Destinations / Greece

Santorini Greece: The Jewel of the Aegean Sea


And then you go to a place that stops you in your tracks and makes you wonder how you got so lucky just to be there. As our ship entered the foggy caldera and I caught my first glimpses of Santorini, I knew it would be one of those places.

Alex in Wanderland
Oia, Santorini Greece

There are those photos that intrigue us. That captures our imagination and makes us want to get on the next plane to see it for ourselves. We ponder, though, does it really look like that? Could those photos be so edited that they are more make-believe than reality? Santorini, Greece, is one of those places. With its dramatic scenes of red rock formations of sheer cliffs towering 1000 feet over the sea, spectacular whitewash Cycladic buildings seem to be carved into the mountainside while they appear to hang off precipices precariously. Interspersed in these white-washed cave-like buildings are brilliant azure dome churches that seem to merge with the sea. To complete the scene, those charming old windmills, giving Santorini a fairy tale appearance.

Santorini is a crescent-shaped island that majestically rises out of the turquoise Aegean Sea. A magnificent caldera (a crater of a collapsed volcano), which is thought to be where the Atlantis myth originated, sits cradled within the crescent and is an astonishing sight. To add to the mystique of this wonder, dramatic, stunning sunsets illuminate the horizon in ways that appear to be paintings on canvas. You wonder how is this place even possible?

Welcome to the Santorini Magic

Santorini, Greece

This Jewel of the Aegean Sea is in the southern Cyclades islands of Greece. It is a short flight from Athens. Santorini is exactly like those beautiful photos but even more incredible to the point it becomes surreal. It is mind-blowingly breathtaking and, at times, difficult to wrap your head around.

As you wander in awe, you keep asking yourself, how am I so lucky to be here. That people live here, and every day this is what they experience. Are they in wonder all the time? As you stroll through cities like Oia in awe, you are confident it surely can’t get better, but it does. It is a place where you can completely lose track of time.

I wish I could do Santorini justice in this post. The pictures I attach still come up short. I feel my words are wholly inadequate to describe this extraordinary place and that I will fail to portray Santorini for the exceptional wonder that it is; however, I will try, hoping to capture your curiosity along the way.

What drew me to Greece


In 2017 my nephew took a trip to Greece and posted incredible photos on Facebook. They captured my interest, and I kept finding myself going back to them. Greece had not been on my radar as a must-visit. His photos and stories from Greece changed that for me. I started to wonder if my sister, who was at a very different stage in her life with kids still at home, would be willing to go with me. She said without hesitation, to my excitement, absolutely she would love to. We moved quickly from there and, as a result, had our trip booked in a matter of days.

Our brother had recently gone on a trip to Spain with Costco Travel and had a great experience. We checked it out for Greece, and the prices were quite remarkable. Since I traditionally plan every element of the trip myself, I priced it out separately using the same hotels and ferry passages. Costco beat it, and I am really good at getting deals. What attracted me the most was they only provided us with transportation and hotels. For the rest, we were completely on our own for excursions, sightseeing, and meals. I am about deals and independence; it made a choice easy.

Want to learn more about Greece? Check out our Greece Travel Guide page here. It is full of great info for anyone considering travel to this incredible country.


In the Costco Travel package, we were able to pick our hotels from a large selection. Each destination had additional perks, such as a high tea in Athens and wine tasting in Santorini. Their deposit was minimal, and they have an amazing cancellation policy. The travel staff answered questions quickly and were a wealth of info. They allowed flexibility in the planning and made changes as needed. The process was a breeze. If you want to explore that option for any of your upcoming travel, click the link here for Costco Travel to see if they offer trips to your next destination.

On my return trip with Ryan, we planned it all ourselves. It made it even more exceptional. This time we stayed on the Caldera in Imerovigli. It was close to perfection and if you can stay on the Caldera, DO!

No matter what option you pick to plan your trip Santorini will be amazing.

There were many elements; had we known more about Greece, we would have done differently. I share some here in this post. Especially involving our travels to and from Santorini.

Getting to Santorini

Santorini is one of the farthest south of Greece’s islands with residents and is directly north of Crete. There are only two ways to get there, by boat or plane. Most travelers will be coming from Athens. Of course, you could take a private yacht, but since that is not likely our travel community or us, we shall present what we more commoner folks will do. 

