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 46 of 82

Zsiber Available

Zsiber

Bareboat

10 berths4 cabins14 m2018
from
€2,000
View →
Maja

Maja

Bareboat

10 berths4 cabins14 m2018
from
€2,000
View →
Tine

Tine

Bareboat

10 berths4 cabins14 m2018
from
€2,100
View →
Jenny

Jenny

Bareboat

10 berths4 cabins14 m2017
from
€1,850
View →
Susso

Susso

Bareboat

8 berths3 cabins14 m2018
from
€1,200
View →
Apollo

Apollo

Bareboat

10 berths4 cabins14 m2019
from
€1,320
View →
Chloe

Chloe

Bareboat

10 berths4 cabins14 m2019
from
€1,420
View →
Mika

Mika

Bareboat

10 berths4 cabins14 m2019
from
€1,320
View →
Adagio

Adagio

Bareboat

10 berths4 cabins14 m2019
from
€1,697
View →
Aura II

Aura II

Bareboat

10 berths4 cabins14 m2019
from
€1,900
View →
Oreo

Oreo

Bareboat

10 berths4 cabins14 m2019
from
€1,650
View →
Gobun

Gobun

Bareboat

8 berths4 cabins14 m2019
from
€2,680
View →
Triton

Triton

Bareboat

10 berths4 cabins14 m2019
from
€2,100
View →
Eclipse

Eclipse

Bareboat

10 berths4 cabins14 m2020
from
€2,100
View →
Sarsala

Sarsala

Bareboat

8 berths4 cabins14 m2020
from
€2,480
View →
Sarisu

Sarisu

Bareboat

8 berths4 cabins14 m2020
from
€2,480
View →
Janka

Janka

Bareboat

10 berths4 cabins14 m2020
from
€1,420
View →
Melusine

Melusine

Bareboat

10 berths4 cabins14 m2020
from
€3,100
View →
Nimbus

Nimbus

Bareboat

10 berths4 cabins14 m2020
from
€2,250
View →
Bea

Bea

Bareboat

10 berths4 cabins14 m2020
from
€2,880
View →
Lixi

Lixi

Bareboat

10 berths4 cabins14 m2020
from
€2,100
View →
Sea Ruby

Sea Ruby

Bareboat

8 berths4 cabins14 m2021
from
€2,250
View →
Chianti20% · Last minute

Chianti

Bareboat

10 berths4 cabins14 m2021
from
€1,700
View →
C-Ya

C-Ya

Bareboat

10 berths4 cabins14 m2021
from
€2,100
View →
Euphoria

Euphoria

Bareboat

8 berths4 cabins14 m2021
from
€2,100
View →
Ariel

Ariel

Bareboat

10 berths4 cabins14 m2022
from
€1,767
View →
Kind of magic

Kind of magic

Bareboat

10 berths4 cabins14 m2022
from
€1,560
View →
Deep Sea Available

Deep Sea

Bareboat

10 berths4 cabins14 m2024
from
€2,640
View →
Big Blue Available

Big Blue

Bareboat

10 berths4 cabins14 m2023
from
€2,595
View →
Lady Zrilla

Lady Zrilla

Bareboat

10 berths4 cabins14 m2023
from
€2,595
View →
Kiveli

Kiveli

Bareboat

8 berths4 cabins14 m2020
price on enquiry
View →
Bellatrix

Bellatrix

Bareboat

10 berths4 cabins14 m2022
from
€2,000
View →
Xristina

Xristina

Bareboat

10 berths4 cabins14 m2020
from
€2,425
View →
Meryl15% · Last minute

Meryl

Bareboat

10 berths4 cabins14 m2019
from
€1,455
View →
Avra

Avra

Bareboat

10 berths4 cabins14 m2022
from
€2,220
View →
Nimbus

Nimbus

Bareboat

8 berths4 cabins14 m2020
from
€2,471
View →
FoxTrot

FoxTrot

Bareboat

8 berths4 cabins14 m2018
from
€2,700
View →
Zoe

Zoe

Bareboat

10 berths4 cabins14 m2021
from
€2,000
View →
Endless Seas

Endless Seas

Bareboat

10 berths4 cabins14 m2025
from
€2,300
View →
Theodora

Theodora

Bareboat

10 berths4 cabins14 m2025
from
€2,600
View →
Foxtrot

Foxtrot

Bareboat

10 berths4 cabins14 m2019
from
€2,670
View →
Kiveli

Kiveli

Bareboat

10 berths4 cabins14 m2020
from
€2,100
View →
Amarena

Amarena

Bareboat

8 berths3 cabins14 m2020
from
€1,320
View →
Podatok Too

Podatok Too

Bareboat

8 berths3 cabins14 m2020
from
€2,550
View →
Meraki of London

Meraki of London

Bareboat

8 berths3 cabins14 m2020
from
€2,100
View →
Whatever

Whatever

Bareboat

8 berths3 cabins14 m2021
from
€1,420
View →
One Life

One Life

Bareboat

8 berths3 cabins14 m2021
from
€1,540
View →
Magic Moments

Magic Moments

Bareboat

8 berths3 cabins14 m2022
from
€1,460
View →

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.
Talk to a real charter expert

Real people

Talk to a human

A real person reads every message and replies within 24 hours — no bots, no auto-replies.

  • Honest advice from sailors, not salespeople
  • We reply within 24 hours
  • No spam, ever

Quick inquiry

Get three sailboat options from the team.

Tell us roughly when, where, and how many. we'll send three sailboat options the same day — three boats, three prices, the trade-offs.

Final boarding call

Why not you?

New sailors, beginners or seasoned skippers — tell us when, where, and how many. we send three real options the same day. No spam, no fluff, no commitment.

60 seconds. No payment until you choose a boat.
Yacht under sail at sunset

Free quote

Get three real options.

Tell us roughly when and where. we'll send three real boats, three prices, the trade-offs — usually within the hour.