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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Gina • traveled in May, 2026
The whole experience was amazing, transport was always on time and very comfortable. Hotels were beautiful and nice rooms, very well located. Vineyard experience and Oia visit were activities that added a lot of value to the trip, the food at the vineyard was delicious and the people there was the nicest. Lia from Private tour Greece was always very kind and attentive to answer questions. Thank you very much We loved this tour We would definitely recommend it
Mykonos & Santorini: 3-Day Greek Island Highlights Tour - A
Angus • traveled in September
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 Explorer - A
Allison • traveled in October, 2025
I 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 Escape
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- 2 Greek Islands Tour - 5 Days - Paros & Santorini - Premium
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- Athens and Naxos
- Best Islands of Greece
- Mykonos to Athens
- Ancient Ruins & Caldera Views: Athens & Santorini
- Best of Greece
- Escape to Mykonos, 3 Days
- Greece Island Hopper
- MINI SANTORINI FROM ATHENS (+transfers & ferry/flight)
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
Mykonos & Santorini: 3-Day Greek Island Highlights Tour
28 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, Thera, Oia Age Range All Ages Welcome Operator Private Tours Greece From $1,617
25% Off- US$1,213You save $404
Greek Island Explorer
6 Reviews by TourRadar travelers“3 days in each place was perfect to get to know them and do what you want! Santorini was my favorite!”
Lisa, traveled in August
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
25% Off- US$3,850
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 $2,849
18% Off- US$2,336You save $513
Mykonos & Santorini Tour: 5-Day Greek Island Escape
21 Reviews by TourRadar travelers“It was an expansive trip for 5 days, but it was worth it. The service of the company was excellent.”
Elisabeth, traveled in April
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 $2,195
25% Off- US$1,647You save $549
Greek Island Hopping (Standard)
812 Reviews by TourRadar travelers“If your thinking about going do it! You won't regret it.”
Sophie, 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 $2,095
10% Off- US$1,886You save $210
Sailing Greece - Mykonos to Santorini
54 Reviews by TourRadar travelers“This was one of the most amazing trips I have ever been on, it is an active sailing trip.”
Heather, traveled in June
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
30% Off- US$1,189You save $510
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
30% Off- US$2,156
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 Travelers266 tours- Couples226 tours
- Young Adults (18 - 39)15 tours
- Seniors (50+)63 tours
Best time to visit Cyclades Greece
- 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.
- popular 242 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 257 tours
- 248 tours
- 248 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 261 tours
- 221 tours
- 43 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 32 tours
- 21 tours
- 21 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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