Greece Tailor-Made Trips & Itineraries

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Greece Travel Insights

The iconic Parthenon in Athens
Map of 5 Days in Greece - 5 Unique Itinerary Ideas
5 Days in Greece - 5 Unique Itinerary Ideas

Five days in Greece offers a great introduction to its ancient treasures and incredible landscapes, and there are two general approaches to make the most of a brief itinerary. First, you can split your time between vibrant Athens and one additional destination, like the seaside town of Nafplio or the island of Naxos. Or, devote your entire trip to one locale, such as Crete or Rhodes, to truly understand the complexities of a specific island or region. See more options for your trip below.

Discover the ancient ruins of Delphi on a mainland Greece roadtrip
Map of 1 Week in Greece - 7 Unique Itinerary Ideas
1 Week in Greece - 7 Unique Itinerary Ideas

A popular option for a week in Greece is to spend a day in Athens upon arrival and then head out to the Greek islands by ferry or flight. Another recommended option is a road trip to explore the ancient history and mythology of mainland Greece or consider experiencing the Greek islands on a yacht. No matter which itinerary you choose, you'll experience plenty of history, culture, and food. Read on for seven great seven-day itineraries to make the most of your week in Greece.

Discover iconic Santorini and the Cyclades on highlight tour of Greece for first-time visitors
Map of 10 Days in Greece - 5 Unique Itinerary Ideas
10 Days in Greece - 5 Unique Itinerary Ideas

With 10 days in Greece, you can choose between an island-hopping adventure, a historical highlights tour, and a fast-paced road trip itinerary. The islands of Santorini, Naxos, and Mykonos are an excellent choice for those seeking a relaxed escape to the Cyclades, while Athens and the Peloponnese peninsula are filled to the brim with fascinating ruins. If you're eager to experience Greece's natural wonders, opt instead for an active adventure amid the mainland's mountains, coastlines, and forests.

Sunset over the island of Mykonos
Map of 2 Weeks in Greece - 4 Unique Itinerary Ideas
2 Weeks in Greece - 4 Unique Itinerary Ideas

Two weeks is a great length for a Greek vacation. You'll have plenty of time to see multiple islands and historic mainland sites, taking part in cultural or outdoor activities along the way. These itineraries explore the possibilities: get active on some of the Cyclade's lesser-known islands, dive into ancient mythology, enjoy a laid-back beach holiday, and more.

Mykonos
How Many Days to Spend in Greece

Spend at least seven days in Greece, and you'll be able to comfortably explore Athens plus one or two Greek islands—pair Mykonos and Santorini, for example, or stick to the culture and cuisine of Crete. With more days to spend, add a few less-visited islands to your itinerary or explore the mainland, from the mountains of the Peloponnese to history-rich North Macedonia. If you're planning a quick getaway, base yourself in Athens with mainland day trips (and an overnight on Naxos, if there's time).

A stunning viewpoint in the village of Palaios Panteleimonas that overlooks the Aegean and foot of Mount Olympus
Best Time of Year to Visit Greece

Greece has a Mediterranean climate with four seasons and a long, dry (and very popular) summer. There's never a bad time to visit, but depending on how hot you like it, the most pleasant temperatures are in late spring (May) and early fall (September and October). The weather is warm, the crowds are lighter, and conditions are ideal for sightseeing and island hopping. Winter, meanwhile, is cooler, quieter, and rainier, offering a more local feel in mainland cities, though many island services slow down.

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Meet our Local Travel Specialists

Experienced travel agents with a passion for Greece
Travel specialist Chris Gravas
active 48 mins ago

Chris Gravas

I design entire journeys that mitigate issues before they arise. I ensure the best possible orchestration of all services included. I provide human accountability in real time. My name is...

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Travel specialist Marianna Pianelli-Blatsouka
active 1 hour ago

Marianna Pianelli-Blatsouka

I’m Marianna, born between two cultures and now based in Athens. With Greek roots and an Italian sensibility, I design tailor-made journeys throughout Greece that blend refined comfort with...

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Travel specialist Eirini Tzoka
active 2 hours ago

Eirini Tzoka

My name is Eirini, I am a travel specialist and I was born and raised in Athens. My family originated from Northwestern Greece, and it was this area's raw beauty and long-standing heritage that got...

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Travel specialist Penny Vasileiadi
active 44 mins ago

Penny Vasileiadi

I’m Penny, a Travel Specialist from Kalamata. I grew up among olive groves in the Peloponnese, and that close connection to local life still shapes the way I plan trips today. With a degree in...

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Trip Reviews for Greece

The latest reviews by travelers who booked their trip on kimkim

Without exception, all of our guides were int...
Greece | May 17 - May 27, 2026

S
Susan R.
Tinton Falls, NJ | Reviewed on May 28, 2026

Without exception, all of our guides were intelligent, knowledgeable, professional and fun.

Local specialist: Sydney Hubbard
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Great Trip
Greece | May 16 - May 24, 2026

Matthew
Matthew T.
Chicago, IL | Reviewed on May 27, 2026
We had a great trip to Greece. All the places we stayed and people we encountered were very helpful. We had a very fun time. Read more

We had a great trip to Greece. All the places we stayed and people we encountered were very helpful. We had a very fun time.

Hotel Reviews
Paros Comfy Suites
Naousa Paros

Grea room, very comfortable. Pretty view. The beach was rocky, not sandy. It is not in town so a car or private transfer was needed to get to places. If you want to be out of town a bit this place was perfect. Super helpful staff.

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Ducato di Oia Boutique Hotel
Santorini

Great location, couldn't be beat. The hot tub/warm tub was a nice touch. The layout of the room was like a cave, which was cool and unique but also kind of weird. It was a bit challenging to lug the suitcase around the room. Very helpful and nice staff.

