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 19 of 82

Zazu

Zazu

Bareboat

9 berths4 cabins14 m2024
from
€2,000
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Sail Monde

Sail Monde

Bareboat

8 berths4 cabins14 m2023
from
€2,041
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Sail Venus

Sail Venus

Bareboat

8 berths4 cabins14 m2024
from
€1,798
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Aquilo

Aquilo

Bareboat

10 berths4 cabins14 m2014
from
€1,900
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Tuerredda

Tuerredda

Bareboat

9 berths4 cabins14 m2016
from
€2,645
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Blue Moon

Blue Moon

Bareboat

9 berths4 cabins14 m2014
from
€2,645
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Katina

Katina

Bareboat

9 berths4 cabins14 m2015
from
€2,400
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Nauti Girl

Nauti Girl

Bareboat

9 berths4 cabins14 m2025
from
€2,000
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Alexandra

Alexandra

Bareboat

9 berths4 cabins14 m2016
from
€2,190
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Mesela

Mesela

Bareboat

8 berths4 cabins14 m2020
from
€3,500
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Sea Wonder II

Sea Wonder II

Bareboat

9 berths4 cabins14 m2021
from
€2,363
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Pepe

Pepe

Bareboat

8 berths4 cabins14 m2027
from
€4,500
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Sasha

Sasha

Bareboat

8 berths4 cabins14 m2027
from
€4,500
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My life

My life

Bareboat

9 berths4 cabins14 m2024
from
€1,100
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Sea Legend

Sea Legend

Bareboat

9 berths4 cabins14 m2024
from
€2,070
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My life

My life

Bareboat

9 berths4 cabins14 m2024
from
€1,100
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Sea Legend

Sea Legend

Bareboat

9 berths4 cabins14 m2024
from
€2,070
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Trex

Trex

Bareboat

8 berths4 cabins14 m2024
from
€3,140
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Hana

Hana

Bareboat

7 berths3 cabins14 m2020
from
€1,980
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Adina

Adina

Bareboat

6 berths3 cabins14 m2023
from
€5,750
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Io

Io

Bareboat

8 berths4 cabins14 m2022
from
€2,352
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Semeli

Semeli

Bareboat

10 berths4 cabins14 m2023
from
€3,000
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Meliti

Meliti

Bareboat

10 berths4 cabins14 m2023
from
€3,000
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Nefeli

Nefeli

Bareboat

10 berths4 cabins14 m2023
from
€3,000
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Veatriki

Veatriki

Bareboat

10 berths4 cabins14 m2023
from
€3,000
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Aiolos

Aiolos

Bareboat

9 berths4 cabins14 m2021
from
€2,720
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Marlin

Marlin

Bareboat

8 berths4 cabins14 m2016
from
€2,690
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Siegal

Siegal

Bareboat

11 berths5 cabins16 m2013
from
€1,050
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Sirena

Sirena

Bareboat

12 berths5 cabins16 m2011
from
€2,500
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Aladar

Aladar

Bareboat

11 berths5 cabins16 m2013
from
€2,690
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Leonis

Leonis

Bareboat

12 berths5 cabins16 m2011
from
€2,016
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Quantum

Quantum

Bareboat

10 berths5 cabins16 m2014
from
€2,157
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Silver Cloud

Silver Cloud

Bareboat

12 berths5 cabins16 m2014
from
€2,117
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Juniper

Juniper

Bareboat

10 berths5 cabins16 m2014
from
€2,750
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Aziza

Aziza

Bareboat

10 berths5 cabins16 m2011
from
€2,850
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Star Isabella

Star Isabella

Bareboat

11 berths5 cabins16 m2012
from
€1,800
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Marianthi M

Marianthi M

Bareboat

10 berths4 cabins16 m2012
from
€2,750
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Jemi

Jemi

Bareboat

10 berths4 cabins16 m2013
from
€2,100
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Podkamenica

Podkamenica

Bareboat

11 berths5 cabins16 m2014
from
€3,230
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Anemone

Anemone

Bareboat

12 berths5 cabins16 m2015
from
€2,370
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Pinotage20% · Last minute

Pinotage

Bareboat

11 berths5 cabins16 m2015
from
€1,650
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Bubble10% · Last minute

Bubble

Bareboat

12 berths5 cabins16 m2017
from
€1,800
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Game Point

Game Point

Bareboat

11 berths5 cabins16 m2016
from
€2,130
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Yolo

Yolo

Bareboat

12 berths5 cabins16 m2015
from
€2,000
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Fantasy

Fantasy

Bareboat

11 berths5 cabins16 m2017
from
€2,250
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Konstantinos 11

Konstantinos 11

Bareboat

10 berths5 cabins16 m2014
from
€1,530
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Kondor30% · Last minute

Kondor

Bareboat

12 berths5 cabins16 m2018
from
€285
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Isabella20% · Last minute

Isabella

Bareboat

11 berths5 cabins16 m2018
from
€1,950
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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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