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Cyclades Tours in May 2027
10 best Cyclades trips in May 2027
Greek Island Hopping: Paros, Ios & Santorini Sunsets
5.0 (39 traveler reviews)"Best way to experience the greek islands."
- Duration
- 7 days
- Destinations
- Athens, Paros, Ios, Santorini
- Age Range
- Ages 18-39
- Islands
- Greek IslandsAegean IslandsCyclades Greece+2 more
- Operated in
- English
- Operator
- G Adventures
30% Off- From $1,599
- US$1,119per person
Price based on Shared Room2 May, 202710+ spaces left9 May, 202710+ spaces left
Island Hopping Greek Islands Delights: Mykonos, Paros, Santorini
4.3 (3 traveler reviews)"The hotels were lovely, the breakfasts were incredible. We would love to go back to Greece, this trip is a must!"
- Duration
- 8 days
- Destinations
- Mykonos, Paros, Marpissa, Prodromos, Lefkes, Santorini, Oia,Akrotiri,Thirasia+2 more
- Age Range
- All Ages Welcome
- Islands
- Greek IslandsAegean IslandsCyclades Greece+2 more
- Operated in
- English
- Operator
- Destination Services Greece
10% Off- From $983
- US$885per person
Price based on Private Double Room4 May, 202710 spaces left5 May, 202710 spaces left
Milos & Santorini: 5-Day Tour to Iconic Greek Islands
5.0 (4 traveler reviews)- Duration
- 5 days
- Destinations
- Milos, Athens, Santorini
- Age Range
- All Ages Welcome
- Regions
- Greek IslandsAegean IslandsCyclades GreeceSantoriniAthens Santorini & Mykonos+4 more
- Operated in
- English
- Operator
- Private Tours Greece
25% Off- From $1,948
- US$1,461per person
Price based on Private Double Room1 May, 20278 spaces left2 May, 20278 spaces left
Paros, Naxos, Santorini & Milos with Guided Tours - Standard
5.0 (4 traveler reviews)"We are delighted with the treatment received by the guides, as in the hotels and activities carried out."
- Duration
- 9 days
- Destinations
- Athens, Paros, Antiparos, Naxos, Santorini, Milos
- Age Range
- All Ages Welcome
- Islands
- Greek IslandsAegean IslandsCyclades Greece+2 more
- Operated in
- English
- Operator
- Travel Zone
15% Off- From $3,324
- US$2,825per person
Price based on Private Double Room2 May, 202710 spaces left3 May, 202710 spaces left
Greek Island Wanderer
4.3 (73 traveler reviews)"A full on holiday, we visited six Cyclades Islands. A great way to get a taste of the Cyclades and decide where to return to."
- Duration
- 14 days
- Destinations
- Athens, Syros, Ermoupolis, Galissas, Azolimnos, Vari,Ermoupouli,Paros,Parikia,Náousa,Lefkes,Naxos,Delos,Mykonos,Kinidaros,Eggares,Santorini,Thirasia,Thera,Akrotiri,Oia+15 more
- Age Range
- Ages 16+
- Islands
- Greek IslandsCyclades Greece+1 more
- Operated in
- English
- Operator
- Explore!
6% Off- From $3,090
- US$2,920per person
Price based on Private Double Room2 May, 202710+ spaces left9 May, 202710+ spaces left
Aegean Escape: Athens, Mykonos, Paros, Naxos & Santorini
5.0 (14 traveler reviews)"It was such a wonderful experience and so well organised."
- Duration
- 11 days
- Destinations
- Athens, Mykonos, Paros, Naxos, Santorini
- Age Range
- All Ages Welcome
- Islands
- Greek IslandsAegean IslandsCyclades Greece+2 more
- Operated in
- English
- Operator
- GMT Voyager
6% Off- From
- US$2,449per person
Price based on Private Double Room3 May, 202710+ spaces left5 May, 202710+ spaces left
Greece Island Hopping (8 days) Crete, Santorini & Mykonos (Self-Guided)
- Duration
- 8 days
- Destinations
- Heraklion, Santorini, Mykonos
- Age Range
- All Ages Welcome
- Regions
- Greek IslandsAegean IslandsCyclades GreeceMykonosAthens Santorini & Mykonos+4 more
- Operated in
- English, German,French,Dutch+2 more
- Operator
- Dot Travel
6% Off- From
- US$921per person
Price based on Private Double Room1 May, 202710+ spaces left2 May, 202710+ spaces left
Island Hopping: Athens, Santorini
- Duration
- 5 days
- Destinations
- Athens, Santorini, Oia
- Age Range
- All Ages Welcome
- Regions
- Greek IslandsAegean IslandsCyclades GreeceSantoriniAthens Santorini & Mykonos+4 more
- Operated in
- English
- Operator
- Destination Services Greece
10% Off- From $676
- US$609per person
Price based on Private Double Room1 May, 202710 spaces left2 May, 202710 spaces left
Island Hopping in Greece Athens-Paros-Naxos (Self-guided)
4.2 (10 traveler reviews)"Within a few days we got the opportunity to visit beautiful places!"
