Sailing holidays
Whether you are looking to learn to sail, lie on deck and let someone do the work, or just enjoy sailing as a means of getting from one aquatically alluring A to an even more beautiful B, sailing holidays are all about going with the flow. Amalfi or Adriatic, Channel or Cyclades, sailing holidays take you island hopping, wildlife watching, scuba diving. Or indeed, just plain sailing.
119 Sailing holidays found
Sailing in Croatia
A multi-activity adventure sailing cruise in Croatia
From €580 to €790 4 days ex flights
Small group travel:
2024: 20 Apr, 21 Apr, 22 Apr, 23 Apr, 24 Apr, 25 Apr, 27 Apr, 28 Apr, 29 Apr, 30 Apr, 1 May, 2 May, 4 May, 5 May, 6 May, 7 May, 8 May, 9 May, 11 May, 12 May, 13 May, 14 May, 15 May, 16 May, 18 May, 19 May, 20 May, 21 May, 22 May, 23 May, 25 May, 26 May, 27 May, 28 May, 29 May, 30 May, 1 Jun, 2 Jun, 3 Jun, 4 Jun, 5 Jun, 6 Jun, 8 Jun, 9 Jun, 10 Jun, 11 Jun, 12 Jun, 13 Jun, 15 Jun, 16 Jun, 17 Jun, 18 Jun, 19 Jun, 20 Jun, 22 Jun, 23 Jun ...
Greece sailing holiday for families
Sailing trip for families/friends in Greek islands
From £750 to £960 8 days ex flights
Tailor made:
This trip can be booked mid May to mid October, please enquire to discuss your dates and requirements.
Arctic sailing voyages, North Spitsbergen
Spitsbergen tall-ship wildlife and natural history sailing
From €3,045 8 days ex flights
Small group travel:
2024: 15 May, 22 May, 26 May, 2 Jun, 8 Jun, 9 Jun, 18 Jun, 28 Jun, 8 Jul
Family yacht charter sailing holiday in Greece
Private sailing with fun games, reliving mythical tales
From €2,100 to €2,910 8 days ex flights
Tailor made:
This holiday is chartering the whole catamaran, minimum 6, maximum 10
Travel Team
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
01273 823 700
Call us after 10am
Calling from outside the UK
rosy@responsibletravel.com
Maldives private gulet cruise holiday
Cruise the Maldives island paradise by Turkish Gulet
From US $9,899 to US $29,000 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Greece sailing holiday in Ionian Sea
Sail, explore and experience the Ionian islands in Greece
From €1,100 6 days ex flights
Small group travel:
2024: 23 Jun, 14 Jul, 28 Jul, 4 Aug, 11 Aug, 25 Aug, 8 Sep
Turquoise Coast luxury gulet cruise, Turkey
Luxury gulet cruise along Turkey's southern coast,Bodrum to Gocek
From £1,189 to £1,625 8 days ex flights
Small group travel:
2024: 11 May, 25 May, 1 Jun, 7 Sep, 21 Sep
Skye and the Small Isles sailing holiday
Sail Scotland's Small Isles and visit spectacular Skye
From £1,520 to £2,880 9 days ex flights
Small group travel:
2024: 16 Apr, 21 Apr, 10 May, 14 May, 3 Aug, 22 Aug, 7 Sep, 9 Sep
2025: 30 Apr, 4 May, 10 May, 20 May, 15 Jun, 31 Jul, 18 Aug, 19 Aug, 22 Aug, 5 Sep, 7 Sep, 9 Sep
2025: 30 Apr, 4 May, 10 May, 20 May, 15 Jun, 31 Jul, 18 Aug, 19 Aug, 22 Aug, 5 Sep, 7 Sep, 9 Sep
Whisky and wildlife sailing holiday in Scotland
Malt Whisky and Wildlife Cruise to Mull, Jura and Islay
From £1,520 to £2,060 11 days ex flights
Small group travel:
2024: 29 May
2025: 12 May
2025: 12 May
Wildlife sailing holiday in Scotland
Extraordinary wildlife above and below the waves
From £950 to £3,600 6 days ex flights
Small group travel:
2024: 14 Apr, 18 Apr, 30 Apr, 10 May, 5 Jun, 17 Jun, 7 Jul, 15 Jul, 27 Jul, 10 Aug, 18 Aug, 22 Aug, 30 Aug, 1 Sep, 19 Sep, 25 Sep, 27 Sep, 28 Sep, 3 Oct
Liveaboard diving and sailing holiday in Greece
Combine a sailing and diving adventure in the Greek islands
From £730 to £879 7 days ex flights
Small group travel:
2024: 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct
Sailing holiday in the Aegean Sea
Unique sailing adventure off the beaten track in Greece
From £572 to £697 7 days ex flights
Small group travel:
2024: 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct, 2 Nov
Dubrovnik to Hvar sailing holiday
Active sailing adventure around Croatian Islands
From €920 to €990 5 days ex flights
Small group travel:
2024: 9 Jun, 13 Jun, 23 Jun, 27 Jun, 4 Aug, 8 Aug
Cyclades sailing & walking holiday in Greece
Combine a sailing & hiking adventure around the Cyclades
From £726 to £797 7 days ex flights
Small group travel:
2024: 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct, 2 Nov
Travel Team
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
01273 823 700
Call us after 10am
Calling from outside the UK
rosy@responsibletravel.com
Saronic Greek Islands luxury charter cruise
Luxury sailing Greek islands, while reliving mythical tales
From €2,050 to €2,890 8 days ex flights
Tailor made:
This holiday is chartering the whole catamaran, minimum 6, maximum 10. Sailing Season is from May 28 to Oct 1
Amsterdam to London sailing holiday
Dutch canals to English Channel sailing adventure!
