Greek Islands Custom Trips

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Experience the highlights and hidden gems of the Greek islands! Our local travel specialists will help you put together an amazing custom island-hopping trip that will show you an authentic slice of Greece's scenic beauty, culture, and history.

Want to explore the best that Greece has to offer? Get started by describing your ideal trip, and we'll connect you with a local specialist to plan out the details.

Greece Travel Insights

Al fresco dining at its finest
Map of Relaxed Athens, Santorini, Naxos & Mykonos - 8 Days
Relaxed Athens, Santorini, Naxos & Mykonos - 8 Days

Escape the troubles of the world with eight days in the Cyclades. You'll arrive in Athens, then head to the islands to explore famous Mykonos and Santorini as well as lesser-known but spectacular Naxos. Enjoy your Greek vacation filled with sun, sailing, and sampling, with cooking classes and traditional dinners accompanying your days of blissful idleness.

Turn a new corner
Map of Family Adventures in Athens and the Cyclades - 10 Days
Family Adventures in Athens and the Cyclades - 10 Days

Walk hand in hand through the brightly colored doors of the Cyclades with this 10-day family itinerary. After an Athenian mythology tour, you'll sail to the islands for a slew of activities, with farm dinners, bike rides, horseback tours, and a cruise through the caldera on wooden ship all on the agenda.

A rock formation frames the sea on Corfu, Greece
Ultimate Guide to Island Hopping in Greece

Cyclades, Saronic, Dodecanese, Sporades: to plan an island-hopping trip around Greece, you'll need some background on each of the island groups. Read on to learn what to expect, where to go, and how to start planning your adventure.

Ermoupoli waterfront on Syros
Map of Relaxing Secret Cyclades - 12 Days
Relaxing Secret Cyclades - 12 Days

Take 12 days to explore some of the lesser-known islands of the Cyclades. Start by sampling street food in Athens before venturing out to sea. You'll stop on Syros, Tinos, Naxos, and Ios, with enough stately homes, savory food tours, and sunny beaches to keep you in serenity long after your trip is over.

Tinos
Map of Active Cyclades: Tinos, Naxos & Ios - 10 Days
Active Cyclades: Tinos, Naxos & Ios - 10 Days

Explore some of the lesser-known islands of the Cyclades on this jam-packed adventure. Over a week and a half, you'll hike through the hills of Tinos, go scuba diving off Naxos, and paddle to secluded beaches on Ios. End your journey with a thrilling bike ride around historical and modern Athens.

Paleokastritsa bay on Corfu
Map of Discover Rhodes, Crete, and Corfu - 14 Days
Discover Rhodes, Crete, and Corfu - 14 Days

Odysseus's journey lasted 10 years as he tried to get home after the Trojan War. Your two-week journey will take a little less time but hopefully feel equally legendary with this itinerary. After a mythology tour in Athens, you'll head to the island of Rhodes to explore in its medieval old town. Proceed to Crete to wander the Palace of Knossos, once home to labyrinth of the Minotaur, then sail to some of the very places Odysseus set foot from Corfu before you return to Athens.

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How it works
Chat with specialist icon Step 1
Tell us what kind of trip you want
Complete our quick travel quiz
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Chat with a local travel specialist
Work out the details together
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Securely book your trip
100% satisfaction guaranteed

Meet our Local Travel Specialists

Experienced travel agents with a passion for Greece
Travel specialist Marianna Loupou
active 13 hours ago

Marianna Loupou

I’m a travel specialist with a genuine love for creating one-of-a-kind experiences that feel just right for each traveler. My journey in the travel world has taken me through many exciting paths, ...

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Travel specialist Chris Gravas
active 16 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 12 hours 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 Effie Parasyrakis
active 12 hours ago

Effie Parasyrakis

My name is Effrosyni, I typically originate from the island of Crete but I was born and raised in Athens, Greece. I have lived for 8 months in France and 3 years in Santorini, Greece. I have a...

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Trip Reviews for Greece

The latest reviews by travelers who booked their trip on kimkim

Best Trip of Our Lives!
Greece | Sep 4 - Sep 15, 2025

D
Dylan R.
Ashburn, VA | Reviewed on Mar 27, 2026
We had an amazing time on our trip to Greece and still think about it often to this day. Everything was planned perfectly and we had little to worry or think about besides enjoying our time. All transportation was seamless and the hotels were excellent. Sienna did an absolute amazing job based on my initial guidance and we made very small changes to her first itinerary. 6/5 stars! Only comments we have just to assist future travelers:
1. The travel from the ferry to the hotel in Sifnos is... Read more

We had an amazing time on our trip to Greece and still think about it often to this day. Everything was planned perfectly and we had little to worry or think about besides enjoying our time. All transportation was seamless and the hotels were excellent. Sienna did an absolute amazing job based on my initial guidance and we made very small changes to her first itinerary. 6/5 stars!

