Greece Trip: 20 Days
Beaches Beyond Beautiful
Begin your 20-day trip to Greece in the mythical city of Athens, tracing back the roots of Western culture. Then take a ferry out to the heavenly Greek islands to join in on the legendary party scene of Ios, see the remarkable sunsets on the volcanic island of Santorini, get to know Crete like a local, and take in everything Rhodes has to offer! Get ready for the trip of a lifetime through Greece!
Getting a peek back into history in one of the most storied parts of the world and at the same time experiencing some of the nicest beaches on the planet and a vibrant traveler scene that yields awesome, fun parties!
It’s a trip that will satisfy your cravings to see the amazing sights of a country you’ve heard so much about and also get some desired vacation time to soak in the sun, swim in the warm water of the Mediterranean, and consume tons of Greek food and wine! The days will seemingly melt together on this trip as you choose between endless cultural pursuits and serene paradises to relax in.
Just wrapped up the Greece 20-day trip and it was phenomenal!!! It was my first solo trip and was a bit nervous but the leaders made me feel comfortable the moment they met me at the airport. The accommodations are above and beyond and the perfect location. Lastly, the strangers you meet will become a little family in the short time together and friends for life. I’m already planning my next trip with FnEZ, this time 40 days!
- Lauren, May 2019
Day 1-2 (Athens)
Group arrives in Greece’s capital. Athens is one of the world's oldest cities, with its recorded history spanning around 3400 years!
We’ll get to know each other with 2 for 1 beers on a rooftop bar overlooking the Parthenon the night before actually walking up to it on a 2-hour private walking tour of the city (incl).
After an afternoon of exploring and soaking in the history, shopping, and street pops, we’ll take a private bus to the port and head onto the comfortable and spacious night ferry to Crete.
Day 3-6 (Crete)
Arrive early in the port of Heraklion and take a private bus to Plakias. It’s a small town with a big heart that makes the four nights we spend there truly special.
You can dive, hike, and relax at your first stop through the Greek Islands. An included day trip to Palm Beach at the end of the Preveli Gorge makes this stop a true paradise. Plakias boasts amazing hiking trails, beautiful sunsets, and some of the best dive sites in Greece. Early morning bus to the port of Heraklion for a day ferry to Ios.
Day 7-10 (Ios)
A short travel day means lots of time to get settled in Ios, an island you won’t want to leave! Ios, a backpacker hotspot, boasts the best party life in Greece. Beyond that, it has the most amazing beaches, the chillest atmosphere, and the nicest people!
So soak in the nightlife with pool parties, giant Jenga, darts, beer pong and dancing on the bars, and seize the day with wreck dives, beach volleyball, and paddleboarding. Take a short day ferry to Santorini.
Day 11-15 (Santorini)
Take a private bus transfer to our guesthouse. Explore this incredible island, visit the beautiful towns, hike the volcano, get to know the beaches, and enjoy the more youthful area of Perissa where we stay.
And don’t miss our incredible sightseeing bus tour of the island including a wine tasting, a lighthouse, the highest point in Santorini, and the famous Oia sunset (all included). A hike up to Ancient Thira and some sweet beach clubs round out this stop to make Santorini one of our favourites. Catch a night ferry to Rhodes.
Day 16-20 (Rhodes)
Arrive by night ferry and take a private transfer to our hotel. Rhodes is full of mystery and fun. It’s a perfect mix of old and new with its walled city and ancient roads, and its nightclubs and water park.
Between a bus trip across the entire island (incl), a bar crawl and the shopping, we’ve got Rhodes covered. Departure the last day.
Please note: The above itinerary is subject to change. A confirmed Free & Easy trip itinerary with exact routing will be provided at least 30 days prior to trip departure.
IMPORTANT: If you are doing a combo trip and booking your own flights, please contact us to confirm the start and end point of your trip.
The Free & Easy Commitment
We strive to ensure everyone who wants to travel has the opportunity to have the most epic experience ever. Free & Easy delivers awe-inspiring travel experiences and creates lifelong connections between incredible people + incredible places.
See below for more details about what else is included in this amazing adventure.
Included Experiences: Greece 20
- NEW for 2021! All Free & Easy travelers will have access to our industry leading app to help manage your trip. This provides pre-trip planning advice, itinerary management, activity suggestions for free time, maps, chat support and more!
