Cyclades Greece Tours & Trips
4.5 stars on(7,635 reviews)- Choose from 250+ Cyclades Greece tours
- 6,600+ verified reviews from TourRadar travelers
- 24/7 customer support
Table of contents
- The best Cyclades Greece tour packages
- What people love about Cyclades Greece Tours
- Travel Cyclades Greece your way
- Top operators in Cyclades Greece
- Discover Cyclades Greece tours for every budget
- Cyclades Greece tours for every 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
Sailing Greece - Santorini to Santorini
30 Reviews by TourRadar travelers“It was a great trip and Adam was a great Captain!”
Daryl, traveled in June 2022
A 57-ft yacht carries you through the Cyclades, blending culture and adventure. Wander through Mykonos' Little Venice, visit Naxos' Temple of Dimitra, and walk Sifnos' ancient trails. Expert skipper and snorkeling gear provided on this 10-day voyage from Santorini, costs around $2,300.
Duration 10 days Destinations Santorini, Ios, Naxos, Mykonos, Syros, Paros, Sifnos, Folegandros Age Range 16 to 70 year olds Operator G Adventures From
- US$1,999
Cultural Athens & Island Hopping Mykonos - Santorini (Self-guided)
87 Reviews by TourRadar travelers“such a fantastic trip, great communication and very helpful with transportation.”
Randolph, traveled in June 2024
This highly-rated island adventure (50+ reviews, 4.6/5) showcases Athens' ancient sites, Mykonos' windmills, and Santorini's caldera views. Carefully selected stays at Acropolis Hill Hotel Athens, Olia Hotel Mykonos, and Belle Etoile Villas Santorini. Breakfast and transfers included.
Duration 7 days Destinations Athens, Mykonos, Santorini Age Range 1 to 99 year olds Operated in English, German, French, Dutch Operator Dot Travel From $1,237
35% Off- US$804You save $433
Classical Greece Getaway
1 Review by TourRadar travelers“The organisation of the whole tour was superb. I recommend them wholeheartedly.”
Mukundray, traveled in June 2024
The route stretches from Athens' ancient Plaka district to Santorini's dramatic caldera. Optional sailing excursions take you to Red Beach, White Beach, and volcanic Hot Springs. Four-star accommodations with breakfast and local expert guidance provided.
Duration 7 days Destinations Athens, Santorini Age Range 2 to 90 year olds Operator Wonderful Holidays UK From $1,738
10% Off- US$1,564You save $173
3 Day Island Tour: Santorini, Mykonos to Explore the Best of Cyclades
7 Reviews by TourRadar travelers“Everything was well organized. We had a lovely time.”
David, traveled in May 2021
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 Age Range up to 85 year olds Operator Private Tours Greece From $1,122
25% Off- US$842You save $280
Explore Athens, Mykonos & Santorini & stay at 4* hotels (3 inclusive activities)
26 Reviews by TourRadar travelers“Everything well organized and went smoothly. Nice hotels and included activities.”
Vedran, traveled in August 2024
The path leads from Athens' ancient sites to Mykonos' Little Venice and Santorini's volcanic landscape. Stay at Fresh Hotel Athens, tour Delos archaeological site, visit traditional Mykonian farm, and watch famous Oia sunset from Kallos Imar Hotel.
Duration 11 days Destinations Athens, Mykonos, Santorini Age Range up to 99 year olds Operated in English, German, French, Dutch Operator Dot Travel From $3,004
20% Off- US$2,404You save $600
What people love about Cyclades Greece Tours
- Greek Island Hopping | Semi guided Tour | 11 Days
Thank you so much for everything, we are very happy with the service from the beginning to the end. We definitely reach out to you again.
- Sailing Greece - Santorini to Santorini
Took a tour with G Adventures and really loved the experience. I did the May 2017 Greece Sailing tour and found that the tour was a perfect mix of the best food, best beaches, variety of sightseeing, relaxing, sailing and exploring. We also had a good amount of freedom to explore the islands where we stopped. The group brought together some adventurous people! The other unique thing about this tour was that it was not touristy or a large crowd. We felt like a group of friends exploring the local culture. I would recommend it for anyone who really wants to soak in the culture of the locale and also not stress out about bookings, schedules, costs, language barriers, etc. It's priced very fairly for what is included. Wish you the best of travel experiences!
- Greece Island Hopper
This tour was amazing. Had the best time. It was awesome, but too short because I didn’t wanted to be over yet. Seen so much beautiful places and the tour guide Keira was the best. This was my 3th tour with trutravels and definitely going to book with tru again!
Travel Cyclades Greece your way
Our sailing trips between Mykonos and Santorini run 7-10 days and show you the Cyclades from the water. We'll take you to places most visitors miss, like the Small Cyclades - just four of these tiny islands have year-round residents. The schedule is nicely flexible; you might start with an early morning swim off Naxos, check out ancient temples during the day and dock in time for evening drinks in Mykonos' Little Venice. The yachts take 8-12 people, which our customers say creates just the right atmosphere for making friends. They particularly value how our skippers know all the local spots, from hidden swimming spots to family-run tavernas away from the crowds.