Only comments we have just to assist future travelers:
1. The travel from the ferry to the hotel in Sifnos is very short and probably does not require a car.
2. It is recommended to tip 10% on all tours, but with everything being booked through KimKim we had no idea what 10% was. Maybe just include a note for recommended amount on each tour/excursion?

Hotel Reviews
SanSal Boutique Hotel
Chania

Great location and friendly staff

Authenticity & Character
Location
I
Staff
Cleanliness & Comfort
NLH Monastiraki
Athens
Authenticity & Character
Location
Staff
Cleanliness & Comfort
Manili Boutique Suites & Villas
Archanes

Very Nice

Authenticity & Character
Location
Staff
We were only here for one night, but it was special nonetheless
Cleanliness & Comfort
Liana Beach Hotel & Spa
Naxos

Could have stayed here for the rest of my life and been happy!

Authenticity & Character
Location
Perfect spot on the island. Our room was a short walk to the private part of the beach. We could just relax and be served right in the chairs.
Staff
Very helpful. Coordinated a rental car to be dropped off for us right at the hotel.
Cleanliness & Comfort
Sifnos House
Sifnos

Amazing location with great staff!

Authenticity & Character
Location
Short walk from the ferry and a really great spot on the island.
Staff
Awesome! Very helpful!
Cleanliness & Comfort
Activity Reviews
Private Sailing Trip to Balos Beach & Gramvousa Island
Private Sailing Trip to Balos Beach & Gramvousa Island
Chania

Another great boat day and a perfect way to end the trip. We once again had the boat to ourselves and a great crew to make us feel special.

Quality of Experience
Guides, Drivers and Staff
Transport
Samaria Gorge Hiking Day Trip
Samaria Gorge Hiking Day Trip
Chania

A lot of work, but some of the most amazing views Ive ever seen! Drive back down was very windy, so if you get carsick just be prepared.

Quality of Experience
Guides, Drivers and Staff
Transport
Traditional Cretan Cooking Experience
Traditional Cretan Cooking Experience
Chania

Made to felt like part of the family and had some truly amazing food made by us!

Quality of Experience
Food
Guides, Drivers and Staff
Transport
Private Culture Walk with Food Tastings & Tavern Meal
Private Culture Walk with Food Tastings & Tavern Meal
Naxos

Best food of the trip! The culture we saw was amazing as well. Each island truly has its own history.

Quality of Experience
Food
Guides, Drivers and Staff
Transport
Half Day Private Boat Outing to South Naxos
Half Day Private Boat Outing to South Naxos
Naxos

So great! We had the boat to ourselves and the captain truly made us feel special. Much better than the crowded catamarans we saw around. We were able to go place to place much faster.

Quality of Experience
Guides, Drivers and Staff
Transport
Private Hike in South Sifnos
Private Hike in South Sifnos
Sifnos

Very nice. Would like to have had a little more time to hangout, but amazing nontheless.

Quality of Experience
Guides, Drivers and Staff
Transport
Taste of Sifnos: Food, Culture & Village Life
Taste of Sifnos: Food, Culture & Village Life
Sifnos

Delicious! Felt like a local!

Quality of Experience
Guides, Drivers and Staff
Transport
Self-Guided Lycabettus Hill Visit
Self-Guided Lycabettus Hill Visit
Athens
Ancient Athens Acropolis & Mythology Walk
Ancient Athens Acropolis & Mythology Walk
Athens

Very fun and interesting.

Quality of Experience
Guides, Drivers and Staff
Transport
Local specialist: Siena Mueller
Siena
Siena Mueller
Local specialist in Kimkim HQ | Replied on Mar 30, 2026

Thank you so much for taking the time to share this amazing feedback! Making sure your honeymoon was a 6-star experience was my ultimate goal. It sounds like your hotels & experiences were incredible. I hope you'll travel with kimkim again in the future (maybe a 1-year anniversary trip?)! ❤️✨

Read all Greece reviews

The guides were all very knowledgeable and fr...
Greece | Mar 2 - Mar 9, 2026

Lee
Lee G.
Chicago, IL | Reviewed on Mar 11, 2026
The guides were all very knowledgeable and friendly. Yiannis was excellent and was a fine companion. He made everything so easy for me. There was so much to see in a short time and the schedule made it possible to see all of the sights I wished for. The accommodations were excellent. I hope to come back some day and see more of your beautiful country! Read more

The guides were all very knowledgeable and friendly. Yiannis was excellent and was a fine companion. He made everything so easy for me. There was so much to see in a short time and the schedule made it possible to see all of the sights I wished for. The accommodations were excellent. I hope to come back some day and see more of your beautiful country!

