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, Caribbean or Cyclades, sailing holidays take you island hopping, wildlife watching, scuba diving. Or indeed, just plain sailing.

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Sailing in Croatia

Sailing in Croatia

A multi-activity adventure sailing cruise in Croatia
From 580 4 days ex flights
Small group travel: 2022: 1 Oct, 2 Oct, 4 Oct, 5 Oct, 6 Oct, 8 Oct, 9 Oct, 10 Oct, 11 Oct, 12 Oct, 13 Oct, 15 Oct
Luxury gulet cruise in the Aegean 2023

Luxury gulet cruise in the Aegean 2023

5 star services while cruising the Greek Islands in luxury
From 1,250 8 days ex flights
Small group travel: 2023: 27 May, 2 Sep
Liveaboard diving and sailing holiday in Greece

Liveaboard diving and sailing holiday in Greece

Combine a sailing and diving adventure in the Greek islands
From 719 to 799 7 days ex flights
Small group travel: 2022: 1 Oct, 8 Oct, 15 Oct, 22 Oct, 29 Oct
Yoga and sailing retreat in Greece

Yoga and sailing retreat in Greece

-A week of relaxation and yoga while sailing the Ionian sea!
From 850 to 950 7 days ex flights
Small group travel: 2023: 28 May, 25 Jun
Responsible Travel, Travel Team

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.
Dubrovnik to Hvar sailing holiday

Dubrovnik to Hvar sailing holiday

Active sailing adventure around Croatian Islands
From 920 5 days ex flights
Small group travel
Sailing holiday in Greece, Mykonos to Santorini

Sailing holiday in Greece, Mykonos to Santorini

The boat, the beach and inviting Greek villages
From 1,281 to 1,381 8 days ex flights
Small group travel: 2023: 13 May, 16 May, 27 May, 8 Jun, 10 Jun, 24 Jun, 2 Jul, 8 Jul, 22 Jul, 25 Jul, 5 Aug, 17 Aug, 19 Aug, 2 Sep, 10 Sep, 16 Sep, 30 Sep, 3 Oct
Greek Islands sailing holiday, Santorini to Mykonos

Greek Islands sailing holiday, Santorini to Mykonos

Sapphire waters, whitewashed villages & history laden ruins
From 1,281 to 1,381 8 days ex flights
Small group travel: 2023: 6 May, 9 May, 20 May, 1 Jun, 3 Jun, 25 Jun, 1 Jul, 15 Jul, 18 Jul, 29 Jul, 10 Aug, 12 Aug, 26 Aug, 9 Sep, 23 Sep, 26 Sep
Arctic sailing voyages, North Spitsbergen

Arctic sailing voyages, North Spitsbergen

Spitsbergen tall-ship wildlife and natural history sailing
From 2,790 8 days ex flights
Small group travel: 2023: 15 May, 22 May, 29 May, 8 Jun, 18 Jun, 28 Jun, 8 Jul
Tall ship sailing holiday, Bay of Biscay

Tall ship sailing holiday, Bay of Biscay

Explore bay of Biscay by tall ship
From 490 to 750 5 days ex flights
Small group travel
Sailing and cycling Cyclades holiday, Greece

Sailing and cycling Cyclades holiday, Greece

Self guided or guided (upon request) tour in the Cyclades
From 1,500 8 days ex flights
Small group travel: 2022: 1 Oct, 8 Oct, 15 Oct
Skye and the Small Isles sailing holiday

Skye and the Small Isles sailing holiday

Sail Scotland's Small Isles and visit spectacular Skye
From 1,520 to 2,480 9 days ex flights
Small group travel: 2023: 8 May, 20 Jul, 16 Aug, 23 Aug, 4 Sep, 5 Sep
2024: 16 Apr, 14 May, 19 May, 17 Jun, 3 Aug, 20 Aug, 22 Aug, 7 Sep
Seychelles 7 day sailing cruise

Seychelles 7 day sailing cruise

Cruise the Seychelles on a beautiful wooden sailing ship
From 1,332 7 days ex flights
Small group travel
Sailing holiday in the Aegean Sea

Sailing holiday in the Aegean Sea

Unique sailing adventure off the beaten track in Greece
From 502 to 613 7 days ex flights
Small group travel: 2022: 1 Oct, 8 Oct, 15 Oct, 22 Oct, 29 Oct
Greek Island cruising holiday

Greek Island cruising holiday

Discover a side of Greece riddled with myth and magic.
From 2,705 to 3,5802,780 9 days ex flights
Small group travel: 2023: 18 May, 22 Jun, 20 Jul, 3 Aug, 17 Aug, 21 Sep
Responsible Travel, Travel Team

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.
Cyclades sailing & walking holiday in Greece

