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.
39 Solo sailing holidays found
Senegal and Gambia river cruise
Discover west Africa's wildlife and heritage
From £2,395 to £2,695 13 days ex flights
Small group travel:
2025: 21 Dec
2026: 11 Jan, 25 Jan, 15 Mar, 29 Mar, 12 Apr, 26 Apr, 17 May, 11 Oct, 25 Oct, 8 Nov, 22 Nov, 17 Dec, 22 Dec
2027: 10 Jan, 24 Jan, 14 Feb, 28 Feb, 7 Mar, 21 Mar, 4 Apr, 18 Apr, 2 May
2026: 11 Jan, 25 Jan, 15 Mar, 29 Mar, 12 Apr, 26 Apr, 17 May, 11 Oct, 25 Oct, 8 Nov, 22 Nov, 17 Dec, 22 Dec
2027: 10 Jan, 24 Jan, 14 Feb, 28 Feb, 7 Mar, 21 Mar, 4 Apr, 18 Apr, 2 May
Late availability on these dates: 21 Dec, 11 Jan, 25 Jan, 15 Mar
Maldives holidays, Dhoni cruise
Cruise the atolls' unspoilt tropical islands
From £1,475 to £2,095£2,045 8 days ex flights
Small group travel:
2026: 11 Jan, 18 Jan, 25 Jan, 8 Feb, 22 Feb, 8 Mar, 22 Mar, 29 Mar, 5 Apr, 19 Apr, 26 Apr, 3 May, 9 Aug, 23 Aug, 20 Sep, 4 Oct, 11 Oct, 18 Oct, 25 Oct, 1 Nov, 8 Nov, 15 Nov, 22 Nov, 29 Nov, 6 Dec, 13 Dec, 20 Dec, 27 Dec
Late availability on these dates: 11 Jan, 18 Jan, 25 Jan, 08 Feb, 22 Feb, 08 Mar, 22 Mar
Arctic sailing voyages, North Spitsbergen
Spitsbergen tall-ship wildlife and natural history sailing
From €3,540 to €4,990 8 days ex flights
Small group travel:
2026: 1 May, 29 May, 5 Jun, 25 Jun, 5 Jul
Sail the North Coast 500, Scotland
Adventure sailing around the north coast of Scotland
From £6,495 27 days ex flights
Small group travel:
2026: 20 Jun
Contact Us
Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us until 6pm
Calling from outside the UK
rosy@responsibletravel.com
Maldives whale shark conservation snorkeling cruise
Maldives whale shark conservation cruise with local experts
From US $2,349 to US $2,599 8 days ex flights
Small group travel:
2026: 15 Feb, 1 Mar, 22 Mar, 5 Apr, 8 Nov, 15 Nov
2027: 7 Feb, 14 Feb, 21 Feb, 28 Mar, 4 Apr, 14 Nov
2027: 7 Feb, 14 Feb, 21 Feb, 28 Mar, 4 Apr, 14 Nov
Whale watching sailing holiday, Norway
Sailing Norwegian Fjords Whale Watching & Northern Lights
From €1,900 5 days ex flights
Small group travel:
2025: 20 Dec
2026: 2 Jan, 3 Jan, 9 Jan, 10 Jan, 16 Jan, 17 Jan, 23 Jan, 24 Jan, 30 Jan, 31 Jan, 7 Nov, 14 Nov, 21 Nov, 28 Nov, 5 Dec, 12 Dec, 19 Dec
2026: 2 Jan, 3 Jan, 9 Jan, 10 Jan, 16 Jan, 17 Jan, 23 Jan, 24 Jan, 30 Jan, 31 Jan, 7 Nov, 14 Nov, 21 Nov, 28 Nov, 5 Dec, 12 Dec, 19 Dec
Iceland to Greenland cruise
Explore the mountains, glaciers and the Westfjords
From £15,095 15 days ex flights
Small group travel:
2026: 26 Jul
Isle of Mull wildlife cruise in Scotland
Idyllic wildlife cruise exploring the Hebridean Isle of Mull
From £2,645 to £3,530 7 days ex flights
Small group travel:
2026: 11 Apr, 18 Apr, 23 May, 20 Jun, 4 Jul, 5 Sep
Whale watching and Northern Lights sailing holiday in Norway
Whale watching & Northern Lights cruise from Tromso
From NKr24,700 to NKr26,700 7 days ex flights
Small group travel:
2026: 12 Jan, 19 Jan, 26 Oct, 2 Nov, 16 Nov, 23 Nov
Lisbon to Madeira sailing holiday
A 600m ocean passage, mile making and night sailing
From €2,499 10 days ex flights
Small group travel:
2026: 24 Jan
Outer Hebrides and Shiant Isles cruise, Scotland
A magical cruise wandering through the Outer Hebrides
From £2,700 to £3,800 11 days ex flights
Small group travel:
2026: 2 Aug, 9 Aug
2027: 3 Jun, 2 Aug, 9 Aug
2027: 3 Jun, 2 Aug, 9 Aug
Lewis and Harris Outer Hebrides cruise, Scotland
A cruise to the Outer Hebrides, the edge of the Atlantic.