From £1,999 12 days ex flights
Small group travel
Copenhagen to Amsterdam sailing holiday
Explore coastal regions of Denmark, Germany and Netherlands
From £1,799 12 days ex flights
Small group travel
Lofoten Islands sailing holiday, Norway
Jaw-dropping scenery, pristine beaches, and northern lights
From £2,299 12 days ex flights
Small group travel
Sardinia and Corsica wellness sailing holiday
Luxury wellness sailing adventure in Sardinia and Corsica
From €2,191 8 days ex flights
Small group travel:
2024: 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul
Traditional Dahabiya Nile cruise, Egypt
Explore the Nile's cultural gems in classic comfort
From €950 to €1,725 5 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Tall ship sailing holiday in Northern Spain
Adventure sailing in Spain on a historic ship
From €740 to €980 6 days ex flights
Small group travel:
2024: 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun, 9 Jun, 16 Jun, 23 Jun, 30 Jun, 7 Jul, 14 Jul, 21 Jul, 28 Jul, 4 Aug, 11 Aug, 18 Aug, 25 Aug, 1 Sep, 8 Sep, 15 Sep, 22 Sep
Sailing holiday in Scotland, Greater Clyde
Sailing and outdoor activities with local seafood in Argyll
From £600 6 days ex flights
Small group travel:
2024: 23 Jun, 30 Jun, 7 Jul, 18 Aug, 25 Aug, 1 Sep
Greek Aegean Island hopping holiday
Get on board and visit ten stunning Aegean islands
From €2,990 to €4,250 8 days ex flights
Small group travel:
2024: 31 May, 7 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 26 Jul, 2 Aug, 23 Aug
Greek Cyclades island hopping cruise
Greek Island Hopping, Sandy beaches and Clear azure waters
From €2,590 to €3,850 8 days ex flights
Small group travel:
2024: 19 Apr, 26 Apr, 3 May, 10 May, 17 May, 24 May, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 16 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct
2024 cruises are offered at low season rates, in all cabin categories
Arctic sailing voyages, around Spitsbergen
Spitsbergen tall-ship wildlife and natural history sailing
From €6,040 15 days ex flights
Small group travel:
2024: 18 Jul, 1 Aug
Turkey gulet cruise, Fethiye to Demre
Swim and explore on this five day Turqouise Coast gulet trip
From £599 5 days ex flights
Small group travel
Turkey gulet cruise, Fethiye and Kekova
Relaxing Gulet cruise on Turkey's beautiful Turquoise Coast
From £ 0 days ex flights
Small group travel
Tall ship cruise holiday, Porto to Malaga
Hands-on Tall ship adventure holiday in Europe
From €740 6 days ex flights
Small group travel:
2024: 17 Mar, 24 Mar, 31 Mar, 7 Apr, 14 Apr, 21 Apr, 28 Apr, 5 May, 12 May, 19 May, 26 May, 2 Jun, 9 Jun, 16 Jun, 23 Jun, 30 Jun, 7 Jul, 14 Jul, 21 Jul, 28 Jul, 4 Aug, 11 Aug, 18 Aug, 25 Aug, 1 Sep, 8 Sep, 15 Sep, 22 Sep
Greece family sailing holiday
Sailing adventure for families or friends in Greek islands
From £600 to £810 7 days ex flights
Tailor made:
This trip can be booked mid May to mid October, please enquire to discuss your dates and requirements.
Sailing & conservation holiday in Greece
A unique wildlife & sailing adventure
From £729 to £820 7 days ex flights
Small group travel:
2024: 4 May, 11 May, 18 May, 25 May, 1 Jun, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct
