Offshore sailing holidays
An offshore sailing holiday 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.
28 Offshore sailing holidays found
Lofoten Islands sailing holiday, Norway
Jaw-dropping scenery, pristine beaches, and northern lights
From £2,699 12 days ex flights
Small group travel:
2024: 22 Jul
Madeira to Morocco & Spain sailing holiday
Sail the stunning Mediterranean and Atlantic coastline
From £2,399 12 days ex flights
Small group travel:
2023: 11 Dec
Save £300 on your December trip! Now only £2099 for 12 days adventure sailing from Madeira to Morocco and Spain. History, culture and a short offshore sail.
Spain to the Canaries sailing holiday
Experience the thrill of open ocean sailing
From £2,699 12 days ex flights
Small group travel:
2024: 28 Oct
Iceland to Scotland sailing holiday, via Faroe Islands
Extraordinary voyage through the North Atlantic's untamed beauty
From £2,799 12 days ex flights
Small group travel:
2024: 5 Aug, 19 Aug
Faroe Islands to Norway sailing holiday
12 days of superb sailing in beautiful nature
From £2,699 12 days ex flights
Small group travel:
2024: 1 Jul
Tall ship cruise holiday, Porto to Malaga
Hands-on Tall ship adventure holiday in Europe
From €740 6 days ex flights
Small group travel:
2024: 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun, 9 Jun, 16 Jun, 23 Jun, 30 Jun, 7 Jul, 14 Jul, 21 Jul, 28 Jul, 4 Aug, 11 Aug, 18 Aug, 25 Aug, 1 Sep, 8 Sep, 15 Sep, 22 Sep
St Lucia sailing holiday
Unforgettable sailing journey from St. Lucia to Martinique
From £899 5 days ex flights
Small group travel:
2023: 15 Dec
2024: 4 Feb
2024: 4 Feb
Madeira sailing holiday
Set sail in the Atlantic Ocean's azure waters
From £2,399 12 days ex flights
Small group travel:
2024: 5 Feb
Atlantic sailing holiday, USA to England
An exhilarating Atlantic crossing, New York to Scotland
From £6,499 6 weeks ex flights
Small group travel:
2024: 15 Jun
ARC sailing holiday, Gran Canaria to St Lucia
Remarkable transatlantic voyage, Canary Islands to Caribbean
From £5,999 4 weeks ex flights
Small group travel:
2024: 20 Nov
Passage making sailing masterclass, England to Scotland
Encounter new challenges and build your sailing skills
From £2,199 12 days ex flights
Small group travel:
2024: 6 May, 17 Jun
North Atlantic sailing holiday, Scotland to Faroe Islands
Sail the captivating beauty of the North Atlantic
From £2,499 12 days ex flights
Small group travel:
2024: 17 Jun, 1 Jul, 15 Jul
St Lucia to Antigua sailing holiday
A relaxed sailing adventure in the Caribbean
Antigua
From £2,699 12 days ex flights
Small group travel:
2024: 26 Feb, 11 Mar, 1 Apr
Canary Islands to Madeira sailing holiday
Experience the thrill of open-water sailing
From £2,299 12 days ex flights
Small group travel:
2024: 22 Jan
Save £400! 12 days now only £1899. A great value beat the blues sailing adventure holiday.
RORC Caribbean 600 sailing holiday
Take part in a thrilling offshore sailing race
From £2,499 9 days ex flights
Small group travel:
2024: 16 Feb
St Maarten Regatta sailing holiday
A fun and friendly regatta racing holiday
From £1,999 6 days ex flights
Small group travel:
2024: 27 Feb
Bay of Biscay sailing course
Next step after your RYA or ASA qualifications
From £2,299 12 days ex flights
Small group travel:
2024: 19 Feb
St Lucia & the Grenadines sailing holiday
Soak up the unique charms of these Caribbean islands
From £2,699 12 days ex flights
Small group travel:
2024: 8 Jan, 12 Feb
Save £300 for departures 8 January. Now only £2399. Paradise anchorages & spectacular sealife.
Antigua to Dominican Republic sailing holiday
Enhance your sailing in azure blue Caribbean Sea
From £2,699 12 days ex flights
Small group travel:
2024: 15 Apr
Bay of Biscay sailing holiday
For those seeking the thrill of the sea!
From £2,699 13 days ex flights
Small group travel:
2024: 13 Oct
Scotland to Faroe Islands sailing holiday
Untamed, rugged and remote
From £2,299 12 days ex flights
Small group travel:
2024: 5 Aug
Norway to Iceland sailing holiday
Volcanic shores, stunning fjords and rich cultural heritage
From £2,699 12 days ex flights
Small group travel:
2024: 5 Aug
Morocco sailing holiday, Cadiz to Canary Islands
Exotic ports and souks on Morocco's Atlantic coast
From £2,399 12 days ex flights
Small group travel:
2024: 8 Jan
Save £300! Now only £2099 for 12 days adventure sailing exploring Tangier, Rabat, El Jadida & Safi.
Cross Channel sailing holiday
Challenging cross channel sail exploring the Normandy Coast
From £935 5 days ex flights
Small group travel
West Coast of Ireland sailing holiday
Exhilarating & amazing - Ocean Sailing & the Emerald Isle
From £2,254 14 days ex flights
Small group travel
Cross Channel sailing holiday to Calais
Challenging and exhilarating dash across the Channel
From £749 4 days ex flights
Small group travel
English Channel sailing holiday to Netherlands
Challenging Sail to Vlissingen and stunning Middelburg
From £749 5 days ex flights
Small group travel
Cross channel sailing holiday to Ostend
Hop across the Channel - Belgium - dinner and back!
From £749 5 days ex flights
Small group travel
