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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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 - C
Catherine • traveled in June, 2026
Amazing catamaran tour. Our skipper Dmitri was a great source of knowledge and helped us with everything, taking us to the best islands and best locations based on the conditions. We loved the standup paddle boarding and snorkeling. Boat was very comfortable and in great condition. Island towns were charming, filled with delicious local food. This is the very best way to see the Cyclades. Highly recommend!
Cyclades Luxury Sailing Adventure (Catamaran) - S
Shelley • traveled in March, 2025
Responsive tour company, do what they say and pretty fair. Great accommodations at Naxos and Santorini. The villa owner at Naxos, Me. Stavros is very kind and helpful. His villa is so clean and nice. Abasa suites in Santorini is excellent. Thank you Greca.
IREMIA | Athens, Naxos and Santorini (+sightseeing in Athens, ferries and flight)
Traveler Photos & Videos from Cyclades Greece tours
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- 2 Greek Islands Tour - 5 Days - Paros & Santorini - Premium
- Athens & Santorini Tour - 5 Days - Premium
- Greece Island Hopper
- Mykonos & Santorini Tour - 5 Days - Premium
- Mykonos to Athens
- Greek Island Wanderer
- Ancient Ruins & Caldera Views: Athens & Santorini
- Escape to Mykonos, 3 Days
- Best of Greece
- Sailing Greece - Athens to Santorini
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$4,095
Cyclades Luxury Sailing Adventure (Catamaran)
4 Reviews by TourRadar travelers“We loved the standup paddle boarding and snorkeling.”
Catherine, traveled in June
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
- US$2,945
IREMIA | Athens, Naxos and Santorini (+sightseeing in Athens, ferries and flight)
3 Reviews by TourRadar travelers“Really great Service and atenttion from greca team.”
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
- US$1,492
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
- US$1,367
Mykonos & Santorini: 3-Day Greek Island Highlights Tour
28 Reviews by TourRadar travelers“Ferry travel was interesting. The Wine and Olive tour was great.”
Anne, traveled in October
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 $1,572
25% Off- US$1,179You save $393
Greece Island Hopper
167 Reviews by TourRadar travelers“It's an incredible time! I would definitely recommend this trip.”
D, traveled in June
Nine days of island delights await: Paradise Beach Club parties in Mykonos, vibrant nightlife in Ios Square, and caldera wine tastings in Santorini. Features beachfront stays in Kamari, black sand beaches in Perissa, and iconic Oia sunsets.
Duration 9 days Destinations Athens, Mykonos, Ios, Santorini, Kamari, Thera, Perissa, Oia Age Range Ages 18-39 Operator TruTravels From $2,195
25% Off- US$1,646You save $549
Greek Island Hopping (Standard)
813 Reviews by TourRadar travelers“So much fun! I enjoyed tripping and falling into all the activities and bars along the way.”
Jemma, traveled in June
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
25% Off- US$1,825
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 Travelers267 tours- Couples228 tours
- Young Adults (18 - 39)15 tours
- Seniors (50+)62 tours
Best time to visit Cyclades Greece
- 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.
- 211 tours
- 248 tours
- popular 251 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 265 tours
- 228 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 33 tours
- 30 tours
- 30 tours
- Spring 2027
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.
- 56 tours
- 83 tours
- popular 118 tours
Contact our Cyclades Greece travel experts
Micaela
Expert in Cyclades Greece at TourRadar
Micaela 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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