Cyclades Greece Tours & Trips
What if you could island-hop through the Cyclades and see Santorini's cliffs, Mykonos' beaches, and Naxos' villages? These Greek island trips balance iconic destinations with hidden gems, ancient ruins with beach clubs. You'll taste incredibly fresh seafood, discover those whitewashed churches and experience Mediterranean lifestyle that's been captivating visitors for decades.
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Gina • traveled in May, 2026
The whole experience was amazing, transport was always on time and very comfortable. Hotels were beautiful and nice rooms, very well located. Vineyard experience and Oia visit were activities that added a lot of value to the trip, the food at the vineyard was delicious and the people there was the nicest. Lia from Private tour Greece was always very kind and attentive to answer questions. Thank you very much We loved this tour We would definitely recommend it
Mykonos & Santorini: 3-Day Greek Island Highlights Tour - A
Angus • traveled in September
We had a very good time and had a wonderful tour agent to help us all the way. She went above the call of duty every day for us all. The only event that was beyond the control of Tour Radar is the hotel in Mykonos which considered a lower level room as a 50 Euro upgrade for seniors and persons with disabilities. They preferred to leave those rooms vacant than allow them at the same rate.
Greek Island Explorer - M
Marla • traveled in May
It is impossible to express how much we loved our trip. By the end Mike and Andreas were like family. We stayed in Greece a week after and I got great advice on where we should go. This was a once in a lifetime trip for us. We saved up for our 25th anniversary and we made the right choice. Big thanks to the guys and Danae.
Cyclades Luxury Sailing Adventure (Catamaran)
Traveler Photos & Videos from Cyclades Greece tours
- Best of Greece (15 days) Athens & 4 Islands in 15 days (Self-Guided)
- Cultural Athens & Island Hopping Mykonos - Santorini (Self-guided)
- Vacations in Greece - 9 Days - Athens, Paros, Naxos, Santorini
- Athens, Santorini & Mykonos with 3 Guided Tours | SemiPrivate | 10 Days
- 2 Greek Islands Tour - 5 Days - Paros & Santorini - Premium
- Athens and Naxos
- Athens & Santorini Tour - 5 Days - Premium
- Ancient Ruins & Caldera Views: Athens & Santorini
- Sailing Greece - Athens to Santorini
- Mykonos to Athens
- Athens, Syros & Mykonos Tour - 7 Days - Standard
- Athens & Greek Island Santorini - 6 Days
- Escape to Mykonos, 3 Days
- Greece Island Hopper
- Greek Island Hopping (Plus)
Table of contents
- The best Cyclades Greece tour packages
- Travel Cyclades Greece your way
- Best tour companies for Cyclades Greece tours
- Popular Cyclades Greece Cruise Ships
- Discover Cyclades Greece tours for every budget
- Cyclades Greece tours for every type of group
- Top Cyclades Greece travel itineraries to fit your plans
- Demographics
- Best time to visit Cyclades Greece
- Contact our Cyclades Greece travel experts
The best Cyclades Greece tour packages
Compiled by
MelissaCyclades Greece travel expert at TourRadar
Greek Island Explorer
6 Reviews by TourRadar travelers“I was worried about traveling alone, but those feelings were quelled as soon as I met our group.”
Kim, traveled in June
The route leads from Athens' ancient wonders to Santorini's dramatic caldera. Beachfront hotels in Kamari and near Mykonos' Little Venice provide comfort. Visits include Ano Mera monastery and Kalafatis Beach, with breakfast, ferry transfers, and optional sunset sailing.
Duration 10 days Destinations Athens, Sounio, Santorini, Oia, Mykonos, Delos Age Range All Ages Welcome Operator Costsaver From
- US$3,850
Mykonos & Santorini: 3-Day Greek Island Highlights Tour
28 Reviews by TourRadar travelers“Everything was well organized. We had a lovely time.”
David, traveled in May
Your Cycladic adventure starts at Mykonos' Little Venice and Matogiania district, leading to Santorini's Oia for legendary sunsets. Wine tours ($130) and Caldera cruises ($160) available. Breakfast and private transfers included.
Duration 3 days Destinations Athens, Mykonos, Santorini, Thera, Oia Age Range All Ages Welcome Operator Private Tours Greece From $1,610
25% Off- US$1,208You save $403
ELLINIKO | Athens, Mykonos and Santorini (with sightseeing in Athens + hotels & ferries)
8 Reviews by TourRadar travelers“The Elliniko travel package exceeded all my expectations – beautiful places, smooth arrangements, and excellent service.”
Akrivi, traveled in July
Two-night stays in both Mykonos and Santorini follow Athens exploration. Evening walking tours through Plaka and Monastiraki prelude island-hopping via fast ferries. Perfect for couples seeking culture and relaxation, with 55+ travelers welcome. Includes inter-island transfers and daily breakfast.
Duration 6 days Destinations Athens, Mykonos, Santorini Age Range All Ages Welcome Operated in English, Spanish Operator Greca From
25% Off- US$1,401
IREMIA | Athens, Naxos and Santorini (+sightseeing in Athens, ferries and flight)
3 Reviews by TourRadar travelers“Ioanna was very responsive and crafted the exact holidays I wanted! I had a great vacation!”
Gabriel, traveled in December
Your adventure runs from Naxos's Temple of Dimitra to Santorini's clifftop Fira. Visit Vivlos's windmills, Hawaii Beach, and marvel at famous Oia sunsets. Includes comfortable accommodations and optional catamaran cruises.
