Custom Walk in Santorini, Greece by mrs_elf_6f36c created on 2025-04-27
Guide Location: Greece » Santorini
Guide Type: Custom Walk
# of Sights: 16
Tour Duration: 7 Hour(s)
Travel Distance: 16.2 Km or 10.1 Miles
Share Key: Q7GJZ
Guide Type: Custom Walk
# of Sights: 16
Tour Duration: 7 Hour(s)
Travel Distance: 16.2 Km or 10.1 Miles
Share Key: Q7GJZ
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1) Orthodox Metropolitan Cathedral
The Orthodox Metropolitan Cathedral of Thera, also known as the Cathedral of Ypapanti, is the island’s principal Orthodox church. An earlier cathedral occupied this site in the 19th century, but the structure you see today was rebuilt after the devastating earthquake of 1956, which destroyed much of Fira. The reconstruction combined traditional Orthodox forms with mid-20th-century building techniques.
From the outside, focus first on the arched arcades that frame the facade. Above them rises the central dome, while the bell tower, set slightly apart, adds vertical emphasis to the composition. Together, these elements create a layered silhouette that is visible from several points along the caldera.
Now step inside and pause near the entrance. Greek Orthodox churches rely on iconography, wall paintings, and carefully structured use of light, rather than stained glass. As your eyes adjust, look toward the upper walls and ceiling, where frescoes by the local artist Christoforos Asimis unfold. His work reflects modern Orthodox painting while remaining firmly rooted in traditional themes and iconographic order.
Move your gaze upward toward the central chandelier, which hangs beneath the dome. Nearby, notice the mosaics added in 1975. The cathedral remains an active place of worship, and visitors are welcome outside of services. Modest dress is required, with shoulders and knees covered, and a respectful atmosphere is expected, especially during religious observances.
From the outside, focus first on the arched arcades that frame the facade. Above them rises the central dome, while the bell tower, set slightly apart, adds vertical emphasis to the composition. Together, these elements create a layered silhouette that is visible from several points along the caldera.
Now step inside and pause near the entrance. Greek Orthodox churches rely on iconography, wall paintings, and carefully structured use of light, rather than stained glass. As your eyes adjust, look toward the upper walls and ceiling, where frescoes by the local artist Christoforos Asimis unfold. His work reflects modern Orthodox painting while remaining firmly rooted in traditional themes and iconographic order.
Move your gaze upward toward the central chandelier, which hangs beneath the dome. Nearby, notice the mosaics added in 1975. The cathedral remains an active place of worship, and visitors are welcome outside of services. Modest dress is required, with shoulders and knees covered, and a respectful atmosphere is expected, especially during religious observances.
2) Museum of Prehistoric Thera (must see)
The Museum of Prehistoric Thera offers a focused introduction to Santorini’s prehistoric past, centered on the Bronze Age settlement of Akrotiri. The first displays you encounter provide broad context, introducing the island’s geology, volcanic landscape, and early settlement history. These sections frame the story of Thera before the catastrophic eruption of the 17th century BCE, setting the stage for the archaeological material that follows.
The exhibition then turns to finds drawn primarily from Akrotiri, with additional material from other sites on the island. Here, the focus shifts to the Late Cycladic I period, the final phase of life at Akrotiri. Pottery vessels, jewelry, and bronze tools illustrate everyday activities and technical skill, while more specialized ceramic forms, such as “bird jugs” decorated with swallow motifs, reflect both function and decoration.
Nearby, plaster casts of wooden furniture, including beds and storage units, offer one of the museum’s most tangible connections to daily life. Created from voids left in the volcanic ash after the original wood decayed, these casts preserve forms that are rarely visible in prehistoric archaeology and give a sense of how interior spaces were organized.
The museum’s highlight is presented on the second floor, where a major permanent exhibition opened in 2021 under the title “Thera Wall Paintings: The Masterpieces of Aegean Prehistory”. The frescoes are arranged according to their original iconographic programs, allowing visitors to see how painted scenes once functioned within specific rooms rather than as isolated images.
Among the most celebrated works are the saffron gatherers, the spring fresco with swallows, and compositions known as the Ladies, Papyri, and Blue Monkeys. Their vivid colors, rhythmic movement, and close observation of the natural world form the visual center of the museum. Smaller fragments surrounding them show how decoration extended throughout the interiors of Akrotiri’s houses.
One of the museum’s most exceptional small finds is the Gold Ibex figurine, discovered in 1999. Cast from solid gold, it is unique within Aegean prehistoric art and offers a glimpse into the wealth, craftsmanship, and symbolic culture of Akrotiri shortly before its burial. Together, the galleries present a coherent journey from geological forces to a fully developed Bronze Age settlement, preserved at a precise moment beneath volcanic ash.
