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) - C
Cheryl • traveled in October, 2025
Excellent pick ups, especially by Demitris who picked us up and brought us back to our accommodation. The hotel on Mykonos was fabulous, the staff very helpful in giving us directions, breakfast was great. The hotel on Santorini was outstanding and all the Staff exceptional. The food for the 3 meals we had there was delicious. The directions and help we got from the Staff was great. The jacuzzi was an added bonus, to sit in and watch the sunset. I would recommend the 3 days to everyone.
Mykonos & Santorini: 3-Day Greek Island Highlights Tour
Traveler Photos & Videos from Cyclades Greece tours
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- Athens, Santorini & Mykonos with 3 Guided Tours | SemiPrivate | 10 Days
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- 2 Greek Islands Tour - 5 Days - Paros & Santorini - Premium
- Athens & Santorini Tour - 5 Days - Premium
- Greek Island Wanderer
- Sailing Greece - Athens to Santorini
- Mykonos to Athens
- Greek Island Glow: Athens, Naxos & Santorini
- Athens, Mykonos, Delos, Santorini & Heraklion(Crete), 11-Day tour
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- Sailing Greece - Santorini to Santorini
- Athens, Mykonos & Santorini Tour | 09 Days
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“3 days in each place was perfect to get to know them and do what you want! Santorini was my favorite!”
Lisa, traveled in August
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 $4,150
10% Off- US$3,735You save $415
Mykonos & Santorini: 3-Day Greek Island Highlights Tour
28 Reviews by TourRadar travelers“The 3 day semi-private tour from Athens in Santorini and Mykonos was really a magical experience!”
Vallerie, traveled in September
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 $1,577
25% Off- US$1,183You save $394
Cyclades Luxury Sailing Adventure (Catamaran)
4 Reviews by TourRadar travelers“It is impossible to express how much we loved our trip. This was a once in a lifetime trip for us.”
Marla, traveled in May
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
25% Off- US$2,959
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
Greece Islands Highlights: Mykonos, Santorini & Athens - 9-Day
12 Reviews by TourRadar travelers“Everything went very smoothly and communication with Private Tours of Greece was great.”
Laurie, traveled in April
Duration 9 days Destinations Athens, Mykonos, Delos, Nisí Ríneia, Santorini, Palea Kameni Island, Oia, Emporios, Perissa Age Range All Ages Welcome Operator Private Tours Greece From $3,352
25% Off- US$2,514You save $838
Greek Island Hopping (Standard)
813 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
25% Off- US$1,825
MINI SANTORINI FROM ATHENS (+transfers & ferry/flight)
5 Reviews by TourRadar travelers“This tour is perfect to visit one of the most wonderful islands in Greece!”
Mariel, traveled in November
The iconic Cyclades await on this 3-day trip from Athens to Santorini. Take in sunset from Fira's cliff-edge viewpoints and immerse in the island's party scene. Package includes ferry transport, 2 nights' accommodation, breakfast daily, and expert local assistance, all for approx. $140 per day.
Duration 3 days Destinations Athens, Santorini Age Range All Ages Welcome Operated in English, Spanish Operator Greca From
25% Off- US$592
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 Travelers268 tours- Couples229 tours
- Young Adults (18 - 39)16 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.
- 181 tours
- 247 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
- 44 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 36 tours
- 34 tours
- 34 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.
- 61 tours
- 91 tours
- popular 126 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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