121 Sailing vacations found
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
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
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
Maldives vacations, Dhoni cruise
Cruise the Atolls unspoilt tropical islands
From US $2,220US $2,190 to US $3,120US $2,910 8 days ex flights
Small group travel:
2026: 15 Nov, 22 Nov, 29 Nov, 6 Dec, 27 Dec
2027: 10 Jan, 24 Jan, 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, 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: 15 Nov, 22 Nov, 29 Nov, 06 Dec, 27 Dec, 10 Jan, 24 Jan
Late availability on these dates: 15 Nov, 22 Nov, 29 Nov, 06 Dec, 27 Dec, 10 Jan, 24 Jan
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
Sailing in Croatia
A multi-activity adventure sailing cruise in Croatia
From €580 4 days ex flights
Small group travel
Sardinia and Corsica wellness sailing vacation
Luxury wellness sailing adventure in Sardinia and Corsica
From €3,300 7 days ex flights
Small group travel
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
Greek Island Cruise
Discover Greece on this relaxing cruise around Evia
From US $1,610 8 days ex flights
Small group travel:
2027: 20 Jun, 27 Jun, 18 Jul, 25 Jul, 29 Aug, 5 Sep, 12 Sep
Rhodes gulet cruise in Greece
8 day Rhodes cruise around the South Dodecanessae
From €1,100 to €1,500 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
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:
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, 23 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 $2,202 to US $2,572US $2,397 8 days ex flights
Small group travel:
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
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 upcoming trips
Greek Islands sailing vacation, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From US $2,112 to US $2,462US $2,272 8 days ex flights
Small group travel:
2027: 1 May, 11 May, 15 May, 25 May, 29 May, 8 Jun, 12 Jun, 22 Jun, 26 Jun, 6 Jul, 10 Jul, 20 Jul, 24 Jul, 3 Aug, 17 Aug, 21 Aug, 31 Aug, 4 Sep, 14 Sep, 18 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
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 upcoming trips
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
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
Arctic sailing voyages, North Spitsbergen
Spitsbergen tall-ship wildlife and natural history sailing
From €5,350 11 days ex flights
Small group travel:
2027: 14 Jun, 24 Jun, 4 Jul
Sailing vacation in the Aegean Sea
Uninhabited islands in a 6 person boat
From £690 to £870 7 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, 23 Oct, 30 Oct
Norway sailing and Traena music festival vacation
Island hopping, ocean race & the Træna festival
From NKr30,500 10 days ex flights
Small group travel:
2027: 2 Jul
Swimming with whales vacation in Norway
Orca & humpback snorkelling & Northern Lights near Tromso
From NKr52,500 7 days ex flights
Small group travel:
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
Hike and sail adventure from Lofoten to Tromso, Norway
Explore the rough beauty of Vesteralen & Senja
From NKr29,500 8 days ex flights
Small group travel:
2027: 3 Aug, 19 Aug
Svalbard sail & ski vacation
Wind-powered sailing meets epic ski touring in Svalbard
From €2,880 7 days ex flights
Small group travel:
2027: 3 May, 10 May, 17 May
Lofoten sailing vacation in Norway
Sail Lofoten’s magic; fjords, freedom & unforgettable moments
From €1,150 8 days ex flights
Small group travel:
2027: 6 Feb, 13 Feb, 20 Feb
Norway sail & ski vacation
Sail Arctic fjords, ski wild peaks, spot whales
From €1,740 7 days ex flights
Small group travel:
2026: 14 Nov, 21 Nov, 28 Nov, 5 Dec
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
Croatia sailing holiday for families
A multi-activity family sailing cruise in Croatia
From €580 4 days ex flights
Small group travel
Sardinia and Corsica private yacht charter
Private luxury sailing in Sardinia and Corsica
From €18,500 to €20,000 7 days per yacht per week
Tailor made:
Season for sailings is June to October.
Langebaan Lagoon sailing adventure, South Africa
West Coast catamaran sailing & luxury beach house
From US $1,704 4 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Lefkada, Ithaca & Kefalonia family vacation
Experience fun activities and adventure with your family
From £1,250 to £1,670 14 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Sail Croatia on a Catamaran Cruise
Explore rich history & swim in the gem-blue water
From £1,522 8 days ex flights
Small group travel
Ionian Islands sailing and walking vacation
Sail and walk around the Ionian islands, Greece
From £946 to £1,049 7 days ex flights
Small group travel:
2027: 1 May, 8 May, 15 May, 22 May, 29 May, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct









