The exhibition then turns to finds drawn primarily from Akrotiri, with additional material from other sites on the island. Here, the focus shifts to the Late Cycladic I period, the final phase of life at Akrotiri. Pottery vessels, jewelry, and bronze tools illustrate everyday activities and technical skill, while more specialized ceramic forms, such as “bird jugs” decorated with swallow motifs, reflect both function and decoration.
Nearby, plaster casts of wooden furniture, including beds and storage units, offer one of the museum’s most tangible connections to daily life. Created from voids left in the volcanic ash after the original wood decayed, these casts preserve forms that are rarely visible in prehistoric archaeology and give a sense of how interior spaces were organized.
The museum’s highlight is presented on the second floor, where a major permanent exhibition opened in 2021 under the title “Thera Wall Paintings: The Masterpieces of Aegean Prehistory”. The frescoes are arranged according to their original iconographic programs, allowing visitors to see how painted scenes once functioned within specific rooms rather than as isolated images.
Among the most celebrated works are the saffron gatherers, the spring fresco with swallows, and compositions known as the Ladies, Papyri, and Blue Monkeys. Their vivid colors, rhythmic movement, and close observation of the natural world form the visual center of the museum. Smaller fragments surrounding them show how decoration extended throughout the interiors of Akrotiri’s houses.
One of the museum’s most exceptional small finds is the Gold Ibex figurine, discovered in 1999. Cast from solid gold, it is unique within Aegean prehistoric art and offers a glimpse into the wealth, craftsmanship, and symbolic culture of Akrotiri shortly before its burial. Together, the galleries present a coherent journey from geological forces to a fully developed Bronze Age settlement, preserved at a precise moment beneath volcanic ash.
3) 25 Martiou Street
25 Martiou Street is one of the main commercial arteries of Fira, functioning as a central corridor for both daily services and visitor activity. It intersects with Theotokopoulou Square, the town’s principal civic and transport hub, where banks, pharmacies, and the bus and taxi terminals are located. This connection makes the street an essential link between public transport and the surrounding commercial and residential areas.
Running inland rather than along the caldera, the street connects the central square with the upper parts of town and forms part of the natural route toward Firostefani and Imerovigli settlements. Lined with jewelry shops, clothing boutiques, bakeries, travel agencies, and souvenir stores, it supports a broad mix of local needs and tourism-related commerce.
Although often described as a walking street, 25 Martiou is not fully pedestrianized year-round. It is a paved road that allows vehicle access, but car traffic is typically restricted during the summer months to manage heavy pedestrian flow. As a result, it functions in practice as one of Fira’s main walking routes, particularly for visitors moving between the transport hub and the town center.
Architecturally, the street reflects the functional side of Cycladic urban life. Whitewashed facades and commercial shopfronts define its appearance, rather than continuous scenic viewpoints. While blue domes are a widely recognized symbol of Santorini, they are less characteristic here, appearing more often on nearby churches and along the caldera edge. Instead, 25 Martiou Street offers a grounded view of contemporary island life, where commerce, movement, and routine intersect at the heart of Fira.
Running inland rather than along the caldera, the street connects the central square with the upper parts of town and forms part of the natural route toward Firostefani and Imerovigli settlements. Lined with jewelry shops, clothing boutiques, bakeries, travel agencies, and souvenir stores, it supports a broad mix of local needs and tourism-related commerce.
Although often described as a walking street, 25 Martiou is not fully pedestrianized year-round. It is a paved road that allows vehicle access, but car traffic is typically restricted during the summer months to manage heavy pedestrian flow. As a result, it functions in practice as one of Fira’s main walking routes, particularly for visitors moving between the transport hub and the town center.
Architecturally, the street reflects the functional side of Cycladic urban life. Whitewashed facades and commercial shopfronts define its appearance, rather than continuous scenic viewpoints. While blue domes are a widely recognized symbol of Santorini, they are less characteristic here, appearing more often on nearby churches and along the caldera edge. Instead, 25 Martiou Street offers a grounded view of contemporary island life, where commerce, movement, and routine intersect at the heart of Fira.
4) Santorini Old Harbor
Santorini’s Old Harbor owes its existence to the island’s volcanic formation, shaped primarily by the great Bronze Age eruption around the 16th century BCE. For centuries, it functioned as the island’s main maritime access point, serving small cargo vessels and passenger boats until modern port facilities were developed elsewhere. Today, it no longer handles large-scale traffic but remains active as a tender harbor for cruise ships.
Because the caldera drops steeply into deep water, cruise ships cannot dock directly. Instead, passengers are transferred to the Old Harbor by tender boats, which ferry them ashore from anchored ships. Historically, access between the harbor and Fira was possible only via a steep zigzagging path of approximately 580 steps, carved into the cliff face and still visible today.
