Self-Guided Tours & Trips in Greek Islands
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10 best self-guided Greek Islands tours
Compiled by
MelissaGreek Islands travel expert at TourRadar
- Best of Greece (15 days) Athens & 4 Islands in 15 days (Self-Guided)
- Greek Island Dream Paros, Naxos & Santorini- 7 Days (Self-Guided Package)
- Andros Trail Self Guided Walk
- The Cyclades, Serifos, Sifnos & Milos Hikers’ Paradise Self-Guided
- Mykonos, Santorini & Ios Island Hopping 7D/6N
- Discovering Crete, Self-drive
- Authentic Greek Islands
- Escape to Santorini, 3 Days
- Island Hopping in Greece Athens-Paros-Naxos (Self-guided)
- The Hidden Gems of the Unknown Cyclades (Self-guided)
Best of Greece (15 days) Athens & 4 Islands in 15 days (Self-Guided)
33 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
A personalized Greek journey awaits at approx. $140 per day, featuring stays at select 3-star hotels like Arion Athens and Olia Mykonos. Your package includes breakfasts and private transfers, with options to visit Knossos Palace and Santorini's volcano.
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 $3,787
50% Off- NZ$1,894You save $1,893
Greek Island Dream Paros, Naxos & Santorini- 7 Days (Self-Guided Package)
6 Reviews by TourRadar travelers“The hotels were comfortable and clean.”
Cloe, traveled in August
Premium hotels in Paros, Naxos, and Santorini serve as your home base. Visit Naousa's Venetian castle, Aperathos's traditional settlements, and Plaka's golden beaches as you wish. A 6-hour volcanic cruise with English-speaking guide enhances your experience.
Duration 7 days Destinations Athens, Paros, Naxos, Santorini Age Range 2 to 99 year olds Operated in English, Spanish Operator Travel Zone From $3,199
25% Off- NZ$2,399You save $799
Ancient footpaths unfold with digital maps from Athens to Gavrio. Walking routes reveal Tromarchion monastery, Venetian bridge of Stichiomeni, and Ano Pitrofos village. Local guesthouses and daily luggage transfers support your solo adventures at approx. $120 per day.
Duration 9 days Destinations Athens, Rafina, Andros, Ormos Korthiou, Apikia, Pitrofos, Mpatsi, Gavrio Age Range up to 99 year olds Operator UTracks From
25% Off- NZ$1,650
Marked trails beckon with provided digital travel pack and app support. The path from Apollonia to Vathy Bay (+470m, -660m) leads to Taxiarchon monastery. Take time to discover Serifos's chapels and Milos's volcanic landscapes.
Duration 10 days Destinations Athens, Piraeus, Serifos, Sifnos, Milos, Kimolos Age Range 12 to 90 year olds Operated in English, German, French Operator Grand Angle From
25% Off- NZ$2,588
Mykonos, Santorini & Ios Island Hopping 7D/6N
3 Reviews by TourRadar travelers“The hotels were all excellent but the travel between islands was a disaster.”
David, traveled in September
The Greek islands unfold with flexible daily schedules. Little Venice in Mykonos, Ios's Chora village, and Santorini's Caldera invite exploration. Package includes ferry tickets, hotel transfers, and 6 nights accommodation.
Duration 7 days Destinations Athens, Mykonos, Ios, Santorini Age Range up to 99 year olds Operator Bamba Travel From
25% Off- NZ$2,239
Discovering Crete, Self-drive
3 Reviews by TourRadar travelers“The car was ideal to suit our needs, and the hotels were lovely. There is excellent value for money, and I would use this operator again.”
Renee, traveled in April
Your Nissan Pixo awaits to tour Crete's wonders, from the Palace of Knossos to Elafonissi's pink beaches. Rest at Hotel Olympic in Heraklion and Hotel Arkadi in Chania. Set your own schedule for Spinalonga island and Vai's palm forest visits.
Duration 8 days Destinations Heraklion, Chania, Elafonisi, Rethymnon, Agios Nikolaos, Elounda, Spinalonga, Sitia Age Range up to 99 year olds Operator Destination Services Greece From $1,012
10% Off- NZ$911You save $101
Authentic Greek Islands
60 Reviews by TourRadar travelers“Everything went smoothly, from the airport in Toronto until our return. We can't say enough about your service and our experience.”
MARGARET, traveled in April
Wander independently through Athens' Plaka district and Monastiraki square. Visit Paros' Panagia Katapoliani church and Naxos' Venetian citadel freely. Seamless transitions between Eri Hotel, Aeolis Boutique, and Terra Blue with pre-arranged transfers and ferries.
Duration 15 days Destinations Athens, Paros, Naxos, Santorini Age Range 1 to 99 year olds Operator Wingbuddy From
10% Off- NZ$3,017
Escape to Santorini, 3 Days
1 Review by TourRadar travelers“Things went well. Thank you.”
JoEllen, traveled in May
Craft your ideal Greek Islands holiday from Hotel Kamari or Mar N Mar Crown Hotel. Visit Oia's sunset spots, Thíra's volcanic landscapes, and Thirassiá island whenever you choose. Daily breakfast and convenient transfers included.