See all Sailing toursOur most popular island-hopping routes through the Cyclades run 7-11 days and hit all the essential spots - Mykonos, Paros, Naxos and finally Santorini. We've found the sweet spot with a mix of scheduled activities and open time to explore. You'll sail around Santorini's volcanic formations, find secluded swimming spots in Naxos and wander through Mykonos's winding pathways. The seamless transfers between islands really make a difference - our travelers tell us they love being able to just relax and soak in each place without worrying about logistics. Some tours include nice extras like hands-on cooking in Naxos or visits to small family vineyards in Santorini, where you'll learn how volcanic soils give local wines their unique profile.
See all Explorer toursExplore a wide diversity of partially guided tours through Cyclades Greece. We have 105 adventures that vary from 3 days to 15 days. With the greatest number of departures in June, this is also the most popular time of the year.
See all Partially Guided toursSelect from our extensive range of 82 fully guided tours to enjoy a worry-free experience through Cyclades Greece with our expert guides leading the way.
See all Fully Guided tours
More travel styles:
Top operators in Cyclades Greece
- 4.5 (584 reviews)
"Well organized, all transfers prebooked.
- Tours
- 68 tours
- Age range
- 5 to 99 years old
- Adventure type
- Explorer
- Response time
- 7h
- Response rate
- 96%
- Average price
- $380
- 5.0 (22,805 reviews)
"The trip was good all round - especially our tour guide "Stelios". We were a great group and had a wonderful time together throughout. The only criticism was the accommodation - all the accommodation was very basic and the last one was borderline.
- Tours
- 11 tours
- Age range
- 12 to 90 years old
- Adventure type
- Sailing
- Response time
- 1h
- Response rate
- 92%
- Average price
- $434
- 4.5 (30 reviews)
"The organisation of the whole tour was superb. The ‘team’ responded immediately to our questions and supplied information requested. I recommend them wholeheartedly.
- Tours
- 2 tours
- Age range
- 2 to 99 years old
- Adventure type
- Explorer
- Response time
- 8h
- Response rate
- 100%
- Average price
- $407
Discover Cyclades Greece tours for every budget
Want to stretch your euros? Several budget-friendly tours pack ancient ruins and island life into 5-7 days, usually combining Athens with either Mykonos or Santorini. Our customers love catching those early morning ferries from Piraeus - you arrive just as the island towns start their day. You'll explore the Acropolis, get lost in Plaka's winding streets and watch the sun dip into the sea from Oia village in Santorini. The hotels are simple but well-placed, and travelers keep telling us how smoothly all the transfers work. Some tours throw in nice extras like volcanic island cruises with BBQ lunches or wine tastings in traditional Santorini cellars.
The luxury tours really shine when it comes to those special moments and top-notch service. Our Premium Cyclades tour runs 9 days and puts you up in carefully picked boutique hotels - including some really nice cave suites in Santorini. You'll cook with locals in Naxos using ingredients straight from their gardens, visit family vineyards and sail private catamarans around Santorini's caldera. What makes these special? It's the personal side - like meeting olive oil makers in Paros or cooking with families in their village homes. Our travelers particularly value their guides who know the culture inside out and can switch things up based on what interests you.
Cyclades Greece budget tours
Cyclades Greece tours for every type of group
Who are you traveling with?
Group
175 tours in Cyclades GreeceExplore a wide diversity of group tours through Cyclades Greece. We have 171 adventures that vary from 3 days to 15 days. With the greatest number of departures in September, this is also the most popular time of the year.
Small Group
99 tours in Cyclades GreeceSailing through the Cyclades feels wonderfully personal with small groups of 8-12 travelers, moving between Mykonos and Santorini's lesser-known spots. The 11-day tours blend structure with freedom, as you join garden cooking sessions in Naxos, hear local storytellers share ancient myths, and discover quiet beaches between walks in mountain villages. Many travelers praise the 9-day journey through Athens, Mykonos, Paros, Naxos and also Santorini, where guides skillfully adjust each day to match what interests the group most. The experiences go beyond typical sightseeing - you'll step into olive makers' workshops, visit family-run vineyards, and sail private catamarans in Santorini's caldera waters. Our travelers consistently tell us how much they value their guides, who bring deep cultural knowledge and adapt experiences for each small group's dynamic.
Private / Personalized
95 tours in Cyclades GreeceLooking for total flexibility with none of the hassle? Our private tours run 7-10 days, kicking off in Athens before heading to Mykonos and Santorini. Our customers love having their own driver-guide who can shape each day around their interests. Want extra time photographing those Mykonos windmills or finding hidden beaches in Santorini? No problem. These tours come with private transfers, hotels with harbor views and local restaurant tips from people who really know their stuff. Some add nice touches like private sunset sails or after-hours visits to archaeological sites when the crowds are gone.
