107 Sailing vacations found
Sailing in Croatia
A multi-activity adventure sailing cruise in Croatia
From €580 to €790 4 days ex flights
Tailor made:
This can be booked daily between 10th April and 28th October
Luxury gulet cruise in the Aegean
5 star services while cruising the Greek Islands in luxury
From £1,035 to £1,359 8 days ex flights
Small group travel
Learn to sail on a flotilla in Greece
Learn to sail while enjoying an exciting flotilla holiday
From £3,346 7 days ex flights
Tailor made:
This trip starts on Sundays between May - October
Liveaboard diving and sailing vacation in Greece
Combine a sailing and diving adventure in the Greek islands
From £677 to £788 7 days ex flights
Small group travel:
2021: 30 Oct
2022: 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 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, 22 Oct, 29 Oct
2022: 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 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, 22 Oct, 29 Oct
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.
Yoga and sailing retreat in Greece
-A week of relaxation and yoga while sailing the Ionian sea!
From £850 to £900 7 days ex flights
Small group travel:
2022: 29 May, 3 Jul, 10 Jul, 24 Jul
Dubrovnik to Hvar sailing vacation
Active sailing adventure around Croatian Islands
From €920 to €990 5 days ex flights
Small group travel:
2022: 24 Jun, 28 Jun, 7 Jul, 16 Jul, 20 Jul, 30 Jul, 3 Aug, 13 Aug, 10 Sep, 14 Sep
Sailing vacation in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From US $1,646 to US $1,831 8 days ex flights
Small group travel:
2022: 14 May, 28 May, 11 Jun, 25 Jun, 23 Jul, 6 Aug, 20 Aug, 3 Sep, 17 Sep, 1 Oct
Arctic sailing voyages, Spitsbergen
Spitsbergen tall-ship wildlife and natural history sailing
From €2,790 8 days ex flights
Small group travel:
2022: 15 May, 5 Jun, 16 Jun, 26 Jun, 6 Jul
2023: 15 May, 22 May, 29 May, 8 Jun, 18 Jun, 28 Jun, 8 Jul
2023: 15 May, 22 May, 29 May, 8 Jun, 18 Jun, 28 Jun, 8 Jul
Svalbard sailing vacation
Sailing expedition in Arctic Svalbard
From £2,999 12 days ex flights
Small group travel
Tall ship race sailing vacation, Dunkirk to La Coruna
Two amazing tall ship sailing festivals
From €1,690 to €2,490 14 days ex flights
Small group travel
Sailing and biking Cyclades vacation, Greece
Self guided or guided (upon request) tour in the Cyclades
From €1,500 8 days ex flights
Small group travel:
2021: 30 Oct
Family sailing vacation in Turkey
Explore southern Turkey, Dalyan to Delikada Island
From US $1,170 to US $1,230 8 days ex flights
Small group travel:
2022: 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug
2023: 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug
2023: 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug
Skye and the Small Isles sailing vacation
Sail Scotland's Small Isles and visit spectacular Skye
From £1,360 to £2,280 9 days ex flights
Small group travel:
2022: 16 Apr, 3 May, 14 May, 31 May, 21 Aug, 10 Sep
2023: 8 May, 10 May, 28 Jul, 9 Aug, 16 Aug, 23 Aug, 4 Sep, 5 Sep
2023: 8 May, 10 May, 28 Jul, 9 Aug, 16 Aug, 23 Aug, 4 Sep, 5 Sep
Seychelles 7 day sailing cruise
Cruise the Seychelles on a beautiful wooden sailing ship
From £1,332 7 days ex flights
Small group travel:
2021: 30 Oct
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.
