyline

Bareboat

4 berths2 cabins11 m2024
from
€1,850
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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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