By Sea

My sister and I spent our first few days in Athens, which I highly recommend before Santorini. We took the “rapid” ferry from Athens. Rapid is a bit of a misnomer.

Sea jets

A car service arranged through Costco Travel picked us up well before dawn to get us to the port outside of Athens, arriving a long time before we could even board. Another hour of sleep would have been much appreciated.

The boat was a beautiful modern vessel, with comfortable and spacious seating. There was plenty of room to move around, and people were not on top of each other. Larger luggage is left in the belly of the ship and is easily accessible to anyone. Only smaller carry-on luggage is permitted in the passenger areas.

Greeted by a gorgeous sunrise shortly after departure, we were pretty sure this was going to be a fun-filled boat trip. Eight hours later, we can assure you it wasn’t. After a while, all you see is the sea. There is nothing to do but sleep or read. You then come to realize you could be sightseeing, but you are on a boat you can’t get off for hours.

The Ferry Ride

As is traditional for the Greek ferries, they ran late though there were no weather delays and the seas were calm. As we came closer to Santorini, the crew told us to gather in the ship’s belly where the cars are. It was late September and very hot. Once in port, the passengers were herded like cattle while the crew screamed at everyone to move faster. It was a nightmare in that heat.

A passenger near us passed out. Once on the dock, it was chaos finding our ride with the mass of people in a pretty small area. Luckily our shuttle service was excellent and had clear signage for us. The long lines to climb out the port out were extra slow as it is a narrow road with many hairpins turns. I was sure that one of those huge buses would push us over the precipice of the cliff.

Cruise ships are another method to reach the island. Many huge cruise ships dock in Santorini. That brings massive crowds that pack buses full. We never met anyone who came to Santorini on a cruise ship, and it would be of value to hear their experiences.

By Air


We learned later from people we met during our time in Santorini, who also used Costco Travel, that we could have dropped the ferry part of our package and bought our own flights. They said the flight cost them less than the ferry credit they received back from Costco travel. The flight lasted less than an hour, and they had all day in Santorini after a quick ride from the airport to the hotel. Learning that, I assure you I will never do that ferry ride again!! Ryan and I already have our flights booked from Athens to Santorini. In cases of an hour or two ferry ride, fine, but not all day. A lesson learned the hard way. Imagine what the slow ferry is like and what must occur for either ferry in bad weather? Yep flying only in the future.

Flights often leave from Athens, and the carrier with the most flights is Sky Express. Flights are easy to self-book right on their website and are available on Expedia and other such services. We booked some the other day for an upcoming trip to Greece. They were less than 70 euros a person, included a checked bag, and were cancellable with a small fee. There are many flights a day to chose from.

What does Santorini entail?

Fira, Santorini Sunset

The Santorini archipelago encompasses five islands. This area is Thira to the Greeks. The main island is the island of Thira, which is 15 miles long. Outside of Greece, it is Santorini, as we will call it in this post. The permanent population of this island is 15,000 people. This population doubles during the travel season with seasonal workers. The other islands often visited by boat on day trips are Palea Kameni, Thirassia, and Nea Kameni.

On the Island of Santorini, there are the main cities tourists draw to. Fira, the island’s capital, Oia, Imerovigli, and Firostefani, all perched high on the cliffs overlooking the caldera. There are many lovely little villages, the ancient Akrotiri archeological site, a large collection of fantastic wineries, and some unique beaches.

Let’s delve a bit into the History of Santorini

This island was a result of a natural catastrophe that occurred around 1400 BC. Greece is in an active earthquake region of the world. The events at the time in Santorini were extreme. A violent volcanic eruption reshaped the whole island and wiped out the entire Minoan civilization at the same time. The Minoans had come from Crete around 1800 BC.

Santorini, Greece

The island welcomed new residents around the 3rd century, but it was still an active volcanic region, and frequent eruptions kept reshaping the landscape. The last major earthquake was in 1956 and devastated Oia and Thira. They rebuilt yet again, and tourism thrived as a result.

When to go to Santorini

Santorini, Greece

The island deserves at least two nights and more if possible. There is a definitive season. For practical purposes, the island is “open” between April to September. This is real. When my sister and I were there the very last days of September, we immediately noticed things were being put into storage. We questioned, and they said the hotel was closing on October 1st. We learned that was the case for much of the island. Every server after that we encountered, we asked if they were leaving, they all were, the same day we were. Returning home to Athens.

We spoke with several servers who said they make so much money during the season they don’t work in the off-season. They work long days, often seven days a week, and share living space with many people to keep costs down in Santorini. Our wine tour guide was a professor who taught viticulture (the study of grape cultivation) and enology (the study of winemaking and wines) in Athens. He gave tours during the travel season and was leaving the next day back to Athens.

The weather during peak season can be hot and usually very dry. It rarely rains in Santorini. I can’t speak for visiting in the off-season. I have looked, and some places are open, but I am unsure how many businesses and restaurants are. The beauty will be there, but it gets very windy and cold in the off months. Ferry and flights are run less often during the off-season.

Santorini, Greece
Cruise Ship Impact

I would assess cruise ship schedules before you set your dates on Santorini. If you plan a few days for a stopover, maybe try to go on days when the bigger cruise ships aren’t in the docks. The mass arrival of the people that are on the ships can be truly overwhelming. In 2021 if Greece reopens, this may be the very year to avoid that situation. You can find the cruise ship calendar here.

Getting around Santorini

There are many ways to get around the island. The most common method seems to be buses for tourists.

By Bus

The central hub for all bus traffic is Fira, right outside the main pedestrian section of town. It is a bustling depot with packed buses and many tourists trying to figure out what to do. This is also where the shuttle buses for hotels drop people off, so there is a lot of activity and traffic. We took these buses several times. They were huge modern buses that were clean and timely.


In the end, though, I found some of the scariest moments in my travel years on these buses. The road to Oia from Fira the bus took was on narrow, curvy roads on 1000 foot high cliffs with no real barrier. It seemed to be a death trap, and I was seriously shaking. These buses are huge, and at times when two crossed a tight turn, it was beyond scary.

The bus drivers seem so focused on staying on the schedule they travel at high speeds on these treacherous roads. I was shaking the whole time, and my sister was laughing at me. I can’t imagine driving a car in that chaos. When I return, I will never go on those roads again. You can stay on interior roads. When we return to Santorini to see all the off-beaten path magic, we will pick our roads carefully, I can assure you.

By Taxi

Taxis are readily available and many seem to take advantage of them. In Fira, the main location is near the bus depot. This might be a small island, but you pay a lot to take a taxi.

By Car or ATV

Santorini, Greece

Cars will bring you to places you otherwise may have never been able to visit. Traffic is slow on the island in the busy areas; therefore, take a deep breath you will get there in time.

Renting ATVs are very popular in Santorini and they are quite reasonable in cost. Since car parking is limited on the island an ATV can be ideal if you want to get away from the main tourist draws. They are also great for those wanting to get to some of the more remote beaches and towns. A family member recently rented one for a full day and reported back you must tell people what a blast they are. An ATV doesn’t move too fast which is a good thing. I did witness two ATV accidents so please ride with caution!

Rental car rates are very reasonable as most tourists don’t seem to rent them. Many major US-based rental car companies such as Avis and Hertz are available on Santorini.

International Driving Permit (IDP) is a requirement in Greece. I know of cases when US travelers were denied their rental because they did not have one. Go to any AAA office, and you can purchase one for $20 along with the cost of a passport-size photo. Learn more about an IDP at AAA here.

By Guided Tours

Guided tours are popular, therefore, they book out early. If you don’t rent a car, they are a nice alternative. They are a wonderful way to learn more about the island and its history. We would suggest that you seek out smaller group guided tours. The wine tour we did was a small group tour; we moved quickly between stops and went into smaller, more authentic places. They cost a bit more; as a result, the experience is much richer and personal. Book ahead if there is a must-do on your list.

Santorini Donkey

By Donkey

Yes, that is an option. They are on the Caldera side of the Island and haul people on their backs up from the Port. These poor animals seem miserable, especially with large tourists on them. I would never take this route because there are alternate ways to get up the hill without torturing an animal.


Top 9 Destinations in Santorini

1. Oia
2. Hike Fira to Oia along the Caldera Edge
3. Agios Church in Firostefani
4. Boat trip to the Caldera and Islands
5. Fira
6. Wineries
7. Prehistoric Akrotiri and Ancient Thira archeological sites
8. Beaches: Kokkini ( Red beach ) and Aspri (White beach) boat ride required to access, and Mesa Pigradia (Black Beach
9. Ammoudi Port

What is there to do and see


Wear sunscreen at all times. The sun in Greece is harsh and with a thinner atmosphere you are much more likely to get burned. Avoid misery and pack some good high SPF sunscreen.

Santorini deserves at least three days of your time. As small as this place is, there is a lot to keep you busy. It would be ideal if you made the time to sit back and absorb the beautiful scenery at your accommodation or in restaurants overlooking the caldera. It would seem a crime not to take a deep breath of the sea air and become one with the beauty surrounding you.

I will detail the main destinations and activities to do while on the island.

Santorini, Greece


The images you have likely seen of Santorini or even Greece in general during your life were likely of Oia. It is pronounced EE-ah. Its beauty surpasses all you can imagine, and then it is even more spectacular than any picture that can be viewed. The large village of white-washed homes among azure domed churches and romantic windmills is more of a movie set vs. a real living city. It is idyllic until you realize you are 1000 feet up on massive sheer cliffs. The city is spectacular; adding to that, it overlooks the caldera that sits within the Aegean sea to add to the amazing experience. If you do nothing other than stare at this one-of-a-kind vista, you will leave completely satisfied.

Many are under the impression Oia’s is an old city, but it isn’t. Oia was destroyed in 1956 by a devastating earthquake. The locals rebuilt it intending to make it as perfect as it could be. They succeeded, and the world has rewarded them. It reminds me a bit of Venice in relation to tourists; the main streets are packed, especially on cruise days, but wander a bit off that main path into the winding streets, you will be well rewarded with few people to impede your path.

To learn more about the impact of over-tourism in Santorini, click here to jump to the sidebar.
Santorini, Greece

The best thing to do in Oia is to stroll through the streets. Where you are sure it can’t get better, and it does. Visit Cave Houses, specifically designed to keep the house cool in the summer and warm in the winter. Some of these cave houses are churches, wine-pressing rooms, and many are shops.

You may notice a strange phenomenon; there are many beautiful Chinese brides with their grooms in full wedding attire and the bridal parties following suit walking around Oia. Photographers are following close behind them. For the story behind these bridal parties, see the Movies Filmed In Santorini sidebar.

Once you arrive, head toward the farthest tip of Oia, which is the island’s end. There you will find the remains of Oia Castle. It is the ruins of the Castle of Agios Nikolaus, built by the Venetians to defend against intruders. There is not much left of the castle, but this is the prime spot to view the famous sunsets of Oia, Santorini.

Ammoudi Port

There is an entry to a set of long steps next to the castle that takes you down to Ammoudi Port. It is a picturesque and charming harbor but as result can be very busy. It is an easy hike down but a difficult hike back up. There are roads to the port if you would prefer to drive. It is well worth a visit. Some tour boats are launched from this port. The views from below and the water are stunning. Katina is a wonderful fish tavern in the port and a favorite of tourists and locals. It’s a wonderful place to watch the sunset, but you will need a reservation.

Ammoudi Port

Oia is more about the stunning views than anything. There are a multitude of shops to wander in and restaurants to grab some food or a drink. There is a Naval Maritime Museum. In the end, it’s about beauty, and if you are a photographer, you will be in heaven on earth.  


Santorini, Greece

The town of Fira is pretty amazing and has lots of the same feel as Oia, but not as dramatic of a setting, pretty close, though. Fira is high on the cliffs overlooking the caldera and the turquoise Aegean sea. Therefore the sunsets are beautiful from any vantage point in Fira.

Fira , Greece

It is the island’s capital city, and it feels like a true city as this is where the hub of the island’s business is done. It is the home of the main port and where the cruise ships and ferries dock. There are four ways to reach the port: vehicles, cable cars, walking, or donkeys. If you walk, you will have to share the path with the donkeys and their droppings, therefore watch your step!

The flow of people can be massive, and as a result, the town suffers for it. As beautiful as the setting is, the main streets are full of aggressive salespeople trying to scoop you into their store, restaurant, or bar.

There is a bustling nightlife that draws many to Fira that goes well into the night. The town at night is a spectacular sight, and it would be easy to walk for hours.

The most varied selection of dining on the island can be found in Fira. It is the largest city on the island so that is to be expected. Though if you are counting on a certain place you will need to make a reservation, restaurants fill quickly.

Where have we been? See our country list here

Though the tourist shops can be fun for some and seem to be where many cruise tourists spend their time, look beyond there. Fira is full of character, charm, and things to do. Wander the endless labyrinth of alleys. Night or day, they are full of surprises. There are two lovely Cathedrals and the fantastic Museum of Prehistoric Fira. In addition, you can share the stairway that takes you down to the port with the donkeys.

Other worthy sites are the Archaeological Museum of Thira, Gold Street, the views (always stop for the views), and the Megaro Gyzi Museum.

It is easy to get lost in the streets, so take a map to find your way back, especially if you plan to take the night’s last shuttle to your hotel. If you miss it, the taxi will be pricey. Also, parking can be a challenge in the busy tourist season.

Movies filmed in Santorini

Summer Lovers 1982 is an adult romance movie starring Daryl Hannah and Peter Gallagher. I recall way back when watching this movie but I was sure was a movie set as nothing in the real world could be like that. Well years later I learned it was filmed in Oia and you can even rent the home used in the movie.

Beijing Love Story 2014 is a Chinese romance on how different generations look at love, romance and commitment. Why do I mention this one? When we were in Oia it was hard to miss all the Chinese brides and grooms in full wedding attire. There were quite a few, with their photographers. Turns out they aren’t getting married there, they just came to take pictures. Just because of a movie. That must be one expensive photo shoot!

Other movies filmed in Santorini include Lara Croft Tomb Raider, The Sisterhood of the Traveling Pants, Santorini Blue, For the First Time, Wanted, and Che ne Sara’di No.

Firostefani and Imerovigli

Santorini, Greece

These two lovely cities are perched high on the cliffs overlooking the dramatic caldera. They both sit between Oia and Fira. Firostefani is closer to Fira, and only a 15-minute walk. Imerovigli is closer to Oia. There are several hotels in these two towns, lots of wonderful shops and restaurants. It is a way to avoid crowds while enjoying the spectacular scenery and partaking in the very best Santorini offers.

Imerovigli is the more peaceful and serene of these two cities. It is the highest elevation of the two, and you won’t find many tourists when walking around. The views and sunsets are amazing, especially of the caldera, since the city is not built up.

Santorini, Greece

Sunsets are wonderful in Firostefani. We had been warned that Skaros Rock can block your view but we thought it added to the beauty of the sunset. The Agios church in Firostefani is well worth a visit. Firostefani is a great place if you want fewer crowds and want to be within walking distance of the major hub of Fira.


Wine barrels

Most people have no idea that Santorini is respected for its wine. I didn’t know when I first visited. Wine from this region has been produced since ancient times, more than 3,500 years ago. In Santorini, the vineyards are some of the oldest in the world and likely the longest in active cultivation. In the middle ages, Santorini wine was put on the map as a result of Venetian influence. The sweetness known in Tuscany wines can still be found to this day in Santorini’s famous Vinsanto wine.


Wine tourism is a reason alone to come to this extraordinary island. There are over twenty wineries to visit, some with wine museums. Many of these wineries are in lovely settings with gorgeous views. The tasting rooms are elegant and impressive. Some have kept the original feel, and it is a step back in time. You can do tastings of these unique wines and experience rare grape varieties that you would never find anywhere else in the world.

At some of the newer, larger wineries, you will see how they experiment with vines growing on a trellis. They are also studying different irrigation methods. If these experiments succeed one day, we may find more of these unique and lovely Santorini wines in our local wine shop.

Not the Typical Vineyards

Touring the vineyards will be quite a shocking experience as what looks like a field of not-so-healthy weeds are the grapevines of Santorini. There is no real dirt in Santorini; it is a porous soil rich in porcelain and pumice. There is little to no organic content, and it is devoid of nutrients.

Grape basket from vines

The vines are propagated from rootstock and not cuttings. The vine is formed into a round basket where the grapes grow (see picture below), and as a result, this protects them from the harsh winds coming from the sea. The mist from the sea is how these vines and grapes are naturally watered, the way they have been for centuries. The yield is tiny, therefore making the production small and exclusive. The best wines coming from Santorini are Assyrtiko, Aidani and Athriri, and Vinsanto.

It may be worth saving some space in your suitcase in case you may want to bring a couple of these unique wines home.

