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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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.
3-Day Private Greek Island Adventure: Mykonos & Santorini Highlights - DM
Do • traveled in July
We had the most wonderful time on this trip. The hotels were lovely, the breakfasts were incredible. The locations were good, it was easy to get around and everyone was so welcoming and friendly. We would love to go back to Greece, this trip is a must!
Island Hopping Greek Islands Delights: Mykonos, Paros, Santorini - S
Sydney • traveled in July, 2025
I had an amazing experience with the Greece Island Hopping Tour! Female’s Flying Solo made it so easy to book the tour and I would definitely go through them again. Everything was well organized and planned out to even the smallest detail. Tess was an exceptional tour guide with a natural gift for guiding. The experience would not have been what it was without her. She made sure everything ran smoothly and was very attentive to all of us. I could not have asked for a more caring, genuine and warm person to show me around Greece. The itinerary itself provided a little bit of everything. She always knew the best spots for stunning photo ops and delicious food. I’d join another tour with her in a heartbeat!
Greece Island Hopper
Traveler Photos & Videos from Cyclades Greece tours
DGDilimar
Athens, Santorini & Mykonos with 3 Guided Tours | SemiPrivate | 10 DaysCTCheryl
3-Day Private Greek Island Adventure: Mykonos & Santorini Highlights
Island Hopping Greek Islands Delights: Mykonos, Paros, SantoriniDo
DGDilimar
Greek Island Hopping | Semi guided Tour | 11 Days
Cyclades Luxury Sailing Adventure (Catamaran)Marla
Greek Island WandererRuth
DGDilimar
Paros, Naxos, Santorini & Milos with Guided Tours - Premium
Sailing Greece - Mykonos to SantoriniFabio
Cultural Athens & Island Hopping Mykonos - Santorini (Self-guided)Lynnmarie
Greece Sailing Adventure: Cyclades IslandsKaterinaSASarvani
Escape to Mykonos, 3 DaysLHLucy
Greece Island Hopper
Greek Island Hopping (Standard)Aloise
AAndreaAgas
Greek Islands: Sunsets & Sea Breezes
Best of Greece (15 days) Athens & 4 Islands in 15 days (Self-Guided)Fay
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
- 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 Private Greek Island Adventure: Mykonos & Santorini Highlights
12 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 $1,419
25% Off- US$1,065You save $355
Island Hopping Greek Islands Delights: Mykonos, Paros, Santorini
3 Reviews by TourRadar travelers“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, Santorini Age Range All Ages Welcome Operator Destination Services Greece From $981
15% Off- US$834You save $147
Greece Island Hopper
237 Reviews by TourRadar travelers“The best tour guide in the world!”
Ivette, traveled in September
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 Age Range Ages 18-39 Operator TruTravels From $2,450
30% Off- US$1,715You save $735
Greek Island Hopping (Standard)
813 Reviews by TourRadar travelers“I liked having the freedom to do excursions (which were all amazing), or have the day to myself.”
Julia, traveled in May
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 $1,750
10% Off- US$1,575You save $175
Cyclades Luxury Sailing Adventure (Catamaran)
3 Reviews by TourRadar travelers“Trip was amazing and defiantly the trip of a lifetime. HIGHLY recommended.”
Kimberly, traveled in August
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
10% Off- US$2,839
Greek Islands: Sunsets & Sea Breezes
50 Reviews by TourRadar travelers“It was also a very nice experience meeting young people from all over the world.”
KarstenReichelt, traveled in July
The Cyclades' charm unfolds through Mykonos' Little Venice windmills, Paros' Naoussa village, and Santorini's blue-domed churches. Nine nights in selected hotels include Paradise Beach hikes and optional Delos Island archaeological tours. Suitable for travelers aged 18+.
Duration 10 days Destinations Athens, Paros, Mykonos, Santorini Age Range Ages 18-39 Operator Topdeck From $1,619
15% Off- US$1,369You save $250
Greek Island Wanderer
73 Reviews by TourRadar travelers“A full on holiday, we visited six Cyclades Islands. A great way to get a taste of the Cyclades and decide where to return to.”
Alison, 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, Piraeus, Galissas, Vari, Azolimnos, Ermoupolis, Paros, Lefkes, Prodromos, AntiparosSee all destinations Age Range Ages 16+ Operator Explore! From $3,120
20% Off- US$2,500You save $620
Athens and Santorini ( Noisless Breeze )
1 Review by TourRadar travelers“The Country of Greece is absolutely amazing and beautiful! You could not beat the price for the things that we saw.”
Annie, traveled in October
Ancient Athens to volcanic Santorini unfolds in this Cycladic journey. Wander Plaka's alleys, hike 3.5km Fira-Oia trail, and visit Assyrtiko Restaurant for wine tasting. Package includes 3-4* hotels, catamaran sunset cruise, and return flight from Santorini to Athens.
Duration 7 days Destinations Athens, Santorini Age Range Ages 10+ Operator Oxygen Tours From
20% Off- US$1,687
Sailing Greece - Mykonos to Santorini
54 Reviews by TourRadar travelers“Brilliant, lucky had great weather and spent lots of time swimming and visiting islands.”
JANE, traveled in October
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, Naxos, Paros, Antiparos, Ios, Sifnos, Folegandros, Santorini Age Range Ages 18+ Operator G Adventures From $1,699
25% Off- US$1,274You save $425
Greece Highlights: Athens, Mykonos & Santorini
3 Reviews by TourRadar travelers“FANTASTIC!!! Very organized!”
Lisa, traveled in September
The route spans Cyclades highlights from Athens' Titania Hotel near Acropolis. Visit Mykonos' Little Venice from Manoulas Beach Resort base, then admire Santorini's caldera from El Greco Resort & Spa. Includes ferry transfers and daily breakfast.
Duration 8 days Destinations Athens, Mykonos, Santorini Age Range Ages 8+ Operator Omega Tours From
25% Off- US$2,126
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 Travelers251 tours- Couples214 tours
- Young Adults (18 - 39)18 tours
- Seniors (50+)60 tours
Best time to visit Cyclades Greece
- 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.
- 43 tours
- popular 47 tours
- 28 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.
- 85 tours
- 179 tours
- popular 246 tours
- 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 241 tours
- 233 tours
- 234 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 243 tours
- 208 tours
- 35 tours
Contact our Cyclades Greece travel experts
Kristina
Expert in Cyclades Greece at TourRadar
Kristina 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 312+ Cyclades Greece tours
- 7,317 verified reviews by TourRadar customers
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Call us
+1 844 311 8331What 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.