Island Hopping Tours & Trips in Cyclades Greece
Explore a wide diversity of island hopping tours through Cyclades Greece. We have 96 adventures that vary from 3 days to 16 days. With the greatest number of departures in July, this is also the most popular time of the year.
10 best island hopping Cyclades Greece tours
Compiled by

MelissaCyclades Greece travel expert at TourRadar
- Paros, Santorini & Mykonos: 4-Day Greek Islands Hopping
- Greek Island Hopping (Standard)
- Sailing Greece - Athens to Santorini
- Island Hopping Greek Islands Delights: Mykonos, Paros, Santorini
- Greek Island Wanderer
- Mykonos, Santorini & Athens Experience - Premium SemiPrivate Tour
- 2 Greek Islands Tour - 5 Days - Paros & Santorini - Standard
- Mykonos, Santorini & Athens Experience - Standard
- Athens, Paros & Santorini - 7 Days - Standard
- Athens, Naxos & Santorini Tour - 6 Days - Standard
Paros, Santorini & Mykonos: 4-Day Greek Islands Hopping
22 Reviews by TourRadar travelers“Easy to book, great communication and fantastic service throughout our whole trip!”
Karlee, traveled in July
The Cyclades' highlights range from Paros's Agia Triada church to Mykonos's Matogiania district and Santorini's Oia village. Visitors can enjoy wine tastings at Naoussa vineyards and caldera cruises with stops at Hot Springs and Red Beach.
Duration 4 days Destinations Athens, Paros, Mykonos, Santorini, Oia, Nea Kameni Island, Akrotiri Age Range All Ages Welcome Operator Private Tours Greece From $2,154
25% Off- US$1,615You save $538
Greek Island Hopping (Standard)
812 Reviews by TourRadar travelers“The tour was very well organised. I met some amazing people.”
Frances, traveled in August
The Cyclades unfold with stays at Paradise Beach Mykonos and Okeanis Hotel Santorini. Naoussa's colorful fishing boats, Fira's cobbled streets, and Perissa's black sand beach create lasting memories. Traditional village visits and volcano cruises around Santorini available.
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 - Athens to Santorini
11 Reviews by TourRadar travelers“The sailing, swimming, exploring what history each island has to offer and the food. Excellent.”
Michelle, traveled in July
Duration 15 days Destinations Athens, Aegina, Hydra, Kythnos, Kea, Syros, Mykonos, Naxos, Paros, AntiparosSee all destinations Age Range Ages 16+ Operator G Adventures From
10% Off- US$3,549
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
Streets of Maoyanni in Mykonos lead to Paros' traditional Marpissa village. Scenic hydro boats connect islands, while Santorini's Akrotiri site and sunset from Oia captivate visitors. Stays include Hotel Mr and Mrs White Mykonos and Hotel El Greco.
Duration 8 days Destinations Mykonos, Paros, Marpissa, Prodromos, Lefkes, Santorini, Oia, Akrotiri, Thirasia Age Range All Ages Welcome Operator Destination Services Greece From $981
10% Off- US$883You save $98
Greek Island Wanderer
73 Reviews by TourRadar travelers“Loved the villages and narrow streets. Naxos was greener and wilder.”
Pat, traveled in September
Syros's Ermoupoli opens the door to Cycladic treasures leading to Santorini's caldera. Paros's Byzantine path, Naxos's mountain village Halki, and Oia's legendary sunset views await. Optional boat trips to Delos and volcano excursions enhance the journey.
Duration 14 days Destinations Athens, Syros, Ermoupolis, Galissas, Azolimnos, Vari, Ermoupouli, Paros, Parikia, NáousaSee all destinations Age Range Ages 16+ Operator Explore! From $3,090
6% Off- US$2,920You save $170
2 Greek Islands Tour - 5 Days - Paros & Santorini - Standard
46 Reviews by TourRadar travelers“The transfers were seamless and very well-coordinated, which made traveling between Paros and Santorini stress-free.”
Rachel, traveled in September
The iconic islands of Paros and Santorini showcase the best of the Cyclades. Visitors tour Paros's traditional Naousa village and Venetian castle, then sail to Santorini's Nea Kameni volcano. The day ends watching sunset near Oia village after exploring Palea Kameni's therapeutic hot springs.
Duration 5 days Destinations Athens, Paros, Santorini Age Range All Ages Welcome Operator Travel Zone From $2,060
25% Off- US$1,545You save $515
Mykonos, Santorini & Athens Experience - Standard
13 Reviews by TourRadar travelers“We had a perfect vacation in Greece. Everything went as planned.”
Pamela, traveled in May
Mykonos's Little Venice and Santorini's caldera highlight this Cyclades expedition. UNESCO-listed Delos ruins, Nea Kameni volcano, and Palea Kameni's sulfur springs await exploration. Economy ferry transfers included with fast ferry upgrade option.
