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Greece 14 Nights 15 Days Adventure Ancient History Trail Itinerary

Curated by Hemanth Kumar, planned 1587+ Greece trips



Your Itinerary
Athens
3 nights
Day01

Arrive in Athens airport. Get transferred to your hotel.

At leisure
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Day02

Athens: The History of Greek Mythology Private Tour - Athens: The History of Greek Mythology Private Tour

At leisure
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Athens: City Sightseeing Hop-On Hop-Off Bus Tour - 24-Hour Hop-On Hop-Off Bus Tour - Athens Line
Day03

Athens: Discover Acropolis and Parthenon on a Guided Tour - Shared Group Tour without Entry Tickets

At leisure
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Athens: Cape Sounio & Poseidon Temple Trip with Audio Guide - Athens: Cape Sounio & Poseidon Temple Trip with Audio Guide
Get transferred to Mykonos by ferry
Mykonos
3 nights
Day04

Check out of your hotel. Take the ferry to Mykonos. Check-in to your new hotel.

At leisure
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Mykonos Old Town Historic and Cultural Walking Tour. - Mykonos Old Town Historic and Cultural Walking Tour.
Day05

Small Group Mykonos Walk with Cruise terminalpickup - Small Group Mykonos Walk with Cruise terminal pick up

At leisure
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Day06

Mykonos: Guided Highlights Tour - Mykonos: Guided Highlights Tour

At leisure
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Get transferred to Santorini by ferry
Santorini
3 nights
Day07

Check out of your hotel. Take the ferry to Santorini. Check-in to your new hotel.

Blue Dome Photo Stop & Oia Village Tour (Small Group) - Blue Dome Photo Stop & Oia Village Tour (Small Group)
Day08

Santorini Port: Cruise to Volcano, Hot Springs & Thirassia - Santorini : Cruise to Volcano, Hot Springs & Thirassia

At leisure
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Day09

Santorini Volcano, Hot Springs Adventure - 6-Hour Tour from Athinios Port no transfer

At leisure
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Get transferred to Crete by ferry
Crete
3 nights
Day10

At leisure
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Check out of your hotel. Take the ferry to Crete. Check-in to your new hotel.

At leisure
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Day11

From Chania: Elafonisi Pink Sand Beach & Elos Village Tour - Elafonisi Island Day Tour by Bus From Chania
Day12

Chania: 7 Villages of Apokoronas Tour with Lunch - Chania: 7 Villages of Apokoronas Tour with Lunch

At leisure
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Get transferred to Naxos Island by ferry
Naxos Island
2 nights
Day13

Check out of your hotel. Take the ferry to Naxos Island. Check-in to your new hotel.

At leisure
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Day14

At leisure
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Naxos: Wine and Mythology Sunset Tour - Naxos: Wine and Mythology Sunset Tour
Day15

At leisure
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Time to head home with a full camera roll, a few souvenirs, and that Sooper hit holiday glow. The next journey awaits.
Add Trip Details
/ person
Excluding Applicable Taxes
Your route
Arrival at ATH
Athens
3N
Transfer by ferry
Mykonos
3N
Transfer by ferry
Santorini
3N
Transfer by ferry
Crete
3N
Transfer by ferry
Naxos Island
2N
Departure at JNX
Your trip includes
Transfers, Visa & Insurance
Tell us your dates, travel group, and departure city to view all inclusion details
Hear from a traveller who chose a similar itinerary has to say

