Greece Road Trips & Itineraries

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Greece Travel Insights

Monastery of Panayia Pantanassa at Mystras
Map of Mainland Greece Road Trip - 7 Days
Mainland Greece Road Trip - 7 Days

Take a week to drive through the mythological territory of mainland Greece with this itinerary. Your seven days will start and end in Athens, covering the historical sites and sprawling castles of the Peloponnese along the way.

Pass through the Lion Gate at Mycenae, said to have been the home of Agamemnon
Map of Mainland Greece Road Trip - 10 Days
Mainland Greece Road Trip - 10 Days

Get ready for gorgeous views and a healthy dose of history on this 10-day self-drive tour of Athens and the Peloponnese. You'll learn about ancient Greek mythology at the Acropolis, visit the home of Helen of Troy, and see where the Olympics were born. Along the way, you'll sample wines at the vineyards of Nemea, explore the Byzantine castle of Mystras, and consult the oracle at Delphi.

A traditional village at Mani, Greece
Map of Mainland Greece Road Trip - 14 Days
Mainland Greece Road Trip - 14 Days

Take in the sights and flavors of the countryside on this two-week road trip around mainland Greece. Starting in Athens, you'll explore the Acropolis and sample local delicacies before making your way to the Peloponnese. Here you'll encounter traditional villages, ancient castles, beautiful Byzantine architecture, and fascinating archaeological sites. Go wine tasting in Nemea, consult the oracle at Delphi, and see the birthplace of the Olympics along the way.

The view from Navarino Castle overlooking Pylos Bay
Map of Mainland Greece Road Trip - 12 Days
Mainland Greece Road Trip - 12 Days

Immerse yourself in history and culture on this 12-day trip encompassing Athens and the Greek countryside. Learn about Greek mythology straight from the source at the Acropolis before heading west to the Peloponnese. Go wine tasting at the vineyards of Nemea, visit Byzantine castles, and stroll the streets of traditional villages. See where Helen of Troy lived and where the Olympics were born, and consult the oracle at Delphi before ending your road trip back in the capital.

View from the archaeological ruins at Mycenae
Map of Mainland Greece Road Trip - 8 Days
Mainland Greece Road Trip - 8 Days

In just over a week, this itinerary will take you from the Acropolis in Athens to the Byzantine ruins of Mystras to the hills of Delphi. Along the way, you'll visit important archaeological sites, stroll the pretty streets of towns brimming with history and culture, and enjoy unforgettable views.

Drive along Greece's pristine coast on this 16-day road trip
Map of Mainland Greece Road Trip - 16 Days
Mainland Greece Road Trip - 16 Days

On this 16-day road trip across Greece, you'll see historical sites, sample local flavors, and discover beautiful castles and monasteries. Spend a few days in the capital, learning about the Acropolis and enjoying the culinary delights of the modern era. Then, drive along the Peloponnese and Mani peninsulas to sample wine in Nemea, explore several archaeological sites, relax on pristine beaches, and discover picturesque villages before ending your journey back in Athens.

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Meet our Local Travel Specialists

Experienced travel agents with a passion for Greece
Travel specialist Angela (Aggeliki) Giannioti
active 2 hours ago

Angela (Aggeliki) Giannioti

Hi everyone! I am Angela (or as my Greek friends call me, Aggeliki). Let me introduce myself: I am a travel and adventure lover just like you! I work in the travel industry, for a quiet few years...

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Travel specialist Chris Leontopoulos
active 6 hours ago

Chris Leontopoulos

Hello, my name is Chris I am Canadian by birth, but my family’s roots can be traced centuries back to two beautiful mountain villages in Greece. One in the shadow of Mount Olympus, and one very...

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Travel specialist Chris Gravas
active 1 day ago

Chris Gravas

My name is Chris and I have a passion for authentic experiences, cultural awakenings, and nature explorations. As a partner of a local boutique travel agency, I take every chance to explore Greece...

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Travel specialist Irene Lappa
active 2 days ago

Irene Lappa

Growing up as an only child, I learned early the value of connection — with people, places, and cultures. Thanks to my parents' love for road trips, my childhood was filled with unexpected...