Authenticity & Character
Location
Staff
Cleanliness & Comfort
The Foundry Suites
Athens

Really nice place. Super friendly staff. Rooftop patio was great at night. For a hotel in Europe, the bathroom was pretty nice. The stairs up to the bed would have been difficult for someone that was disabled. Overall, we loved this place. Best hotel of our trip.

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Local specialist: Siena Mueller
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From do-it-yourself planners: Kimkim was worth it
Greece | Apr 21 - May 12, 2026

L
Lori B.
Seattle, WA | Reviewed on May 27, 2026
Our first experience with Kimkim (a trip to Greece and southern Italy) was very positive. We are accustomed to planning our own trips but found the advantages of working with Kimkim worthwhile: our agents offered experience and advice that can otherwise be difficult to come by; the agency provided services that smoothed the way where we would have struggled (for example, getting from airports to hotels); suggestions were provided for activities we otherwise wouldn’t have known about, such as... Read more

Our first experience with Kimkim (a trip to Greece and southern Italy) was very positive. We are accustomed to planning our own trips but found the advantages of working with Kimkim worthwhile: our agents offered experience and advice that can otherwise be difficult to come by; the agency provided services that smoothed the way where we would have struggled (for example, getting from airports to hotels); suggestions were provided for activities we otherwise wouldn’t have known about, such as stopping on our drive from Athens to Nafplio for a wine tour and lunch. We would not normally have opted for private tours but found them excellent and well worth engaging. A few itinerary details in Italy were erroneous but we worked them out, and one tour was disappointing, but both our agents were very responsive when contacted. Our primary agent, Chris, listened carefully and planned thoughtfully, as well as checking in with us during our trip. Thanks for your valuable help!

Activity Reviews
Mothia - Masala with salt pans visit
Mothia - Masala with salt pans visit
Greece

We visited historical sites in Marsala followed by Mothia, remains of a fascinating Phoenician settlement. Our guide managed to fit in a good deal! Afterwards we toured the salt pans and saw how sea salt was harvested, saw the old wind-powered grinding stone, and had a salt tasting. A great day.

Quality of Experience
Guides, Drivers and Staff
Santa Margherita di Belìce - Guided tour
Santa Margherita di Belìce - Guided tour
Greece

We were given a tour only of the Gattopoardo Museum by an English-speaking cousin of a museum employee, although I had requested history and culture of the town.

Quality of Experience
Mazara del Vallo - Selinunte
Mazara del Vallo - Selinunte
Greece

Another great guide, interesting site. Huge!

Quality of Experience
Guides, Drivers and Staff
Palermo Street Food Tour (morning)
Palermo Street Food Tour (morning)
Palermo

Fun! Great food! Included historical sites, and although we had seen some of them the previous day, we got a different perspective on them.

Guided tour of Palermo
Guided tour of Palermo
Palermo

Another great guide. She also pointed us to an ethnographic museum because we were looking for more cultural and anthropological informaition.

Quality of Experience
Guides, Drivers and Staff
Full day tour to Pompeii & Naples
Full day tour to Pompeii & Naples
Greece

Pompeii was fascinating. The guide, however, tended to walk ahead with my husband so I missed much of what he said. The tour of Naples was pretty good. The driver was careful.

Guides, Drivers and Staff
Herculaneum visit with a private guide
Herculaneum visit with a private guide
Greece
Guides, Drivers and Staff
Visit the ancient kingdom of Mycenae (Self-Drive)
Visit the ancient kingdom of Mycenae (Self-Drive)
Greece

Great guide, knowledgeable an interesting.

Quality of Experience
Guides, Drivers and Staff
Visit to Epidaurus & guided tour (Self-Drive)
Visit to Epidaurus & guided tour (Self-Drive)
Greece

Great guide, knowledgeable and interesting.

Quality of Experience
Guides, Drivers and Staff
Nemea Wine Tour & Lunch
Nemea Wine Tour & Lunch
Greece

Beautiful setting, tasted four wines, then had lunch. A nice stop on a drive, and fun to learn about local wines.

Quality of Experience
Food
Delphi Day Trip From Athens
Delphi Day Trip From Athens
Greece

The site is not one to miss. The group tour is okay.

Guides, Drivers and Staff
Perhaps not the clearest communicator
Acropolis & Acropolis Museum Guided Tour
Acropolis & Acropolis Museum Guided Tour
Athens

Our guide was so knowledgeable and engaging!

Guides, Drivers and Staff
Local specialist: Chris Gravas
Chris
Chris Gravas
Local specialist in Athens, Greece | Replied on May 28, 2026
Dear Lori, Thank you very much for your detailed feedback and notes regarding the tours and quality of the overall experience. I appreciate it. I'm very happy everything was smooth and that we were there for you along the way, to help with any issues. On the other hand, I am also disappointed that the tour in Santa Margherita was not up to your expectations, even though we did our best to accommodate. In my defense, I have to convey that Maria and I were assured that the tour would be... Read more

Dear Lori,

Thank you very much for your detailed feedback and notes regarding the tours and quality of the overall experience. I appreciate it.

I'm very happy everything was smooth and that we were there for you along the way, to help with any issues.

On the other hand, I am also disappointed that the tour in Santa Margherita was not up to your expectations, even though we did our best to accommodate. In my defense, I have to convey that Maria and I were assured that the tour would be as rich as possible to the extent you were looking for, regarding the history & culture of this town. It looks like it was not that way, and we only found out now, with your polite and kind feedback. I will surely look into this more closely with our local partner in Italy and make sure that we improve the future quality and context of similar requests.

I thank you again that you shared all this, and I hope to be able to make it up for you in the future, with another trip to Greece/Italy!

Kind regards,
Chris

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