Sailing cruising vacations
Our small ship sailing cruise vacations are designed to work in harmony with the environment and leave secluded coves, and out of the way anchorages, just as nature intended. Join a fully crewed sailing yacht, learn how to sail yourself or do a little bit of both; our sailing cruises have been created to get the very best out life afloat and include everywhere from the Atlantic to the Med to the Arctic.
35 Sailing cruising vacations found
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
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
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
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
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
Caribbean small ship sailing cruise
Set sail on a luxurious journey through Caribbean Islands
From £4,239 to £4,829 8 days ex flights
Small group travel:
2026: 6 Dec
2027: 11 Jan, 25 Jan, 27 Nov
2027: 11 Jan, 25 Jan, 27 Nov
Greek Cyclades island hopping cruise
Greek Island Hopping, Sandy beaches and Clear azure waters
From US $3,090 to US $4,690 8 days ex flights
Small group travel:
2027: 16 Apr, 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct
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
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
Greek Aegean Island hopping vacation
Get on board and visit ten stunning Aegean islands
From US $2,890 to US $4,390 8 days ex flights
Small group travel:
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 vacation
Cruise the Maldives island paradise by Turkish Gullet
From US $13,999 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
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
St Kilda, Outer Hebrides Cruise, Scotland
Cruise to St Kilda, Monachs, Outer Hebrides and Small Isles
From £2,600 to £3,700 11 days ex flights
Small group travel:
2027: 6 Jun, 20 Jun, 23 Jun, 26 Jun, 5 Jul, 8 Jul, 25 Jul, 28 Jul
Whale watching sailing vacation, Norway
Sailing Norwegian Fjords Whale Watching & Northern Lights
From €1,900 5 days ex flights
Small group travel:
Next departure winter 2027 - dates coming soon
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
Corfu luxury gulet cruise
8 day Luxury Corfu Cruise
From €1,600 to €2,600 8 days ex flights
Small group travel:
Departs every Saturday from 1st of May till 9th of October inclusive
Aswan to Luxor Dahabiya Nile cruise, 5 days
Luxury sailing along the Nile between Aswan and Luxor
From US $1,500 to US $1,925 5 days ex flights
Small group travel:
2026: 12 Nov, 19 Nov, 26 Nov, 3 Dec, 10 Dec, 17 Dec, 24 Dec, 31 Dec
2027: 7 Jan, 14 Jan, 21 Jan, 28 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 4 Mar, 11 Mar, 18 Mar, 25 Mar, 1 Apr, 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct
2027: 7 Jan, 14 Jan, 21 Jan, 28 Jan, 4 Feb, 11 Feb, 18 Feb, 25 Feb, 4 Mar, 11 Mar, 18 Mar, 25 Mar, 1 Apr, 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct
Dahabiya Nile cruise in Egypt, 6 days
Sail Luxor to Aswan aboard a traditional Egyptian sailboat
From US $1,715 to US $2,355 6 days ex flights
Small group travel:
2026: 15 Nov, 22 Nov, 29 Nov, 6 Dec, 13 Dec, 20 Dec, 27 Dec
2027: 3 Jan, 10 Jan, 17 Jan, 24 Jan, 31 Jan, 7 Feb, 14 Feb, 21 Feb, 28 Feb, 7 Mar, 14 Mar, 21 Mar, 28 Mar, 4 Apr, 11 Apr, 18 Apr, 25 Apr, 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
2027: 3 Jan, 10 Jan, 17 Jan, 24 Jan, 31 Jan, 7 Feb, 14 Feb, 21 Feb, 28 Feb, 7 Mar, 14 Mar, 21 Mar, 28 Mar, 4 Apr, 11 Apr, 18 Apr, 25 Apr, 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
8 day Dahabiya Nile cruise from Luxor, Egypt
Sail the Nile on a traditional sailboat, round trip from Luxor
From US $2,570 to US $3,210 8 days ex flights
Small group travel:
2026: 16 Nov, 23 Nov, 30 Nov, 7 Dec, 14 Dec, 21 Dec, 28 Dec
2027: 4 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar, 15 Mar, 22 Mar, 29 Mar, 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct
2027: 4 Jan, 11 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar, 15 Mar, 22 Mar, 29 Mar, 5 Apr, 12 Apr, 19 Apr, 26 Apr, 3 May, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct
Kos gulet cruise in Greece
8 day Kos Cruise around the North Dodecanessae Islands
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
Saronic Greek island gulet cruise
8 day cruise from Athens around the Saronic gulf
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
Family Komodo sailing vacation
Family sailing from Bali to Komodo’s wild islands
From £5,535 15 days ex flights
Small group travel
French Polynesia 10 night small ship cruise
South Pacific islands rich in nature and culture
From £3,122 to £5,557 11 days ex flights
Small group travel:
2026: 13 Nov, 18 Dec
2027: 21 May, 11 Jun, 9 Jul, 13 Aug, 3 Sep, 1 Oct, 29 Oct, 26 Nov, 17 Dec
2027: 21 May, 11 Jun, 9 Jul, 13 Aug, 3 Sep, 1 Oct, 29 Oct, 26 Nov, 17 Dec
Whale and bird watching vacation, Norway
Sustainable wildlife sailing adventure in Northern Norway
From €1,450 4 days ex flights
Small group travel
Belize adventure & Island hopping vacation
Jungle adventure, cayes cruising & Mayan discovery in Belize
From £4,200 to £7,350 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Ionian Islands sailing vacation in Greece
Explore These Western Greek Islands on a Sailing Yacht
From £875 to £1,095 8 days ex flights
Small group travel
Croatia yachting vacation
Enjoy Croatia's coastline by yacht
From US $7,190 9 days ex flights
Small group travel:
2027: 11 Jul, 10 Sep
Croatia small group sailing adventure
The best of Croatia over 10 blissful days.
From £2,099 10 days ex flights
Small group travel:
2027: 11 Jun, 25 Jun, 9 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 3 Sep, 17 Sep
Book now and save 5% off on this tour.
Traditional Dahabiya Nile cruise, Egypt
Explore the Nile's cultural gems in classic comfort
From €2,000 to €2,500 5 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
French Polynesia small ship cruise
Sail around the vivid turquoise lagoons of Tahiti
From US $2,290 to US $4,490 8 days ex flights
Small group travel:
2026: 28 Nov, 4 Dec, 11 Dec, 28 Dec
Arctic Circle sailing expedition, Spitsbergen
Unique opportunity to experience Arctic wildlife & scenery
From NKr72,300 12 days ex flights
Small group travel:
2027: 19 Jul, 31 Jul