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Trip Reviews for Greece

The latest reviews by travelers who booked their trip on kimkim

Perfection in Greece!
Greece | Sep 22 - Oct 3, 2025

Janet
Janet C.
Ashburn, VA | Reviewed on Oct 04, 2025
Lea and sienna planned the perfect trip for us. E we loved all 3 hotels in Athens, Santorini and Paros. And when typical travel challenges arose, they were there and came up with fabulous and creative solutions that actually added to our experience. Read more

Lea and sienna planned the perfect trip for us. E we loved all 3 hotels in Athens, Santorini and Paros. And when typical travel challenges arose, they were there and came up with fabulous and creative solutions that actually added to our experience.

Hotel Reviews
Sofitel Athens Airport
Athens

Convenient and lovely. Rooftop restaurant was surprisingly good and accommodating of my husband’s food allergy.

Authenticity & Character
It was clean and pretty.
Location
Close to airport
Staff
Helpful and warm.
Cleanliness & Comfort
Summer Senses Luxury Resort
Paros

This was our favorite of the three hotels by far. It was BEAUTIFUL. We loved our room and the people there.

Authenticity & Character
It blended in with the surroundings.
Location
It was near Piso Livadi, a really quaint town with great restaurants.
Staff
Everyone was helpful and caring and friendly
Cleanliness & Comfort
Andronis Concept-Wellness Resort
Imerovigli, Santorini

It was beautiful and peaceful.

Authenticity & Character
Seemed to blend in well with the island and kept us far away from the crowds.
Location
Well situated
Staff
Warn and helpful.
Cleanliness & Comfort
xenodocheio Milos
Athens

Perfect downtown hotel. Comfortable, quiet and central.

Authenticity & Character
It was charming and we enjoyed watching the street traffic from our perch.
Location
Central and convenient for cabs and walking.
Staff
They were friendly and accommodating.
Cleanliness & Comfort
Activity Reviews
Small Cyclades Sailing Day Trip
Small Cyclades Sailing Day Trip
Paros

Loved the boat and the captain and his mate! Food was delish. They were GREAT hosts.

Quality of Experience
Captain’s stories
Food
They made us delicious snacks and lunch
Guides, Drivers and Staff
Charming and gracious.
Transport
Ultimate Private Wine & Beer Tasting
Ultimate Private Wine & Beer Tasting
Paros

We only went to one winery. It was GREAT but we expected a larger variety. Kimkim adjusted the cost appropriately when they found out. Yay kimkim!

Quality of Experience
Guides, Drivers and Staff
Transport
Sunset Caldera Catamaran Cruise
Sunset Caldera Catamaran Cruise
Santorini

Great boat! Fun staff! Nice guests who all did their own thing (which we loved!)

Quality of Experience
Food
Guides, Drivers and Staff
All friendly and helpful.
Transport
Cooking Class & Wine Tasting Experience
Cooking Class & Wine Tasting Experience
Santorini

We ate wonderful food, had fun cooking it and met some nice people.

Quality of Experience
Food
Delish!!!!
Guides, Drivers and Staff
Transport
Ancient Athens Acropolis & Mythology Walk
Ancient Athens Acropolis & Mythology Walk
Athens

You need to wear the right shoes! You will be climbing up rubble. Guide was extremely helpful and insightful.

Quality of Experience
Guides, Drivers and Staff
Transport
Local specialist: Siena Mueller
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This trip to Crete was exceptional and exceed...
Greece | Sep 9 - Sep 30, 2025

Judy
Judy S.
San Jose, CA | Reviewed on Oct 03, 2025
This trip to Crete was exceptional and exceeded all my expectations. I’m really hard pressed to come up with a “favorite part”. But if I have to, I would say it was all the wonderful Greek people we met and made personal connections with. Of course because of my keen interest in ancient history and archaeology, exploring Knossos and other historical sites, Minoan and otherwise, was particularly thrilling for me. And don’t get me started on the incredibly delicious food! Oh and the impossibly... Read more

This trip to Crete was exceptional and exceeded all my expectations. I’m really hard pressed to come up with a “favorite part”. But if I have to, I would say it was all the wonderful Greek people we met and made personal connections with. Of course because of my keen interest in ancient history and archaeology, exploring Knossos and other historical sites, Minoan and otherwise, was particularly thrilling for me. And don’t get me started on the incredibly delicious food! Oh and the impossibly gin clear, turquoise, azure beckoning sea! We also enjoyed exploring the mountainous regions of Crete, little villages, hiking, and experiencing the warm, welcoming and incredibly hospitable Cretan people and their culture.
Siena was an incredible help in putting together this dream trip. Every driver, guides, experiences, and accommodations were wonderful. This trip of 3 weeks was seamless. We are truly looking forward to returning to Greece and will seek out and explore new adventures through the help and guidance of Siena and KimKim Travel. I highly recommend them with no reservations! (No pun intended!)