Modern visitors can reach the upper town by cable car, introduced in the late 20th century. The ride takes about five minutes and offers wide views over the caldera and harbor below. Donkeys, once an essential means of transport, are still present, though their use today is increasingly discouraged. For those on foot, the climb remains demanding, especially in summer heat.
The Old Harbor waterfront features a small cluster of cafes, taverns, and souvenir shops catering mainly to cruise passengers. From here, boat excursions depart to the Nea Kameni volcano and nearby hot springs, particularly during the warmer months. While the harbor can become crowded during peak cruise days, overall visitor numbers fluctuate depending on ship schedules rather than constant daily traffic.
Because the caldera drops steeply into deep water, cruise ships cannot dock directly. Instead, passengers are transferred to the Old Harbor by tender boats, which ferry them ashore from anchored ships. Historically, access between the harbor and Fira was possible only via a steep zigzagging path of approximately 580 steps, carved into the cliff face and still visible today.
Modern visitors can reach the upper town by cable car, introduced in the late 20th century. The ride takes about five minutes and offers wide views over the caldera and harbor below. Donkeys, once an essential means of transport, are still present, though their use today is increasingly discouraged. For those on foot, the climb remains demanding, especially in summer heat.
The Old Harbor waterfront features a small cluster of cafes, taverns, and souvenir shops catering mainly to cruise passengers. From here, boat excursions depart to the Nea Kameni volcano and nearby hot springs, particularly during the warmer months. While the harbor can become crowded during peak cruise days, overall visitor numbers fluctuate depending on ship schedules rather than constant daily traffic.
5) Santorini Cable Car
The Santorini Cable Car is a key transportation feature on the Greek island of Santorini, providing a safe and convenient means for visitors to travel from the Old Port to Fira, the island's capital. Established to address the challenges posed by the steep, 600-step climb from the Old Port, the cable car offers an easy and charming ride with breathtaking views of the Caldera, the Aegean Sea, and the Volcano from an altitude of 220 meters.
Historically, prior to the 1970s, visitors could only ascend to Fira by foot or on mule, which was difficult for the elderly, those with mobility issues, and tourists carrying heavy luggage. With the increase in tourist and cruise ship traffic in the 1970s, a more accessible solution became necessary. Evangelos Nomikos, a ship owner and notable benefactor of Santorini, funded the construction of the cable car. The project began in the autumn of 1980 and was completed by the summer of 1982.
Capable of transporting 1200 people per hour, the gondola-style carriages seat six passengers in two rows of three, and the journey between the Old Port and Fira takes just five minutes. This rapid transit system is particularly beneficial for cruise ship passengers and those participating in volcano boat tours departing from the Old Port.
The cable car ride itself offers stunning vistas of the Aegean Sea, the Volcano, and the iconic white-washed houses perched on the Caldera cliffs. Conveniently located near the Archaeological Museum in Fira, the cable car station and ticket office are easy to find, with clear signage guiding visitors from the Orthodox Metropolitan Cathedral along the main path towards Firostefani village.
Historically, prior to the 1970s, visitors could only ascend to Fira by foot or on mule, which was difficult for the elderly, those with mobility issues, and tourists carrying heavy luggage. With the increase in tourist and cruise ship traffic in the 1970s, a more accessible solution became necessary. Evangelos Nomikos, a ship owner and notable benefactor of Santorini, funded the construction of the cable car. The project began in the autumn of 1980 and was completed by the summer of 1982.
Capable of transporting 1200 people per hour, the gondola-style carriages seat six passengers in two rows of three, and the journey between the Old Port and Fira takes just five minutes. This rapid transit system is particularly beneficial for cruise ship passengers and those participating in volcano boat tours departing from the Old Port.
The cable car ride itself offers stunning vistas of the Aegean Sea, the Volcano, and the iconic white-washed houses perched on the Caldera cliffs. Conveniently located near the Archaeological Museum in Fira, the cable car station and ticket office are easy to find, with clear signage guiding visitors from the Orthodox Metropolitan Cathedral along the main path towards Firostefani village.
6) St. John the Baptist Cathedral (must see)
The Catholic Cathedral of Saint John the Baptist stands out as the principal Roman Catholic church on the island. Originally established in the 17th century during the period of Venetian influence, it reflects the Catholic presence fostered by Western religious orders, including the Jesuits. Like many buildings on Santorini, it was repeatedly affected by seismic activity. The structure seen today dates from a reconstruction completed in 1975, carried out in a restrained, Baroque-inspired style.
Approaching the cathedral, notice the peach-colored facade, which immediately distinguishes it from the island’s predominantly whitewashed Orthodox churches. The clock tower and bell tower, rising just to one side, serve as an easy visual marker from nearby streets.