Visiting the Wineries

Grape vines

You can schedule visits yourself or take a tour. My sister and I took a guided tour led by a viticulture and enologist Professor from Athens. We walked through the vineyards and visited old and new wineries. It was a fascinating afternoon. I highly recommend taking a tour. During my second trip there we explored even more of the wineries. There are so many to chose from. As a wine lover, I have visited many wineries around the world. In truth, I have to say these were some of the most fascinating.

Some of the better-known wineries that would offer a diverse experience would be Boutari, Santos, Galam, Koutsoyannolpoulos, Cavalas, Venetsanos, Artemis, and Argyros.

Santo winery has mixed reviews but we really enjoyed it. The views are the best of all the wineries on the island and their collection extensive. It was the most lovely Vinsanto we experienced on the island and brought several bottles home. As large as it is reservations are a must, especially for sunset.

Gaia winery has a cooking class that is very reasonably priced and is a blast. The chef is personable and wine is generously poured. Absolutely a highlight of the Santorini experience.

Wine tasting is a must-do activity when on Santorini. You will be missing out if you skip it!

In the meantime, for those beer lovers, there is a brewing company on the island. Santorini Brewing Company is near Argyros winery. Locally brewed, and they do tastings.


There are many beaches in Santorini, but they are not the draw that the other Greek islands are known for. They are also off the beaten path and not near the bigger island attractions. If you are looking for a white-sand resort beach, you will not find it here. I would call it more of a unique educational experience due to the volcanic nature of Santorini. The beaches are usually of red or black volcanic pebbles. There are three that are worth a visit if you have the time: Kokkini (Red beach) and Aspri (White beach), and Mesa Pigradia (Black Beach).

Along the southern arc of Santorini, more colorful beaches are not easily accessible or ideal for swimming. They are near Akirotiri, and they are Aspri (White Beach) and Mesa (Red beach). These are popular with hikers due to access being a bit of a challenge.

Black Sand
Red beach

The black sand beaches of Kamari and Perissa are on the southeast corner of the island. A mountain separates them, but you can hike between the two or take a taxi-boat ride. As a whole, these beaches are good activities for hikers; that said, several hotels have sections reserved with lounge chairs and food and drink service. They shuttle you down from the hotel at set times of the day. It is an easy drive if you have a car.

Most visitors to Santorini do their lounging in the sun at hotel pools. Others do it on boat trips that take you to the caldera and the other islands in the archipelago.

Caldera Aegean Sea trips

From above on the cliffs of Oia, the crystal clear azure waters of the Aegean sea and the caldera call to you. As beautiful and tempting as this view is, it must be even more stunning to view Oia from the sea. There is a multitude of boat excursions to choose from. The most popular option is boat trips that take you to the caldera center’s active volcanic islets. There is also Palea Kameni Island with its hot springs you can enjoy or Nea Kameni Island, where you can hike up to the crater. Longer day trips will also include the island Thirasia.

Caldera volcano

These trips can depart from Thira or Ammoudi ports. Many will offer hotel pickup. There are tour boats, catamaran cruises, and even private sailings. Sunset tours are prized and can be quite pricey. Get out at least once on the water; the views alone are worth it.

Boats and Seasickness

Keep in mind these boats are out on the ocean, which can be rough, and those prone to seasickness should be prepared. I am easily seasick and have found my go-to remedy. Meclizine is similar to Dramamine but causes less drowsiness, and you only need one pill a day. I had decent results with Dramamine but incredible success with Meclizine during severe seas in Norway.


Akrotiri Archaeological Site of Prehistoric Thira

Prehistoric Akrotiri


If you plan to visit multiple archaeological sites buy the combo ticket which is a steal at 15 euros. It covers Ancient Thira, Akrotiri Archeologic Site, and Museum of Prehistoric Thira.

Before the massive eruption around 1600 BC, the inhabitants fled the island leaving behind a city that would shortly be buried in ash. This site is currently being meticulously excavated with only a single-digit percentage exposed. This is comparable to Pompei but almost 2,000 years older. You can explore the site on elevated ramps that take you through the streets and around the prehistoric city. The amazing part is it is all inside, so you are protected from the hot sun of Santorini. This is an absolutely incredible find and one that has yet to fully reveal the stories it will tell.

Some of the artifacts they have recovered are on display at Fira’s Museum of Prehistoric Thira.

Smaller Villages worth a visit

Santorini has many lovely small villages that seem a million miles away from the more crowded big cities of Fira and Oia. The charm and character of these villages are the quintessential true Greece. If you have the time, there are two I recommend.