- Duration
- 10 days
- Destinations
- Athens, Paros, Naxos
- Age Range
- All Ages Welcome
- Islands
- Greek IslandsAegean IslandsCyclades Greece+2 more
- Operated in
- English, German,French,Dutch+2 more
- Operator
- Dot Travel
10% Off- From
- US$1,738per person
Price based on Private Double Room1 May, 202710+ spaces left2 May, 202710+ spaces left
Sailing Greece - Santorini to Santorini
4.7 (30 traveler reviews)"The Captain is superb."
- Duration
- 10 days
- Destinations
- Santorini, Ios, Naxos, Mykonos, Syros, Paros, Sifnos,Folegandros+1 more
- Age Range
- Ages 16+
- Ship
- G Adventures Sailing Yacht
- Islands
- Greek IslandsAegean IslandsCyclades Greece+2 more
- Operated in
- English
- Operator
- G Adventures
40% Off- From $2,599
- US$1,559per person
Price based on Private Double Room1 May, 202710 spaces left11 May, 202710 spaces left
Greek Island Hopping | Semi guided Tour | 11 Days
4.7 (129 traveler reviews)"Communication was excellent and the itinerary was well balanced. Highly recommended!"
- Duration
- 11 days
- Destinations
- Athens, Mykonos, Paros, Naxos, Santorini
- Age Range
- All Ages Welcome
- Islands
- Greek IslandsAegean IslandsCyclades Greece+2 more
- Operated in
- English
- Operator
- Travel Zone
30% Off- From $3,242
- US$2,270per person
Price based on Private Double Room1 May, 202710 spaces left2 May, 202710 spaces left
Sailing Greece - Mykonos to Santorini
4.6 (54 traveler reviews)"It was a fabulous yachting tour of the Greek Islands. I'll be recommending this to my friends."
- Duration
- 8 days
- Destinations
- Mykonos, Naxos, Paros, Antiparos, Ios, Sifnos, Folegandros,Santorini+1 more
- Age Range
- Ages 18+
- Ship
- G Adventures Sailing Yacht
- Islands
- Greek IslandsAegean IslandsCyclades Greece+2 more
- Operated in
- English
- Operator
- G Adventures
40% Off- From $1,849
- US$1,109per person
Price based on Private Double Room1 May, 202710 spaces left8 May, 202710 spaces left
Greek Island Hopping (Standard)
4.8 (812 traveler reviews)"If your thinking about going do it! You won't regret it."
- Duration
- 11 days
- Destinations
- Athens, Mykonos, Paros, Santorini, Ios
- Age Range
- Ages 18-35
- Islands
- Greek IslandsAegean IslandsCyclades Greece+2 more
- Operated in
- English
- Operator
- Contiki
40% Off- From
- US$1,825per person
Price based on Shared Room1 May, 20278 spaces left3 May, 20279 spaces left
Greece Islands Highlights: Mykonos, Santorini & Athens - 9-Day
4.8 (9 traveler reviews)"The hotels were very good and in great location."
- Duration
- 9 days
- Destinations
- Athens, Mykonos, Santorini, Piraeus
- Age Range
- All Ages Welcome
- Regions
- Greek IslandsAegean IslandsCyclades GreeceMykonosAthens Santorini & Mykonos+4 more
- Operated in
- English
- Operator
- Private Tours Greece
25% Off- From $3,433
- US$2,575per person
Price based on Private Double Room1 May, 20278 spaces left2 May, 20278 spaces left
Sail Greece: Santorini to Mykonos
5.0 (1 traveler review)"We had a great time meeting lots of new friends who all got on from many nationalities. Without the disputes!"
- Duration
- 8 days
- Destinations
- Santorini, Ios, Amorgos, Koufonisia, Iraklia, Naxos, Syros,Mykonos+1 more
- Age Range
- Ages 15+
- Islands
- Greek IslandsAegean IslandsCyclades Greece+2 more
- Operated in
- English
- Operator
- Intrepid Travel
28% Off- From $1,712
- US$1,234per person+$117 local payments
Price based on Shared Room1 May, 20273 spaces left11 May, 20273 spaces left
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