As you step inside, pause near the entrance. To one side, you’ll find the confessional, a feature typical of Catholic churches but rarely encountered elsewhere on the island. Moving forward into the nave, your eye is naturally drawn toward the main altar, positioned beneath the dome and arranged according to Western liturgical tradition rather than behind an iconostasis.
Lift your gaze upward to the central chandelier, suspended below the dome. Its placement reinforces the height of the space and acts as the visual center of the interior. Above the altar, a large religious painting forms the focal point of the sanctuary, framed by soft blue, cream, and warm-toned surfaces that emphasize light and balance over heavy ornamentation. Along the side walls, look for a series of framed devotional paintings and portraits of saints, arranged in a clear, orderly sequence.
The cathedral remains an active place of worship, serving both local parishioners and visitors. Sunday Mass is regularly held, often attended by an international congregation, with parts of the service occasionally offered in multiple languages depending on those present. Visitors are expected to dress modestly and maintain a respectful atmosphere, especially during services.
Outside, the surrounding streets form part of Fira’s compact commercial center, with small shops, cafes, and casual eateries unfolding just beyond the church-an everyday setting that contrasts with the quiet, ordered interior you have just explored.
Approaching the cathedral, notice the peach-colored facade, which immediately distinguishes it from the island’s predominantly whitewashed Orthodox churches. The clock tower and bell tower, rising just to one side, serve as an easy visual marker from nearby streets.
As you step inside, pause near the entrance. To one side, you’ll find the confessional, a feature typical of Catholic churches but rarely encountered elsewhere on the island. Moving forward into the nave, your eye is naturally drawn toward the main altar, positioned beneath the dome and arranged according to Western liturgical tradition rather than behind an iconostasis.
Lift your gaze upward to the central chandelier, suspended below the dome. Its placement reinforces the height of the space and acts as the visual center of the interior. Above the altar, a large religious painting forms the focal point of the sanctuary, framed by soft blue, cream, and warm-toned surfaces that emphasize light and balance over heavy ornamentation. Along the side walls, look for a series of framed devotional paintings and portraits of saints, arranged in a clear, orderly sequence.
The cathedral remains an active place of worship, serving both local parishioners and visitors. Sunday Mass is regularly held, often attended by an international congregation, with parts of the service occasionally offered in multiple languages depending on those present. Visitors are expected to dress modestly and maintain a respectful atmosphere, especially during services.
Outside, the surrounding streets form part of Fira’s compact commercial center, with small shops, cafes, and casual eateries unfolding just beyond the church-an everyday setting that contrasts with the quiet, ordered interior you have just explored.
7) Three Bells of Fira (must see)
The Three Bells of Fira, officially known as the Catholic Church of the Dormition, belongs to the Greek Catholic Church and falls under the jurisdiction of the Catholic Diocese of Santorini, following the Byzantine liturgical tradition while remaining in communion with Rome.
The site has a long and layered history. In the 17th century, two small cave churches were carved into the cliff face here. As the settlement expanded and the terrain shifted, these early structures were lost. An infirmary was later built on the site and subsequently occupied by Jesuits, before the property was transferred to the Catholic authorities. The present-day church was constructed in 1757, forming the core of the structure seen today.
The church suffered serious damage during the 1956 Amorgos earthquake. Extensive restoration followed, giving the building its current appearance. Architecturally modest in scale, its visual impact comes from its setting and composition: whitewashed walls, a vivid blue dome, and a freestanding bell tower crowned with three bells. The bell tower, positioned slightly apart from the church itself, overlooks the caldera and the Nea Kameni volcanic islet.
The church is dedicated to the Dormition of the Virgin Mary, celebrated on 15 August, which remains its principal feast day. On this occasion, religious services and observances are held in keeping with Byzantine Catholic tradition.
Today, the Three Bells of Fira functions both as an active place of worship and as one of the island’s most photographed viewpoints. Its best-known view is from the clifftop viewpoint and parking area above the church, from where the dome and bell tower are seen framed against the sea and sky.
The site has a long and layered history. In the 17th century, two small cave churches were carved into the cliff face here. As the settlement expanded and the terrain shifted, these early structures were lost. An infirmary was later built on the site and subsequently occupied by Jesuits, before the property was transferred to the Catholic authorities. The present-day church was constructed in 1757, forming the core of the structure seen today.
The church suffered serious damage during the 1956 Amorgos earthquake. Extensive restoration followed, giving the building its current appearance. Architecturally modest in scale, its visual impact comes from its setting and composition: whitewashed walls, a vivid blue dome, and a freestanding bell tower crowned with three bells. The bell tower, positioned slightly apart from the church itself, overlooks the caldera and the Nea Kameni volcanic islet.
