Mediterranean sailing vacations
There’s nothing more memorable than a Mediterranean sailing vacation to allow sunshine and sea breeze to orchestrate a week-long trip of a lifetime. From Croatia’s islands to the Greek Cyclades, the Aegean to the Adriatic, sailing in the Mediterranean allows time to relax both on land and at sea. Experience the Med’s best beaches and exclusive anchorages without another soul in sight.
41 Mediterranean sailing vacations 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 ...
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
Liveaboard diving and sailing vacation in Greece
Combine a sailing and diving adventure in the Greek islands
From £805 to £892 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
Dubrovnik to Hvar sailing vacation
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
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.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Greek Islands sailing vacation, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From US $1,680US $1,637 to US $1,815US $1,759 8 days ex flights
Small group travel:
2024: 4 May, 14 May, 18 May, 28 May, 1 Jun, 15 Jun, 25 Jun, 29 Jun, 9 Jul, 13 Jul, 23 Jul, 27 Jul, 6 Aug, 10 Aug, 20 Aug, 24 Aug, 3 Sep, 7 Sep, 17 Sep, 21 Sep, 1 Oct
Up to US $50 off selected dates.
Late availability on upcoming trips
Late availability on upcoming trips
Cyclades sailing & walking vacation in Greece
Combine a sailing & hiking adventure around the Cyclades
From £785 to £872 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
Greece sailing holiday for families
Sailing trip for families/friends in Greek islands
From £750 to £960 8 days ex flights
Small group travel:
2024: 26 May, 2 Jun, 16 Jun, 30 Jun, 7 Jul, 28 Jul, 4 Aug, 11 Aug, 25 Aug, 1 Sep, 8 Sep, 15 Sep
Family yacht charter sailing vacation 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
Greece sailing vacation 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
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
Yoga and sailing retreat in Greece
-A week of relaxation and yoga while sailing the Ionian sea!
From £800 to £1,000 7 days ex flights
Small group travel:
2024: 2 Jun, 30 Jun, 14 Jul
Croatia sailing vacation, Dubrovnik to Split
Experience the old-world charm of Croatia
From US $2,135US $1,940 to US $2,450US $2,208 8 days ex flights
Small group travel:
2024: 11 May, 18 May, 25 May, 8 Jun, 15 Jun, 22 Jun, 6 Jul, 13 Jul, 20 Jul, 3 Aug, 10 Aug, 17 Aug, 31 Aug, 7 Sep, 14 Sep
Up to US $240 off selected dates.
Late availability on upcoming trips
Late availability on upcoming trips
Sailing vacation in the Aegean Sea
Uninhabited islands in a 6 person boat
From £690 to £767 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
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:
2024: 31 May, 7 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 26 Jul, 2 Aug, 23 Aug
2 for 1 on double occupancy, or no single supplement, on all bookings made by November 30 2023.
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.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Greek Cyclades island hopping cruise
Greek Island Hopping, Sandy beaches and Clear azure waters
From US $2,790 to US $4,190 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
2 for 1 on double occupancy, or no single supplement, on all bookings made by November 30 2023.
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 £599 to £859 8 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
Greece family sailing vacation
Sailing adventure for families or friends in Greek islands
From £4,750 7 days ex flights
Small group travel:
2024: 26 May, 2 Jun, 16 Jun, 30 Jun, 7 Jul, 28 Jul, 4 Aug, 11 Aug, 25 Aug, 8 Sep, 15 Sep, 22 Sep, 29 Sep
Freediving and sailing vacation in Greece
Sail, freedive and explore the Ionian Sea
From £1,350 7 days ex flights
Small group travel:
2024: 26 May, 19 Jun, 7 Jul, 1 Sep, 8 Sep, 13 Oct
Croatia sailing vacation, tailor made
Sailing week in crystal waters of Croatia.
From €5,300 to €6,990 7 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Greek Islands family sailing vacation
Enjoy the beauty of the Greek islands
From US $1,340 8 days ex flights
Small group travel:
2024: 21 Jul, 28 Jul, 4 Aug, 18 Aug
Amalfi Coast sailing vacation, Italy
Gorgeous beaches, ancient ruins & sumptuous fresh seafood
From US $2,665US $2,499 to US $3,275US $3,048 7 days ex flights
Small group travel:
2024: 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 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
Up to US $220 off selected dates.
Late availability on upcoming trips
Late availability on upcoming trips
Greek Islands bike and boat vacation
Bicycle and sail around the Cyclades Greek Islands
From US $3,990 8 days ex flights
Small group travel:
2024: 19 Apr, 26 Apr, 10 May, 17 May, 24 May, 31 May, 7 Jun, 14 Jun, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 27 Sep
Sailing vacation in the Ionian Sea
An unforgettable sailing adventure
From £690 to £767 7 days ex flights
Small group travel:
2024: 4 May, 18 May, 1 Jun, 15 Jun, 29 Jun, 13 Jul, 27 Jul, 10 Aug, 24 Aug, 7 Sep, 21 Sep
Sailing vacation in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From US $1,680US $1,637 to US $2,030US $1,952 8 days ex flights
Small group travel:
2024: 7 May, 11 May, 21 May, 25 May, 4 Jun, 8 Jun, 22 Jun, 2 Jul, 6 Jul, 16 Jul, 20 Jul, 30 Jul, 3 Aug, 13 Aug, 17 Aug, 27 Aug, 31 Aug, 10 Sep, 14 Sep, 24 Sep, 28 Sep
Up to US $70 off selected dates.
Late availability on upcoming trips
Late availability on upcoming trips
Canary Islands to Madeira sailing vacation
Experience the thrill of open-water sailing
From US $2,954 12 days ex flights
Small group travel:
2024: 22 Jan
Istria and Northern Adriatic sailing adventure, Croatia
Multi-activity sailing holiday around Croatian islands
From €2,050 5 days ex flights
Tailor made:
This trip can be booked from April to October
Luxury Greece yacht charter in the Aegean
Luxury sailing the Aegean, while reliving mythical tales
From €2,100 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
Yacht charter in Ionian Greek Islands
Luxury sailing in the Greek islands, 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. Sailing Season is from 28th May to 1st Oct
Saronic Islands sailing vacation in Greece
Sail among the beautiful islands & ports of the Saronic Gulf
From US $3,495 7 days ex flights
Small group travel:
2024: 18 May
