Island Hopping Tours & Trips in Cyclades Greece
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10 best island hopping Cyclades Greece tours
Compiled by

MelissaCyclades Greece travel expert at TourRadar
- Greek Island Hopping (Standard, 11 Days)
- Delve Deep: Greek Islands
- Cycladic Explorer: Athens - Mykonos - Santorini( or Paros)
- Greek Island Hopping (Plus, 11 Days)
- Greek Island Hopping with Guided Tours - With 4* hotels Premium
- Mykonos, Santorini & Athens Experience - Premium SemiPrivate Tour
- 2 Greek Islands Tour - 5 Days - Paros & Santorini - Standard
- Vacations in Greece - 9 Days - Athens, Paros, Naxos, Santorini
- Greek Island Hopping with Guided Tours - Standard
- Best of Greece (15 days) Athens & 4 Islands in 15 days (Self-Guided)
Greek Island Hopping (Standard, 11 Days)
793 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 18 to 35 year olds Operator Contiki From $2,449
25% Off- US$1,837You save $612
Delve Deep: Greek Islands
45 Reviews by TourRadar travelers“This trip was amazing! I can't wait to return back!”
Christina, traveled in September
The Cyclades reveal their charm at Mykonos' Little Venice, Paros' Naoussa village, and Santorini's caldera views. Delos Island archaeology and volcanic excursions enhance the adventure. Ferry transfers and 9 nights accommodation included across iconic island locations.
Duration 10 days Destinations Athens, Paros, Mykonos, Santorini Age Range 18 to 39 year olds Operator Topdeck From $2,389
15% Off- US$2,031You save $358
Cycladic Explorer: Athens - Mykonos - Santorini( or Paros)
53 Reviews by TourRadar travelers“The island hopping package we booked was absolutely perfect! The islands were absolutely amazing.”
Jeanne, traveled in April
The Cyclades' gems unfold at Vienoula's Garden in Mykonos and El Greco in Santorini. Traditional windmills, volcanic beaches, and charming villages await with included transfers and daily breakfasts.
Duration 10 days Destinations Athens, Mykonos, Santorini Age Range 6 to 80 year olds Operated in English, Spanish Operator Eskapas From $4,200
50% Off- US$2,100You save $2,100
Greek Island Hopping (Plus, 11 Days)
793 Reviews by TourRadar travelers“Phenomenal time with a great group. It was a real party!”
Margaret, traveled in April
Mykonos's Little Venice opens a journey through Cyclades gems to Santorini's Oia village. Paros's Naoussa fishing village and Ios's golden beaches await discovery. Ferry connections, traditional village visits, and optional volcano cruises included. Suitable for ages 18+.
Duration 11 days Destinations Athens, Mykonos, Paros, Santorini, Ios Age Range 18 to 35 year olds Operator Contiki From $2,945
29% Off- US$2,079You save $866
2 Greek Islands Tour - 5 Days - Paros & Santorini - Standard
40 Reviews by TourRadar travelers“The hotels were very nice and in great locations. The staff was helpful and friendly.”
MirandaRice, traveled in June
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 1 to 99 year olds Operator Travel Zone From $1,735
25% Off- US$1,302You save $433
Vacations in Greece - 9 Days - Athens, Paros, Naxos, Santorini
17 Reviews by TourRadar travelers“I was captivated by the beauty of Santorini and the urban diversity of the Athens City Center.”
Sandra, traveled in January
Paros's Kolympithres beach marks the start of this Cyclades adventure to Naxos's Venetian Castle. A wooden boat cruise reveals Santorini's volcanic islands, while thermal springs at Agios Nicholaos and legendary Oia sunsets captivate visitors. Inter-island ferries and transfers included.
Duration 9 days Destinations Athens, Paros, Naxos, Santorini Age Range up to 99 year olds Operator Travel Zone From $2,124
25% Off- US$1,593You save $531
Greek Island Hopping with Guided Tours - Standard
84 Reviews by TourRadar travelers“Everything was taken care of and we were able to just enjoy!”
Bethany, traveled in June
3-star hotels across Mykonos, Paros, Naxos, and Santorini serve as bases for Cyclades exploration. Paros' Ekatontapiliani Church, Naxos' ancient Demeter Temple, and Santorini's caldera at sunset create unforgettable moments. Daily breakfast, guided tours, and ferry transfers included.
Duration 11 days Destinations Athens, Mykonos, Paros, Naxos, Santorini Age Range 1 to 99 year olds Operator Travel Zone From $3,130
25% Off- US$2,348You save $782
Best of Greece (15 days) Athens & 4 Islands in 15 days (Self-Guided)
31 Reviews by TourRadar travelers“The hotels were all very adequate and transfers were all on time and proved to be absolutely effortless and worry free.”
James, traveled in September
Your Cyclades adventure begins at Brazzera Hotel in Syros and Olia Hotel in Mykonos. Ermoupoli's neoclassical architecture, Mykonos' Little Venice, and Santorini's Oia village await. Morning ferries offer stunning Aegean views between each iconic island.
Duration 15 days Destinations Athens, Syros, Mykonos, Santorini, Crete Age Range 12 to 99 year olds Operated in English, German, French, Dutch Operator Dot Travel From $2,148
40% Off- US$1,289You save $859
What people love about Island Hopping Tours in Cyclades Greece
- Sailing Greece - Mykonos to Mykonos
Had a fantastic trip. Loved the sailing, the food, the wine and the company. Highly recommended
- Greek Island Hopping (Standard, 11 Days)
Best experience of my life! My tour guide Courtney Dailey was SUPER helpful, SUPER fun and a genuinely a great person! Her experience and attitude towards the tour kept everyone happy & safe. I honestly couldn't ask for any one better.
- Delve Deep: Greek Islands
Amazing trip! Our guide (Panos) was fantastic, so friendly and always happy to help! Great guy! The trip was so well-organised, everything went to plan- including 5am starts and all the ferries to each island. Definitely will be travelling with Topdeck again!
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."