Cyclades Greece Tours & Trips
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Table of contents
- The best Cyclades Greece tour packages
- What people love about Cyclades Greece Tours
- 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
- What our customers ask about Cyclades Greece Tours & Trips
The best Cyclades Greece tour packages
Compiled by
MelissaCyclades Greece travel expert at TourRadar
3 Day Island Tour: Santorini, Mykonos to Explore the Best of Cyclades
10 Reviews by TourRadar travelers“Absolutely wonderful Tour. Wish I could do it all again.”
Judith, traveled in July
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 All Ages Welcome Operator Private Tours Greece From $2,421
25% Off- NZ$1,816You save $605
4 Day Tour in Paros, Santorini, Mykonos an Amazing Greek Islands Hopping
7 Reviews by TourRadar travelers“The highlights were endless: breathtaking sunsets, charming villages, and delicious local cuisine.”
Hojo, traveled in October
The islands reveal their charm from Paros's Lefkes village to Mykonos's Little Venice and Santorini's Oia sunset spots. Optional activities include wine tasting at Naoussa vineyards and caldera cruises with Hot Springs visits.
Duration 4 days Destinations Athens, Paros, Mykonos, Santorini Age Range All Ages Welcome Operator Private Tours Greece From $3,175
25% Off- NZ$2,381You save $794
Best of Greece (15 days) Athens & 4 Islands in 15 days (Self-Guided)
45 Reviews by TourRadar travelers“A truly great experience for people like us. The TourRadar free eSIM saved us from potential missed connection.”
Sadofsky, traveled in April
This route spans historic Athens to stunning Santorini. Carefully chosen 3-star hotels include Brazzera in Syros and Olia in Mykonos. Highlights feature Little Venice to Oia's sunset spots, with comfortable ferry connections and private transfers throughout.
Duration 15 days Destinations Athens, Syros, Mykonos, Santorini, Crete Age Range Ages 12+ Operated in English, German, French, Dutch Operator Dot Travel From $3,949
35% Off- NZ$2,567You save $1,382
Greek Island Hopping (Standard)
810 Reviews by TourRadar travelers“One of the best contiki trips I've been on. He is so knowledgeable, friendly and has a great vibe.”
Demi, 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 $3,925
30% Off- NZ$2,748You save $1,177
Santorini Explorer Tour
7 Reviews by TourRadar travelers“We were extremely pleased with the hotels and transfers from place to place. We had plenty of time to explore on our own.”
Jane, traveled in October
The Cyclades welcome you with stays at the Athenaeum Grand Hotel in Athens and Aegean Plaza in Santorini. Visit the Temple of Olympian Zeus and enjoy optional volcanic boat trips. Features English-speaking guides and daily breakfast.
Duration 7 days Destinations Athens, Santorini Age Range Ages 8+ Operator Fez Travel From
30% Off- NZ$3,196
What people love about Cyclades Greece Tours
- 3 Day Island Tour: Santorini, Mykonos to Explore the Best of Cyclades
All of the tour operators weee extremely nice. However, the sunset cruise was not what we expected. It was much longer than it needed to be, and took up time we could have spent exploring other areas of Santorini. Mykonos was amazing and very laid back and we loved having time on our own to do what we wanted to do.
- 4 Day Tour in Paros, Santorini, Mykonos an Amazing Greek Islands Hopping
Our 4-day island tour with Private Tours Greece was nothing short of spectacular! Every detail was thoughtfully planned, making it effortless for us to relax and fully immerse ourselves in the beauty of the Greek islands. The highlights were endless: breathtaking sunsets, charming villages, and delicious local cuisine. Each island offered something unique, and the seamless coordination of ferries and transfers allowed us to enjoy every moment! This tour was the perfect blend of adventure and relaxation. We only wish we could’ve stayed longer! Highly recommend Private Tours Greece for an unforgettable travel experience.
I usually book trips myself, but since working 12+hrs a day, I decided to to give an agency a try. Overall, choosing Dot Travel was a great choice. Pros: Communication: Lighting fast through IM, call, and WhatsApp. Hotels and transfers: The majority of the stays were well chosen. No issues with transfers. Syros: This was an unknown place for me when booking, but has become my favorite stop on the trip. I would never have visited here if it was not for Dot Travel. I could spend another week here! Cons: Optional excursions: These were hit or miss. I'd suggest booking excursions elsewhere. Dot Travel was quick to provide alternative arrangements or refunds when available. Time to port: It's better to be too early than too late, but arriving at port 1.5hr-2hr before departure was a bit much. Especially since ferries are always late.
Best of Greece (15 days) Athens & 4 Islands in 15 days (Self-Guided)
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.
Our 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.
Explore a wide diversity of partially guided tours through Cyclades Greece. We have 117 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.
Explore a wide diversity of self-guided tours through Cyclades Greece. We have 95 adventures that vary from 3 days to 16 days. With the greatest number of departures in September, this is also the most popular time of the year.
More travel styles:
Best tour companies for Cyclades Greece tours
View operators
Popular Cyclades Greece Cruise Ships
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
182 tours in Cyclades GreeceExplore a wide diversity of group tours through Cyclades Greece. We have 182 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
103 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
104 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
Our quick 3-day Cyclades tours stick to Santorini and Mykonos - perfect if you're short on time but want the full Greek island feel. Starting from Athens, you'll head straight to Mykonos to explore Little Venice's winding streets and get local tips for the best tavernas. The Santorini portion lets you catch those golden sunset views from Oia's high paths. Our customers really like adding the optional wine tastings at family vineyards and joining the small-group caldera cruises with stops at volcanic springs. It's a tight schedule but you'll hit all the essential spots in three well-planned days.
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.
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.
See all toursDemographics
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 Travelers265 tours
- Couples234 tours
- Young Adults (18 - 39)18 tours
- Seniors (50+)60 tours
Best time to visit Cyclades Greece
- 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 253 tours
- 227 tours
- 41 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.
- 34 tours
- popular 38 tours
- 38 tours
- Spring 2026
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.
- 64 tours
- 94 tours
- popular 152 tours
Contact our Cyclades Greece travel experts
Melissa
Expert in Cyclades Greece at TourRadar
Melissa 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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+64 4888 0182What our customers ask about Cyclades Greece Tours & Trips
Which island gives you that real Greek feeling without the tourist crowds?
If you're looking to experience authentic Greek island life Paros is your best bet. Sure Santorini and Mykonos get all the attention but Paros lets you really dive into local culture. You'll love wandering through traditional villages especially Naoussa with its beautiful Venetian castle. The Greek Island Odyssey tour actually lets you spend time with locals in their villages seeing how island life really works tour ID 223815 if you're interested.
Want to experience both famous Santorini and the more authentic islands?
The trick is to split your time smartly. Spend a few days in Santorini catching those incredible caldera views and sunsets then head to somewhere like Naxos. It's actually the biggest Cycladic island and you'll find gorgeous sandy beaches traditional villages and amazing local food. Check out the Cultural Athens & Island Hopping tour tour ID 154254 it gives you that perfect mix of Santorini Mykonos and Athens.
Which lesser-known islands should I check out?
Syros is really interesting it's actually the administrative capital with amazing Venetian architecture and feels like a real living breathing Greek community. The Athens Mykonos & Syros tour ID 213622 shows you all the historical stuff. Then there's Milos with its incredible volcanic landscapes and unique beaches. You can explore both Milos and peaceful Koufonisia on the 16 Day Islands Hopping tour ID 185633. Koufonisia's really special hardly any cars pristine beaches it's like stepping back in time.