- 5 locations, 5 beaches
- Acropolis & Parthenon Tour including entrance fee
- Athens Walking Tour including local guide
- Hike to a waterfall and through caves to an old Pirate booty hold
- Hike through Cretan Countryside to secluded beaches
- Boat Trip to Palm Beach in Preveli Gorge (includes Sangria)
- Santorini Island Bus Trip; visit Red Volcanic Rock beach, grab photos at the highest point of Santorini, wine tasting at a local vineyard and watch sunset in Oia
- Hike to the top of the Ancient City of Thira in Santorini
- 1-day Road trip on Rhodes Island (3 beaches/ epic sunset)
- FnEZ Sponsored beach clean-up
Accommodation: Greece 20
All accommodations - We send our trip planners to each of our destinations so they can do on the ground, research. Checking for the best location, comfort and vibe that we can get for our budget while also supporting local businesses.
Transportation: Greece 20
All transport - This trip will find us taking ferries, private A/C vans and public transport
Leaders: Greece 20
1-2 group leaders - Our staff is consistently ranked as the #1 reason that people loved their trips. We meet most of our leaders while traveling with them so we can see in person if they are fun yet responsible, cool yet down to earth, professional yet laid back. This creates that perfect mix which makes our "tours" feel like a group of friends.
Optional Experiences: Greece 20
- Wine Museum w/ Tasting
- Rent an ATV
- Cliff Jumping (seasonal)
- Booze Cruise
- Pub crawl party nights in Ios
- Volcano Boat Trip
- Ancient City of Thira Hike
- Waterfall Snorkeling trip in Preveli Gorge
- Water Park
- Scuba Diving (possible night dive/ ship wreck dive)
- Paddle Boarding
- Tubing behind a speed boat
- and so much more! If you're interested in something that isn't on the list just ask us, if it's possible we will find you some options. We are here to try and help you find your ideal trip!
- All meals and drinks (except those mentioned above)
- Activities outside of the ones listed above (optional activities are not included)
- Any Visa or Visa fees
ATV Roadtrip in Santorini
What better way to see the sights of beautiful Santorini than on an ATV ride through the countryside? There is more to this stunning island than the postcard sunset view, so grab a friend, hop on your ATV (only if you feel comfortable using one of course!) and head straight into an island adventure!
There is nothing like the feeling of the open road and no better place than Santorini to explore it with your Free & Easy family! Too busy to get around to this in Santorini? You can always rent one in Ios instead. A whole different experience on a whole different Island! Whatever you choose, you'll never forget that feeling of being in control of your own adventure.
Splash Around in a Waterpark
The Water Park in Faliraki just outside of Rhodes Town is the place for you! It’s got adventure and fun around every corner. First, we take a quick walk from our hotel to the bus stop for a free shuttle straight to the water park.
As soon as you enter, you’ll know why we love it so much. The first thing you see is triplet slides that are as insane as they look. After that, there’s carpet races, half-pipes on tubes, twin twister slides, an epic space bowl and that’s all before we break for lunch.
With a lazy river, wave pool, two pitch-black slides, a crazy extra wide slide, and one cement mixer this park will awaken your inner child from start to finish!
Plus there's a restaurant, snack bar, locker rooms, and lounge chairs if you get tired of all the running around and just want to soak up some sun. Let OUR inner child meet YOUR inner child and let's go outside and play!
Waterfall Snorkel Trip
Start your day in Plakias right by hopping on a bus and heading to the top of Kourtaliotiko Gorge. From there you’ll hike down the stairs with your snorkel gear, hop into the refreshingly cold water and then head off to find a waterfall!
An epic adventure that includes hawk sightings, crazy cool eels, a waterfall made of fresh glacier spring water that you can drink as you swim, a fruit lunch, all of your friends alongside you, and a photographer to capture it all! After you’re done absorbing the beauty of the Gorge, head back up the ancient steps, hop on the bus for one more stop and be prepared for the bonus of getting to watch a skilled potter give a demonstration of his life’s work.
With no pressure to buy anything, watch as he closes his eyes and creates beautiful pieces of art just by touch. Plus, taking a look around his not-so-traditional shop is quite the adventure, with surprise creations around every corner. And this was just the morning! After all that exploring, discovering, and adventuring it’s time to head back to Plakias for an afternoon of doing whatever you want. #LiveFree and Easy!
