128 Sailing vacations found
Sailing in Croatia
A multi-activity adventure sailing cruise
From €580 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:
2021: 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, 23 Oct
Learn to sail on a flotilla in Greece
Learn to sail while enjoying an exciting flotilla holiday
From £3,346 7 days ex flights
Small group travel
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: 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, 23 Oct, 30 Oct
100€ off pp, May & June departures
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 £940 7 days ex flights
Small group travel:
2021: 30 May, 11 Jul, 25 Jul
£150 off our early summer Yoga Retreat starting on the 30th May including the bank holiday! That's a one-off deal for the last 3 slots of the trip! Flexible cancellation/rescheduling
Dubrovnik to Hvar sailing vacation
Active sailing adventure around Croatian Islands
From €920 5 days ex flights
Small group travel:
2021: 24 Jun, 16 Jul, 20 Jul, 25 Jul, 29 Jul, 6 Aug, 10 Aug, 15 Aug, 19 Aug
Sailing vacation in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From US $1,551 to US $1,741 8 days ex flights
Small group travel:
2021: 10 Jul, 24 Jul, 21 Aug, 18 Sep, 2 Oct
2022: 14 May, 28 May, 11 Jun, 25 Jun, 9 Jul, 23 Jul, 6 Aug, 20 Aug, 3 Sep, 17 Sep, 1 Oct
2022: 14 May, 28 May, 11 Jun, 25 Jun, 9 Jul, 23 Jul, 6 Aug, 20 Aug, 3 Sep, 17 Sep, 1 Oct
Late availability on these dates: 10 Jul, 24 Jul
Arctic sailing voyages, Spitsbergen
Experience sailing in the fjords
From €2,640 to €5,490 8 days ex flights
Small group travel:
2021: 14 May, 15 May, 21 May, 22 May, 29 May, 7 Jun, 8 Jun, 17 Jun, 18 Jun, 28 Jun, 7 Jul, 17 Jul, 22 Aug
Svalbard sailing vacation
Sailing expedition in Arctic Svalbard
From £2,999 12 days ex flights
Small group travel:
2021: 5 Jul, 19 Jul
Thailand sailing vacation, 10 days
Join us in flotilla for "same, same, but different route"
From €950 to €1,490 11 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
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:
2021: 14 Aug
Yoga sailing holiday in Croatia
Practise yoga skills with instruction and sail in Croatia!
From €721 to €992 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
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: 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, 23 Oct, 30 Oct
Family sailing vacation in Turkey
Explore southern Turkey, Dalyan to Delikada Island
From US $1,160 to US $1,210 8 days ex flights
Small group travel:
2021: 31 Jul, 7 Aug, 14 Aug, 21 Aug
2022: 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug
2022: 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug
Late availability on these dates: 31 Jul, 07 Aug, 14 Aug
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.
Skye and the Small Isles sailing vacation
Sail Scotland's Small Isles and visit spectacular Skye
From £1,320 to £2,280 9 days ex flights
Small group travel:
2021: 24 Jul, 29 Aug, 23 Sep
2022: 16 Apr, 3 May, 4 May, 14 May, 31 May, 21 Aug, 25 Aug, 10 Sep
2023: 2 May, 6 May, 10 May, 3 Jun, 28 Jul, 9 Aug, 16 Aug, 23 Aug, 4 Sep, 5 Sep
2022: 16 Apr, 3 May, 4 May, 14 May, 31 May, 21 Aug, 25 Aug, 10 Sep
2023: 2 May, 6 May, 10 May, 3 Jun, 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 £946 to £1,332 7 days ex flights
Small group travel:
2021: 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, 23 Oct, 30 Oct
Wildlife sailing holiday in Scotland
Extraordinary wildlife above and below the waves
From £825 to £3,135 6 days ex flights
Small group travel:
2021: 21 May, 24 May, 2 Jun, 3 Jun, 5 Jun, 17 Jun, 18 Jun, 25 Jun, 28 Jun, 7 Jul, 16 Jul, 19 Jul, 27 Jul, 12 Aug, 20 Aug, 29 Aug, 30 Aug, 6 Sep, 7 Sep, 15 Sep, 16 Sep, 22 Sep, 23 Sep, 25 Sep, 3 Oct, 10 Oct
2022: 7 Apr, 8 Apr, 15 Apr, 16 Apr, 23 Apr, 26 Apr, 3 May, 4 May, 13 May, 14 May, 21 May, 31 May, 3 Jun, 10 Jun, 17 Jun, 19 Jun, 24 Jun, 29 Jun, 16 Jul, 19 Jul, 25 Jul, 27 Jul, 5 Aug, 8 Aug, 16 Aug, 21 Aug, 25 Aug ...
2022: 7 Apr, 8 Apr, 15 Apr, 16 Apr, 23 Apr, 26 Apr, 3 May, 4 May, 13 May, 14 May, 21 May, 31 May, 3 Jun, 10 Jun, 17 Jun, 19 Jun, 24 Jun, 29 Jun, 16 Jul, 19 Jul, 25 Jul, 27 Jul, 5 Aug, 8 Aug, 16 Aug, 21 Aug, 25 Aug ...
