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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Our trip was magic, with brilliant itenary and it was all smooth as clock work
Mykonos & Santorini Experience - PremiumWell organised tour. Very well accommodating with changes requested too. Highly recommended.
3-Day Mykonos & Santorini for Couples: Oia Sunset & Little VeniceI 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
- Vacations in Greece - 9 Days - Athens, Paros, Naxos, Santorini
- Athens & 3 Greek Islands Explorer with Guided Tours - Premium
- Best of Greece (15 days) Athens & 4 Islands in 15 days (Self-Guided)
- Highlights of the Greek Islands
- Sailing Greece - Mykonos to Santorini
- Cultural Athens & Island Hopping Mykonos - Santorini (Self-guided)
- Mykonos & Santorini Tour - 5 Days - Premium
- Greek Island Wanderer
- Best of Greece: Blue Domes, Ancient Ruins & Sea Views
- Greece Island Hopper
- Sailing Greece - Athens to Santorini
- Best Islands of Greece
- Sailing Greece - Santorini to Santorini
- Greek Island Hopping (Plus)
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
3-Day Mykonos & Santorini for Couples: Oia Sunset & Little Venice
“Everything was arranged quickly and without stress.”
Arthur, 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, Thera, Oia Age Range All Ages Welcome Operator Private Tours Greece From $1,178
25% off- US$883
Mykonos & Santorini Experience - Premium
“Travel zone provided us with all the services we requested. I want to congratulate them for making these vacations unforgettable for my family.”
DeborahFeldbau, traveled in July
The finest of Cyclades unfolds with 2 nights each in Mykonos and Santorini at premium 4-star hotels. Stroll through Matoyianni Street's boutiques, visit ancient Delos, and explore Akrotiri archaeological site. Local meze lunches, wine tastings, and spectacular caldera views in Oia enhance your stay.
Duration 5 days Destinations Athens, Mykonos, Delos, Santorini Age Range All Ages Welcome Operator Travel Zone From $2,550
25% off- US$1,913
Mykonos & Santorini Tour: 5-Day Greek Island Escape
“The cars where beautiful and brand new everywhere!”
Olivier, 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 $2,108
25% off- US$1,581
Island Hopping Greek Islands Delights: Mykonos, Paros, Santorini
“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, Marpissa, Prodromos, Lefkes, Santorini, Oia, Akrotiri, Thirasia Age Range All Ages Welcome Operator Destination Services Greece From $956
10% off- US$860
MINI SANTORINI FROM ATHENS (+transfers & ferry/flight)
“Amazing places & wonderful experience. Great organization.”
Juan, traveled in November
The iconic Cyclades await on this 3-day trip from Athens to Santorini. Take in sunset from Fira's cliff-edge viewpoints and immerse in the island's party scene. Package includes ferry transport, 2 nights' accommodation, breakfast daily, and expert local assistance, all for approx. $140 per day.
Duration 3 days Destinations Athens, Santorini Age Range All Ages Welcome Operated in English, Spanish Operator Greca From
10% off- US$582
Rome, Athens & the Aegean Escape (Mykonos & Santorini)
“Every hotel was great and the transportation events worked flawlessly.”
Garry, traveled in September
Discover Cyclades gems with guided tours through Athens' Plaka neighborhood before sailing to Mykonos's Little Venice. Explore Delos's archaeological treasures and Santorini's dramatic caldera views. Experience authentic island life through included ferry journeys and walking tours with local experts.
Duration 10 days Destinations Rome, Athens, Mykonos, Santorini Age Range All Ages Welcome Operated in English, Spanish Operator Greca From
10% off- US$2,647
Sailing Greece - Mykonos to Santorini
“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, Syros, Naxos, Paros, Antiparos, Ios, Sifnos, Folegandros, Santorini, Thirasia Age Range Ages 18+ Operator G Adventures From
10% off- US$1,799
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 Travelers249 tours- Couples216 tours
- Young Adults (18 - 39)22 tours
- Seniors (50+)59 tours
Best time to visit Cyclades Greece
- 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 187 tours
- 45 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 38 tours
- 38 tours
- 38 tours
- Spring 2027
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.
- 67 tours
- 110 tours
- popular 161 tours
- Summer 2027
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 152 tours
- 148 tours
- 150 tours
Contact our Cyclades Greece travel experts
Tassanee
Expert in Cyclades Greece at TourRadar
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