Try Water Sports in Ios
In Ios we stay on the beautifully idyllic Mylopotas beach, complete with soft sand and cool Mediterranean waters lapping the shoreline. Want to explore more than just the sand and beach chairs? The water sports are unlimited here!
To begin with, for any divers, or anyone who has always wanted to try diving, this is the place for it in Greece! Some dives start by simply walking straight off the beach into the deep blue water while others have you diving off a boat to explore a super cool shipwreck. Whichever it is, this island will keep you mermaiding around underwater all day.
Or, if you’re not a diver, you can jump on the boat and do some snorkeling instead! Of course, there’s also paddle-boarding, tubing behind a boat, kayaking and even paddle-boating if you’re ready for a fun trip around the bay! These awesome activities allow you to really get out there and enjoy a different perspective of this beautiful island that we love so much.
Party in Ios
Due to its lack of an airport, Ios has remained somewhat overlooked and less popular than some of its island neighbours but that has allowed it to retain a typically Greek feel to it and avoid it turning into a complete gong show.
There are a number of gorgeous beaches that you can laze around on and play an array of wicked water sports to chase your hangover away - or if you still haven't gone to bed yet, just another fun place to party!
But young or old, everyone goes out for a night of partying in Ios, it's what life on the island revolves around and, to be honest, it's just way too much damn fun to miss out on! It's something every traveler should experience at least once.
Pirate Boat Volcano Trip around Santorini
One of the coolest activities available on our 20-day Greece trip is hiking a volcano! The volcano itself is still active and its last eruption wasn’t long ago, in 1950. But not only do we hike it… we spend the whole day on a pirate boat with other like-minded travelers stopping at a few other islands while getting there and back!
Enjoying the magnificent beauty of the Santorini Caldera along the way and enjoying some morning wine doesn’t hurt either. We hop on the boat in the late morning, head straight to the volcano where we face the heat and the incredibly unique volcanic surface. After the hike, we cruise over to some warm springs and cover ourselves in mud! Sound weird? It is.
The mud is said to have healing properties for your skin and body. Once we rinse off and we’re looking rejuvenated, we cruise over to Thirassia for a cheap lunch and another optional hike up some switchback stairs for a unique view of Santorini, followed by a wonderful boat ride back, bringing us home just in time to get ready for the amazing clubs Santorini has to offer.
Road Trip in Rhodes
We hop on a coach bus with a local driver to take us from one end of Rhodes to the other. From the Old City, we tour around the island with two beach stops, it’s a day full of sun, fun and window watching. It’s the perfect way to see the entire island in one day, in the relaxed and fun Free & Easy fashion.
We play some frisbee, drink some beers (before they get too hot!), watch windsurfers, soak in the rays and do whatever the hell we want! On the way back we stop for an unbelievable—and uncrowded—view of the sunset overlooking the Turkish mountains, while locals sell homemade honey, liqueurs and other delights, great for souvenirs or snacks for the bus ride back.
See a Santorini Sunset
The sun sets all over the world, obviously, but in some places, it just puts on a nicer display than others and Santorini, Greece is said to have the nicest sunsets in the world.
The towns and villages of Santorini provide a Mecca of classic beauty for photographers and the village of Oia, in particular, offers perhaps the most stunning location to view the famous ethereal sunset of Santorini that never seems to disappoint each evening it repeats the beautiful display.
Walking Tour of Athens, The Acropolis & The Parthenon
Walking about Athens is a trip in and of itself—the cradle of Western civilization and the birthplace of democracy with a history spanning more than 3,400 years, it is one of the most storied cities we've ever known. And classical Greece is still very much alive in Athens with historical monuments, works of art and ancient roads visible throughout the city.
Sitting above it all is The Acropolis, an ancient citadel located on a high rocky outcrop above the city and containing the remains of several ancient buildings of great architectural and historic significance, such as the Propylaia, the Erechtheion and the Temple of Athena Nike. But there is one building that is the most famous of all and beautifully portrays the essence of ancient Greece: the Parthenon.
A massive, marble white temple dedicated to the goddess Athena, the Parthenon was completed in 438 B.C.E. and is one of the most important surviving structures in western civilization. Regarded as an enduring symbol of Athenian democracy, the Parthenon is not just a wondrous sight to behold but also one of the world's greatest cultural monuments and will no doubt be one of the most unforgettable man-made structures you'll ever see!
