Sailing trips

Cabin charter, sailing holidays and sailing trips

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

17.12.2026 Clear date
09.01.2027 Clear date

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 →
from 17.12.2026
until 09.01.2027
7 - 9 days
Remove all
TOP
Cabin charter

Caribbean Christmas Cruise

St LuciaRound trip
19.12.2026 – 26.12.20268 daysca. 250 sm
MonohullSwan 5151 feet
Caribbean DominicaGuadeloupeMartiniqueSaint Lucia
Swan 51 Eira
Leave a review
from 1,280 €
View trip
Cabin charter

Christmas Sailing Trip from Catania to Malta

Catania (Sicily)→Valletta (Malta)
19.12.2026 – 27.12.20269 daysapprox. 120 nm
MonohullBavaria 46C46 feet
Mediterranean ItalyMalta
FluxAhoi
(3)
from 670 €
View trip
Cabin charter

Sailing holidays Thailand on a classic sailing yacht

PhuketRound trip
19.12.2026 – 26.12.20268 daysapprox. 120 nm
Monohulle.g. Elan Impression 45.144 feet
Indian Ocean Thailand
sailwithus
(4)
from 1,390 €
View trip
Cabin charter

Set sail for Madeira now! Christmas sailing trip

Quinta do LordeRound trip
19.12.2026 – 26.12.20268 daysca. 110 sm
MonohullDufour 50 feet
AtlanticCanary Islands / Madeira Portugal
AVALON
Leave a review
from 630 €
View trip
Cabin charter

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

San Miguel / TenerifeRound trip
19.12.2026 – 26.12.20268 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
19.12.2026 – 26.12.20268 daysapprox. 150 nm
MonohullSun Odyssey 46947 feet
AtlanticCanary Islands / Madeira Spain
Barfuss Segelreisen GmbH
Leave a review
from 810 €
View trip
Cabin charter

Sailing trip Thailand – your adventure

PhuketRound trip
19.12.2026 – 26.12.20268 daysapprox. 120 nm
CatamaranLagoon 40 feet
Indian Ocean Thailand
sailwithus
(4)
from 1,490 €
View trip
Mile building

Winter ’26: Sailing trip Canary Islands / Tenerife

Las GalletasRound trip
19.12.2026 – 26.12.20268 daysapprox. 160 nm
MonohullOceanis 51.1 or similar52 feet
AtlanticCanary Islands / Madeira Spain
Windbeutel Reisen
Leave a review
from 798 €
View trip
Cabin charter

hands-on sailing in Croatia's island paradise

SukosanRound trip
19.12.2026 – 26.12.20268 daysapprox. 200 nm
CatamaranLagoon 40 to 4540 feet
AdriaticMediterranean Croatia
SkippyTirol
(1)
from 599 €
View trip
Cabin charter

hands-on sailing in Croatia's island paradise

SukosanRound trip
19.12.2026 – 26.12.20268 daysapprox. 200 nm
MonohullBeneteau Oceanis 48 BT48 feet
AdriaticMediterranean Croatia
SkippyTirol
(1)
from 449 €
View trip
Cabin charter

hands-on sailing in Croatia's island paradise

SukosanRound trip
19.12.2026 – 26.12.20268 daysapprox. 200 nm
MonohullBavaria C 45 BT45 feet
AdriaticMediterranean Croatia
SkippyTirol
(1)
from 449 €
View trip
Cabin charter

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

Capo d'Orlando, SicilyRound trip
19.12.2026 – 26.12.20268 daysapprox. 200 nm
CatamaranCAT Lagoon 40 or 42 et42 feet
Italian west coastMediterranean Italy
SkippyTirol
(1)
from 749 €
View trip
Cabin charter

Sicily with Aeolian Islands and Stromboli Volcano on Sun Odyssey 449

Capo d'Orlando, SicilyRound trip
19.12.2026 – 26.12.20268 daysapprox. 200 nm
MonohullSun Odyssey 44944 feet
Italian west coastMediterranean Italy
SkippyTirol
(1)
from 599 €
View trip
Cabin charter

_/) Christmas & New Year 2026-27 at sea – Greek Aegean – Athens > Poros _1 week

Athens→Poros
19.12.2026 – 26.12.20268 daysapprox. 120 nm
MonohullElan 4545 feet
MediterraneanAegean Greece
Sun Yachting Germany
(12)
from 900 €
View trip
Cabin charter

Christmas sailing in the Caribbean from St Martin

Marigot, St MartinRound trip
20.12.2026 – 27.12.20268 daysapprox. 200 nm
Tall shipKAIRÓS124 feet
Caribbean AnguillaSabaSaint BarthélemySaint Martin (FR)Sint Maarten (NL)
Sailing-Classics
Leave a review
from 3,500 €
View trip