Duration 3 days Destinations Santorini Age Range up to 99 year olds Operator Destination Services Greece From $314
10% Off- NZ$283You save $31
Island Hopping in Greece Athens-Paros-Naxos (Self-guided)
9 Reviews by TourRadar travelers“Self-Guided Tour Coordination makes your Vacation run very smoothly! Sure you can plan everything yourself, but why work so hard!”
Chester, traveled in October
Chart your daily course from Arion Hotel Athens, exploring Plaka's narrow streets. Ferry connections take you to Paros Bay Hotel near Golden Beach and Argo Hotel Naxos, perfect for Mount Zeus hiking trails and local tavernas.
Duration 10 days Destinations Athens, Paros, Naxos Age Range 1 to 99 year olds Operated in English, German, French, Dutch Operator Dot Travel From $2,455
35% Off- NZ$1,596You save $859
What people love about Self-Guided Tours in Greek Islands
I cannot recommend this tour enough. Having never been to Greece I didn’t want to try and work out all of the transfers between islands and every hotel. I was travelling for 2 months and this self guided tour was the final leg. Prior to this I did 2 other guided tours and they were very jam packed with early mornings and late nights and no where to swim even though it’s summer! This was so well planned I felt like a rich person, everything was organised and there was always someone there to pick you up and drop you off to wherever you needed. I loved not having to think about anything. Each day was as busy or as chill as we wanted. The hotels were fantastic. Only one hotel we didn’t love because it was out of town but transport was very close by. Also the Dot travel team were at our final hotel and went above and beyond to help my partner arrange a surprise engagement!! They were incredible. Thank you all so much!!
Best of Greece (15 days) Athens & 4 Islands in 15 days (Self-Guided)
- Greek Island Dream Paros, Naxos & Santorini- 7 Days (Self-Guided Package)
Throughout the trip I was happy to see that any special request was dealt with immediate and utmost attention. Thank you.
- Mykonos, Santorini & Ios Island Hopping 7D/6N
Could set our own agenda
What our customers ask about Self-Guided Tours & Trips in Greek Islands
What's the best time of year for a self-guided Greek Islands tour?
For a Greek Islands tour the shoulder seasons of May-June or September-October provide the most balanced experience. Temperatures hover around 75°F (24°C) creating ideal conditions for outdoor activities. The reduced tourist numbers during these months make exploring easier at popular spots like Oia. As one TourRadar traveler shared: "Visiting in September was perfect - we could explore places like Oia without the summer crowds while still enjoying warm weather and beautiful sunsets."
What type of accommodations can I expect on a self-guided Greek Islands tour?
Greek Island accommodations typically feature 3-4 star properties chosen for their location and comfort. Hotels range from intimate boutique properties to beachfront resorts. In Santorini the El Greco Resort offers views of the caldera while Mykonos features well-located options like the Yiannaki Hotel. A TourRadar traveler notes: "The hotels were fantastic. Only one hotel we didn't love because it was out of town but transport was very close by." Most stays include breakfast and put you close to key attractions.
How do I plan a self-guided Greek Islands itinerary to maximize my time and experience?
The key to an efficient Greek Islands experience is focusing on one island group such as the Cyclades. This allows for meaningful exploration of major destinations like Mykonos Santorini and Paros. Strategic accommodation choices such as the Eri Hotel in Paros or Terra Blue in Santorini place you in the heart of each destination. A TourRadar traveler confirms: "The hotels were perfectly located in the towns with easy access to restaurants shopping and beaches."
What's the best way to navigate between Greek Islands independently?
The Greek ferry network serves as the backbone of island-hopping travel with regular connections between major destinations. Fast ferries connect Athens to Mykonos in 2.5 hours and Mykonos to Santorini in 2-4 hours. On individual islands buses and taxis provide reliable local transport. A TourRadar traveler confirms: "The transfers worked exactly as they should. The drivers met us at each location at the planned time and promptly transferred us to the next location."
How do meal arrangements work on self-guided Greek Island tours?
Hotels such as the Fresh Hotel in Athens and Kallos Imar in Santorini provide daily breakfast. Lunch and dinner remain flexible allowing travelers to discover local cuisine at their own pace. A TourRadar traveler shares: "The breakfasts were incredible. The locations were good it was easy to get around and everyone was so welcoming and friendly." Hotel staff often guide guests to authentic local restaurants.
What support is available during a self-guided tour of the Greek Islands?
Self-guided tours blend independence with security providing 24/7 emergency contacts detailed local information and on-ground support at each stop. Properties like the Seabreeze in Crete offer concierge services for activity planning. A TourRadar traveler reports: "Communication with the tour team was very good. We had a glitch with one pick up location but it was quickly resolved." Local representatives stand ready to help while respecting travelers' autonomy.