Duration 7 days Destinations Athens, Mykonos, Delos, Santorini Age Range All Ages Welcome Operated in English, Spanish Operator Travel Zone From $2,596
25% Off- US$1,947You save $649
Athens, Paros & Santorini - 7 Days - Standard
12 Reviews by TourRadar travelers“Highly recommended, everything went well and smoothly, very well organised, I always felt safe and well looked after.”
Magdalena, traveled in August
The island chain stretches from Paros' Chrissi Akti and Kolympithres beaches to Santorini's dramatic caldera. The itinerary includes Nea Kameni volcano, swimming in Palea Kameni's thermal waters, and Naousa's historic castle, featuring a sunset cruise with Greek dinner.
Duration 7 days Destinations Athens, Paros, Santorini Age Range All Ages Welcome Operator Travel Zone From $2,098
15% Off- US$1,783You save $315
Athens, Naxos & Santorini Tour - 6 Days - Standard
16 Reviews by TourRadar travelers“The hotel selection was good. Everything was ready for us when we showed up.”
The route winds from Naxos' traditional Aperathos village to Santorini's volcanic landscapes. Two nights each in Naxos and Santorini include a cruise to Nea Kameni volcano and swimming in Palea Kameni's thermal waters. Breakfast and ferry connections included.
Duration 6 days Destinations Athens, Naxos, Santorini Age Range All Ages Welcome Operator Travel Zone From $1,700
25% Off- US$1,275You save $425
What people love about Island Hopping Tours in Cyclades Greece
- Paros, Santorini & Mykonos: 4-Day Greek Islands Hopping
Great experience, thankyou.Will definitely use you guys again
- Greek Island Hopping (Standard)
Dem was amazing! I had such a great time with her and her energy was infectious. Impossible to not have a fun time with Dem!
- Island Hopping Greek Islands Delights: Mykonos, Paros, Santorini
All arrangements were made, it was pretty easy to get assistance. I would say the schedule, from a personal perspective, had 1 too many days in Mykonos.. the time in Santorini was too short.
What our customers ask about Island Hopping Tours & Trips in Cyclades Greece
Which islands are must-visit stops on a Cyclades island hopping tour?
The key islands in any Cyclades tour are Santorini Mykonos, Paros and Naxos. Each island brings its own character to your journey. The caldera views from Oia in Santorini draw visitors year-round while Mykonos balances beach life with its well-known nightlife scene. Paros offers a more relaxed pace with traditional spots like Naoussa village and the unique rock formations at Kolympithres beach. For those seeking a quieter experience Koufonisia provides an interesting alternative. As one TourRadar traveler noted it's "the Jamaica of Europe with no motor vehicles and pristine beaches." Accommodations range from the central Arion Hotel in Athens to the sea-view Belle Etoile Villas in Santorini.
What are the most popular islands to visit on a Cyclades Greece Island Hopping tour?
The Cyclades circuit typically focuses on Mykonos Santorini, Paros Naxos and Milos. Each destination offers distinct experiences: Mykonos buzzes with its beach clubs and the charming Little Venice quarter while Santorini's dramatic caldera views are best enjoyed on evening cruises. Paros maintains its traditional character especially in Naoussa village. Milos stands out for its unusual landscapes particularly at Sarakiniko Bay and the colorful boat houses of Klima. A TourRadar traveler summed it up: "We visited 5 different islands in 11 days. A great experience if you haven't visited Greece before."
What's the typical duration and cost for a Cyclades island hopping tour?
Most Cyclades tours run between 5 and 16 days with 7-11 days being standard. Prices range from $1500 to $3500. For reference a comprehensive 11-day tour covering Athens Mykonos Paros Naxos and Santorini costs around $3296. This usually covers hotels ferry transfers and some meals. According to a TourRadar traveler: "The price was worth it considering the quality of hotels seamless transfers between islands and included activities like the Santorini sunset cruise."
What type of accommodation can I expect on a Cyclades island hopping tour?
Most tours use 3 to 4-star hotels that blend traditional Cycladic design with modern comforts. Notable properties include the Nikos Hotel overlooking Oia in Santorini and the beachfront Far Out Resort on Ios. Guest feedback often highlights the quality as seen in this TourRadar review: "The hotels exceeded expectations - we particularly loved the Grotta Hotel in Naxos with its amazing views and the friendly staff at Belle Etoile Villas in Santorini."
How much spending money should I budget for extras during island hopping?
Daily expenses beyond tour inclusions typically run $50-100. This covers meals ($15-30 per person) and optional activities. Popular add-ons include wine tours and cooking classes ranging from $60-160. A helpful tip from a TourRadar traveler: "Budget extra for the amazing food and optional activities - the Santorini caldera cruise ($160) and Delos archaeological tour from Mykonos ($75) were worth every penny."
What activities and excursions are typically included in Cyclades island hopping tours?
Standard packages balance guided activities with independent exploration. Common inclusions feature sunset cruises around Santorini's caldera wine tastings in Paros guided tours of Delos from Mykonos and beach time at spots like Sarakiniko in Milos. A TourRadar traveler noted: "The sunset cruise in Santorini was amazing and the optional excursions to Delos really enhanced our experience."





















