Sailing trips

Cabin charter, sailing holidays and sailing trips

From day trips to ocean crossings – for beginners and experienced sailors.

To display the location search, we need your consent to load Google Maps services. Data will be transmitted to third parties.

More Information
Enable location search


Custom charter Can't find your dream trip? Plan your custom sailing trip – no obligation & free of charge. Enquire now →
7 - 9 days
Remove all
Skipper training

Skipper & Storm Training in the Solent (Southampton)

Port Hamble MarinaRound trip
15.02.2027 – 21.02.20277 daysapprox. 150 nm
MonohullBavaria 50 cruiser50 feet
English Channel United Kingdom
Bernd Reese
Leave a review
from 1,950 €
View trip
Cabin charter

Macaronesian Islands – Madeira to Gran Canaria

Porto Santo→Las Palmas de Gran Canaria
16.02.2027 – 24.02.20279 daysca. 350 sm
Traditional sailing vesselBrig163 feet
AtlanticCanary Islands / MadeiraTransatlantic PortugalSpain
LLAS e.V. Brigg ROALD AMUNDSEN
(1)
from 1,250 €
View trip
Cabin charter

Sailing voyage Antigua & Lesser Antilles | Caribbean island hopping on a tall ship

Falmouth Harbor, AntiguaRound trip
19.02.2027 – 26.02.20278 daysca. 250 sm
Tall shipThree-masted schooner144 feet
Caribbean Antigua and BarbudaGuadeloupeMontserratSt Kitts and Nevis
Rederij van Linschoten
(7)
from 2,138 €
View trip
Cabin charter
NEW

Sailing trip A Coruna – Northern Spain

A CorunaRound trip
20.02.2027 – 27.02.20278 daysca. 350 sm
MonohullX 4040 feet
Atlantic Portugal
Seehase
(3)
from 899 €
View trip
Cabin charter

Discover the Arctic winter and Northern Lights aboard T/S Saeftinghe.

Tromsø→Harstad
20.02.2027 – 27.02.20278 daysapprox. 150 nm
Traditional sailing vesselKetch74 ft
ArcticPolar waters Norway
Arruno Exploration
Leave a review
from 1,956 €
View trip
Cabin charter

Winter ’27: Sailing trip Canary Islands / Tenerife

Las GalletasRound trip
20.02.2027 – 27.02.20278 daysapprox. 160 nm
MonohullOceanis 51.1 or similar52 feet
AtlanticCanary Islands / Madeira Spain
Windbeutel Reisen
Leave a review
from 698 €
View trip
Cabin charter

Sailing holidays Thailand on a classic sailing yacht

PhuketRound trip
20.02.2027 – 27.02.20278 daysapprox. 120 nm
Monohulle.g. Elan Impression 45.144 feet
Indian Ocean Thailand
sailwithus
(4)
from 1,290 €
View trip
Sail training

SKS practical sailing trip from Breege on Rügen

Breege (Rügen)Round trip
20.02.2027 – 27.02.20278 daysapprox. 300 nm
MonohullBavaria Cruiser 46 or similar46 feet
Baltic Sea Germany
Mola Yachting
(2)
from 698 €
View trip
Sail training

SSS practical sailing from Breege on Rügen

Breege (Rügen)Round trip
20.02.2027 – 27.02.20278 daysapprox. 180 nm
MonohullBavaria Cruiser 46 or similar46 feet
Baltic Sea Germany
Mola Yachting
(2)
from 748 €
View trip
Cabin charter

Set Sail for Madeira Now!

Quinta do LordeRound trip
20.02.2027 – 27.02.20278 daysca. 110 sm
MonohullDufour 50 feet
AtlanticCanary Islands / Madeira Portugal
AVALON
Leave a review
from 530 €
View trip
Cabin charter

Cabin charter from/to Tenerife, Canary Islands with Gomera / La Palma

San Miguel / TenerifeRound trip
20.02.2027 – 27.02.20278 daysapprox. 160 nm
MonohullDynamique Express50 feet
AtlanticCanary Islands / Madeira Spain
Nordtoern-Segelreisen
(1)
from 790 €
View trip
Cabin charter

Turn winter into summer. Sailing trip in the Canary Islands with a maximum of 6 guests

Arrecife/LanzaroteRound trip
20.02.2027 – 27.02.20278 daysapprox. 150 nm
MonohullSun Odyssey 46947 feet
AtlanticCanary Islands / Madeira Spain
Barfuss Segelreisen GmbH
Leave a review
from 810 €
View trip
Cabin charter

Island hopping in the BVIs

Trellis BayRound trip
20.02.2027 – 27.02.20278 daysapprox. 200 nm
Tall shipKAIRÓS124 feet
Caribbean British Virgin Islands
Sailing-Classics
Leave a review
from 3,500 €
View trip
Cabin charter

Sailing trip Thailand – your adventure

PhuketRound trip
20.02.2027 – 27.02.20278 daysapprox. 120 nm
CatamaranLagoon 40 feet
Indian Ocean Thailand
sailwithus
(4)
from 1,390 €
View trip
Cabin charter

Sicily with Aeolian Islands and Stromboli volcano on CAT Lagoon 42 // Lagoon 40 or similar

Capo d'Orlando, SicilyRound trip
20.02.2027 – 27.02.20278 daysapprox. 200 nm
CatamaranCAT Lagoon 40 or 42 et42 feet
Italian west coastMediterranean Italy
SkippyTirol
(1)
from 599 €
View trip