Wildlife sailing holiday in Scotland
Extraordinary wildlife above and below the waves
From £850 to £2,850 6 days ex flights
Small group travel:
2022: 7 Apr, 31 May, 4 Jul, 25 Jul, 16 Aug, 21 Aug, 25 Aug, 30 Aug, 8 Sep, 10 Sep, 16 Sep, 17 Sep, 19 Sep, 23 Sep, 26 Sep, 27 Sep, 1 Oct, 3 Oct, 5 Oct
2023: 13 Apr, 14 Apr, 21 Apr, 22 Apr, 28 Apr, 30 Apr, 6 May, 10 May, 16 May, 20 May, 24 May, 1 Jun, 3 Jun, 13 Jun, 19 Jun, 21 Jun, 1 Jul, 3 Jul, 10 Jul, 15 Jul, 18 Jul, 23 Jul, 28 Jul, 30 Jul, 4 Aug, 7 Aug, 9 Aug, 16 Aug, 19 Aug, 23 Aug, 26 Aug, 28 Aug, 2 Sep, 4 Sep, 5 Sep ...
2023: 13 Apr, 14 Apr, 21 Apr, 22 Apr, 28 Apr, 30 Apr, 6 May, 10 May, 16 May, 20 May, 24 May, 1 Jun, 3 Jun, 13 Jun, 19 Jun, 21 Jun, 1 Jul, 3 Jul, 10 Jul, 15 Jul, 18 Jul, 23 Jul, 28 Jul, 30 Jul, 4 Aug, 7 Aug, 9 Aug, 16 Aug, 19 Aug, 23 Aug, 26 Aug, 28 Aug, 2 Sep, 4 Sep, 5 Sep ...
Iceland to Scotland sailing vacation
Awe inspiring sailing & exploration, Iceland to Scotland
From £2,399 12 days ex flights
Small group travel
Greek Island cruising vacation
Discover a side of Greece riddled with myth and magic.
From US $4,640 to US $6,030US $4,870 9 days ex flights
Small group travel:
2022: 16 Jun, 7 Jul, 21 Jul, 4 Aug, 8 Sep
Greek Islands sailing vacation, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From US $1,646 to US $1,766 8 days ex flights
Small group travel:
2022: 4 Jun, 18 Jun, 2 Jul, 16 Jul, 30 Jul, 13 Aug, 27 Aug, 10 Sep, 24 Sep
Croatia sailing vacation, Dubrovnik to Split
Experience the old-world charm of Croatia
From US $1,926 to US $2,096 8 days ex flights
Small group travel:
2022: 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct
Cyclades sailing & walking vacation in Greece
Combine a sailing & hiking adventure around the Cyclades
From £685 to £759 7 days ex flights
Small group travel:
2021: 30 Oct
2022: 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
2022: 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
Whisky and wildlife sailing holiday in Scotland
Malt Whisky and Wildlife Cruise to Mull, Jura and Islay
From £1,360 11 days ex flights
Small group travel:
2023: 24 May
Sailing vacation in the Aegean Sea
Uninhabited islands in a 6 person boat
From £510 to £620 7 days ex flights
Small group travel:
2021: 30 Oct
2022: 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 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, 22 Oct, 29 Oct
2022: 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 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, 22 Oct, 29 Oct
Saronic Greek Islands luxury cruise
Luxury sailing the Greek islands in the Saronic Gulf
From €2,550 to €3,250 7 days ex flights
Small group travel:
2022: 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct
July Greece sailing holiday
Luxury sailing in the Greek islands with mythical adventures
From €2,950 7 days ex flights
Small group travel:
2022: 9 Jul, 16 Jul, 23 Jul
Family sailing vacation in Greece
Private sailing with fun games, reliving mythical tales
From €2,600 to €3,390 7 days ex flights
Small group travel:
2022: 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct
Odysseus I’m coming home (shell)
Luxury sailing in the Greek islands, reliving mythical tales
From €2,600 to €3,390 7 days ex flights
Tailor made:
This trip can be arranged anytime from July-October
Saronic Islands sailing vacation in Greece
Sail among the beautiful islands & ports of the Saronic Gulf
From US $2,695 7 days ex flights
Small group travel
Sailing & Trekking in Sardinia shell
Sail & Hike between turquoise sea & wild coast in Sardinia
From €1,380 to €1,680 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Northern Lights and nature vacation in Norway
Unique holiday for 6 guests.
From NKr18,900 7 days ex flights
Small group travel
Kornati sailing adventure, 4 days
Sailing with a mix of activity and leisure
From €580 4 days ex flights
Small group travel
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