Sailing trips

Cabin charter, sailing holidays and sailing trips

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

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from 11.12.2026
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Cabin charter

Classic Caribbean sailing trip: Under sail from island to island

MartiniqueRound trip
20.02.2027 – 06.03.202715 daysapprox. 280 nm
Monohulle.g. Elan Impression 4544 feet
Caribbean MartiniqueSt Vincent and the Grenadines
sailwithus
(4)
from 1,950 €
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Sail training

SKS training and exam sailing trip from Madeira to Tenerife

Quinta do Lorde, Madeira→San Miguel, Tenerife
20.02.2027 – 05.03.202714 daysapprox. 300 nm
MonohullBeneteau Oceanis43 feet
Canary Islands / Madeira PortugalSpain
FluxAhoi
(3)
from 1,580 €
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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 €
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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 €
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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
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from 530 €
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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 €
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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
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from 810 €
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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
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from 3,500 €
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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 €
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Cabin charter

Caribbean sailing: off to paradise!

MartiniqueRound trip
20.02.2027 – 06.03.202715 daysapprox. 280 nm
CatamaranLagoon40 feet
Caribbean MartiniqueSt Vincent and the Grenadines
sailwithus
(4)
from 1,990 €
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Cabin charter

CARIBBEAN CABIN CHARTER: THE GRAND GRENADINES CIRCUIT FROM MARTINIQUE

Fort de FranceRound trip
20.02.2027 – 05.03.202714 daysca. 350 sm
MonohullBeneteau Cyclades 50.550.5 feet
Caribbean MartiniqueSaint LuciaSt Vincent and the Grenadines
Blauwasser Segelreisen
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from 1,200 €
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Cabin charter

Island hopping: Martinique – Grenada – Martinique

Fort de FranceRound trip
20.02.2027 – 05.03.202714 daysapprox. 400 nm
MonohullBeneteau Cyclades 50.550 feet
Caribbean GrenadaMartiniqueSaint LuciaSt Vincent and the Grenadines
Meridian-Yachting
(1)
from 1,200 €
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Cabin charter

Winter ’27: Catamaran sailing trip Caribbean from Guadeloupe

Pointe à PitreRound trip
20.02.2027 – 06.03.202715 daysapprox. 300 nm
CatamaranLagoon 42 or similar42 feet
AtlanticCaribbean Guadeloupe
Windbeutel Reisen
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from 1,998 €
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Cabin charter

Winter ’27: SAILING TRIP CAPE VERDE ISLANDS FROM SAL – only 1 bunk left for a woman

SalRound trip
20.02.2027 – 06.03.202715 daysapprox. 300 nm
MonohullSun Odyssey 519 or similar52 feet
AtlanticCape Verde Islands Cape Verde
Windbeutel Reisen
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from 1,398 €
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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 €
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