Top Cyclades Islands Hiking Tours

During your tour you will be visiting the below landmarks of Syros: Tarsanas Wooden Shipyard Karnagio (Ship Repair Yard) Neorion Shipyard Market Town Hall Apollo Theater Cyclades Labor Center Church of Saint Nicholas Vaporia Pier A journey through history, culture, and the authentic beauty of Ermoupoli—an experience not to be missed! Ideal tour for adventure seekers, families with children and eveyone who is qurius about Syros island.

Walking from Fira to Oia is one of Santorini’s top experiences. Hike along the rim of a caldera, explore the towns of Oia, Imerovigli, Firostefani, and Fira, and enjoy some of the most beautiful views of the islands. Take in breathtaking views while you walk along the rim of the volcanic caldera. Hike on a trail that offers every hiker lifelong memories of natural beauty. One of the best hikes in the world.

Are you a nature enthusiast with a love for history and exploration? Bike 'n Hike! Experience the breathtaking beauty of the Naxian countryside like never before with a certified guide! Our van will either pick you up and take you to our e-mountain bike station, or your guide will bring the bikes directly to your hotel to begin the adventure right from your doorstep. From there, your guide will tailor the route to suit your fitness level and the location of your accommodation. Explore serene rural landscapes, traverse scenic trails through lush valleys, and uncover historical treasures tucked away in the island's picturesque villages. Whether you’re pedaling along dirt paths, wandering cobblestone streets, or hiking to hidden chapels and ancient sites, each route is designed to showcase the unique charm and beauty of Naxos. End your journey with a rewarding ride back, taking in spectacular views that will leave you in awe of this incredible island.

Take a break from the beach crowds and discover corners of Mykonos that most tourists never see with this scenic hike. Set off with your hiking guide along a circular 4-mile (6.2-km) route that follows an old donkey trail through the countryside and along the coast. Take in sweeping views, stop to swim at Merchia beach, and learn about the island’s history and landscape from your guide.

Take the slow and scenic route from Santorini’s capital, Fira, to the photogenic clifftop town of Oia on a guided hike. Follow an old mule trail, learning about the island’s long history and stopping for panoramic views of the caldera along the way. A rustic picnic of local goods at an old church helps you recharge en route to the whitewashed homes and stunning vantage point of Oia, where you can stroll through town before a waiting driver returns you to your hotel.

Explore Mykonos on foot during this guided hiking tour. Choose from the ambitious 6-mile (10-km) option, suitable for advanced hikers, or the more manageable 3-mile (5-km) walk. Each option can be upgraded with a traditional Greek lunch at the Mykonian Spiti. Hotel pickup and drop-off included.

Embark on a journey through Ios and experience its authentic charm with this private trekking tour. Explore the island's most scenic hiking paths, customized to suit your interests for a truly personalized adventure. Along the way, delve into local history, visit charming small churches, and uncover hidden treasures away from the well-trodden tourist paths. This tour offers a unique and intimate insight into the true spirit of Ios.

See the incredible natural oasis as you trek through the river on this small group tour. Cross the Achla bridge and make your way hiking through the river, among an abundance of trees and picturesque river streamlets. Finally, find yourself at Gerolimni Waterfall, with a chance to soak up the scenery and go for a swim.

Start your day with a convenient transfer service from your hotel. Your hike starts at Kinidaros, a scenic village nestled amid marble quarries. As you hike all the way down to the river, the views of the nearby mountains as they blend with the deep blue of the Aegean are breathtaking! As soon as you reach the riverbanks, the landscape changes completely. The air is cooler, shady spots abound, and vegetation is rioting next to abandoned watermills, lagoons, and small waterfalls, while crabs and water turtles make their way at the water’s edge next to oleander bushes and plane trees. The trail ends in Eggares, an old, quiet farming village, where you’ll have the chance to visit one of Naxos’s oldest remaining olive mills, dating back to at least the late 1800s when it pressed locally-grown olives for the village community. At Eggares, we’ll share a great, leisurely meal at one of the village’s best traditional tavernas. Then our transport will take you back to your accommodations!

Don't just visit Santorini—experience it like a local! This is not just a walk; it is a journey through the beating heart of the island’s dramatic volcanic landscape. While most tourists only see Oia at sunset crowded with thousands of people, you will experience the Caldera edge in a unique, active, and intimate way. With a passionate local guide by your side, you will discover hidden pathways, secret photo spots that big tour buses can never reach, and hear fascinating stories about the volcano that shaped this location. We keep your groups small to ensure a friendly, personalized, and fun atmosphere. From the moment we meet at the stunning Cathedral of Fira to the final spectacular views in Oia, you will feel safe, energized, and fully immersed in the real essence of Greece. Plus, we've got you covered with a local energy snack, cold water, and great company. Put on your sneakers and join us for the highlight of your Santorini vacation!

Skip searching around for the best Paros beaches on your Greek island vacation; head out with a local guide instead, and hike to the shores that are loved for their clear waters and soft sands. The easy route from Parikia is suited to all, and takes in stops at a local bakery and at viewpoints for vistas that sweep over Paros' heart-shaped bay.

This equestrian journey starts at the stables, 15 minutes prior to the departure. Get to know your horse and fellow riders, as well as your expert guide, and then set out on an enchanting horseback ride along Santorini's majestic Caldera Beach. Sauntering along the dramatic backdrop of Caldera's towering cliffs before setting off on an odyssey through the volcanic terrains that define this breathtaking island. After that you'll head to the equally stunning Eros Beach, a gem of the southern coastline. Feel the allure of the black sands of Eros Beach as you and your steed meander along the shoreline, with waves gently breaking against the shore. Admire the Aegean as you and your horse traverse volcanic vistas and coastal splendors, all under the guidance of a skilled leader. This activity culminates back at the starting point, leaving you full of memories of the wild beauty of Santorini.

