Santorini’s Villages, Wine Roads and Hidden Gems -The Grand Hike

Santorini , Greece

Santorini’s Villages, Wine Roads and Hidden Gems -The Grand Hike

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About this experience

Throughout this hiking adventure, you will escape the crowds, discover hidden corners, and admire Santorini’s volcanic landscape.

The journey begins with a hike from Pyrgos Village to Megalochori, with an optional stroll through Pyrgos’ medieval alleys, a visit to the Kastelli ruins, and panoramic island views.

In Megalochori Village, enjoy a break for coffee, water, and a traditional sweet, or—if preferred—a glass of wine at Arvanitis Winery, next to the Family Bakery. Free time is also offered to wander the village paths, browse local shops, and take photographs of its Cycladic architecture.

The trail continues along the caldera rim, following historic wine paths and offering views from the “heart” of Santorini. You will then cross volcanic dunes toward Eros Beach, with time for a swim if weather permits.

The experience ends at Vlychada Bay with lunch by the sea at a traditional Greek taverna. Finally, you will coordinate your return by transportation with your experience host.

Available options

Santorini’s Villages, Wine Roads and Hidden Gems -The Grand Hike

What's included

Taxes

English/French/Greek Speaking Expert Guide

Liability Insurance

Detailed itinerary

Stop 1

Guided Tour - This picturesque hillside village is set on a volcanic crater at the highest point on Santorini, offering panoramic views over the island. With whitewashed Cycladic architecture, Byzantine churches, and small winding cobblestone lanes, Pyrgos (Pyrgos Kallistis offers the historic charm of the Greek islands without the tourist crowds.

Guided visit - The castle of Pyrgos, or as locals call it, the Kastelli, was damaged by the earthquake of 1956, but its ruins still stand. We will stop to snap photos and explore the frescoed churches and ancient ruins of Kasteli - Castle.

We will descend the Hiking Trail that connects Pyrgos - Megalochori. Megalochori is one of the most picturesque villages on the island. Its existence is recorded back to the 17th century. Home to historical mansions, old traditional houses, pirate hideaways and wine canavas, it has a history of merchants and wealthy land barons exporting Vinsanto wine that the island still produces.

It is a heart-shaped hole in a rock, through which you can see the Aegean Sea, the sky, and the volcano.

It is located in Megalochori village, near the charming little chapel of Agios Nikolaos. The spot offers some wonderful views, especially if you are looking for a less crowded place to watch the sunset and capture some Instagram-worthy pictures with your partner at one of the most romantic locations in Santorini!

We continue our hiking following the Megalochori wine roads to Eros Beach. Eros is a wonderful, secluded beach with black sand and sapphire blue sea, on the south part of Santorini. It lies on the coastal area of Vlychada and is actually a continuation of the long Vlychada Beach. The landscape is dominated by the hard white volcanic rock of Santorini in formations reminiscent of a lunar landscape, ending at steep vertical slopes just before the sea. We spend 1 hour for a swim and a drink at the beach bar.

Vlychada is an easily accessible beach by car or bus, located on the south coast of Santorini, 13 kilometers from Fira. It stands out for the overwhelming carved cliffs that resemble a sculptor's work but is, in fact, a natural process owed to the volcano, the wind and the sea. We will dine and wine at a traditional taverna, Kyra Rini.

What's not included

Personal Expenses

Gratuities

Private transportation

Meals

Bottled water

Coffee and/or Tea

Available languages

Guide guide

EN FR

Important information

Service animals allowed

Public transportation options are available nearby

Not recommended for travelers with spinal injuries

Not recommended for pregnant travelers

Not recommended for travelers with poor cardiovascular health

Travelers should have a high level of physical fitness

Not Suitable for People with mobility impairments

Not Suitable for Children under 12 years

Meeting point

We meet outside (or inside at the garden) at the Mythos Grill House, Pyrgos Kallistis Village 15 minutes before the adventure.

