Caribbean - Sailing Ship Charter & Travel - Eye of the Wind
Trip duration
Trip duration
Number of nights
Anzahl Nächte - slider
0 - 30
Country Region
Country Region
Type of cruise
Type of cruise

Share

Newsletter

Thank you for your interest in the Eye of the Wind.

Register here to receive our logbook (approx. four issues per year) and travel offers from Eye of the Wind free of charge by e-mail.

Your Eye of the Wind Team.

Subscribe to our free e-mail newsletter here ➤

Caribbean Sea

Caribbean sailing holidays with the Eye of the Wind

Sailing trips with Caribbean flair! The constant, mild trade wind is probably the best and most reliable wind system a sailor could wish for. The Diversity in the Caribbean sailing area is large and varied. All the islands are characterised by their unique Caribbean atmosphere: White sandy beaches, turquoise-coloured water, palm treestropical temperatures and a colourful underwater world.

Sailing adventure of the year: Across the Atlantic under sails!

21.11.2025 – 21.12.2025
Trip no: 25/38
Price: 7.500,00 
Embark: Santa Cruz de Tenerife (Spain)
Disembark: Bridgetown (Barbados)
Sailing area: Central Atlantic
Overnight stays: 30
Available berths: 8

Only 2 places left!!!

A tall ship Christmas in the Caribbean Sea!

22.12.2025 – 29.12.2025
Trip no: 25/39
Price: 2.590,00 
Embark: Bridgetown (Barbados)
Disembark: St George's (Grenada)
Sailing area: Caribbean Sea
Overnight stays: 7
Available berths: 2

New Year's Eve under sail – Windward Islands

29.12.2025 – 08.01.2026
Trip no: 25/40
Price: 3.700,00 
Embark: St George's (Grenada)
Disembark: Le Marin (Martinique)
Sailing area: Caribbean Sea
Overnight stays: 10
Available berths: 8

Pearls of the Caribbean: from Windward to Leeward Islands

08.01.2026 – 15.01.2026
Trip no: 26/01
Price: 2.590,00 
Embark: Le Marin (Martinique)
Disembark: Pointe-à-Pitre (Guadeloupe)
Sailing area: Caribbean Sea
Overnight stays: 7
Available berths: 8

Sailing in the Caribbean paradise

16.01.2026 – 23.01.2026
Trip no: 26/02
Price: 2.590,00 
Embark: Pointe-à-Pitre (Guadeloupe)
Disembark: Falmouth Harbour (Antigua)
Sailing area: Caribbean Sea
Overnight stays: 7
Available berths: 11

Leeward Islands Discovery Trip

23.01.2026 – 30.01.2026
Trip no: 26/03
Price: 2.590,00 
Embark: Falmouth Harbour (Antigua)
Disembark: Marigot (Saint-Martin)
Sailing area: Caribbean Sea
Overnight stays: 7
Available berths: 5

Lesser Antilles – Fantastic islands in the Caribbean Sea

30.01.2026 – 06.02.2026
Trip no: 26/04
Price: 2.590,00 
Embark: Marigot (Saint-Martin)
Disembark: Marigot (Saint-Martin)
Sailing area: Caribbean Sea
Overnight stays: 7
Available berths: 12

Lesser Antilles – Fantastic islands in the Caribbean Sea

06.02.2026 – 13.02.2026
Trip no: 26/05
Price: 2.590,00 
Embark: Marigot (Saint-Martin)
Disembark: Marigot (Saint-Martin)
Sailing area: Caribbean Sea
Overnight stays: 7
Available berths: 12

850 miles of blue water sailing!

16.02.2026 – 27.02.2026
Trip no: 26/06
Price: 2.750,00 
Embark: Marigot (Saint-Martin)
Disembark: St George's (Bermuda)
Sailing area: North Atlantic
Overnight stays: 11
Available berths: 12