Take a cruise out to the caldera of Santorini aboard a catamaran and spend some time checking out the island's colorful beaches with this tour. You'll have time to swim at Red Beach and soak in the hot springs at the caldera of Santorini, with time left over for swimming and an included lunch or dinner at Mesa Pigadia Beach.

Cruise around Santorini on this half-day catamaran tour departing from Vlihada Marina. Observe famed sights such as the Venetian Lighthouse, the Indian Rocks, the Red Beach, and the White Beach as you glide atop clear blue water. Enjoy a swimming and snorkeling excursion, then take in panoramic views of Thirasia Island and, if you've chosen an evening tour, sail past Oia during sunset—a must-do for any Santorini trip.

Maximize time on Milos Island with a private sightseeing tour in an air-conditioned vehicle. Get picked up at your hotel or the address of your choice and set out on a half-day excursion to see top landmarks including Sarakiniko Beach and the picturesque fishing village of Mandrakia. Skip the hassle of driving or navigating and explore Firopotamos Beach and the colorful village of Klima at your own pace.

Get views of Santorini from aboard a catamaran during this boat excursion. Sip unlimited beer, wine, and soft drinks while taking in glimpses of the island's beaches and volcanic landscape. Make stops at the White Beach, soak in some local hot springs, go snorkeling, and watch the sun dip below the horizon in Oia. Barbecue meal and hotel pickup and drop-off included.

Take part in a private initiation into the secrets of extra virgin olive oil through the process of tasting &get in touch with a rare local liqueur. Visit an organic anhydrous farm surrounded by the aura of a traditional Santorinian cave&immerse yourself in the magical world of olive oil tasting.Learn the basic techniques by discovering how to recognize the unique characteristics of extra virgin olive oil. Develop the ability to perceive with the sensory organs of smell&taste the advantages & potential disadvantages under the guidance of an experienced agronomist trained in Greece&Europe.Seize the opportunity to taste our infused organic extra virgin olive oil by native herbs such as wild thyme&caper.A sensory experience that captures the essence of the local terroir,combining tradition,aroma and flavor in every drop.Wander around as a exclusive guest with the only recorded black raisin organic vineyard in the island&taste the rare liqueur bottled in afew numbered glass flask per year.

During your activity, you will get the oportunity to visit and learn the story of: Cave and Chapel of Agios Stefanos Secret beach for swimming in crystal waters Hill and chapel of Agia Pakou With a total duration of around 4 hours and a distance of 5 kilometers, this hike is the perfect choice for those wishing to discover the natural beauty and history of Syros on a uniquely scenic walking route. We look forward to sharing this unforgettable experience with you!

See Santorini’s clifftop villages all aglow on the island’s only guided night hike. After watching a panoramic sunset from the Three Bells of Fira, hike the famous Fira–Oia trail by torchlight, enjoying this popular and scenic path without any of the daytime crowds. Reward your efforts with traditional Greek dishes and wine tasting at a tavern when you reach Fira.

Begin your journey in Imerovigli, known as the “balcony of Santorini,” with its charming alleys, traditional whitewashed houses, and iconic churches. As you follow the trail, enjoy panoramic views of the Aegean Sea, the dramatic volcanic cliffs, and sparkling waters below. Pass through Firostefani, a picturesque village famous for its blue-domed churches, narrow streets, and stunning viewpoints, offering perfect photo opportunities. Continue down towards Fira, the island’s vibrant capital, passing small chapels, hidden corners, and scenic overlooks along the caldera. Listen as your guide shares stories about Santorini’s volcanic history, local culture, and architecture, making this more than just a walk but a cultural experience.

Throughout the journey, you will hike along the wine roads of the Megalochori traditional village area, admire breathtaking views over the volcano and the clear sea below—especially from the famous Heart of Santorini viewpoint—and walk the historic wine trails through renowned vineyards while learning about local estates. The experience includes a visit to an estate winery for a guided tasting of four distinctive volcanic wines, paired with Cycladic cheeses and seasonal local bites. You will also enjoy a relaxing break in Megalochori Village for coffee, a traditional sweet, and conversation, followed by a cultural stroll through its charming narrow streets, admiring the picturesque architecture of houses, shops, and churches. The day concludes with a memorable sunset viewed from a hilltop, offering sweeping panoramic vistas.

Discover Santorini’s iconic beauty on a private hiking tour tailored just for you. Unlike semi-private options, enjoy the freedom of setting your own pace without crowded buses or shared schedules. After finishing in Oia, relax with a private transfer back to Fira—a seamless way to conclude your journey. Along the trail, explore highlights like Firostefani, Imerovigli, and stunning caldera views. Capture unforgettable photos, learn about the island's history and volcanic origins, and savor a refreshing snack at Prophet Elias Church. This exclusive experience blends breathtaking scenery, cultural insight, and personalized comfort for a truly unforgettable Santorini adventure. Perfect for those who want more than just a hike—immerse yourself in the essence of the island, free from the crowds!

Embark on a walking tour along Santorini's volcanic caldera, tracing the footsteps of ancient inhabitants, when you book this private excursion. Walk on the edge of the legendary super volcano which is thought to be the source of the Atlantis myth. Enjoy stunning views and explore intriguing landmarks as you make your way from Fira to Oia.