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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My group of 6 enjoyed our 3 day trip to Mykonos and Santorini very much. The customer service of Tourradar was excellent. They quickly responded to my messages, made wonderful excursion suggestions and organized them for us and all drivers and places we visited went above and beyond to make our visit pleasurable.
3-Day Mykonos & Santorini for Couples: Oia Sunset & Little VeniceI absolutely loved this! I loved how everything was already booked and coordinated for us but it was overly structured that we weren't able to explore and do our own thing. This really took the guess work out the whole trip.
Mykonos & Santorini Tour: 5-Day Greek Island EscapeMykonos was amazing and my favorite! The hotel was up the street from Mykonos town and right next to a bus stop making it easy to get around to all the best places. The staff was amazing and went above and beyond. Paros was okay. The hotel location was okay and the staff was okay, but nothing like what I experienced in Mykonos. The culture was cool there. Santorini was amazing. The travel agency did mess up my booking for the hotel. They sent me one hotel in my itinerary and then booked me at a different hotel, but when I got to the hotel that I thought I was supposed to be at, they called the agency and worked out the details and made it to where I could stay there. Transfers were all great and on time, although the letter said they would call and let hotel staff know day before. That never happened. I always found out morning of which was fine but im a planner and like to know details sooner than that.
Island Hopping Greek Islands Delights: Mykonos, Paros, 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
3-Day Mykonos & Santorini for Couples: Oia Sunset & Little Venice
“Delos has a very special energy.”
Lachlan, 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 $1,178
25% off- US$883
Mykonos & Santorini Tour: 5-Day Greek Island Escape
“The schedule was very carefully organized.”
Colin, traveled in May
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 $2,109
25% off- US$1,582
Island Hopping Greek Islands Delights: Mykonos, Paros, Santorini
“The hotels were lovely, the breakfasts were incredible. We would love to go back to Greece, this trip is a must!”
Do, traveled in June
White-washed streets lead from Mykonos' Maoyanni Streets to Santorini's Akrotiri ruins. Hotel Mr and Mrs White Mykonos and Hotel El Greco provide comfortable stays with daily breakfasts. Prodromos village in Paros, local cheese tasting at Parion, and Oia sunsets complete the journey.
Duration 8 days Destinations Mykonos, Paros, Marpissa, Prodromos, Lefkes, Santorini, Oia, Akrotiri, Thirasia Age Range All Ages Welcome Operator Destination Services Greece From $956
15% off- US$812
Greek Island Hopping | Semi guided Tour | 11 Days
“The hotels were wonderful and the rides were dependable and on time. I would highly suggest this tour with the upgrades of rooms.”
Colleen, traveled in September
The 11-day Cycladic route takes you from Mykonos' Matoyanni Street to Santorini's caldera. Stop at Naxos's Venetian Castle, Paros' Naousa village, and sail on a volcanic cruise in Santorini. Premium hotels with daily breakfast included, along with all transfers, ferry tickets, and a guided sunset cruise with dinner.
Duration 11 days Destinations Athens, Mykonos, Paros, Naxos, Santorini Age Range All Ages Welcome Operator Travel Zone From $3,119
25% off- US$2,339
Sailing Greece - Mykonos to Santorini
“Well organized, boat in good condition and the particioant fun. We ankered in some remote beaches which was a wonderful experience.”
Brigitte, traveled in August
A luxury 57-ft yacht carries you from Mykonos to Santorini. Stroll through Syros's elegant square, marvel at Naxos's Temple of Dimitra, and wander Paros's Venetian ruins. Savor fresh Greek cuisine at local tavernas and swim in boat-access-only coves.
Duration 8 days Destinations Mykonos, Syros, Naxos, Paros, Antiparos, Ios, Sifnos, Chora, Folegandros, SantoriniSee all destinations Age Range Ages 18+ Operator G Adventures From
25% off- US$1,799
ELLINIKO | Athens, Mykonos and Santorini (with sightseeing in Athens + hotels & ferries)
“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$1,352
Greek Island Wanderer
“Syros was a delight, and the walks were a lovely way of seeing the different islands.”
Sheila, traveled in September
Authentic Cycladic life unfolds from Syros's harbors to Santorini's sunsets. Ancient paths in Paros, Naxos's marble villages like Halki, and wine tasting at Aroma winery create lasting memories. Selected hotels include Hotel Anezina on Paros.
Duration 14 days Destinations Athens, Syros, Ermoupouli, Galissas, Kini, Azolimnos, Vari, Paros, Parikia, NáousaSee all destinations Age Range Ages 16+ Operator Explore! From
25% off- US$2,980
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 Travelers233 tours- Couples202 tours
- Young Adults (18 - 39)23 tours
- Seniors (50+)56 tours
Best time to visit Cyclades Greece
- 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 108 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 38 tours
- 38 tours
- 38 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.
- 67 tours
- 121 tours
- popular 168 tours
- Summer 2027
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 161 tours
- 156 tours
- 159 tours
Contact our Cyclades Greece travel experts
Rufus
Expert in Cyclades Greece at TourRadar
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