Solo sailing holidays
These solo sailing holidays are perfect for those who want to experience life on the open wave, and just need a friendly crew to join. You'll find a thrilling range of voyages and vessels here that offer the chance to learn new seafaring skills or develop existing ones, in excellent company. Cast off for adventure with our sailing holidays for singles.
34 Solo sailing holidays found
Sailing in Croatia
A multi-activity adventure sailing cruise in Croatia
From €580 to €790 4 days ex flights
Small group travel:
2024: 20 Apr, 21 Apr, 22 Apr, 23 Apr, 24 Apr, 25 Apr, 27 Apr, 28 Apr, 29 Apr, 30 Apr, 1 May, 2 May, 4 May, 5 May, 6 May, 7 May, 8 May, 9 May, 11 May, 12 May, 13 May, 14 May, 15 May, 16 May, 18 May, 19 May, 20 May, 21 May, 22 May, 23 May, 25 May, 26 May, 27 May, 28 May, 29 May, 30 May, 1 Jun, 2 Jun, 3 Jun, 4 Jun, 5 Jun, 6 Jun, 8 Jun, 9 Jun, 10 Jun, 11 Jun, 12 Jun, 13 Jun, 15 Jun, 16 Jun, 17 Jun, 18 Jun, 19 Jun, 20 Jun, 22 Jun, 23 Jun ...
Arctic sailing voyages, North Spitsbergen
Spitsbergen tall-ship wildlife and natural history sailing
From €3,045 8 days ex flights
Small group travel:
2024: 15 May, 22 May, 26 May, 2 Jun, 8 Jun, 9 Jun, 18 Jun, 28 Jun, 8 Jul
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
Tall ship sailing holiday in Northern Spain
Adventure sailing in Spain on a historic ship
From €740 to €980 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
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
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
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
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
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
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.
St. Lucia to Grenada sailing course
Immersive learning experience with plenty of adventure
From £199 2 days ex flights
Small group travel:
2024: 22 Jan
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
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.
Grenada to Antigua sailing holiday
Sailing practise while visiting stunning Grenadine islands
From £1,499 7 days ex flights
Small group travel:
2024: 5 Feb
Grenada sailing regatta holiday
Unforgettable sailing experience in the enchanting Caribbean
From £1,899 7 days ex flights
Small group travel:
2024: 26 Jan
South Coast of England sailing Course, mile builder
South Coast of England mile builder sailing course
From £649 7 days ex flights
Small group travel:
2024: 25 May
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
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
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
Scotland to England sailing course
Enhance your skills with expert guidance
From £899 6 days ex flights
Small group travel:
2024: 1 Sep
Scotland to Faroe Islands sailing holiday
Untamed, rugged and remote
From £2,299 12 days ex flights
Small group travel:
2024: 5 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
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