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Sailing Trips
Courses & Seminars
- Licences
- Courses & Seminars
Providers
Trip reports
Sailing Magazine
Partners
Shortlist
Login
My account
DE
EN

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

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Sail training (1)

Mile building (2)

Cabin charter (8)

Atlantic (11)

Canary Islands / Madeira (10)

Anguilla (2)

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4 - 6 days (1)

7 - 9 days (8)

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41 - 45 ft (1)

46 - 50 ft (4)

51 - 55 ft (4)

> 65 ft (2)

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

Spain

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Cabin charter

Atlantic Crossing Tenerife to Funchal, Madeira

Santa Cruz de Tenerife→Funchal, Madeira

18.12.2026 – 22.12.20265 daysapprox. 640 nm

Tall shipGaff schooner225 feet

Atlantic PortugalSpain

INMARIS Windjammer Worldwide

from 1,840 €

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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

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

19.12.2026 – 26.12.20268 daysapprox. 150 nm

MonohullSun Odyssey 46947 feet

AtlanticCanary Islands / Madeira Spain

Barfuss Segelreisen GmbH

from 810 €

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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

from 798 €

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Cabin charter

Tinsel in the rigging – Christmas sailing

Santa Cruz de Tenerife→Santa Cruz de La Palma

23.12.2026 – 02.01.202711 daysapprox. 300 nm

Traditional sailing vesselBrig163 feet

AtlanticCanary Islands / Madeira Spain

LLAS e.V. Brigg ROALD AMUNDSEN

from 1,545 €

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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

26.12.2026 – 09.01.202715 daysapprox. 150 nm

MonohullSun Odyssey 46947 feet

AtlanticCanary Islands / Madeira Spain

Barfuss Segelreisen GmbH

from 1,680 €

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Cabin charter

New Year ’26/’27: Gay sailing trip Canary Islands / Tenerife

RadazulRound trip

26.12.2026 – 02.01.20278 daysapprox. 160 nm

MonohullOceanis 51.1 or similar52 feet

AtlanticCanary Islands / Madeira Spain

Windbeutel Reisen

from 898 €

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Cabin charter

Waiting list Sailing instead of fireworks – New Year's Eve in the Canary Islands

Marina San MiguelRound trip

28.12.2026 – 04.01.20278 daysapprox. 200 nm

MonohullOceanis 41.141 feet

AtlanticCanary Islands / Madeira Spain

MaBa Sailing

from 700 €

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Sail training

Skippertraining – Becoming a confident yacht skipper in one week

LanzaroteRound trip

02.01.2027 – 09.01.20278 daysca. 50 sm

MonohullElan 514 Impression52 feet

AtlanticCanary Islands / Madeira Spain

sunsailing.ch

from 995 €

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Cabin charter

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

San Miguel / TenerifeRound trip

02.01.2027 – 09.01.20278 daysapprox. 160 nm

MonohullDynamique Express50 feet

AtlanticCanary Islands / Madeira Spain

Nordtoern-Segelreisen

from 790 €

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Mile building

Winter ’27: Sailing trip Canary Islands / Tenerife

Las GalletasRound trip

02.01.2027 – 09.01.20278 daysapprox. 160 nm

MonohullOceanis 51.1 or similar52 feet

AtlanticCanary Islands / Madeira Spain

Windbeutel Reisen

from 698 €

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