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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I initially wondered if I was doing the best thing in purchasing this self guided package. I can say it was well worth the cost. The choice of Hotels was fantastic and the transportation to and from all of the inter island ferry’s was excellent. I would have no hesitation using TourRadar for my next adventure. I big thanks to all involved in making our trip a wonderful experience !!!!!!
Greek Island Dream Paros, Naxos & Santorini- 7 Days (Self-Guided Package)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 ExplorerThe hotels were very nice. George was very efficient with coordinating excursions and transportation. All information was communicated in a timely manner and in detail. He was also compassionate and helpful when we needed to terminate our trip early due to a family emergency.
Paros and Naxos 7 Days
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- Sailing Greece - Mykonos to Santorini
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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 Dream Paros, Naxos & Santorini- 7 Days (Self-Guided Package)
“Any special request was dealt with immediate and utmost attention.”
Premium hotels in Paros, Naxos, and Santorini host your Cyclades stay. Highlights include Naousa's Venetian castle, swimming at Chrissi Akti beach, and Aperathos's stone-built houses. A volcanic cruise to Nea Kameni and sunset dinner sailing past Oia complete your journey.
Duration 7 days Destinations Athens, Paros, Naxos, Santorini Age Range All Ages Welcome Operator Travel Zone From $2,315
30% Off- US$1,621
Greek Island Explorer
“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 $4,150
10% Off- US$3,735
Paros and Naxos 7 Days
“The hotels were very nice. All information was communicated in a timely manner and in detail.”
Jeanette, traveled in August
Naoussa's white alleys and Apeiranthos' traditional charm showcase island culture. Demeter's temple, Koufonisia's waters, and Antiparos' caves highlight natural beauty. Local experiences include Kitron tasting and pottery workshops at approx. $150 daily.
Duration 7 days Destinations Paros, Náousa, Antiparos, Despotiko Island, Naxos, Eggares, Koufonisia Age Range Ages 18+ Operator Oxygen Tours From
10% Off- US$1,029
3-Day Mykonos & Santorini for Couples: Oia Sunset & Little Venice
“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 $1,214
25% Off- US$910
Greece Islands Highlights: Mykonos, Santorini & Athens - 9-Day
“Everything was very well organized from start to finish.”
Greek, traveled in June
The route spans Athens' Parthenon to Mykonos' vibrant Little Venice district. Visitors explore UNESCO-listed Delos ruins and Rhenia Beach. Santorini offers Red Beach, traditional Megalochori village, and legendary Oia sunsets.
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 $3,403
25% Off- US$2,552
MINI SANTORINI FROM ATHENS (+transfers & ferry/flight)
“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$600
Greece Island Hopper
“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
10% Off- US$1,976
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 Travelers273 tours- Couples232 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.
- popular 247 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 267 tours
- 230 tours
- 46 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 38 tours
- 37 tours
- 37 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.
- 65 tours
- 102 tours
- popular 144 tours
Contact our Cyclades Greece travel experts
George
Expert in Cyclades Greece at TourRadar
George 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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