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10 best Cyclades trips in October 2026
Island Hopping: Athens, Mykonos, Santorini
3.0 (1 traveler review)- Duration
- 8 days
- Destinations
- Athens, Mykonos, Santorini, Oia, Thirasia
- Age Range
- All Ages Welcome
- Regions
- Greek IslandsAegean IslandsCyclades GreeceAthens Santorini & Mykonos+3 more
- Operated in
- English
- Operator
- Destination Services Greece
10% Off- From $1,229
- US$1,106per person
Price based on Private Double Room1 Oct, 202610 spaces left2 Oct, 202610 spaces left
Greece : History, Spellbound sights & White sandy beaches
4.8 (6 traveler reviews)"The itinerary was well put together and so convenient with the hotel transfers set between cities."
- Duration
- 9 days
- Destinations
- Athens, Santorini, Crete
- Age Range
- All Ages Welcome
- Islands
- Greek Islands
- Operated in
- English
- Operator
- Wanderful Holidays LLC
9% Off- From $1,799
- US$1,637per person
Price based on Private Double Room4 Oct, 202610 spaces left9 Oct, 202610 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 $989
- US$890per person
Price based on Private Double Room1 Oct, 202610 spaces left2 Oct, 202610 spaces left
IREMIA | Athens, Naxos and Santorini (+sightseeing in Athens, ferries and flight)
5.0 (3 traveler reviews)"Great accommodations at Naxos and Santorini. Abasa suites in Santorini is excellent."
- Duration
- 7 days
- Destinations
- Athens, Naxos, Santorini
- Age Range
- All Ages Welcome
- Islands
- Greek IslandsAegean IslandsCyclades Greece+2 more
- Operated in
- English
- Operator
- Greca
10% Off- From
- US$1,542per person
Price based on Private Double Room1 Oct, 202610+ spaces left2 Oct, 202610+ spaces left
Paros and Naxos 7 Days
5.0 (1 traveler review)"The hotels were very nice. All information was communicated in a timely manner and in detail."
- Duration
- 7 days
- Destinations
- Paros, Antiparos, Despotiko Island, Náousa, Naxos, Eggares,Ano Koufonisi Island+1 more
- Age Range
- Ages 18+
- Islands
- Greek IslandsCyclades Greece+1 more
- Operated in
- English
- Operator
- Oxygen Tours
10% Off- From
- US$1,044per person
Price based on Private Double Room1 Oct, 202610 spaces left2 Oct, 202610 spaces left
10-Day Island Honeymoon Adventure: Mykonos, Santorini, Crete & Athens
4.0 (1 traveler review)"The vacation was set up well and we highly enjoyed it."
- Duration
- 10 days
- Destinations
- Athens, Mykonos, Santorini, Crete
- Age Range
- All Ages Welcome
- Islands
- Greek Islands
- Operated in
- English
- Operator
- Private Tours Greece
10% Off- From
- US$4,022per person
Price based on Private Double Room1 Oct, 202610 spaces left2 Oct, 202610 spaces left
2 Greek Islands Tour - 5 Days - Paros & Santorini - Premium
4.8 (45 traveler reviews)"The beauty of the islands is stunning. I would recommend the trip and the agencies."
- Duration
- 5 days
- Destinations
- Athens, Paros, Santorini
- Age Range
- All Ages Welcome
- Islands
- Greek IslandsAegean IslandsCyclades Greece+2 more
- Operated in
- English
- Operator
- Travel Zone
25% Off- From $2,092
- US$1,569per person
Price based on Private Double Room1 Oct, 202610+ spaces left2 Oct, 202610+ spaces left
Mykonos & Santorini Tour - 5 Days - Premium
4.8 (25 traveler reviews)"Our hotels were beautiful! Travel agents at each destination were fantastic."
- Duration
- 5 days
- Destinations
- Athens, Mykonos, Santorini
- Age Range
- All Ages Welcome
- Regions
- Greek IslandsAegean IslandsCyclades GreeceMykonosAthens Santorini & Mykonos+4 more
- Operated in
- English, Spanish
- Operator
- Travel Zone
25% Off- From $2,200
- US$1,650per person
Price based on Private Double Room1 Oct, 202610+ spaces left2 Oct, 202610+ spaces left
Paros, Naxos, Santorini & Milos with Guided Tours - Premium
4.3 (3 traveler reviews)"The trip was perfect. 9 days between the islands with all hotels and tours booked."
- 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 $4,059
- US$3,450per person
Price based on Private Double Room1 Oct, 202610+ spaces left2 Oct, 202610+ spaces left
Greek Island Dream Paros, Naxos & Santorini- 7 Days (Self-Guided Package)
5.0 (8 traveler reviews)"Travel Zone's dedication to customer service was evident at every turn, ensuring our satisfaction."
- Duration
- 7 days
- Destinations
- Athens, Paros, Naxos, Santorini
- Age Range
- All Ages Welcome
- Islands
- Greek IslandsAegean IslandsCyclades Greece+2 more
- Operated in
- English
- Operator
- Travel Zone
25% Off- From $2,188
- US$1,641per person
Price based on Private Double Room1 Oct, 202610+ spaces left2 Oct, 202610+ spaces left
Greek Island Hopping | Semi guided Tour | 11 Days
4.7 (127 traveler reviews)"We loved the 11 day 'Greek Island Hopping – Standard' tour. Everything went off without a hitch."
- 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
25% Off- From $2,907
- US$2,180per person
Price based on Private Double Room1 Oct, 202610+ spaces left2 Oct, 202610+ spaces left
Cultural Athens & Island Hopping Mykonos - Santorini (Self-guided)
4.6 (97 traveler reviews)"Everything was good on the tour."
- Duration
- 7 days
- Destinations
- Athens, Mykonos, Santorini
- 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
10% Off- From $1,161
- US$1,045per person
Price based on Private Double Room1 Oct, 202610+ spaces left2 Oct, 202610+ spaces left
Athens, Santorini & Mykonos Tour - 7 Days -
4.8 (25 traveler reviews)"Transfers from airports to hotels and ferries were professional and on time. The hotels selected were good."
- Duration
- 7 days
- Destinations
- Athens, Mykonos, Santorini
- Age Range
- All Ages Welcome
- Regions
- Greek IslandsAegean IslandsCyclades GreeceMykonosAthens Santorini & Mykonos+4 more
- Operated in
- English, Spanish
- Operator
- Travel Zone
25% Off- From $2,287
- US$1,715per person
Price based on Private Double Room1 Oct, 202610+ spaces left2 Oct, 202610+ spaces left
Greece Islands Highlights: Mykonos, Santorini & Athens - 9-Day
4.8 (9 traveler reviews)"Every detail was taken care of for us -- accommodations, transportation, logistics ... everything was first rate."
- 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
- US$3,452per person
Price based on Private Double Room1 Oct, 20268 spaces left2 Oct, 20268 spaces left
Greece Highlights: Athens, Mykonos & Santorini
3.7 (3 traveler reviews)"FANTASTIC!!! Very organized!"
- Duration
- 8 days
- Destinations
- Athens, Mykonos, Santorini
- Age Range
- Ages 8+
- Regions
- Greek IslandsAegean IslandsCyclades GreeceMykonosAthens Santorini & Mykonos+4 more
- Operated in
- English
- Operator
- Omega Tours
25% Off- From
- US$2,137per person
Price based on Private Double Room1 Oct, 202610+ spaces left2 Oct, 202610+ spaces left
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Micaela
Expert in Cyclades at TourRadar
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