Iceland to Scotland sailing vacation
Awe inspiring sailing & exploration, Iceland to Scotland
From £2,399 12 days ex flights
Small group travel:
2021: 23 Aug, 6 Sep
Greek Island cruising vacation
Discover a side of Greece riddled with myth and magic.
From US $3,900 to US $5,250US $4,095 9 days ex flights
Small group travel:
2021: 1 Jul, 8 Jul, 15 Jul, 5 Aug, 2 Sep, 21 Oct
2022: 19 May, 23 Jun, 7 Jul, 4 Aug, 1 Sep, 20 Oct
2022: 19 May, 23 Jun, 7 Jul, 4 Aug, 1 Sep, 20 Oct
Late availability on these dates: 01 Jul, 08 Jul, 15 Jul, 05 Aug
Greek Islands sailing vacation, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From US $1,576 to US $1,766 8 days ex flights
Small group travel:
2021: 3 Jul, 17 Jul, 31 Jul, 14 Aug, 28 Aug, 11 Sep, 9 Oct
2022: 7 May, 21 May, 4 Jun, 18 Jun, 2 Jul, 16 Jul, 30 Jul, 13 Aug, 27 Aug, 10 Sep, 24 Sep
2022: 7 May, 21 May, 4 Jun, 18 Jun, 2 Jul, 16 Jul, 30 Jul, 13 Aug, 27 Aug, 10 Sep, 24 Sep
Late availability on these dates: 03 Jul, 17 Jul, 31 Jul, 14 Aug
Croatia sailing vacation, Dubrovnik to Split
Experience the old-world charm of Croatia
From US $1,816 to US $2,071 8 days ex flights
Small group travel:
2021: 10 Jul, 24 Jul, 7 Aug, 21 Aug, 4 Sep, 18 Sep
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
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
Late availability on these dates: 10 Jul, 24 Jul, 07 Aug
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: 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 17 Jul, 24 Jul, 31 Jul, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
100€ off pp, May & June departures
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: 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, 23 Oct, 30 Oct
100€ off pp, May & June departures
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:
2021: 2 Oct
Low deposit - only $250. All payments fully transferable up to 30 days before departure. More flexible options for full refunds.
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:
2021: 20 Sep, 27 Sep
Kornati sailing adventure, 4 days
Sailing with a mix of activity and leisure
From €580 to €740 4 days ex flights
Small group travel:
2021: 15 May, 19 May, 22 May, 26 May, 29 May, 2 Jun, 5 Jun, 9 Jun, 12 Jun, 16 Jun, 19 Jun, 23 Jun, 26 Jun, 30 Jun, 3 Jul, 7 Jul, 10 Jul, 14 Jul, 17 Jul, 21 Jul, 24 Jul, 28 Jul, 31 Jul, 4 Aug, 7 Aug, 11 Aug, 14 Aug, 18 Aug, 21 Aug, 25 Aug, 28 Aug, 1 Sep, 4 Sep, 8 Sep, 11 Sep, 15 Sep, 18 Sep, 22 Sep, 25 Sep, 29 Sep, 2 Oct, 6 Oct, 9 Oct, 13 Oct, 16 Oct
Turkey gulet cruise, Fethiye to Olympos
Relax, swim and sunbathe on this four day sail
From £249 to £289 4 days ex flights
Small group travel:
2021: 22 May, 25 May, 29 May, 1 Jun, 5 Jun, 8 Jun, 12 Jun, 15 Jun, 19 Jun, 22 Jun, 26 Jun, 29 Jun, 3 Jul, 6 Jul, 10 Jul, 13 Jul, 17 Jul, 20 Jul, 24 Jul, 27 Jul, 31 Jul, 3 Aug, 7 Aug, 10 Aug, 14 Aug, 17 Aug, 21 Aug, 24 Aug, 28 Aug, 31 Aug, 4 Sep, 7 Sep, 11 Sep, 14 Sep, 18 Sep, 21 Sep, 25 Sep, 28 Sep, 2 Oct, 5 Oct, 9 Oct, 12 Oct, 16 Oct, 19 Oct, 23 Oct
Late availability on these dates: 22 May, 25 May, 29 May, 01 Jun, 05 Jun, 08 Jun, 12 Jun, 15 Jun, 19 Jun, 22 Jun, 26 Jun, 29 Jun, 03 Jul, 06 Jul, 10 Jul, 13 Jul, 17 Jul, 20 Jul, 24 Jul, 27 Jul, 31 Jul, 03 Aug, 07 Aug, 10 Aug, 14 Aug,...
Cruise the Raja Ampat Islands, Indonesia
Adventure cruise through the remote Raja Ampat Islands
From £5,235 10 days ex flights
Small group travel:
2021: 18 Oct, 17 Dec, 18 Dec, 29 Dec, 30 Dec
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