The church is dedicated to the Dormition of the Virgin Mary, celebrated on 15 August, which remains its principal feast day. On this occasion, religious services and observances are held in keeping with Byzantine Catholic tradition.
Today, the Three Bells of Fira functions both as an active place of worship and as one of the island’s most photographed viewpoints. Its best-known view is from the clifftop viewpoint and parking area above the church, from where the dome and bell tower are seen framed against the sea and sky.
8) "Emmanuel A. Lignos" Folklore Museum
The Folklore Museum of Santorini is a six room exhibition hall that allows visitors to have a glimpse of life as it was in the early twentieth century. It was established in 1974 by journalist Emmauel A. Lignos and is located in Fira at Kontohir in a cave that was built in 1861.
Although the museum is small, it contains a lot of historical data. Visitors will enjoy the traditional winery complete with treading vats, barrels, wine press, linens and utensils. There is a garden with a seating area and a cavern that shows evidence of volcanic activity. The historical archive contains valuable manuscripts, costumes, embroidery, lithographs, marriage contracts, rare photographs, and other items. The front room of the museum is preserved the way the previous owner left it and is complete with furniture, decorations, and other items in use at that time.
The gallery also has an exhibit of traditional workshops for carpenters, barrel makers, shoemakers, and tinsmiths. In addition, the Agios Konstantinos Chapel contains artwork from popular artists, Nikos Hatzikiriakos - Gikas, Panagiotis Gravalos, Paris Prekas, and Valias Semertidis.
Although the museum is small, it contains a lot of historical data. Visitors will enjoy the traditional winery complete with treading vats, barrels, wine press, linens and utensils. There is a garden with a seating area and a cavern that shows evidence of volcanic activity. The historical archive contains valuable manuscripts, costumes, embroidery, lithographs, marriage contracts, rare photographs, and other items. The front room of the museum is preserved the way the previous owner left it and is complete with furniture, decorations, and other items in use at that time.
The gallery also has an exhibit of traditional workshops for carpenters, barrel makers, shoemakers, and tinsmiths. In addition, the Agios Konstantinos Chapel contains artwork from popular artists, Nikos Hatzikiriakos - Gikas, Panagiotis Gravalos, Paris Prekas, and Valias Semertidis.
9) Firostefani Central Square
Firostefani Central Square in Santorini offers a quaint and charming spot in the picturesque neighborhood of Firostefani, just a short distance from the bustling town of Fira. Although it might not resemble a typical town square, this small area serves as a delightful gathering spot right next to the main road, making it an excellent stop for both locals and visitors.
This central square is surrounded by the quintessential white-washed buildings adorned with vibrant bougainvillea, reflecting the traditional Greek architectural style that Santorini is famous for. Its prime location on the edge of the caldera provides visitors with breathtaking panoramic views of the volcanic landscape and the deep blue Aegean Sea, making it a perfect vantage point for enjoying the island's natural beauty.
The area around Firostefani Central Square is brimming with a variety of eateries, including local cafés and restaurants that offer delicious local cuisine and a great selection of wines and other beverages. It's an ideal spot for those looking to grab a quick bite or enjoy a leisurely meal while soaking in the scenic views.
Tourists can also explore the narrow, cobbled streets lined with boutique shops, local tavernas, and charming cafes, adding to the square's laid-back ambiance. The square often hosts local events and festivals, providing a glimpse into the authentic culture of the island.
Firostefani Central Square's proximity to notable attractions, such as the Old Port of Fira and Skala, as well as cultural landmarks like the Agios Gerasimos Church and the Archaeological Museum of Thera, makes it a convenient and appealing destination for those seeking both relaxation and cultural exploration on the beautiful island of Santorini.
This central square is surrounded by the quintessential white-washed buildings adorned with vibrant bougainvillea, reflecting the traditional Greek architectural style that Santorini is famous for. Its prime location on the edge of the caldera provides visitors with breathtaking panoramic views of the volcanic landscape and the deep blue Aegean Sea, making it a perfect vantage point for enjoying the island's natural beauty.
The area around Firostefani Central Square is brimming with a variety of eateries, including local cafés and restaurants that offer delicious local cuisine and a great selection of wines and other beverages. It's an ideal spot for those looking to grab a quick bite or enjoy a leisurely meal while soaking in the scenic views.
Tourists can also explore the narrow, cobbled streets lined with boutique shops, local tavernas, and charming cafes, adding to the square's laid-back ambiance. The square often hosts local events and festivals, providing a glimpse into the authentic culture of the island.