A vacation to Greece was expertly prepared by the Pickyourtrail team! Very pleased with the timely visa assistance and on-trip service. These men are in their youth and are excellent planners. While travelling, you must have their app so you may mail them if you have any needs. When we had a few navigational questions, the support staff also assisted us. In Greece, we had a terrific time.
Ramesh K, Greece
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Not sure if this plan is right for you? Let our experts fine-tune it to match your style.
Embark on an unforgettable 14-night adventure through Greece, a land steeped in history, stunning landscapes, and vibrant culture. This trip offers an engaging journey from the historic streets of Athens to the sun-kissed shores of the Greek islands, each stop teeming with unique stories and breathtaking scenery. Whether you're savoring local delicacies in Mykonos or marveling at the iconic caldera views in Santorini, every moment is a new discovery waiting to unfold.
Highlights of the Destination
- Explore the iconic Acropolis and Parthenon in Athens, standing as a testament to ancient Greek civilization.
- Revel in the vibrant nightlife and picturesque beaches of Mykonos, where glamour meets tradition.
- Witness the stunning sunsets in Santorini, with its charming whitewashed buildings clinging to the cliffs.
- Discover the diverse landscapes of Crete, from its ancient ruins to beautiful beaches like Elafonissi.
Travel Tips for Greece
- Make sure to wear comfortable shoes, as many ancient sites require significant walking.
- Don’t miss out on local Greek cuisine; try moussaka and fresh seafood for an authentic taste.
- Always have a bottle of water on hand, especially while exploring ruins and islands under the sun.
- Use local ferries for flexibility; island hopping is part of the adventure!
Conclusion
Your 14-night adventure on the Ancient History Trail in Greece promises memories that will last a lifetime. From rich history and breathtaking landscapes to vibrant culture, Greece offers a paradise for every traveler. Embrace the essence of this beautiful country and let its stories welcome you at every corner.
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Ramesh K
Reviewed on: 18 Jun 2026
A vacation to Greece was expertly prepared by the Pickyourtrail team! Very pleased with the timely visa assistance and on-trip service. These men are in their youth and are excellent planners. While travelling, you must have their app so you may mail them if you have any needs. When we had a few navigational questions, the support staff also assisted us. In Greece, we had a terrific time.

Vishal Shekhar
Reviewed on: 18 Jun 2026
Prices were competitive and got a great deal. Our requests were accommodated. Great work by Sowmya at PYT. Definately opting for PYT for next trip. 2nd Trip Edit- Had a great trip to Greece. Loved the on-trip support. Akshay really helped me plan the best customized package and was proactive in responding to all my queries. Had good visa support from Afroz as well. Keep up the good work.

Prathi
Reviewed on: 11 Dec 2025
We had a wonderful experience with Pickyourtrail with our Greece holiday, everything was planned well according to our choices, during the trip constant support was offered, all the hotels, activities were great and we had a wonderful time. Would definitely love to book more holidays with Pickyourtrail, highly recommend

Kalpakam Gopalakrishnan
Reviewed on: 11 Feb 2025
Our Greece trip with pickyourtrail was amazing. Service during the trip was commendable. Although there was a timing mismatch from vendors end, pickyourtrail ensured that our plans went thru. Their team connected with us to see that everything was smooth. They compensated us for the last minute charges. For a short while when there was some problem with my app, the team established alternative connectivity thru my whatsapp. Overall, I felt it was very trustworthy and felt at ease to travel with them in future.

P Varun Kajava
Reviewed on: 04 Oct 2024
Pickyourtrail I am using their services for 2nd time this time it was Greece and the team entirely supported through the journey. Great support throughout the journey. Always recommended

Namita Rao
Reviewed on: 09 Sep 2024
Pick Your Trail turned out to be good choice to plan our vacation (for 4 friends from 4 different locations) to Greece right from drafting the itinerary to visa guidance, ticketing and on ground support in Greece. But for their app which created initial hurdles, their executives were friendly, approachable guided us well at all stages. I would certainly suggest PYT to my friends and relatives.Thank you PYT for making our vacation special.

Hemalatha Sridhar
Reviewed on: 04 Sep 2023
Pickyourtrail and their team arranged a wonderful holiday in greece, covering Athens, Mykonos and Santorini for 9 days. The arrangements were to the tee and spot on. And no where did we fell stranded or shortchanged. I am impressed with their attention to detail and constant checking on us and customised the itenary to our needs. Their 24/7 support system through their app is impressive and this was a new pleasant experience for us. greece of course was beautiful as ever and i have no problem recommending them to others if travelling abroad. I wish then all the best

Subrat
Reviewed on: 06 Jul 2023
We had a very pleasant experience with Pick Your Trail for our recent vacation to Greece. Starting from the pickup cabs to booking cruise to ferry tickets, everything was very well arranged. The support team was constantly available over chat to acknowledge any help that was needed. The hotels had the best view and were present at the best location.The only thing which was a little less convenient was that the pickup points scheduled for us for various activities were a little far from our hotels, so we had to book either a taxi or walk down/up the hills to be at our scheduled points.

Amith M
Reviewed on: 06 May 2023
Awesome Guys. Without your support I don’t think so I could plan my 🇬🇷Greece vacation planned so memorable. Thanks a lot

Ramesh K
Reviewed on: 15 Jul 2022
A vacation to Greece was expertly prepared by the Pickyourtrail team! Very pleased with the timely visa assistance and on-trip service. These men are in their youth and are excellent planners. While travelling, you must have their app so you may mail them if you have any needs. When we had a few navigational questions, the support staff also assisted us. In Greece, we had a terrific time.
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