Hotel Reviews
Monastiri Guesthouse
Kalampaka - Meteora
DAYS City Suites
Patras
Leto Nuevo Hotel
Nafplio
Mosaikon
Athina
Activity Reviews
Ancient Corinth Guided Tour
Ancient Corinth Guided Tour
Greece
Acropolis Guided Tour
Acropolis Guided Tour
Athens
Local specialist: Marianna Loupou
Read all Greece reviews

We had such an incredible time on our trip to...
Greece | Oct 6 - Oct 14, 2025

J
Joanna W.
Chicago, IL | Reviewed on Feb 17, 2026
We had such an incredible time on our trip to Greece! Angela (Aggeliki) was incredible to work with. We were nervous having never used KimKim before, but it turned out to be a great decision for us. Angela helped us create a great itinerary, was always available and responsive if we had questions or changes during the trip, and ensured everything was easy and streamlined. All our transportation drop-offs and pickups were on time and easy to navigate. She sent us all our ferry tickets in... Read more

We had such an incredible time on our trip to Greece! Angela (Aggeliki) was incredible to work with. We were nervous having never used KimKim before, but it turned out to be a great decision for us. Angela helped us create a great itinerary, was always available and responsive if we had questions or changes during the trip, and ensured everything was easy and streamlined. All our transportation drop-offs and pickups were on time and easy to navigate. She sent us all our ferry tickets in advance. All the tours were incredible - especially the individual tour in Tinos and the small group tour in Santorini. We loved the hotels she picked for their unique features and charms. Overall we had a blast!!

Hotel Reviews
14 Reasons Why
Athens

Excellent breakfast, centrally located, perfect home-base for a few days in Athens!

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Infinity View Hotel Tinos
Tinos

LOVED this hotel. Views were incredible. Make sure to use the bug deterrent thing on the wall, though, if you're going to keep your windows open!

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Activity Reviews
Athens Highlights Mythology Tour
Athens Highlights Mythology Tour
Greece

Great tour, considering how crowded this area of Athens is! Very informative, great guide, good equipment so we could hear.

Naxos Town Food Tour - afternoon with dinner
Naxos Town Food Tour - afternoon with dinner
Naxos

I thought this was a good tour. However, such a large group was a bit trickier to navigate. And Naxos is so small that we ended up visiting several places that I had already visited in my first day of sightseeing the area.

Quality of Experience
Guides, Drivers and Staff
Athens Wine Tasting Tour & Nightlife
Athens Wine Tasting Tour & Nightlife
Athens

Fotis was a lovely guide, we learned a lot about local food and liquors - such a fun start to our Athens visit!

Quality of Experience
Guides, Drivers and Staff
Panoramic Tour 2025
Panoramic Tour 2025
Santorini

Great tour - Maria was a lovely guide! I was a little bummed that our itinerary had initially included Oja but then the tour didn't go there - but regardless, we still had a fantastic time on this tour! Highly recommend.

Quality of Experience
Guides, Drivers and Staff
Transport
Tinos Full Day Tour
Tinos Full Day Tour
Tinos

Tour guide was wonderful - love how the tour was so individualized and took us to lots of unique locations all across Tinos. One of my favorite parts of our Greece trip.

Quality of Experience
Guides, Drivers and Staff
Transport
Local specialist: Angela (Aggeliki) Giannioti
Angela (Aggeliki)
Angela (Aggeliki) Giannioti
Local specialist in Greece | Replied on Feb 17, 2026

Yeia sou Joanna,

Thank you so much for sharing your feedback on your experience.
I am delighted to know that you had a wonderful time here in Greece with us.
Tinos is one of my favorite, too! Has this charm and such a relaxing vibe, right?
We would love to see you coming back one day. There are so many more I would be thrilled to show you in my amazing country. 🙂

Until our paths meet again take care and safe travels!
Angela and the GA Trips team

Read all Greece reviews
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Why travelers love kimkim

Custom trips for independent travelers who are too busy to plan
Customize your trip with the help of a local travel specialist

Kimkim has handpicked the world’s top local travel specialists so you will have peace of mind and an unforgettable trip that meets your exact requirements.

Authentic travel experiences

Kimkim’s local specialists ensure that you will have the best experience based on up-to-date local insights. On top of that, the vast majority of your money will go straight to support and grow local economies.

Secure & easy booking

Once you are happy with the trip, you can easily book via kimkim’s secure payment platform.

Local support during your trip

You can always reach your local specialist with a quick message or call in case you hit a snag during your trip, or simply want some great local recommendations.