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 $2,080US $1,910 to US $3,010 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 US $170 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
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
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
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
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
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:
2026: 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct
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
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
Whale and bird watching vacation, Norway
Sustainable wildlife sailing adventure in Northern Norway
From €1,450 4 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:
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 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 $1,930 to US $2,060 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
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
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
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: 4 Sep, 16 Oct, 13 Nov, 18 Dec
2027: 22 Jan, 26 Mar, 23 Apr, 21 May, 11 Jun, 9 Jul, 13 Aug, 3 Sep, 1 Oct, 29 Oct, 26 Nov, 17 Dec
2027: 22 Jan, 26 Mar, 23 Apr, 21 May, 11 Jun, 9 Jul, 13 Aug, 3 Sep, 1 Oct, 29 Oct, 26 Nov, 17 Dec
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:
2026: 16 Aug, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct, 25 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:
2026: 19 Sep, 26 Sep, 10 Oct, 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
Family Komodo sailing vacation
Family sailing from Bali to Komodo’s wild islands
From £5,535 15 days ex flights
Small group travel:
2026: 20 Aug
Greek Islands luxury sailing cruise
Sail on a private yacht through the Greek islands
From US $7,500 8 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
Sail Croatia on a Catamaran Cruise
Explore rich history & swim in the gem-blue water
From £1,522 to £1,958 8 days ex flights
Small group travel:
2026: 22 Aug, 5 Sep, 19 Sep, 3 Oct, 10 Oct
Luxury Japan tour and Indonesia cruise
The ultimate Japan and Indonesian ocean adventure
From US $12,999 19 days ex flights
Small group travel
Luxury Japan tour with Raja Ampat cruise
A unique adventure exploring Japan and the Indonesian waters
From £12,745 16 days ex flights
Small group travel:
This trip can be tailor made throughout the year to suit your requirements
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 £1,999 10 days ex flights
Small group travel:
2026: 21 Aug, 4 Sep, 18 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 €7,000 to €15,000 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: 21 Aug, 28 Aug, 25 Sep, 2 Oct, 9 Oct, 6 Nov, 28 Nov, 4 Dec, 11 Dec, 28 Dec
Cruise the Raja Ampat Islands, Indonesia
Adventure cruise through the remote Raja Ampat Islands
From £6,895 10 days ex flights
Small group travel:
2026: 18 Oct, 30 Oct, 11 Nov, 23 Nov, 5 Dec, 17 Dec, 29 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
Late availability on August 2026 departures - enquire now!
