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.
Mykonos & Santorini: 3-Day Greek Island Highlights Tour - 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
Traveler Photos & Videos from Cyclades Greece tours
Athens, Santorini & Mykonos with 3 Guided Tours | SemiPrivate | 10 Days
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2 Greek Islands Tour - 5 Days - Paros & Santorini - Premium
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Athens, Santorini & Mykonos with 3 Guided Tours | SemiPrivate | 10 DaysLauren
2 Greek Islands Tour - 5 Days - Paros & Santorini - PremiumKim
JBJoanne
Mykonos & Santorini Tour - 5 Days - Premium
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Mykonos & Santorini Tour: 5-Day Greek Island Escape
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
27 Reviews by TourRadar travelers“Everything was well organized. We had a lovely time.”
David, 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 Age Range All Ages Welcome Operator Private Tours Greece From $1,596
25% Off- US$1,197You save $399
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, Santorini Age Range All Ages Welcome Operator Private Tours Greece From $2,166
25% Off- US$1,625You save $542
Greece Island Hopper
169 Reviews by TourRadar travelers“It was so well organised and fun. I am so grateful I got to have Tess as my tour guide - she is not only an amazing guide, but an amazing person, too.”
Hannah, traveled in June
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 $2,195
30% Off- US$1,537You save $659
Greek Island Hopping (Standard)
812 Reviews by TourRadar travelers“i enjoyed my experience so much! i would definitely recommend this contiki trip!”
Laura, 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 $1,475
10% Off- US$1,328You save $148
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 $971
10% Off- US$874You save $97
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
10% Off- US$2,173
Paros and Naxos 7 Days
1 Review by TourRadar travelers“The hotels were very nice. All information was communicated in a timely manner and in detail.”
Jeanette, traveled in August
Naoussa's white alleys and Apeiranthos' traditional charm showcase island culture. Demeter's temple, Koufonisia's waters, and Antiparos' caves highlight natural beauty. Local experiences include Kitron tasting and pottery workshops at approx. $150 daily.
Duration 7 days Destinations Paros, Naxos Age Range Ages 18+ Operator Oxygen Tours From
10% Off- US$1,025
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 Travelers269 tours- Couples232 tours
- Young Adults (18 - 39)17 tours
- Seniors (50+)61 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.
- 82 tours
- 196 tours
- popular 262 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 261 tours
- 250 tours
- 250 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
- 224 tours
- 40 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 30 tours
- 18 tours
- 18 tours
Contact our Cyclades Greece travel experts
Tetiana
Expert in Cyclades Greece at TourRadar
Tetiana 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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