Island Hopping Tours & Trips in Cyclades Greece
Explore a wide diversity of island hopping tours through Cyclades Greece. We have 103 adventures that vary from 3 days to 16 days. With the greatest number of departures in May, 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
- Greek Island Hopping (Standard)
- Island Hopping Greek Islands Delights: Mykonos, Paros, Santorini
- Mykonos, Santorini & Athens Experience - Premium SemiPrivate Tour
- Mykonos, Santorini & Athens Experience - Standard
- 2 Greek Islands Tour - 5 Days - Paros & Santorini - Standard
- 4 Day Tour in Paros, Santorini, Mykonos an Amazing Greek Islands Hopping
- Athens, Naxos & Santorini Tour - 6 Days - Standard
- Vacations in Greece - 9 Days - Athens, Paros, Naxos, Santorini
- 11 Day Tour in Santorini, Mykonos, Paros, Naxos: A Greek Islands Hopping Tour
- Athens, Paros & Santorini - 7 Days - Standard
Greek Island Hopping (Standard)
813 Reviews by TourRadar travelers“So much fun! I enjoyed tripping and falling into all the activities and bars along the way.”
Jemma, traveled in June
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 $2,615
10% Off- NZ$2,354You save $262
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, Santorini Age Range All Ages Welcome Operator Destination Services Greece From $1,705
10% Off- NZ$1,534You save $170
Mykonos, Santorini & Athens Experience - Premium SemiPrivate Tour
32 Reviews by TourRadar travelers“Friendly, helpful, and knowledgeable coordinators/guides.”
Mia, traveled in May
Athens launches this Cyclades adventure to Mykonos' Little Venice and Santorini's caldera. UNESCO-listed Delos archaeological site, Akrotiri ruins, and wine tasting at traditional canavas highlight the journey. 4-star hotels, ferry transfers, and authentic meze lunches included.
Duration 7 days Destinations Athens, Mykonos, Delos, Santorini Age Range All Ages Welcome Operated in English, Spanish Operator Travel Zone From $5,320
25% Off- NZ$3,990You save $1,330
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 $4,473
25% Off- NZ$3,355You save $1,118
2 Greek Islands Tour - 5 Days - Paros & Santorini - Standard
44 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 $3,321
25% Off- NZ$2,490You save $830
4 Day Tour in Paros, Santorini, Mykonos an Amazing Greek Islands Hopping
7 Reviews by TourRadar travelers“We enjoyed every island we visited. The hotels booked for us were amazing!”
Patty, traveled in September
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 Age Range All Ages Welcome Operator Private Tours Greece From $3,236
25% Off- NZ$2,427You save $809
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 $2,675
25% Off- NZ$2,007You save $669
Vacations in Greece - 9 Days - Athens, Paros, Naxos, Santorini
33 Reviews by TourRadar travelers“We had a great time traveling and would recommend TourRadar to anyone looking for an adventure.”
Arthur, traveled in June
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 All Ages Welcome Operator Travel Zone From $4,376
25% Off- NZ$3,282You save $1,094
11 Day Tour in Santorini, Mykonos, Paros, Naxos: A Greek Islands Hopping Tour
6 Reviews by TourRadar travelers“Very good experience and they were very attentive during the trip. They made it so we didn't have to worry about anything.”
Dimitri, traveled in August
Four unique islands await: Mykonos's Little Venice, Paros's Parikia streets, Naxos's Byzantine churches, and Santorini's Oia sunset. The itinerary features UNESCO site Delos, wine tasting in Naoussa village, and caldera BBQ cruises, with all inter-island transfers included.
Duration 11 days Destinations Athens, Mykonos, Paros, Naxos, Santorini Age Range All Ages Welcome Operator Private Tours Greece From $6,532
25% Off- NZ$4,899You save $1,633
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 $3,426
12% Off- NZ$3,015You save $411
What people love about Island Hopping Tours in Cyclades Greece
- Greek Islands: Sunsets & Sea Breezes
This was the best trip I've ever taken! I've done contiki and topdeck and I loved the smaller group for this. We had 25 in our group and a fantastic time was had! There is something for everyone on this- cultural experiences, some partying, great food, beach time and city sights. Lots of walking tours and definitely do the Santorini donkey ride/volcano visit optional!!!
- Sailing Greece - Mykonos to Mykonos
Had a wonderful sailing trip with Phil. Enjoyed and learned a lot from sailing and experience different islands hopping, Greek culture, history, food, music and others. Our CEO is very knowledgeable, friendly and helpful. He was fixing the toilet by himself and figured which route to take based on the wind everyday. He always make sure our safety come first and gave us options. He is a great skipper and very good in what he is doing. I would highly recommend this sailing trip!
- Mykonos, Santorini & Athens Experience - Standard
Despite being a challenging year, we managed to come on vacation and we didn't regret it. The staff from the agency made sure that we were kept safe, happy and satisfied all the time. No complaints.
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."