121 Sailing holidays found
Greece sailing holiday for families
Sailing trip for families/friends in Greek islands
From £580 to £750 7 days ex flights
Small group travel:
2026: 30 Aug, 20 Sep
2027: 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
2027: 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
£400 off a whole boat charter Sun 30 August to Sat 5 September for your family or friends (up to 6 people). Now available due to a last minute cancellation. Discount refers to whole charter booking and not per person.
Sailing in Croatia
A multi-activity adventure sailing cruise in Croatia
From 580 to 790 4 days ex flights
Small group travel:
2026: 11 Aug, 14 Aug, 15 Aug, 17 Aug, 18 Aug, 21 Aug, 22 Aug, 24 Aug, 25 Aug, 28 Aug, 29 Aug, 31 Aug, 1 Sep, 4 Sep, 5 Sep, 7 Sep, 8 Sep, 11 Sep, 12 Sep, 14 Sep, 15 Sep, 18 Sep, 19 Sep, 21 Sep, 22 Sep, 25 Sep, 26 Sep, 27 Sep, 28 Sep, 29 Sep, 2 Oct, 3 Oct, 5 Oct, 6 Oct, 9 Oct, 10 Oct, 12 Oct, 13 Oct, 16 Oct, 17 Oct
Arctic sailing voyages, North Spitsbergen
Spitsbergen tall-ship wildlife and natural history sailing
From 3,790 to 5,350 8 days ex flights
Small group travel:
2027: 7 May, 14 May, 14 Jun, 24 Jun, 4 Jul
Whale watching sailing holiday, Norway
Sailing Norwegian Fjords Whale Watching & Northern Lights
From 1,900 5 days ex flights
Small group travel:
2026: 7 Nov, 14 Nov, 21 Nov, 28 Nov, 5 Dec, 12 Dec, 19 Dec
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 tomorrow after 9am
Calling from outside the UK
rosy@responsibletravel.com
Greek Island Cruise
Discover Greece on this relaxing cruise around Evia
From £1,390 to £1,490 8 days ex flights
Small group travel:
2026: 6 Sep, 13 Sep, 20 Sep
2027: 20 Jun, 27 Jun, 18 Jul, 25 Jul, 29 Aug, 5 Sep, 12 Sep
2027: 20 Jun, 27 Jun, 18 Jul, 25 Jul, 29 Aug, 5 Sep, 12 Sep
Late availability on these dates: 06 Sep, 13 Sep, 20 Sep
Dubrovnik to Hvar sailing holiday
Active sailing adventure around Croatia
From 990 5 days ex flights
Small group travel:
2026: 14 Aug, 14 Sep
Maldives holidays, Dhoni cruise
Cruise the atolls' unspoilt tropical islands
From £1,500£1,380 to £2,175 8 days ex flights
Small group travel:
2026: 23 Aug, 4 Oct, 8 Nov, 15 Nov, 22 Nov, 6 Dec
2027: 10 Jan, 24 Jan, 7 Feb, 21 Feb, 7 Mar, 14 Mar, 28 Mar, 4 Apr, 18 Apr, 2 May, 8 Aug, 22 Aug, 19 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct, 7 Nov, 14 Nov, 21 Nov, 28 Nov, 5 Dec, 12 Dec, 19 Dec, 26 Dec
2027: 10 Jan, 24 Jan, 7 Feb, 21 Feb, 7 Mar, 14 Mar, 28 Mar, 4 Apr, 18 Apr, 2 May, 8 Aug, 22 Aug, 19 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct, 7 Nov, 14 Nov, 21 Nov, 28 Nov, 5 Dec, 12 Dec, 19 Dec, 26 Dec
Up to £120 off selected dates.
Late availability on these dates: 23 Aug, 04 Oct, 08 Nov, 15 Nov
Late availability on these dates: 23 Aug, 04 Oct, 08 Nov, 15 Nov
Turquoise Coast luxury gulet cruise, Turkey
Luxury gulet cruise along Turkey's southern coast
From £1,392 to £1,915 8 days ex flights
Small group travel:
2026: 5 Sep, 12 Sep, 19 Sep
2027: 22 May, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 4 Sep, 11 Sep, 18 Sep
2027: 22 May, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 4 Sep, 11 Sep, 18 Sep
Sardinia and Corsica wellness sailing holiday
Luxury wellness sailing adventure in Sardinia and Corsica
From 3,300 7 days ex flights
Small group travel:
2026: 5 Sep
Oban to Stornoway sailing holiday, Scotland
Join the adventure as we sail the Western Isles of Scotland
From £2,995 10 days ex flights
Small group travel
Stornoway to Oban sailing holiday, Scotland
Join leg 2 of our full NC500 sailing tour
From £2,995 10 days ex flights
Small group travel:
2027: 1 Jul
Wick to Oban sailing holiday, Scotland
Join leg 3 of our full NC500 sailing tour
From £2,995 10 days ex flights
Small group travel:
2027: 14 Jul
Sail the North Coast 500, Scotland
Adventure sailing around the north coast of Scotland
From £2,495 27 days ex flights
Small group travel:
2027: 19 Jun
Hands on Croatia sailing holiday from Split
Relaxing, hands-on sailing with a world leading skipper
From £2,495 7 days ex flights
Small group travel:
2026: 22 Aug
2027: 21 Aug, 28 Aug
2027: 21 Aug, 28 Aug
Due to cancellation, we have one place available for a female guest crew on the Croatian sailing adventure. Departing Split 22nd August, for one week. Own bunk in shared cabin. £400 off regular price.