Hiking up to Ancient Thira
Perissa Beach is one of our favourite places in Santorini; it's also where we happen to stay when we're on the island. When you get there, don't be surprised if you see a random white church built into the middle of a cliff... just walk toward it. Why, you may ask? Well why the heck not, let’s go on an adventure!
What you will find is a footpath. It will lead you up to the old church, and then beyond that to the Ancient City of Thira. Now this is no stroll on the beach; expect a 45-90 minute hike, depending on your fitness level, that will take you 360 meters above the shoreline! The entry once you get to the top is 2 euros (not included).
The city itself is mostly ruins dating back to 300 B.C.E. It sits on a ridge atop Messavouno Mountain, and is named after the mythical ruler of Santorini Island, Theras. The city itself was inhabited up until 726 C.E. and went through multiple excavations in the 20th century.
If you’re willing to push through the difficult parts of the hike, you will be rewarded ten-fold with incredible views of the island, so sit back, feel the burn, and enjoy the view knowing you worked so hard to get it!
Boat Trip to Palm Beach in Preveli Gorge
A great trip around the coast of Crete from Plakias Beach to Palm Beach will awaken the pirate within you. At Palm Beach, we will explore the unique micro-ecosystem that exists courtesy of no wind and a tropical atmosphere, and we can spend a few hours throwing a frisbee, drinking sangria, and hiking deep into the gorge and its giant, prehistoric-seeming rocks.
You won't want to miss this adventure to the palm trees, white sand, and beach bar. Plus, knowing that our boat is sailing the same seas pirates sailed thousands of years ago, passing their booty caves and old keeps will ignite your imagination as we sail another Mediterranean day away in Crete.
River Hike in Plakias
This river hike in Plakias is challenging but worth it. Not for beginner hikers, this will be sure to excite any avid trekkers’ need for adventure. Water shoes or waterproof hiking shoes are recommended, as well as a clear head as you’ll need both hands to navigate this one!
A two-and-a-half-hour hike takes us through the Cretan countryside, in and out of the hot sun, to an opening by the river. We hop right in and follow it up for about 2 kilometers over huge boulders, all under the shady canopy of the river trees.
The hike climaxes at a small river pool with a picturesque bridge overlooking it. We cool down with a swim in this seeming fairy wonderland then head back the way we came, emerging from the river into the hot sun to warm ourselves and dry our shoes.
When this unforgettable hike ends, you'll forever have images of this day ingrained in your brain. It's recommended to follow it up with a cold beer, because you most certainly just earned it! Grab a Mythos (a local brew), sit by the sea and cheers your comrades on a day well spent!
Pirate Hike in Plakias
We’ll grab a refreshment as we walk along the beach towards the start of this hike. It takes us across the amazing cliffsides of Plakias Beach, skyrocketing above us and below. But as dangerous as that might sound, it’s a hike for all skill levels.
Overlooking the bay we’ll make our way to a couple of man-made caves created by the Germans during the Occupation. Moving through them, we come across a huge ancient hold where rumour has it, pirates used to hide their treasure! You can see an old wall that has fallen away and why it would have been the perfect hiding spot!
Then we’ll head back the way we came, but take a hard right into the Cretan countryside, through fields, dirt roads and hiking paths until we get to the Damnoni beach for a swim. We'll take a break and eat some lunch at one of the restaurants (not included), and some well deserved refreshments!
Keeping it Free & Easy, we’ll stay as long as we like, do what we like, and enjoy what some may call the most classic pirate treasure of all: a cold drink.
Go Scuba Diving
Life under the water is silent and peaceful, everything is flowing and moving in a way that we land creatures are unaccustomed to. Despite all of our high tech equipment, we are extremely out of our element in the water and it is a humbling experience to watch and observe what life is like under the sea.
Fish come in all shapes, sizes, and colours and move together in a harmonious unison through beautiful coral and twisted sunlight. On our trips, scuba diving is a huge activity as we travel to countries that offer some of the best diving in the world. The Caribbean in Central America possesses the second largest reef in the world, the warm waters of the South Pacific in Southeast Asia are home to the largest diversity of sea-life in the world and the seas of the Mediterranean are full of rich history and beauty.
There is a whole universe under the ocean and experiencing what it's like to be in it is a must at least once in your life!