Sailing Tours & Trips in Greek Islands
Explore a wide diversity of sailing tours through Greek Islands. We have 44 adventures that vary from 7 days to 15 days. With the greatest number of departures in June, this is also the most popular time of the year.
44 sailing Greek Islands tours with 233 positive reviews
SailingBest of Greece
Best of Greece"What an incredible trip to remember! Greece is such a beautiful country and my wife..."
- Destinations
- Athens, Mykonos, Santorini
- Age Range
- 1 to 99 year olds
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Mykonos, Athens Santorini & Mykonos+4 more
- Travel Style
- Sailing, Family, Private, Partially Guided, In-depth Cultural, Christmas & New Year+3 more
- Operated in
- English
- Operator
- Wanderful Holidays LLC
- Tour length
- 9 days
- Price per day
- $233
- From
- US$2,099
SailingSailing Greece - Mykonos to Santorini
Sailing Greece - Mykonos to Santorini"Our guide Dov was great...very personnel and helpful"
- Destinations
- Mykonos, Naxos, Paros, Antiparos, Ios, Sifnos, Folegandros, Santorini
- Age Range
- 16 to 70 year olds
- Ship
- G Adventures Sailing Yacht
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel Style
- Sailing, Beach, Group, Fully Guided, Explorer+2 more
- Operated in
- English
- Operator
- G Adventures
- Tour length
- 8 days
- Price per day
- $210
- From
- US$1,679
SailingSailing Greece - Santorini to Santorini
Sailing Greece - Santorini to Santorini"Tour was fab. Recommend not allowing a group to book and overtaking number of individual..."
- Destinations
- Santorini, Ios, Naxos, Mykonos, Syros, Paros, Sifnos, Folegandros
- Age Range
- 16 to 70 year olds
- Ship
- G Adventures Sailing Yacht
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel Style
- Sailing, Beach, Group, Fully Guided, Explorer+2 more
- Operated in
- English
- Operator
- G Adventures
- Tour length
- 10 days
- Price per day
- $205
- From
- US$2,049
In-depth CulturalBewitching Greece with All Inclusive beach stay
Bewitching Greece with All Inclusive beach stay"We did experience some glitches but Wanderful was quick to correct the and even reimbursed..."
- Destinations
- Athens, Oia, Santorini, Crete
- Age Range
- 1 to 99 year olds
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Santorini, Athens Santorini & Mykonos+4 more
- Travel Style
- In-depth Cultural, Family, Group, Partially Guided, Explorer, Sailing, Christmas & New Year+5 more
- Operated in
- English
- Operator
- Wanderful Holidays LLC
- Tour length
- 9 days
- Price per day
- $244
- From
- US$2,199
- Sailing
Greece Sailing Adventure: Cyclades Islands
Greece Sailing Adventure: Cyclades Islands"My daughter and I just got back from sailing around 9 greek islands starting in Santorini..."
- Destinations
- Santorini, Ios, Amorgos, Cyclades, Naxos, Syros, Mykonos, Sifnos, Folegandros
- Age Range
- 15 to 99 year olds
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel Style
- Sailing, Beach, Group, Fully Guided, Explorer+2 more
- Operated in
- English
- Operator
- Intrepid Travel
- Tour length
- 10 days
- Price per day
- $239
- From
- US$2,385
- +$118 local payments
- Sailing
Sail Greece: Mykonos to Santorini (7 destinations)
Sail Greece: Mykonos to Santorini (7 destinations)"Fantastic trip! Highly recommend"
- Destinations
- Mykonos, Naxos, Syros, Cyclades, Amorgos, Ios, Santorini
- Age Range
- 15 to 99 year olds
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel Style
- Sailing, Beach, Group, Fully Guided, Explorer+2 more
- Operated in
- English
- Operator
- Intrepid Travel
- Tour length
- 8 days
- Price per day
- $209
- From
- US$1,670
- +$108 local payments
- Sailing
Sailing Yoga Practice & SUP in Cyclades Greece.
Sailing Yoga Practice & SUP in Cyclades Greece.- Destinations
- Kea, Kythnos, Syros, Tinos, Andros, Karystos
- Age Range
- 18 to 70 year olds
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel Style
- Sailing, Yoga, Health, Spa & Wellness, Private, Fully Guided+3 more
- Operated in
- English
- Operator
- Med Sun Yachts
- Tour length
- 7 days
- Price per day
- $122
- From
- US$853
- Sailing
Cyclades Luxury Sailing adventure (Catamaran)
Cyclades Luxury Sailing adventure (Catamaran)- Destinations
- Athens, Sounio, Serifos, Kimolos, Polyaigos, Milos, Sifnos, Kythnos
- Age Range
- 4 to 88 year olds
- Islands
- Greek Islands, Aegean Islands, Cyclades Greece+2 more
- Travel Style
- Sailing, Family, Private, Group, Fully Guided, Explorer+3 more
- Operated in
- English
- Operator
- Trails Beyond
- Tour length
- 8 days
- Price per day
- $263
- From
- US$2,106
- Sailing
Greek Cruise and Island Walking
Greek Cruise and Island Walking- Destinations
- Athens, Rafina, Panagia, Zarakes, Eretria, Marmari, Mili, Karystos
- Age Range
- 16 to 85 year olds
- Regions
- Greek Islands, Evia, Central Greece, Mainland Greece+2 more
- Travel Style
- Sailing, Group, Fully Guided, Explorer, Hiking & Trekking+3 more
- Operated in
- English
- Operator
- Explore!
