121 Sailing vacations 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:
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
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
Sailing adventure in the Cyclades, Greece
Explore The Aegean Islands On a Skippered, Sailing Yacht
From £930 to £1,095 8 days ex flights
Small group travel:
2026: 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct
Maldives vacations, Dhoni cruise
Cruise the Atolls unspoilt tropical islands
From US $2,080US $1,870 to US $3,010 8 days ex flights
Small group travel:
2026: 4 Oct, 25 Oct, 8 Nov, 22 Nov, 6 Dec
2027: 10 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, 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 US $210 off selected dates.
Late availability on these dates: 04 Oct, 25 Oct, 08 Nov, 22 Nov, 06 Dec
Late availability on these dates: 04 Oct, 25 Oct, 08 Nov, 22 Nov, 06 Dec
Contact Us
Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Turquoise Coast luxury gulet cruise, Turkey
Luxury gulet cruise along Turkey's southern coast
From £1,395 to £1,915 8 days ex flights
Small group travel:
2027: 22 May, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 4 Sep, 11 Sep, 18 Sep
Whale watching sailing vacation, 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
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
Dubrovnik to Hvar sailing vacation
Active sailing adventure around Croatia
From 990 5 days ex flights
Small group travel
Sailing in Croatia
A multi-activity adventure sailing cruise in Croatia
From 580 4 days ex flights
Small group travel:
2026: 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
Oban to Stornoway sailing vacation, 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 vacation, 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 vacation, Scotland
Join leg 3 of our full NC500 sailing tour
From £2,995 10 days ex flights
Small group travel:
2027: 14 Jul
Hands on Croatia sailing vacation from Split
Relaxing, hands-on sailing with a world leading skipper
From £2,495 7 days ex flights
Small group travel:
2027: 21 Aug, 28 Aug
Sardinia and Corsica wellness sailing vacation
Luxury wellness sailing adventure in Sardinia and Corsica
From 3,300 7 days ex flights
Small group travel
Contact Us
Call us for a chat about our vacations. We are happy to discuss your vacation and help in any way we can. No bots, queues or awful hold music.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Greek Island Cruise
Discover Greece on this relaxing cruise around Evia
From US $1,970US $1,580 to US $1,970 8 days ex flights
Small group travel:
2027: 20 Jun, 27 Jun, 18 Jul, 25 Jul, 29 Aug, 5 Sep, 12 Sep
Skye and the Small Isles sailing vacation
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
Liveaboard diving and sailing vacation 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: 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Yoga and sailing retreat in Greece
A week of relaxing yoga while sailing the Ionian sea Greece!
From £950 to £1,100 7 days ex flights
Small group travel:
2027: 16 May, 30 May, 6 Jun
Sailing vacation in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From US $2,085US $1,890 to US $2,397 8 days ex flights
Small group travel:
2026: 6 Oct
2027: 4 May, 8 May, 18 May, 22 May, 1 Jun, 5 Jun, 15 Jun, 19 Jun, 29 Jun, 3 Jul, 13 Jul, 17 Jul, 27 Jul, 31 Jul, 10 Aug, 14 Aug, 24 Aug, 28 Aug, 7 Sep, 11 Sep, 21 Sep, 25 Sep, 5 Oct
2028: 2 May, 6 May, 16 May, 20 May, 30 May, 3 Jun, 13 Jun, 17 Jun, 27 Jun, 1 Jul, 11 Jul, 15 Jul, 25 Jul, 29 Jul, 8 Aug, 12 Aug, 22 Aug, 26 Aug, 5 Sep, 9 Sep, 19 Sep, 23 Sep
2027: 4 May, 8 May, 18 May, 22 May, 1 Jun, 5 Jun, 15 Jun, 19 Jun, 29 Jun, 3 Jul, 13 Jul, 17 Jul, 27 Jul, 31 Jul, 10 Aug, 14 Aug, 24 Aug, 28 Aug, 7 Sep, 11 Sep, 21 Sep, 25 Sep, 5 Oct
2028: 2 May, 6 May, 16 May, 20 May, 30 May, 3 Jun, 13 Jun, 17 Jun, 27 Jun, 1 Jul, 11 Jul, 15 Jul, 25 Jul, 29 Jul, 8 Aug, 12 Aug, 22 Aug, 26 Aug, 5 Sep, 9 Sep, 19 Sep, 23 Sep
Late availability on these dates: 06 Oct
Greek Islands sailing vacation, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From US $1,995US $1,813 to US $2,212 8 days ex flights
Small group travel:
2026: 3 Oct
2027: 1 May, 11 May, 15 May, 25 May, 29 May, 8 Jun, 12 Jun, 22 Jun, 26 Jun, 6 Jul, 10 Jul, 24 Jul, 3 Aug, 17 Aug, 21 Aug, 31 Aug, 4 Sep, 14 Sep, 28 Sep, 2 Oct
2028: 29 Apr, 9 May, 13 May, 23 May, 27 May, 6 Jun, 10 Jun, 20 Jun, 24 Jun, 4 Jul, 8 Jul, 18 Jul, 22 Jul, 1 Aug, 5 Aug, 15 Aug, 19 Aug, 29 Aug, 2 Sep, 12 Sep, 16 Sep, 26 Sep
2027: 1 May, 11 May, 15 May, 25 May, 29 May, 8 Jun, 12 Jun, 22 Jun, 26 Jun, 6 Jul, 10 Jul, 24 Jul, 3 Aug, 17 Aug, 21 Aug, 31 Aug, 4 Sep, 14 Sep, 28 Sep, 2 Oct
2028: 29 Apr, 9 May, 13 May, 23 May, 27 May, 6 Jun, 10 Jun, 20 Jun, 24 Jun, 4 Jul, 8 Jul, 18 Jul, 22 Jul, 1 Aug, 5 Aug, 15 Aug, 19 Aug, 29 Aug, 2 Sep, 12 Sep, 16 Sep, 26 Sep
Late availability on these dates: 03 Oct
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
Sailing vacation in the Aegean Sea
Uninhabited islands in a 6 person boat
From £690 to £870 7 days ex flights
Small group travel:
2026: 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Swimming with whales vacation in Norway
Orca & humpback snorkelling & Northern Lights near Tromso
From NKr52,500 7 days ex flights
Small group travel:
2026: 30 Nov
2027: 11 Jan, 18 Jan, 22 Nov, 29 Nov
2027: 11 Jan, 18 Jan, 22 Nov, 29 Nov
Svalbard summer sailing vacation
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 vacation, Old Trade Routes
Sail a gaff cutter along the east coast of England
From £800 4 days ex flights
Small group travel
Svalbard sail & ski vacation
Wind-powered sailing meets epic ski touring in Svalbard
From 4,000 10 days ex flights
Small group travel
Lofoten sailing vacation 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 vacation
Sail aboard an expedition yacht + ski touring & trekking
From 3,500 12 days ex flights
Small group travel
Ionian Islands small group sailing vacation
8-day Greek odyssey exploring Zante & nearby islands
From £839 to £979 8 days ex flights
Small group travel:
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
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