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 18 of 82

Mojito

Mojito

Bareboat

8 berths4 cabins14 m2016
from
€3,000
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Sea Sparkle

Sea Sparkle

Bareboat

9 berths4 cabins14 m2023
from
€2,000
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Bella Vita

Bella Vita

Bareboat

9 berths4 cabins14 m2023
from
€2,000
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Sea Wonder II

Sea Wonder II

Bareboat

8 berths4 cabins14 m2021
from
€3,350
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Mimi

Mimi

Bareboat

9 berths4 cabins14 m2018
from
€1,900
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Adria Sonja

Adria Sonja

Bareboat

9 berths4 cabins14 m2018
from
€1,640
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Adria Myriam

Adria Myriam

Bareboat

9 berths4 cabins14 m2017
from
€1,640
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Adria Kristina

Adria Kristina

Bareboat

9 berths4 cabins14 m2017
from
€1,640
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Amaris

Amaris

Bareboat

8 berths4 cabins14 m2016
from
€2,850
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Hannah II

Hannah II

Bareboat

8 berths4 cabins14 m2014
from
€1,750
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Lenco

Lenco

Bareboat

8 berths4 cabins14 m2019
from
€2,550
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Metis

Metis

Bareboat

8 berths4 cabins14 m2022
from
€4,000
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Veronica II

Veronica II

Bareboat

9 berths4 cabins14 m2018
from
€1,400
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Jove

Jove

Bareboat

8 berths4 cabins14 m2026
from
€2,700
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Iris 1

Iris 1

Bareboat

8 berths4 cabins14 m2016
from
€3,000
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Gracia

Gracia

Bareboat

9 berths4 cabins14 m2018
from
€1,000
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Gracia

Gracia

Bareboat

9 berths4 cabins14 m2018
from
€1,000
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Florida

Florida

Bareboat

9 berths4 cabins14 m2023
from
€2,080
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Dream 2

Dream 2

Bareboat

10 berths4 cabins14 m2018
from
€1,516
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Protein

Protein

Bareboat

8 berths4 cabins14 m2020
from
€2,890
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Topaz

Topaz

Bareboat

9 berths4 cabins14 m2020
from
€1,850
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Arta

Arta

Bareboat

9 berths4 cabins14 m2017
from
€1,850
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Rava

Rava

Bareboat

9 berths4 cabins14 m2017
from
€1,850
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Sestrica

Sestrica

Bareboat

9 berths4 cabins14 m2016
from
€1,850
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Albedo

Albedo

Bareboat

9 berths4 cabins14 m2018
from
€1,850
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Calisto

Calisto

Bareboat

9 berths4 cabins14 m2018
from
€1,850
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Ceres

Ceres

Bareboat

9 berths4 cabins14 m2018
from
€1,850
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Dia

Dia

Bareboat

9 berths4 cabins14 m2018
from
€1,850
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Elara

Elara

Bareboat

9 berths4 cabins14 m2018
from
€1,850
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Eris

Eris

Bareboat

9 berths4 cabins14 m2018
from
€1,850
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Io

Io

Bareboat

9 berths4 cabins14 m2018
from
€1,850
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Janus

Janus

Bareboat

9 berths4 cabins14 m2018
from
€1,850
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Ketu

Ketu

Bareboat

9 berths4 cabins14 m2018
from
€1,850
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Kore

Kore

Bareboat

9 berths4 cabins14 m2018
from
€1,850
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Metis

Metis

Bareboat

9 berths4 cabins14 m2018
from
€1,850
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Milky Way

Milky Way

Bareboat

9 berths4 cabins14 m2018
from
€1,850
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Mimas

Mimas

Bareboat

9 berths4 cabins14 m2018
from
€1,850
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Mondo

Mondo

Bareboat

9 berths4 cabins14 m2018
from
€1,850
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Nabu

Nabu

Bareboat

9 berths4 cabins14 m2018
from
€1,850
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Nebula

Nebula

Bareboat

9 berths4 cabins14 m2018
from
€1,850
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Pleiades

Pleiades

Bareboat

9 berths4 cabins14 m2018
from
€1,850
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Rhea

Rhea

Bareboat

9 berths4 cabins14 m2018
from
€1,850
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Spectra

Spectra

Bareboat

9 berths4 cabins14 m2018
from
€1,850
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Titan

Titan

Bareboat

9 berths4 cabins14 m2018
from
€1,850
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Nala

Nala

Bareboat

9 berths4 cabins14 m2024
from
€2,000
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Pumba

Pumba

Bareboat

9 berths4 cabins14 m2024
from
€2,000
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Simba

Simba

Bareboat

9 berths4 cabins14 m2024
from
€2,000
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Timon

Timon

Bareboat

9 berths4 cabins14 m2024
from
€2,000
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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.