Hotel Review
Pnoe Breathing Life
Heraklion

What a beautiful resort! And what a posh, elegant, spacious and comfortable suite! We loved every minute we were there. The only drawback was that the beach was closed due to some government regulations. However, with our own en-suite private pool we were golden. For some, the proximity to the Heraklion airport may not be ideal. But for us, it wasn’t a deal breaker. The atmosphere is exceedingly calm, relaxing, modern, comfortable and elegant. Breakfast is phenomenal with more delicious foods than one could possibly imagine (or eat in one sitting). The restaurant offering Cretan dishes is beautiful, romantic and delicious. We ate there every night which is highly unusual for us but it was that good. I had a massage at the spa and that was a 5 star experience. I didn’t want it to end! We would definitely stay at this hotel again and highly recommend it!

Authenticity & Character
Excellent service, amenities, elegant and comfortable
Location
Outside of Heraklion but a reasonable taxi ride into town
Staff
Friendly, helpful and professional
Cleanliness & Comfort
Spotless resort, well maintained. Our bed was so comfortable, the air conditioning worked and the room was spotless and elegant.
Local specialist: Siena Mueller
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Greece: Beyond expectations
Greece | Sep 2 - Sep 12, 2025

Krissy
Krissy Y.
Des Moines, IA | Reviewed on Oct 01, 2025
Trip to Greece was amazing! Perfectly planned out, rides were spot on time and accommodations were wonderful!! Anytime I had a question, the travel team replied immediately. Just fantastic service from KimKim team! Irene was amazing in planning the trip, I couldn't ask for anything more or better! Read more

Trip to Greece was amazing! Perfectly planned out, rides were spot on time and accommodations were wonderful!! Anytime I had a question, the travel team replied immediately. Just fantastic service from KimKim team! Irene was amazing in planning the trip, I couldn't ask for anything more or better!

Hotel Reviews
La Divina
Athens

Wonderful hotel, amazing bathroom...great location to view and see the Acropolis and Parthenon . Amazing staff

Authenticity & Character
Location
Could see the Acropolis out the window...
Staff
Cleanliness & Comfort
Athina Studios & Suites
Naxos

Great location, short walk to the sea, and wonderful restaurant in the back..Just amazing

Authenticity & Character
Location
Across the road to the sea, simply amazing view at dinner at the restaurant
Staff
So friendly
Cleanliness & Comfort
Lithies Traditional Homes
Thíra

Stunning views, amazing accommodations and service was excellent and so friendly.

Authenticity & Character
Location
Beautiful view.
Staff
So friendly, caries our luggage up amd down the many stairs.
Cleanliness & Comfort
Clean , roomy, just wonderful!
Mythic Valley Boutique
Litochoro Village

Super clean and cute, perfect location and service!

Authenticity & Character
Location
Just off the main road, ear the restaurants and shops.
Staff
Cleanliness & Comfort
Activity Reviews
Boat Trip to Mykonos & Delos
Boat Trip to Mykonos & Delos
Naxos

Delos was awesome.....Mykonos, was not as enjoyable. Felt we were dumped at a tourist trap.. Should have had more time here to get outside the market.

Quality of Experience
Again, mykonos we wished we could have seen more than the tourist trap.
Guides, Drivers and Staff
Transport
Local Transfer in Naxos
Naxos

On time, all the time...amd super friendly

Quality of Experience
Guides, Drivers and Staff
Transport
Local specialist: Irene Lappa
Irene
Irene Lappa
Local specialist in Athens, Greece | Replied on Oct 03, 2025

My dear Krissy,
I’m absolutely thrilled to hear you had such an amazing trip!
Thank you so much for your valuable feedback and your kind words, it truly means a lot. It was such a pleasure working with you and helping plan this journey.
I hope we’ll reconnect soon to create another wonderful adventure, perhaps exploring a different side of Greece or even Italy next time!✨
Warmest regards,
Irene

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Why travelers love kimkim

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