Firostefani Central Square's proximity to notable attractions, such as the Old Port of Fira and Skala, as well as cultural landmarks like the Agios Gerasimos Church and the Archaeological Museum of Thera, makes it a convenient and appealing destination for those seeking both relaxation and cultural exploration on the beautiful island of Santorini.
10) Agios Nikolaos Monastery
Located in the stunning and blue waters of the Aegean Sea is the Agios Nikolaos Monastery. This female convent is located between the villages of Firostefani and Imerovogli in Santorini. It is dedicated to saints Agios Panteleimon, Agios Nikolaos, and Zoodochos Pigi, and was established by the Gizi family in 1651. Prior to its current use, it was a private family chapel.
The design of the nunnery reflects the clean and simple lines of Cycladic style, while the interior of the edifice features beautiful 17th century artwork and spectacular golden icons. Two museums, folklore and ecclesiastical, are also located on the property.
Each year on August 15th, locals come here to celebrate the religious festival the Feast of the Assumption of the Virgin Mary. After church services, locals and visitors celebrate the holiday with food, song, and dance. Visitors will enjoy viewing the handmade textiles that the nuns make, using hand looms.
The design of the nunnery reflects the clean and simple lines of Cycladic style, while the interior of the edifice features beautiful 17th century artwork and spectacular golden icons. Two museums, folklore and ecclesiastical, are also located on the property.
Each year on August 15th, locals come here to celebrate the religious festival the Feast of the Assumption of the Virgin Mary. After church services, locals and visitors celebrate the holiday with food, song, and dance. Visitors will enjoy viewing the handmade textiles that the nuns make, using hand looms.
11) Panagia Theoskepasti Chapel
One of Santorini's symbols, the Chapel of Panagia Theoskepasti, is located near the port of Andres, on Skaros Rock, a rocky peninsula that projects into the sea. It was fashioned by multiple volcanoes that changed the shape of the island from circular to crescent. In addition, many other islands were also formed from these volcanoes. The rock was also the site of a castle until an earthquake destroyed the building in the 19th century.
The white building with a blue dome housing the church is open during the day until 4pm, free for anyone to visit. Moreover, the village of Imerovigli has some of the best views of Santorini because of its high vantage point. Visitors can reach the church via the nearby walking trail that begins at Imerovigli and runs through the cape that connects Skaros to the village. The trail ends at the Chapel of Theoskepasti. There is also a stunning underwater caldera that is worth the wait. Once you have visited the church, make sure to see the Hidden Room. The cave sits to the right of the trail and is one of the few elements that remain from the original castle structure.
Tip:
Weekend morning chanting begins at 7am and is broadcasted via loudspeakers to the entire district for hours.
The white building with a blue dome housing the church is open during the day until 4pm, free for anyone to visit. Moreover, the village of Imerovigli has some of the best views of Santorini because of its high vantage point. Visitors can reach the church via the nearby walking trail that begins at Imerovigli and runs through the cape that connects Skaros to the village. The trail ends at the Chapel of Theoskepasti. There is also a stunning underwater caldera that is worth the wait. Once you have visited the church, make sure to see the Hidden Room. The cave sits to the right of the trail and is one of the few elements that remain from the original castle structure.
Tip:
Weekend morning chanting begins at 7am and is broadcasted via loudspeakers to the entire district for hours.
12) Church of Panagia Malteza
The Church of Panagia Malteza was originally built in the 19th century. Theodoros Borlis, a ship's captain, found an icon of the Virgin Mary floating in the sea near Malta. He brought the icon back to Santorini and built a church to honor the icon of Panagia Malteza.
The Church of Panagia Malteza features a beautifully carved screen that depicts scenes from the Old Testament. The church's bell tower has four bells. The Church of Panagia Malteza has a celebration festival every year on November 21st.
The church is built on the cliff's edge and provides a beautiful view. It is open to the public, and visitors are welcome to enjoy the beautiful and serene setting. The Church of Panagia Malteza is a popular location for weddings.
Paths from the church lead visitors to the imposing Skaros Rock, the Caldera walkway, and the Chapel of Panagia Theoskepasti.
The Church of Panagia Malteza features a beautifully carved screen that depicts scenes from the Old Testament. The church's bell tower has four bells. The Church of Panagia Malteza has a celebration festival every year on November 21st.
The church is built on the cliff's edge and provides a beautiful view. It is open to the public, and visitors are welcome to enjoy the beautiful and serene setting. The Church of Panagia Malteza is a popular location for weddings.
Paths from the church lead visitors to the imposing Skaros Rock, the Caldera walkway, and the Chapel of Panagia Theoskepasti.