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 tomorrow after 9am
Calling from outside the UK
rosy@responsibletravel.com
Liveaboard diving and sailing holiday in Greece
Combine a sailing and diving adventure in the Greek islands
From £807 to £1,074 7 days ex flights
Small group travel:
2026: 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Skye and the Small Isles sailing holiday
Sail Scotland's Small Isles and visit spectacular Skye
From £1,640 to £2,960 9 days ex flights
Small group travel:
2027: 29 Apr, 10 May, 15 May, 14 Jun, 30 Jul, 14 Aug, 18 Aug, 26 Aug, 8 Sep, 9 Sep, 13 Sep
Yacht charter in Ionian Greek Islands
Luxury sailing in the Greek islands, blending mythical tales
From 2,550 8 days ex flights
Tailor made:
This holiday is chartering the whole catamaran, minimum 6, maximum 10. Season runs from end of May to beginning of October.
Whisky and wildlife sailing holiday in Scotland
Malt whisky and wildlife cruise to Mull, Jura and Islay
From £2,180 11 days ex flights
Small group travel
Swimming with whales holiday in Norway
Orca & humpback snorkelling & Northern Lights near Tromso
From NKr50,500 7 days ex flights
Small group travel:
2026: 23 Nov, 30 Nov
2027: 11 Jan, 18 Jan, 15 Nov, 22 Nov, 29 Nov
2027: 11 Jan, 18 Jan, 15 Nov, 22 Nov, 29 Nov
Svalbard summer sailing holiday
Discover the history, culture & wildlife of Northwest Svalbard
From NKr55,500 8 days ex flights
Small group travel:
2027: 22 Jun, 10 Jul
Hike and sail adventure from Lofoten to Tromso, Norway
Explore the rough beauty of Vesteralen & Senja
From NKr27,500 8 days ex flights
Small group travel:
2027: 3 Aug
East Coast sailing holiday, Old Trade Routes
Sail a gaff cutter along the east coast of England
From £800 4 days ex flights
Small group travel:
2026: 13 Sep
Svalbard sail & ski holiday
Wind-powered sailing meets epic ski touring in Svalbard
From 4,000 10 days ex flights
Small group travel
Lofoten sailing holiday in Norway
Sail Lofotens magic; fjords, freedom & unforgettable moments
From 1,150 8 days ex flights
Small group travel:
2026: 26 Sep, 10 Oct
Svalbard sailing holiday
Sail aboard an expedition yacht + ski touring & trekking
From 3,500 12 days ex flights
Small group travel
Ionian Islands small group sailing holiday
8-day Greek odyssey exploring Zante & nearby islands
From £739 to £1,099£979 8 days ex flights
Small group travel:
2026: 17 Oct
2027: 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct
2027: 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct
Late availability on these dates: 17 Oct
Ionian Islands sailing and walking holiday
Sail and walk around the Ionian islands, Greece
From £946 to £1,049 7 days ex flights
Small group travel:
2026: 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct
Greek Aegean Island hopping holiday
Get on board and visit ten stunning Aegean islands
From £2,730 to £3,783 8 days ex flights
Small group travel:
2026: 4 Sep
2027: 7 May, 21 May, 28 May, 4 Jun, 18 Jun, 25 Jun, 9 Jul, 16 Jul, 23 Jul, 6 Aug, 13 Aug, 20 Aug, 3 Sep, 17 Sep, 24 Sep
2027: 7 May, 21 May, 28 May, 4 Jun, 18 Jun, 25 Jun, 9 Jul, 16 Jul, 23 Jul, 6 Aug, 13 Aug, 20 Aug, 3 Sep, 17 Sep, 24 Sep
Maldives private gulet cruise holiday
Cruise the Maldives island paradise by Turkish Gulet
From US $13,999 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Sailing & conservation holiday in Greece
A unique wildlife & sailing adventure
From £785 to £872 7 days ex flights
Small group travel:
2026: 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct
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