Sailing trips

Cabin charter, sailing holidays and sailing trips

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

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Italy
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Mile building

Long distance: Naples–Corsica–Sardinia 350 nm! Sailing! Learning! Collecting miles! And fun!

Naples→La Caletta near Olbia
24.10.2026 – 31.10.20268 daysca. 720 sm
MonohullBavaria 39 Cruiser39 feet
Italian west coastCorsicaMediterraneanSardinia FranceItaly
Westwind-Sailing
(2)
from 790 €
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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
24.10.2026 – 31.10.20268 daysapprox. 200 nm
CatamaranCAT Lagoon 40 or 42 et42 feet
Italian west coastMediterranean Italy
SkippyTirol
(1)
from 749 €
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Cabin charter

Sicily with Aeolian Islands and Stromboli Volcano on Sun Odyssey 449

Capo d'Orlando, SicilyRound trip
24.10.2026 – 31.10.20268 daysapprox. 200 nm
MonohullSun Odyssey 44944 feet
Italian west coastMediterranean Italy
SkippyTirol
(1)
from 599 €
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Sail training

Training for the Yacht sailing licence – on request with free SBF practical, max. 4 participants

Izola Slow. Marina UpRound trip
24.10.2026 – 31.10.20268 daysapprox. 300 nm
MonohullBavaria 42 Cruiser42 feet
AdriaticMediterranean ItalyCroatiaSlovenia
ACTIVESAIL
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from 999 €
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Cabin charter

From Olbia to Cagliari (Sardinia east coast)

Olbia→Cagliari
24.10.2026 – 31.10.20268 daysapprox. 150 nm
MonohullBeneteau Oceanis43 feet
MediterraneanSardinia Italy
SAILIXIR
(13)
from 750 €
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Cabin charter

From Mallorca to Sardinia – passage to Cagliari

Palma (Mallorca)→Cagliari (Sardinia)
31.10.2026 – 07.11.20268 daysapprox. 300 nm
MonohullBavaria 46C46 feet
Balearic IslandsMediterraneanSardinia ItalySpain
FluxAhoi
(3)
from 450 €
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Mile building

All-inclusive One-way Mile-building Trip Milazzo–Cagliari

Milazzo, Sicily→Cagliari, Sardinia
31.10.2026 – 07.11.20268 daysapprox. 330 nm
MonohullBavaria 50 Cruiser50 feet
MediterraneanSardinia Italy
mein-segelurlaub.de
(7)
from 890 €
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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
31.10.2026 – 07.11.20268 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
31.10.2026 – 07.11.20268 daysapprox. 200 nm
MonohullSun Odyssey 44944 feet
Italian west coastMediterranean Italy
SkippyTirol
(1)
from 599 €
View trip
Sail training

SKS sailing licence training & free SBF practice / 1 week max. 4 participants

Izola Slow. Marina UpRound trip
31.10.2026 – 07.11.20268 daysapprox. 300 nm
MonohullBavaria 42 Cruiser42 feet
AdriaticMediterranean ItalyCroatiaSlovenia
ACTIVESAIL
Leave a review
from 999 €
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Cabin charter

From Cagliari to Trapani

Cagliari→Trapani
31.10.2026 – 07.11.20268 daysca. 250 sm
MonohullBeneteau Oceanis43 feet
MediterraneanSardinia Italy
SAILIXIR
(13)
from 750 €
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Cabin charter

Sardinia bay to bay – sailing week from Cagliari

Cagliari (Sardinia)Round trip
07.11.2026 – 14.11.20268 daysapprox. 100 nm
MonohullBavaria 46C46 feet
MediterraneanSardinia Italy
FluxAhoi
(3)
from 450 €
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Sail training

SKS sailing licence training & free SBF practice / 1 week max. 4 participants

Izola Slow. Marina UpRound trip
07.11.2026 – 14.11.20268 daysapprox. 300 nm
MonohullBavaria 42 Cruiser42 feet
AdriaticMediterranean ItalyCroatiaSlovenia
ACTIVESAIL
Leave a review
from 999 €
View trip
Cabin charter

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

Capo d'Orlando, SicilyRound trip
07.11.2026 – 14.11.20268 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
07.11.2026 – 14.11.20268 daysapprox. 200 nm
MonohullSun Odyssey 44944 feet
Italian west coastMediterranean Italy
SkippyTirol
(1)
from 599 €
View trip