13) Armeni Port of Oia
Armeni Port, nestled below the picturesque village of Oia on the northwest side of Santorini, is a quaint and historic harbor offering stunning views of the caldera, the volcanic islands, and the nearby island of Therasia. Believed to be the oldest port in this region of the island, Armeni once thrived as the main harbor of Oia, supporting wine trade and fishing activities. Large ships would anchor offshore, with sailors using small boats, known as "Lantzes," to reach the port.
Accessing Armeni can be somewhat challenging, particularly in the summer months. Visitors have three main options: a boat ride from Ammoudi Bay, a walk down 291 steep steps, or a mule ride to navigate the descent from Oia. Despite the effort required to reach Armeni, the serene environment is well worth the journey.
Today, Armeni is a peaceful retreat featuring a few whitewashed houses, a traditional tavern, and a concrete pier where small yachts and boats can moor. The harbor, although no longer bustling with trade, provides an idyllic setting for relaxation. The Tavern by the Sea offers savory local dishes, enhancing the experience with its serene ambiance and spectacular views.
The small beach at Armeni is ideal for swimming and wall diving, boasting deep, crystalline waters and volcanic pebbles. Though unorganized and lacking facilities, its unspoiled nature adds to the charm and natural beauty of the landscape. A diving center is also available for those interested in exploring the underwater scenery. As swimmers enjoy the clear waters, they are treated to awe-inspiring views of the caldera cliffs and the captivating settlement of Oia above, creating a thrilling and overwhelming experience.
Accessing Armeni can be somewhat challenging, particularly in the summer months. Visitors have three main options: a boat ride from Ammoudi Bay, a walk down 291 steep steps, or a mule ride to navigate the descent from Oia. Despite the effort required to reach Armeni, the serene environment is well worth the journey.
Today, Armeni is a peaceful retreat featuring a few whitewashed houses, a traditional tavern, and a concrete pier where small yachts and boats can moor. The harbor, although no longer bustling with trade, provides an idyllic setting for relaxation. The Tavern by the Sea offers savory local dishes, enhancing the experience with its serene ambiance and spectacular views.
The small beach at Armeni is ideal for swimming and wall diving, boasting deep, crystalline waters and volcanic pebbles. Though unorganized and lacking facilities, its unspoiled nature adds to the charm and natural beauty of the landscape. A diving center is also available for those interested in exploring the underwater scenery. As swimmers enjoy the clear waters, they are treated to awe-inspiring views of the caldera cliffs and the captivating settlement of Oia above, creating a thrilling and overwhelming experience.
14) Church of Panagia Platsani
The Church of Panagia Platsani is closely tied to the history of the former castle settlement. The original church stood within the walls of Oia Castle, but after the devastating earthquake of 1956, it was relocated. Architecturally, it follows the Cycladic style, with whitewashed walls, a blue dome, arched openings, and a prominent bell tower.
According to local tradition, the church’s origins are linked to the discovery of a miraculous icon of the Virgin Mary, found floating in the sea by a fisherman. When the icon was brought to a safe place, it was said to have mysteriously returned overnight to the castle area. This was repeated several times, and the townspeople interpreted it as a sign that the Virgin wished her place of worship to stand there. As a result, a church was built at that location, overlooking the sea, symbolically watching over sailors and vessels passing below.
As you enter from the main square, a large, prominent golden mosaic icon of the Virgin Mary is located directly above the main door. Inside, visitors will find the revered icon of Panagia, along with votive offerings left by sailors and families, reflecting Oia’s long maritime tradition. As you stand in the nave facing the iconostasis, the icon of the Virgin Mary is positioned to the right of the Royal Doors, opposite the icon of Christ. Look closely at the silver ex-votos shaped like ships, the hanging lamps, and the framed inscriptions expressing gratitude for safe journeys.
Step outside into the small square in front of the church, which serves as a central gathering point in Oia. Set into the pavement of the square is a circular marble mosaic, added during post-1956 reconstruction, depicting Santorini and its caldera, including the volcanic islets at the centre. Facing the church, the view opens toward the sea, reinforcing the long-held belief that the Virgin watches over passing vessels and those who travel by water.
According to local tradition, the church’s origins are linked to the discovery of a miraculous icon of the Virgin Mary, found floating in the sea by a fisherman. When the icon was brought to a safe place, it was said to have mysteriously returned overnight to the castle area. This was repeated several times, and the townspeople interpreted it as a sign that the Virgin wished her place of worship to stand there. As a result, a church was built at that location, overlooking the sea, symbolically watching over sailors and vessels passing below.
As you enter from the main square, a large, prominent golden mosaic icon of the Virgin Mary is located directly above the main door. Inside, visitors will find the revered icon of Panagia, along with votive offerings left by sailors and families, reflecting Oia’s long maritime tradition. As you stand in the nave facing the iconostasis, the icon of the Virgin Mary is positioned to the right of the Royal Doors, opposite the icon of Christ. Look closely at the silver ex-votos shaped like ships, the hanging lamps, and the framed inscriptions expressing gratitude for safe journeys.