From £2,700 to £3,800 11 days ex flights
Small group travel:
2027: 19 May, 25 May, 6 Aug
Maldives holidays, wildlife cruise
Awake to the sun rising over the azure ocean
From £3,599£2,879 to £3,899 7 days ex flights
Small group travel:
2026: 18 Jan, 15 Feb, 22 Feb, 15 Nov, 22 Nov, 29 Nov, 13 Dec
2027: 17 Jan, 24 Jan, 14 Feb, 21 Feb, 28 Feb, 7 Mar, 14 Nov, 21 Nov, 28 Nov, 12 Dec
2027: 17 Jan, 24 Jan, 14 Feb, 21 Feb, 28 Feb, 7 Mar, 14 Nov, 21 Nov, 28 Nov, 12 Dec
Up to £720 off selected dates.
Late availability on these dates: 18 Jan, 15 Feb, 22 Feb
Late availability on these dates: 18 Jan, 15 Feb, 22 Feb
Sailing holiday in the Aegean Sea
Unique sailing adventure off the beaten track in Greece
From £690 to £870 7 days ex flights
Small group travel:
2026: 2 May, 9 May, 16 May, 23 May, 30 May, 6 Jun, 13 Jun, 20 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Contact Us
Call us for a chat about our holidays. We are happy to discuss your holiday and help in any way we can. No bots, queues or awful hold music.
01273 823 700
Call us until 6pm
Calling from outside the UK
rosy@responsibletravel.com
Svalbard sail & ski holiday
Wind-powered sailing meets epic ski touring in Svalbard
From €4,000 10 days ex flights
Small group travel:
2026: 17 May
Remote Svalbard sailing expedition
Sail beyond civilization into Svalbard’s wild icy frontier
From €4,500 16 days ex flights
Small group travel:
2026: 29 Jul
Lofoten sailing holiday in Norway
Sail Lofoten’s magic; fjords, freedom & unforgettable moments
From €1,150 8 days ex flights
Small group travel:
2026: 26 Sep, 10 Oct
Scoresby Sund sailing expedition, Greenland
Sail the world’s largest fjord system + solar eclipse 2026!
From €7,200 14 days ex flights
Small group travel:
2026: 4 Aug
Svalbard sailing holiday
Sail aboard an expedition yacht + ski touring & trekking
From €3,500 12 days ex flights
Small group travel:
2026: 27 May
Norway sail & ski holiday
Sail Arctic fjords, ski wild peaks, spot whales
From €1,740 7 days ex flights
Small group travel:
2026: 7 Feb, 14 Feb
Azores women only sailing holiday
Women only sailing adventure in the Azores
From €2,065 10 days ex flights
Small group travel:
2026: 18 Jun
Sailing holiday in the Azores
Sail & explore the Central and North-western Islands
From €2,849 12 days ex flights
Small group travel:
2026: 31 Jul
Sailing holiday in the Western Canary islands
A unique voyage full of nature, culture, and adventure
From €2,119 10 days ex flights
Small group travel:
2026: 13 Mar
Last minute: €170 off our sustainable island-hopping sailing trip (departure 13th of March – 10 days). Discover the dramatic and unspoilt Canary Islands – including remote El Hierro, far from the crowds. Book now!
Sail from Madeira to the Azores
A unique mini-ocean crossing for adventurous sailors
From €2,747 12 days ex flights
Small group travel:
2026: 10 Apr
Ionian Islands small group sailing holiday
8-day Greek odyssey exploring Zante & nearby islands
From £739 to £999£899 8 days ex flights
Small group travel:
2026: 2 May, 9 May, 16 May, 23 May, 30 May, 6 Jun, 13 Jun, 20 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct
Azores sailing holiday
Island-hopping adventure: sail & explore the Azores
From €2,399 10 days ex flights
Small group travel:
2026: 6 Jun
Cape Town to St Helena sailing expedition
Cross the South Atlantic ocean with a world class skipper
From £5,995 21 days ex flights
Small group travel:
2026: 2 Mar, 4 May, 20 Jul, 12 Oct
St Helena to Cape Town sailing expedition
Sail one of the most remote stretches of ocean on Earth
From £5,995 21 days ex flights
Small group travel:
2026: 21 Mar, 23 May, 8 Aug, 31 Oct
Zanzibar to the Seychelles sailing expedition
Sail East Africa's 'Wild Blue' route
From £2,995 10 days ex flights
Small group travel:
2026: 4 Apr, 5 May
2027: 3 Apr, 4 May
2027: 3 Apr, 4 May
Seychelles to Madagascar sailing expedition
Epic sailing adventure crossing the Indian Ocean
From £2,995 10 days ex flights
Small group travel:
2026: 14 Apr, 15 May
2027: 13 Apr
2027: 13 Apr