Megalochori is this tiny village away from the ocean but is classic Greek. My sister and I stayed at the Vedema Resort in this little village. We wandered it late in the evening and found it absolutely captivating. The cobblestone streets, old white-washed buildings are home to many locals who are here year-round. The multiple churches are fascinating and beautiful. There were many restaurants to choose from. One of the oldest wineries, Gavalas Winery, also resides in this little village.

Pyrgos is the former capital of Santorini and is the best-preserved and highest village on the island with panoramic views of both sides of the island, which are beyond comparison.

Have you gotten the sense yet this island is a bit about the stunning views?

Pyrgos is a perfect alternative to watch the sunset without the crowds. It is known to have some of the best higher-end restaurants on the island and a wonderful place to watch the sunset with dinner. You must make reservations in advance, even before you arrive in Santorini ideally.

For the adventurous souls – The Fira to Oia walk

Path to Oia

The walk is not for those who fear height or precipices. I don’t speak of experience as we met people who hiked it and warned us. This breathtaking walk is also noted to be one of the top experiences you can have in Santorini. It is a 6.6-mile walk that takes around 2 hours for the average walker, that is if you don’t stop every few steps from taking in the amazing views.

The hike takes you along the caldera’s ring and takes you through the towns of Oia, Imerovigli, Firostefani, and ending in Fira or vice versa. It is a moderate challenge, and you don’t have to be in exceptional shape. It is just getting close to the edge in some places, but most of the time, it is fine, we were told.

If you are there in the summer, it can be sweltering, and this hike is not to be done in the scorching sun and heat. Early morning is ideal during the summer months. It is well marked and easy to follow. Maybe next time…..

Wandering in Oia, Greece
Oia, Santorini, Greece


Oia Castle
Skaros Rock

For the Castle Hunters like us, there are five castles in Santorini. Many from the days when the Venetians lived in Santorini. Though on the trip with my sister we only saw Oia Castle and Skaros Rock. The next time, I will hit them all! Castles in Santorini are:

  • Kasteli of Agios Nikolaos also known as Oia Castle
  • Kasteli of Pyrgos
  • Skaros Rock
  • Kasteli of Akrotiri
  • Emporio Castle
Oia Castle Santorini
Oia Castle

Food and Libations

Santorini is not known for its food as the island of Crete is. That doesn’t mean the cuisine will disappoint you. You will have a wide array of greek food to choose from. There are quick, affordable eats to exceptional dining. All the classic Greek dishes such as moussaka, souvlaki, fava bean puree, stuffed grape leaves, Tamara spread, fried calamari, baklava, and white eggplant dishes are on the menu.


I would suggest making a reservation before you arrive in Santorini at one of the many restaurants you can watch the sunset from in Oia, Fira, and Pyrgos. The sunsets in Santorini are unique and extraordinary.

Santorini Octopus

Of course, this is the place of incredibly fresh seafood, grilled octopus, and sea bass seems to be on all the menus, and it was delicious. They love their sea bass and other white fish, which is always the most expensive item on the menu as it is priced based on weight. We tried it in Santorini, and I was expecting it to be exceptional. It was pretty good, but not worth the cost.

Santorini is known for its cherry tomatoes, which are incredible and fresh as you are right at the source. The tomato fritters are to die for. Seek them out.

Our Favorite Meal

Our favorite meal on the island was at a restaurant called Kokkalo. It is in Fira but away from the main tourist area on a side street. It has lovely views of the city and the landscape outside of Fira. The service was impeccable, the staff welcoming, and friendly. The food was creative, delicious and the presentation was creative; it was well priced, and the restaurant is quite beautiful. Kokkalo is quite popular both among locals and tourists, therefore, reservations are a must! It was one of our better meals while in Greece.


Enjoy, of course, some local wines with all your meals. Ask your server for suggestions. The prices are quite fair especially if you are used to US prices for wine. There is also a great beer on the island called Red Donkey by the Santorini Brewing company. The shirts from the brewery are awesome, and I brought a few back as gifts. My husband still wears his years later though it is a bit worn now.

We found all the Greeks we met on the island spoke excellent English. All the menus were available in English as well, and all servers were knowledgeable, engaging, and attentive.