Step outside into the small square in front of the church, which serves as a central gathering point in Oia. Set into the pavement of the square is a circular marble mosaic, added during post-1956 reconstruction, depicting Santorini and its caldera, including the volcanic islets at the centre. Facing the church, the view opens toward the sea, reinforcing the long-held belief that the Virgin watches over passing vessels and those who travel by water.
15) Windmill of Oia
The windmills of Oia were originally part of the island’s agricultural infrastructure, built to harness the strong winds for grinding grain. In this western section of the village, often referred to as “Two Mill Oia”, two historic windmills stand side by side, both of which have been restored and adapted for private accommodation. Their distinctive silhouettes and exposed position along the caldera rim have made them closely associated with sunset viewing, although interior access is limited to guests when occupied.
Inside, the former industrial spaces have been reconfigured for residential use, with rooms arranged vertically and linked by narrow stone staircases that follow the original cylindrical form of the mills. While the interiors remain private, the large exterior terraces are a defining feature. These elevated decks provide a secluded vantage point for watching the sunset.
Santorini’s persistent winds once supported the widespread use of windmills across the island. Around 60 to 70 windmills are known to have operated historically, primarily for grinding grain into flour. The earliest examples date to the late medieval period, with most surviving structures built between the 17th and 19th centuries. Often connected to local bakeries, these windmills played a central role in everyday food production before industrial milling gradually rendered them obsolete.
Inside, the former industrial spaces have been reconfigured for residential use, with rooms arranged vertically and linked by narrow stone staircases that follow the original cylindrical form of the mills. While the interiors remain private, the large exterior terraces are a defining feature. These elevated decks provide a secluded vantage point for watching the sunset.
Santorini’s persistent winds once supported the widespread use of windmills across the island. Around 60 to 70 windmills are known to have operated historically, primarily for grinding grain into flour. The earliest examples date to the late medieval period, with most surviving structures built between the 17th and 19th centuries. Often connected to local bakeries, these windmills played a central role in everyday food production before industrial milling gradually rendered them obsolete.
16) Oia Castle (must see)
Oia Castle, often identified as the Castle of Saint Nicholas, is a late-15th-century fortified site and one of the best-known historical landmarks in Oia today. Its ruins remain a major gathering point, especially in the evening, because the exposed cliffside position offers wide caldera views.
The castle was developed during the period of Venetian domination as part of Santorini’s network of fortified settlements, created to guard against pirate raids in the Aegean. Raids could involve theft and the taking of captives, which helps explain why local settlement patterns favored compact building and rapid retreat to defensible points. Some accounts also describe residents hiding valuables in pits beneath buildings within the fortified area; this is often repeated in local narratives about the site.
Within the castle complex, there were residences associated with the Venetian rulers, and the high position functioned as a lookout over sea routes. The stronghold is often said to have been taken by Ottoman forces in 1577, while wider histories place the Ottoman conquest of Santorini within the broader annexation of the Cyclades in 1579, so it’s best understood as a late-16th-century transition from Venetian to Ottoman control.
The site was severely damaged in the 1956 earthquake, when large sections of the fortifications and parts of the surrounding settlement collapsed down the cliffs. What remains today are fragments of walls and the base of defensive elements, but the viewpoint is still exceptional. From the ruins, visitors can clearly see the volcanic islets of Nea Kameni and Palea Kameni in the center of the caldera, as well as the nearby island of Thirasia to the northwest.
The castle was developed during the period of Venetian domination as part of Santorini’s network of fortified settlements, created to guard against pirate raids in the Aegean. Raids could involve theft and the taking of captives, which helps explain why local settlement patterns favored compact building and rapid retreat to defensible points. Some accounts also describe residents hiding valuables in pits beneath buildings within the fortified area; this is often repeated in local narratives about the site.
Within the castle complex, there were residences associated with the Venetian rulers, and the high position functioned as a lookout over sea routes. The stronghold is often said to have been taken by Ottoman forces in 1577, while wider histories place the Ottoman conquest of Santorini within the broader annexation of the Cyclades in 1579, so it’s best understood as a late-16th-century transition from Venetian to Ottoman control.
The site was severely damaged in the 1956 earthquake, when large sections of the fortifications and parts of the surrounding settlement collapsed down the cliffs. What remains today are fragments of walls and the base of defensive elements, but the viewpoint is still exceptional. From the ruins, visitors can clearly see the volcanic islets of Nea Kameni and Palea Kameni in the center of the caldera, as well as the nearby island of Thirasia to the northwest.
