-15%- Tour length
- 8 days
- Price per day
- $145
- From $1,360
- US$1,156
You save: $204 - Sailing
Yoga Sailing in Greece - Ionian Sea
Yoga Sailing in Greece - Ionian Sea- Destinations
- Lefkada, Meganisi, Ithaca, Sami, Fiskardo, Lefkas, Kalamos
- Age Range
- 18 to 80 year olds
- Islands
- Greek Islands, Ionian Islands+1 more
- Travel Style
- Sailing, Yoga, Health, Spa & Wellness, Group, Partially Guided, Explorer+4 more
- Operated in
- English
- Operator
- Med Sailing Holidays
- Tour length
- 8 days
- Price per day
- $242
- From
- US$1,934
- Sailing
Greek Island Cruise
Greek Island Cruise- Destinations
- Athens, Rafina, Karystos, Panagia, Argyro, Euboea (Evia), Eretria, Nea Styra, Porto Lafia, Marmari+2 more
- Age Range
- 16 to 85 year olds
- Regions
- Greek Islands, Evia, Central Greece, Mainland Greece+2 more
- Travel Style
- Sailing, Group, Fully Guided, Explorer+2 more
- Operated in
- English
- Operator
- Explore!
-15%- Tour length
- 8 days
- Price per day
- $145
- From $1,360
- US$1,156
You save: $204 - Sailing
SAILING YOGA & SUP IN GREEK ISLANDS Greece+SHARED HOTEL ROOM ACCOMMODATION.
SAILING YOGA & SUP IN GREEK ISLANDS Greece+SHARED HOTEL ROOM ACCOMMODATION.- Destinations
- Kea, Kythnos, Syros, Tinos, Andros, Karystos
- Age Range
- 18 to 70 year olds
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel Style
- Sailing, Yoga, Health, Spa & Wellness, Private, Group+3 more
- Operated in
- English
- Operator
- Med Sun Yachts
- Tour length
- 7 days
- Price per day
- $199
- From
- US$1,393
- Sailing
Greece Cyclades Explorer: Superior Catamaran From Paros
Greece Cyclades Explorer: Superior Catamaran From Paros- Destinations
- Paros, Antiparos, Ios, Schoinousa, Ano Koufonisi Island, Naxos
- Age Range
- 18 to 65 year olds
- Regions
- Greek Islands, Aegean Islands, Cyclades Greece, Athens Santorini & Mykonos+3 more
- Travel Style
- Sailing, Group, Fully Guided, Explorer+2 more
- Operated in
- English
- Operator
- Yacht Getaways
- Tour length
- 7 days
- Price per day
- $226
- From
- US$1,581
- +$248 local payments
- Sailing
Greek Islands & Turkish Coastline - Delos, Greece - Mykonos, Greece
Greek Islands & Turkish Coastline - Delos, Greece - Mykonos, Greece- Destinations
- Piraeus, Delos, Mykonos, Patmos, Kusadasi, Kos, Santorini, Paros
- Age Range
- 12 to 90 year olds
- Ships
- Emerald Azzurra, Emerald Sakara+1 ship
- Islands
- Greek Islands, Aegean Islands, Cyclades Greece+2 more
- Travel Style
- Sailing, Group, Fully Guided+1 more
- Operated in
- English
- Operator
- Emerald Cruises
Deal- Tour length
- 8 days
- Price per day
- $1,499
- From
- US$11,990
- Hiking & Trekking
Sailing & Hiking the Dodecanese Islands
Sailing & Hiking the Dodecanese Islands- Destinations
- Kos, Gyali Island, Nisyros Island, Tilos, Alimia, Chalki, Symi, Rhodes
- Age Range
- 10 to 80 year olds
- Islands
- Greek Islands, Eastern Aegean Islands, Dodecanese Islands, Aegean Islands+3 more
- Travel Style
- Hiking & Trekking, Family, Private, Fully Guided, Explorer, Sailing+4 more
- Operated in
- English
- Operator
- Trekking Hellas Rhodes
- Tour length
- 7 days
- Price per day
- $518
- From
- US$3,629
See All Tour Operators in Greek Islands
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"What an incredible trip to remember! Greece is such a beautiful country and my wife..."
Best of Greece"Our guide Dov was great...very personnel and helpful"
Sailing Greece - Mykonos to Santorini"The group dynamic was terrible, and the guide lacked the leadership/people skills..."
Sailing Greece - Santorini to Santorini"We did experience some glitches but Wanderful was quick to correct the and even reimbursed..."
Bewitching Greece with All Inclusive beach stay"My daughter and I just got back from sailing around 9 greek islands starting in Santorini..."
Greece Sailing Adventure: Cyclades Islands"Fantastic trip! Highly recommend"
Sail Greece: Mykonos to Santorini (7 destinations)
Travel Styles
Other Regions in Greece
- Mainland Greece (371)
- Aegean Islands (364)
- Cyclades Greece (338)
- Athens Santorini & Mykonos (312)
- Peloponnese Islands (91)
- Mykonos (73)
- Central Greece (54)
- Crete (44)
- Northern Greece (40)
- Santorini (26)
- Ionian Islands (24)
- Attica (21)
- Eastern Aegean Islands (14)
- Dodecanese Islands (14)
- Saronic Islands (6)
Other types in Greek Islands
- Partially Guided (165)
- Beach (142)
- Fully Guided (133)
- Historical (90)
- Independent (89)
- Island Hopping (84)
- Self-Guided (83)
- Custom (80)
- Christmas & New Year (62)
- In-depth Cultural (57)
- Hiking & Trekking (48)
- Active Adventure (22)
Guides
International Versions
- Deutsch: Griechische Inseln Segel...
- Nederlands: Zeilen Rondreizen in ...