Final Thoughts

Santorini, Greece captures your heart and won’t get to go long after getting home. It pulls you back, and you become transformed by its mystique all over again. The images imprinted in your mind never leave you and, in time, feels like only a dream. Even when I look at some of my own photos, I still find myself in awe of the beauty of this unique wonder. I plan to return, hopefully, in 2021. I believe I will go without a doubt with new eyes and appreciation. Crossing my fingers, it will happen.

Kaló taksídi!

Our Favorite Santorini Resources

Santorini Travel Guides

Lonely Planet’s Greece (Country Guide) by Lonely Planet
Find this guide here

Rick Steves Greece: Athens and Peloponnese by Rick Steves
Find this guide here

Moon Guide Greek Islands & Athens: Island Escapes with Timeless Villages,
Scenic Hikes, and Local Flavors (Travel Guide)
Find this guide here

Our Favorite Santorini Websites

1. A website dedicated to Santorini is full of info you will appreciate when planning your trip.
Click here

2. Cruise schedule info Learn what days to avoid the bigger destinations in Santorini’s massive cruise ship crowds.
Click here

3. Visit Greece website Within the bigger Greece tourist site, there is a Santorini page with some good info.
Click here

Our favorite apps

Rome2rio: Trip Planner Trip and Holiday Organizer Enter any address, landmark, or city in the app will instantly display all your travel options, booking info, along with accommodation providers and things to do. Find on your local app store.

Rick Steve’s Audio Europe This app includes a vast library of Rick Steve’s audio content. Get cultural and travel info. Includes self-guided tours of top attractions and historic walks. A must-have. Find on your local app store.

Visit Greece Explore Greece with this Greek National Tourism App Found at your App store

Greek Islands Travel Guide Offline maps and tours. Find at your App Store.

Greek by Nemo Turn your phone into your Greek teacher. Easy to use. Essential words and phrases with audio Find on your App Store.

Google Translate We used this often to practice proper pronunciations of Greek words. As we always encourage, it is essential to learn the basics to greet and thank people in the local language. Google translate was an easy app to use therefore we suggest trying it out before you leave. If needed, you can enter text in English, and it will speak back in Greek to aid in communicating with locals. Furthermore, it came in very handy to translate text into images instantly.

Do you have a favorite Santorini travel resource? Share your favorites in the comments section at the bottom of this page or email us by clicking here.

Sunset in Santorini

The Impact of Over Tourism

Santorini is one of the top islands in the world people visit; therefore, that comes with a price. During peak season, it is mauled by tourists, especially in Oia. It seems every tourist on the island flocks to Oia each afternoon to lock in their spot to watch the mind-blowing sunsets. We were caught in the rush, not being aware at first of what was going on as the mass movement begins long before sunset. The crush of people was extreme. We left and found our way back to Fira. Maybe the sunset wasn’t as dramatic there, but it was still beautiful without the craziness that was Oia.

Santorini needs to address the sustainability of this tourism crush urgently. It seems the cultural soul of the island is at stake. The island’s economy is undeniably heavily dependent on tourism, so efforts are ongoing to expand investments while promoting diversification and employment outside that realm. Santorini is very much a seasonal destination, and there is talk of expanding the season, but it seems that could only exacerbate the problem. One effort under consideration is to limit people only coming for day visits, which particularly could make a big impact. Agents of change need to intervene for this so the uniqueness of Santorini can be preserved for many more generations.

Santorini, Greece
How to reduce your impact

That serious discussion aside, every traveler still should place Santorini on their bucket list. With this intention, it is worth planning your visits outside of the peak season. Or plan your visits on the day the cruise ships aren’t in port. There are so many wonders on this beautiful island away from the “popular” tourist places. Breakaway from the main draws, as we always encourage you to go off the beaten path. While there, we ask no matter where you spend your time, be a good guest. Care for the beauty you are blessed to be sharing with the residents of this island.

Want to learn about Wanderers Compass?

© 2021 Wanderers Compass All Rights Reserved

Do you have a question for us or have a comment?
Our Greece Post
Chania Harbor, Crete

Greece Travel Guide

“We are all Greeks. Our laws, our literature, our religion, our arts have their…

February 28, 2021

Be part of our travel community

Keep updated on our newest posts and happenings! Promise no more than one email a month

No Comments

    Leave a Reply

    This site uses Akismet to reduce spam. Learn how your comment data is processed.