Offshore sailing vacations
An offshore sailing vacation is like an escape into the unknown where you’ll lose sight of land and learn what it takes to become a master sailor in the company of proven professionals. From RYA qualifications and extending skippering skills to beginners being able to join a crew in the Atlantic, Caribbean or the English Channel, this is where all of your offshore sailing wishes come to fruition.
37 Offshore sailing vacations found
Spain to the Canaries sailing vacation
Atlantic Sail: Spain to Canaries Expedition!
From US $3,077 12 days ex flights
Small group travel:
2023: 30 Oct
Svalbard to Iceland sailing vacation
Arctic Odyssey: Svalbard to Iceland
From US $2,995 12 days ex flights
Small group travel
Iceland to Scotland sailing vacation, via Faroe Islands
Arctic Odyssey: Iceland to Scotland via Faroes
From US $3,245 12 days ex flights
Small group travel
Lofoten Islands sailing vacation, Norway
Jaw-dropping scenery, pristine beaches, and northern lights
From US $2,870 12 days ex flights
Small group travel
Copenhagen to Amsterdam sailing vacation
Coastal Voyage: Copenhagen to Amsterdam
From US $2,240 12 days ex flights
Small group travel
London to Amsterdam sailing vacation
London to Amsterdam: Nautical journey across the Channel.
From US $2,240 12 days ex flights
Small group travel
Faroe Islands to Norway sailing vacation
Adventure sailing across the Arctic Circle.
From US $2,995 12 days ex flights
Small group travel
St Lucia sailing holiday
Unforgettable sailing journey from St. Lucia to Martinique
From US $1,107 5 days ex flights
Small group travel:
2023: 16 Dec
Madeira sailing vacation
Atlantic Voyage: Madeira
From US $2,954 12 days ex flights
Small group travel:
2024: 5 Feb
Passage making sailing masterclass, England to Scotland
Passage Making Masterclass: England-Scotland
From US $2,623 12 days ex flights
Small group travel:
2024: 3 Jun
North Atlantic sailing vacation, Scotland to Faroe Islands
Trolls, Giants & Elves: Scotland & the Faroe Islands
From US $2,873 12 days ex flights
Small group travel:
2024: 17 Jun
ARC sailing vacation, Gran Canaria to St Lucia
Remarkable transatlantic voyage, Canary Islands to Caribbean
From US $7,498 4 weeks ex flights
Small group travel:
2024: 20 Nov
Atlantic sailing vacation, USA to England
An exhilarating Atlantic crossing, New York to Scotland
From US $8,123 6 weeks ex flights
Small group travel:
2024: 15 Jun
St Lucia to Antigua sailing holiday
A relaxed sailing adventure in the Caribbean
Antigua
From £3,077 to £3,323 12 days ex flights
Small group travel:
2024: 26 Feb, 11 Mar, 1 Apr
Madeira to Morocco & Spain sailing vacation
Madeira to Morocco & Spain: Epic Sailing Adventure!
From £2,399 12 days ex flights
Small group travel:
2023: 11 Dec
Antigua to Dominican Republic sailing vacation
Enhance your sailing in azure blue Caribbean Sea
From US $3,381 12 days ex flights
Small group travel:
2024: 15 Apr
St Maarten Regatta sailing vacation
St Maarten Regatta: Exhilarating & Fun!
From US $2,504 6 days ex flights
Small group travel:
2024: 27 Feb
Canary Islands to Madeira sailing vacation
Experience the thrill of open-water sailing
From US $2,954 12 days ex flights
Small group travel:
2023: 27 Nov
2024: 22 Jan
2024: 22 Jan
RORC Caribbean 600 sailing vacation
Classic Offshore Caribbean Race
From US $3,077 9 days ex flights
Small group travel:
2024: 16 Feb
Bay of Biscay sailing course
Next step after your RYA or ASA qualifications
From US $2,831 12 days ex flights
Small group travel:
2024: 19 Feb
St Lucia & the Grenadines sailing holiday
The Windward Islands: St Lucia & the Grenadines
From US $3,323 12 days ex flights
Small group travel:
2024: 8 Jan, 22 Jan, 12 Feb
Bay of Biscay sailing vacation
For those seeking the thrill of the sea!
From US $3,208 13 days ex flights
Small group travel:
2023: 15 Oct
Faroe Islands sailing vacation
The Faroe Islands: Nature's Paradise
From US $2,621 12 days ex flights
Small group travel
Iceland Westfjords sailing vacation
Iceland's Westfjords: rugged, remote, and picturesque.
From US $3,111 12 days ex flights
Small group travel
Scotland to Iceland sailing vacation
Epic Passage: Scotland to Iceland, The Viking Route
From US $3,120 12 days ex flights
Small group travel
Scotland to Faroe Islands sailing vacation
Untamed, rugged, remote, stunning, historic, mystical.
From US $2,613 12 days ex flights
Small group travel
Svalbard west coast sailing vacation
Discover glaciers, wildlife & stunning landscapes
From US $4,369 12 days ex flights
Small group travel
Greenland & North West Iceland sailing expedition
Arctic wonders: Greenland and Iceland's Northwest Passage.
From US $4,743 19 days ex flights
Small group travel
Norway to Iceland sailing vacation
Norway to Iceland: Nordic Sailing Journey
From US $3,120 12 days ex flights
Small group travel
Morocco sailing vacation, Cadiz to Canary Islands
Exotic ports and souks on Morocco's Atlantic coast
From US $2,831 to US $2,954 12 days ex flights
Small group travel:
2023: 13 Nov
2024: 8 Jan
2024: 8 Jan
