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 80 of 82

Bellatrix

Bellatrix

Bareboat

9 berths4 cabins14 m2020
from
€2,500
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Funsea

Funsea

Bareboat

11 berths4 cabins14 m2022
from
€2,500
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Senorita

Senorita

Bareboat

8 berths4 cabins14 m2021
from
€3,300
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Capt. Jack Sparrow

Capt. Jack Sparrow

Bareboat

10 berths4 cabins14 m2020
from
€2,500
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Wanderlust

Wanderlust

Bareboat

11 berths4 cabins14 m2020
from
€2,100
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Mystic Kiss

Mystic Kiss

Bareboat

10 berths4 cabins14 m2024
from
€3,690
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CALICO JACK

CALICO JACK

Bareboat

11 berths4 cabins14 m2024
from
€2,700
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Pnoe

Pnoe

Bareboat

9 berths4 cabins14 m2024
from
€4,500
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None

None

Bareboat

11 berths4 cabins14 m2024
from
€3,600
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Rigel

Rigel

Bareboat

9 berths4 cabins14 m2023
from
€3,800
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Agatha

Agatha

Bareboat

11 berths4 cabins14 m2020
from
€4,100
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Dalion

Dalion

Bareboat

6 berths8 cabins14 m2019
from
€2,800
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Cosette II

Cosette II

Bareboat

9 berths4 cabins14 m2020
from
€951
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Electra

Electra

Bareboat

11 berths4 cabins14 m2023
from
€2,970
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Sofiya

Sofiya

Bareboat

11 berths4 cabins14 m2024
from
€2,600
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Melusina

Melusina

Bareboat

11 berths4 cabins14 m2023
from
€4,500
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Calma

Calma

Bareboat

10 berths4 cabins14 m2020
from
€2,930
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Jouir

Jouir

Bareboat

10 berths4 cabins14 m2020
from
€2,930
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Lara

Lara

Bareboat

10 berths4 cabins14 m2020
from
€2,930
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Lydia

Lydia

Bareboat

10 berths4 cabins14 m2020
from
€2,930
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Mad Kiss

Mad Kiss

Bareboat

10 berths4 cabins14 m2020
from
€3,050
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Mare Mia

Mare Mia

Bareboat

10 berths4 cabins14 m2021
from
€2,930
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Sea Safari

Sea Safari

Bareboat

10 berths4 cabins14 m2018
from
€2,930
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Vitamin Sea

Vitamin Sea

Bareboat

10 berths4 cabins14 m2019
from
€2,930
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Yada

Yada

Bareboat

10 berths4 cabins14 m2021
from
€2,930
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Knot

Knot

Bareboat

10 berths4 cabins14 m2023
from
€3,250
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Contigo

Contigo

Bareboat

10 berths4 cabins14 m2020
from
€2,930
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Suami

Suami

Bareboat

10 berths4 cabins14 m2026
from
€4,300
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Swannabe

Swannabe

Bareboat

12 berths5 cabins14 m2019
from
€2,250
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Captain George

Captain George

Bareboat

12 berths5 cabins14 m2019
from
€2,500
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Goldfish

Goldfish

Bareboat

13 berths5 cabins14 m2020
from
€2,500
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Jason

Jason

Bareboat

12 berths5 cabins14 m2020
from
€3,050
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Pileas

Pileas

Bareboat

12 berths5 cabins14 m2020
from
€2,500
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Dioniz

Dioniz

Bareboat

12 berths5 cabins14 m2020
from
€1,921
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Donar

Donar

Bareboat

12 berths5 cabins14 m2020
from
€3,000
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Anna Smile

Anna Smile

Bareboat

12 berths5 cabins14 m2020
from
€2,670
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Achilleas

Achilleas

Bareboat

13 berths5 cabins14 m2019
from
€2,150
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Marina II

Marina II

Bareboat

13 berths5 cabins14 m2021
from
€3,630
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White Pearl20% · Last minute

White Pearl

Bareboat

11 berths5 cabins14 m2020
from
€1,720
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Oracle

Oracle

Bareboat

11 berths5 cabins14 m2022
from
€4,200
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Aqua Fun

Aqua Fun

Bareboat

11 berths5 cabins14 m2020
from
€3,750
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Luna

Luna

Bareboat

12 berths5 cabins14 m2023
from
€1,950
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Izzy

Izzy

Bareboat

12 berths5 cabins14 m2023
from
€2,900
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First Ride

First Ride

Bareboat

11 berths5 cabins14 m2023
from
€2,130
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Wu Wei

Wu Wei

Bareboat

12 berths5 cabins14 m2023
from
€2,970
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Nonna

Nonna

Bareboat

13 berths5 cabins14 m2019
from
€2,600
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Maria

Maria

Bareboat

12 berths5 cabins14 m2019
from
€3,050
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Helia

Helia

Bareboat

12 berths5 cabins14 m2019
from
€2,700
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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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