Duration 7 days Destinations Athens, Naxos, Santorini Age Range All Ages Welcome Operator Greca From
25% Off- US$1,529
Mykonos & Santorini Tour: 5-Day Greek Island Escape
21 Reviews by TourRadar travelers“I absolutely loved this! This really took the guess work out the whole trip.”
Allison, traveled in October
The finest of Cyclades awaits with accommodations in Mykonos' Little Venice area and Santorini's stunning Oia village. Visit the Delos archaeological site and join Caldera sunset cruises with BBQ. Package includes private transfers, 4-star hotels, and daily breakfast.
Duration 5 days Destinations Athens, Mykonos, Delos, Nisí Ríneia, Santorini, Oia, Thera, Nea Kameni Island, Akrotiri Age Range All Ages Welcome Operator Private Tours Greece From $2,186
25% Off- US$1,639You save $546
Cyclades Luxury Sailing Adventure (Catamaran)
3 Reviews by TourRadar travelers“The views were unbeatable, and everything was smoothly run!”
Marley, traveled in July
Sail through the Cyclades aboard luxury catamaran, from Milos' volcanic formations to Polyegos' private beaches. Visit medieval Kastro in Sifnos and enjoy traditional Greek cuisine in Kythnos' tavernas. Includes professional skipper, 6 breakfasts, and 3 onboard lunches.
Duration 8 days Destinations Athens, Sounio, Serifos, Kimolos, Polyaigos, Milos, Sifnos, Kythnos Age Range All Ages Welcome Operator Trails Beyond From $2,837
18% Off- US$2,326You save $511
Greek Island Hopping (Standard)
812 Reviews by TourRadar travelers“Good relaxing time, can't ask for a better vacation.”
Naif, traveled in August
Starting at Poseidon Hotel Athens, the tour winds through the Cyclades' most beautiful islands. Visit Mykonos' windmills, Paros' Byzantine churches, and Santorini's black sand beaches. Accommodations at Paradise Beach Mykonos and Okeanis Hotel Santorini, with optional village visits and volcano cruises.
Duration 11 days Destinations Athens, Mykonos, Paros, Santorini, Ios Age Range Ages 18-35 Operator Contiki From $2,095
10% Off- US$1,886You save $210
Travel Cyclades Greece your way
More travel styles:
Best tour companies for Cyclades Greece tours
Popular Cyclades Greece Cruise Ships
Discover Cyclades Greece tours for every budget
Cyclades Greece tours for every type of group
Who are you traveling with?
Top Cyclades Greece travel itineraries to fit your plans
Demographics
Solo Travelers266 tours- Couples226 tours
- Young Adults (18 - 39)15 tours
- Seniors (50+)63 tours
Best time to visit Cyclades Greece
- Spring 2026
The islands really come alive in spring when wildflowers cover the landscape. Our April-May tours, especially popular 11-day routes through Mykonos, Paros, Naxos and also Santorini, let you mix culture with early beach time. Travelers join cooking classes in Naxos villages and taste wines at Santorini's organic vineyards. The sailing season kicks off with clear skies perfect for volcano cruises around the caldera. Naxos hiking is particularly good this time of year - you can explore mountain villages without dealing with summer heat.
- popular 241 tours
- Summer 2026
Summer opens up our full range of island experiences. Most popular tours run 7-11 days, with early morning transfers that give you maximum time for swimming and exploring. The June through August sailing tours let you drop anchor in quiet bays, swim in volcanic springs and enjoy fresh BBQ lunches on board. Many customers choose tours including Naxos and Paros alongside Mykonos and also Santorini; they tell us it's an ideal mix of authentic Greek culture and excellent beaches without the peak season crowds you'll find on the famous islands.
- popular 257 tours
- 248 tours
- 250 tours
- Fall / Autumn 2026
September and October capture local life at its best, with fewer tourists but sea temperatures staying warm through October. The 11-day comprehensive tours are particularly popular now - you get all the key sites like ancient Athens, charming Mykonos and also Santorini's sunsets, but with space to really explore. Water visibility peaks for snorkeling, and sailing tours add extra swim stops to take advantage. Our travelers consistently mention the autumn light being perfect for photos, especially during caldera cruises as the sun sets. Looking at the feedback from our travelers, Dot Travel really delivers when you want easy island connections without any transfer headaches. While they handle the logistics well, Travel Zone takes a different approach - their teams stay in touch throughout your trip and adjust plans to match what you're looking for. If you're interested in getting out on the water, I'd point you toward Intrepid's sailing trips. Their skippers Rita and Fotis get mentioned again and again by our clients for good reason - they know every hidden cove, share great local stories and make sure everyone's comfortable on board whether you're an experienced sailor or it's your first time on deck. Each operator has their strong points but these consistent comments from recent travelers help show where they really shine. Dot Travel keeps things smooth between islands, Travel Zone stays engaged with their guests and Intrepid's skilled skippers help you properly explore by sea rather than just taking a standard boat tour.
- popular 260 tours
- 221 tours
- 43 tours
- Winter 2026 / 2027
The winter months from November through February shift focus to cultural experiences, though several island routes still operate. You can explore Athens' ancient sites and Santorini's geological features, including year-round caldera tours where swimming stops depend on weather. Our travelers often tell us they love exploring Mykonos and Santorini's white alleyways without summer crowds. Winter tours typically run 5-7 days, combining Athens with one or two islands for a mix of historical sites, local food and cultural activities.
- popular 32 tours
- 21 tours
- 21 tours
Contact our Cyclades Greece travel experts
Esteban
Expert in Cyclades Greece at TourRadar
Esteban is one of our seasoned Cyclades Greece Travel Experts. Reach out to us to get all your questions about Cyclades Greece tours answered!
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