Top Cyclades Greece travel itineraries to fit your plans
Seven days gives you that sweet spot for proper island living. We start in Athens with an Acropolis tour, then it's off to Mykonos for two nights - plenty of time to find those quiet beaches and family-run restaurants. The three nights in Santorini let you really settle in, with chances to cruise past the volcano, relax on black sand beaches and catch the sunset from different spots each evening. Our travelers particularly enjoy having time to explore inland villages like Megalochori, mixing wine tastings with glimpses of traditional island life. You'll get a good mix of planned activities and free time to wander.
Don't miss out on visiting:
Athens, Mykonos, Santorini
Ten days lets us dive deeper into Cyclades culture. We start properly in Athens with expert-led walks through Plaka and visits to local food markets. Then it's island time - usually Mykonos, Santorini and either Naxos or Paros. The extra days mean we can include cooking classes in local homes, visits to small olive oil producers and walks through lesser-known village streets. Our guests often tell us how much they value these unhurried days - whether they're learning about Santorini's wine traditions or watching the morning fish catch come in at Mykonos harbor.
Don't miss out on visiting:
Athens, Mykonos, Delos, Santorini
See all tours
Two weeks on our Greek Island Wanderer tour really lets you sink into island life. The route takes you from Athens through Syros, Paros, Naxos and Santorini, spending quality time on each island. Our customers love walking the herb-scented Byzantine path near Lefkes and taking on the dramatic caldera trail between Fira and Oia. You'll get up into Naxos's mountain villages, visit traditional sweet makers crafting loukoumi and see marble workshops using techniques that go back thousands of years. It's the complete package for really understanding these islands.
Don't miss out on visiting:
Athens, Mykonos, Santorini, Naxos, Paros
Demographics
The 11-day island hopping tours really work for solo travelers, especially when staying in social hostels or small hotels right in the middle of everything. Group tours from Athens create instant friendships - people often tell us they're sharing drinks on a Plaka rooftop by day one. The sailing trips between Mykonos and Santorini are particularly good value with shared cabins keeping costs down. You'll join group activities like hiking volcanoes and beach cookouts, but there's always free time to explore on your own or grab dinner with new friends at local tavernas.
Our couples consistently pick the 9-11 day premium island-hopping tours that blend romantic moments with real Greek experiences. We arrange private transfers and select special hotels - think Santorini cave suites overlooking the caldera and intimate boutique spots in Mykonos' quiet corners. Evening wine tastings at family vineyards and sunset sailing trips always end up as trip highlights. The pace feels just right with 2-3 nights per island, mixing guided experiences like cooking in Naxos gardens with plenty of time to find your own secret beaches and village cafes.
The 11-day island adventures really click with young adult travelers looking to mix beaches, culture and good nights out. You'll hit the famous Mykonos beach clubs and sunset bars but also go deeper - kayaking to hidden coves and hiking old paths between mountain villages. Groups stay small at 12-16 people, perfect for making friends along the way. The sailing days between islands are always popular, with plenty of chances to jump off for swims at empty beaches. You'll see cultural highlights like the Acropolis but keep your evenings free to check out each island's unique nightlife with your group.
Cultural odyssey tours running 8-9 days through the Cyclades get great feedback from our senior travelers. The pace works well, with comfortable hotels in quieter spots and private transfers everywhere you go. You'll have deeper cultural experiences - meeting artisans in their workshops and visiting family olive oil producers. Walking tours take manageable routes while still reaching the best photo spots. Our experienced local guides share rich island history and mythology, and you can always skip activities if you prefer a quiet day by the pool or exploring village streets at your own speed.
Families exploring the Greek islands tell us they love the 7-day Classical Greece tours that mix structure with free time to explore. Kids get excited about swimming at Santorini's volcanic beaches and climbing around the Acropolis ruins in Athens. The sailing trips are a big hit - you might spot dolphins while cruising to quiet coves away from the crowds. Staying multiple days on each island works perfectly with children; no need to constantly pack and unpack. Our family groups especially enjoy cooking with local hosts in their homes and wandering through narrow village streets where cars can't go.
- Solo Travelers244 tours
- Couples37 tours
- Young Adults (18 - 39)19 tours
- Seniors (50+)67 tours
Best time to visit Cyclades Greece
- Spring 2025
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.
- 78 tours
- 159 tours
- popular 239 tours
- Summer 2025
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 237 tours
- 228 tours
- 226 tours
- Fall / Autumn 2025
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 239 tours
- 200 tours
- 30 tours
- Winter 2025 / 2026
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
- 24 tours
- 17 tours
Contact our Cyclades Greece travel experts
Nadine
Expert in Cyclades Greece at TourRadar
Nadine is one of our seasoned Cyclades Greece Travel Experts. Reach out to us to get all your questions about Cyclades Greece tours answered!
- Choose from 286+ Cyclades Greece tours
- 6,638 verified reviews by TourRadar customers
- 24/7 customer support
Call us
+1 844 311 8331