About Santorini

Santorini is a breathtaking island in the Cyclades known for its stunning sunsets, whitewashed buildings, and dramatic cliffs. This volcanic island offers a unique blend of natural beauty, rich history, and luxurious experiences, making it one of the most sought-after destinations in Greece.

Top Attractions

Oia

A picturesque village known for its whitewashed buildings, blue domes, and stunning sunsets. Oia is a must-visit for its charm and breathtaking views.

Historical/Scenic 2-3 hours Free to explore

Fira

The capital of Santorini, Fira offers a mix of history, shopping, and stunning views of the caldera. It's a vibrant town with a rich cultural heritage.

Historical/Shopping Half-day Free to explore

Akrotiri

A well-preserved ancient settlement that offers a glimpse into the Minoan civilization. The site is often referred to as the 'Minoan Pompeii'.

Historical/Archaeological 1-2 hours €12

Red Beach

A unique beach known for its striking red cliffs and volcanic sand. The beach is a popular spot for swimming and snorkeling.

Beach/Nature Half-day Free

Santorini Caldera Boat Tour

A boat tour around the caldera offers stunning views of the volcanic landscape and the opportunity to swim in hot springs.

Adventure/Tour 4-5 hours €40-€80

Must-Try Local Dishes

Fava

A creamy dip made from yellow split peas, often served with olive oil and onions.

Appetizer Vegetarian, Vegan

Tomato Keftedes

Fried tomato fritters made with Santorini's famous cherry tomatoes.

Appetizer Vegetarian

Grilled Octopus

Tender octopus grilled to perfection, often served with a drizzle of olive oil and lemon.

Main Course Contains seafood

White Eggplant

A local delicacy made from the island's unique white eggplants, often grilled or fried.

Main Course Vegetarian

Popular Activities

Hiking Scuba diving Boat tours ATV rentals Sunbathing Spa treatments Wine tasting Yoga

Best Time to Visit

June to August

This is the busiest time with the best weather for beach activities and sightseeing. The island is vibrant with festivals and events.

25°C to 35°C 77°F to 95°F

Practical Information

Language

Official: Greek
Widely spoken: English, German, French, Italian
English: Widely spoken in tourist areas

Currency

Euro (EUR)

Time Zone

GMT+2 (EET - Eastern European Time)

Electricity

230VV, 50HzHz

Safety Information

Overall Safety Rating: Generally safe

Santorini is generally safe for tourists, with low crime rates. However, petty theft and scams can occur in crowded areas.

Important Precautions:

• Use reputable tour operators
• Keep valuables secure
• Be cautious of strangers offering services or assistance

Getting there

By air

Santorini National Airport • 6 km from Fira

By bus

Fira Bus Station, Athinios Port

Getting around

Public transport

Buses are affordable and reliable, but schedules can be infrequent in off-peak seasons.

Taxis

Available • Apps: Taxibeat

Rentals

Car, Bike, Scooter

Neighborhoods

Fira Oia Pyrgos Kamari Imerovigli

Day trips

Nea Kameni

12 km from Fira • Half-day

A volcanic island in the heart of the caldera, offering a unique hiking experience and the chance to see active volcanic craters.

Thirassia

15 km from Fira • Full-day

A small, traditional island offering a glimpse into authentic Greek island life. Known for its charming villages and scenic views.

Anafi

20 km from Fira • Full-day

A small, tranquil island known for its beautiful beaches and relaxed atmosphere. Ideal for a peaceful day trip.

Festivals

Santorini International Music Festival • July Santorini Wine Festival • August Easter Celebrations • March or April (dates vary)

Pro tips

Visit Oia for the best sunset views, but arrive early to secure a good spot
Explore the island's lesser-known villages for an authentic experience
Try local wines, especially Assyrtiko, at one of the island's many wineries
Rent a car or ATV to explore the island at your own pace
Visit the Akrotiri Archaeological Site to learn about the island's ancient history