Cyclades sailing & walking holiday in Greece

Combine a sailing & hiking adventure around the Cyclades
From 712 to 791 7 days ex flights
Small group travel: 2022: 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
Whisky and wildlife sailing holiday in Scotland

Whisky and wildlife sailing holiday in Scotland

Malt Whisky and Wildlife Cruise to Mull, Jura and Islay
From 1,520 11 days ex flights
Small group travel: 2023: 28 Jul
2024: 29 May
Whale watching in Norway, sailing cruise

Whale watching in Norway, sailing cruise

Whale watching, king crab safari and Midnight sun in Varanger
From NKr14,900 6 days ex flights
Small group travel
Tall ship sailing holiday in Northern Spain

Tall ship sailing holiday in Northern Spain

Adventure sailing in Spain on a historic ship
From 620 to 840 7 days ex flights
Small group travel: 2022: 1 Oct, 10 Oct, 17 Oct
Greater Clyde sailing holiday, Scotland

Greater Clyde sailing holiday, Scotland

Sailing and outdoor activities with local seafood in Argyll
From 750 6 days ex flights
Small group travel
Egypt cruise holiday, Aqaba to Tel Aviv

Egypt cruise holiday, Aqaba to Tel Aviv

Discover Israel,Egypt and Jordan with an expert Egyptologist
From 1,650 to 2,700 8 days ex flights
Small group travel: 2022: 11 Dec, 25 Dec
2023: 8 Jan, 22 Jan, 5 Feb, 19 Feb, 5 Mar, 19 Mar
10% off cruise fare for honeymoon couples, free cabin upgrade upon availability, Candle-lit dinner on board, free massage for two at the Jade Spas (selected ships) & A Bubbly Welcome Honeymoon treatment in your cabin
Greece sailing holiday for families

Greece sailing holiday for families

Sailing trip for families/friends in Greek islands
From 4,250 8 days ex flights
Small group travel
Spain tall ship sailing holiday, Spanish speaking

Spain tall ship sailing holiday, Spanish speaking

Practice Spanish while sailing on a historic wooden ship
From 650 6 days ex flights
Small group travel
Egypt, Jordan & Suez Canal small ship cruise

Egypt, Jordan & Suez Canal small ship cruise

Gods, Kings & Pharaohs, while crossing the Suez Canal!
From 1,650 to 2,700 8 days ex flights
Small group travel: 2022: 18 Dec
2023: 1 Jan, 15 Jan, 29 Jan, 12 Feb, 26 Feb, 12 Mar, 26 Mar
10% off cruise fare for honeymoon couples, free cabin upgrade upon availability, Candle-lit dinner on board, free massage for two at the Jade Spas (selected ships) & A Bubbly Welcome Honeymoon treatment in your cabin
Istria and Northern Adriatic sailing adventure, Croatia

Istria and Northern Adriatic sailing adventure, Croatia

Multi-activity sailing holiday around Croatian islands
From 1,540 5 days ex flights
Tailor made: This trip can be booked from April to October
Small group sailing in Saronic Greek Islands

Small group sailing in Saronic Greek Islands

Luxury sailing in the Greek islands with mythical adventures
From 2,800 8 days ex flights
Small group travel: 2023: 8 Jul
Greek Aegean Island hopping holiday

Greek Aegean Island hopping holiday

Get on board and visit ten stunning Aegean islands
From 2,400 to 3,650 8 days ex flights
Small group travel
10% off cruise fare for honeymoon couples, free cabin upgrade upon availability, Candle-lit dinner on board, free massage for two at the Jade Spas (selected ships) & A Bubbly Welcome Honeymoon treatment in your cabin
Tall ship festival, Bilbao to San Sebastian

Tall ship festival, Bilbao to San Sebastian

3 day Pasaia Maritime Festival
From 960 to 1,350 8 days ex flights
Small group travel
Greek Cyclades island hopping cruise

Greek Cyclades island hopping cruise

Greek Island Hopping, Sandy beaches and Clear azure waters
From 2,070 to 3,450 8 days ex flights
Small group travel: 2022: 7 Oct, 14 Oct, 21 Oct
10% off cruise fare for honeymoon couples, free cabin upgrade upon availability, Candle-lit dinner on board, free massage for two at the Jade Spas (selected ships) & A Bubbly Welcome Honeymoon treatment in your cabin
Arctic sailing voyages, around Spitsbergen

Arctic sailing voyages, around Spitsbergen

Spitsbergen tall-ship wildlife and natural history sailing
From 5,640 15 days ex flights
Small group travel: 2023: 18 Jul
Luxury sailing holiday in the Aegean

Luxury sailing holiday in the Aegean

Luxury sailing the Aegean, while reliving mythical tales
From 2,340 to 2,940 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
Photo credits: [Page banner: Markos Mant]