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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Had a great time. Small group of ladies was fabulous and the guide was very informative
Vacations in Greece - 9 Days - Athens, Paros, Naxos, SantoriniAmazing catamaran tour. Our skipper Dmitri was a great source of knowledge and helped us with everything, taking us to the best islands and best locations based on the conditions. We loved the standup paddle boarding and snorkeling. Boat was very comfortable and in great condition. Island towns were charming, filled with delicious local food. This is the very best way to see the Cyclades. Highly recommend!
Cyclades Luxury Sailing Adventure (Catamaran)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
3-Day Mykonos & Santorini for Couples: Oia Sunset & Little Venice
Traveler Photos & Videos from Cyclades Greece tours
- Athens, Santorini & Mykonos with 3 Guided Tours | SemiPrivate | 10 Days
- Bewitching Greece with All Inclusive beach stay
- Discovery of Athens, Naxos & Santorini - 8 Days
- Best of Greece (15 days) Athens & 4 Islands in 15 days (Self-Guided)
- Sailing Greece - Mykonos to Santorini
- 2 Greek Islands Tour - 5 Days - Paros & Santorini - Premium
- Cultural Athens & Island Hopping Mykonos - Santorini (Self-guided)
- Ancient Ruins & Caldera Views: Athens & Santorini
- Greece Island Hopper
- Athens & Santorini Tour - 5 Days - Premium
- Sailing Greece - Athens to Santorini
- Cyclades Luxury Sailing Adventure (Catamaran)
- Mykonos to Athens
- Mykonos & Santorini Tour: 5-Day Greek Island Escape
- 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
Vacations in Greece - 9 Days - Athens, Paros, Naxos, Santorini
“We had a great time traveling and would recommend TourRadar to anyone looking for an adventure.”
Arthur, traveled in June
The route stretches from Paros's Pounda beach to Naxos's Venetian Castle. Wooden boat cruise reveals Santorini's volcanic landscapes, with swimming in Agios Nicholaos thermal springs, and magical Oia sunsets. Semi-private transfers and daily breakfast included.
Duration 9 days Destinations Athens, Paros, Chrysi Akti, Náousa, Naxos, Apiranthos, Filoti, Plaka, Santorini, Nea Kameni IslandSee all destinations Age Range All Ages Welcome Operator Travel Zone From $2,286
30% Off- US$1,600You save $686
Cyclades Luxury Sailing Adventure (Catamaran)
“The views were unbeatable, and everything was smoothly run!”
Marley, traveled in July
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
30% Off- US$2,960
3-Day Mykonos & Santorini for Couples: Oia Sunset & Little Venice
“Ferry travel was interesting. The Wine and Olive tour was great.”
Anne, traveled in October
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 $1,198
25% Off- US$898You save $299
Greece Islands Highlights: Mykonos, Santorini & Athens - 9-Day
“This tour far exceeded my expectations in terms of service & amenities.”
Jill, traveled in May
The route spans Athens' Parthenon to Mykonos' vibrant Little Venice district. Visitors explore UNESCO-listed Delos ruins and Rhenia Beach. Santorini offers Red Beach, traditional Megalochori village, and legendary Oia sunsets.
Duration 9 days Destinations Athens, Mykonos, Delos, Nisí Ríneia, Santorini, Palea Kameni Island, Oia, Emporios, Perissa Age Range All Ages Welcome Operator Private Tours Greece From $3,358
25% Off- US$2,519You save $840
Greece Island Hopper
“My first trip with TruTravels was AMAZING, and so much better than I could've ever dreamed of!”
ANNA, 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, Kamari, Thera, Perissa, Oia Age Range Ages 18-39 Operator TruTravels From $2,195
25% Off- US$1,646You save $549
Paros and Naxos 7 Days
“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, Náousa, Antiparos, Despotiko Island, Naxos, Eggares, Koufonisia Age Range Ages 18+ Operator Oxygen Tours From
25% Off- US$1,015
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
25% Off- US$592
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 Travelers271 tours- Couples230 tours
- Young Adults (18 - 39)16 tours
- Seniors (50+)61 tours
Best time to visit Cyclades Greece
- 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.
- 216 tours
- popular 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 266 tours
- 229 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 37 tours
- 36 tours
- 36 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.
- 63 tours
- 100 tours
- popular 138 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!
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