Top Cyclades Islands Hiking Tours

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.

Prepare for an experience that goes far beyond a typical walking tour. The Fira-Oia hike stands as a pinnacle of Santorini exploration, inviting you to traverse the picturesque caldera cliff and wander through the enchanting villages of Fira, Firostefani, Imerovigli, and Oia. In the footsteps of ancient merchants, farmers, and sailors, this journey unveils the rich history and captivating beauty of the island. Capture breathtaking vistas of the caldera along the way, ensuring that each photo becomes a cherished memory of this landscape.

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.

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.

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.

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.

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.

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.

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.

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!

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.

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.

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.

Explore historic Santorini on this guided walking tour. After a convenient hotel pickup, visit the scenic village of Pyrgos, marvel at the ancient ruins of Kasteli Castle, discover the hidden hamlet of Potamos, and capture memorable photos of the picturesque homes and Venetian castle of Emporio. Stop for a delicious Greek coffee and yogurt with fruit and honey included in the tour price.

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.

Uncover Santorini's vibrant history and culture on a full-day tour that takes you beyond the typical tourist hot spots. Wander through the ancient Minoan ruins at Akrotiri (entrance fee not included), then explore the charming village of Emporeio. Take in panoramic views during a scenic drive to Profitis Ilias, and sip on local flavors at one of Europe's oldest vineyards. End the day unwinding at the iconic Perissa Black Sand Beach—a perfect blend of history, culture, and relaxation.

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.

Explore the best of Santorini’s landmarks and highlights, all in just half a day—and don't worry about finding your own way around the island—on this private tour. After convenient pickup directly at your accommodation, travel by air-conditioned vehicle with your personal driver-guide. Visit the picturesque village of Oia, Firostefani's iconic Blue Dome Church, the medieval settlement of Pyrgos, the Perissa Black Sand Beach, and more.

Earn panoramic views of the Dodecanese Islands on a full-day hiking trip to Akramitis Mountain. With a hiking guide to lead the way, you’ll walk from the rural village of Monolithos through cypress groves and alpine meadows to Akramitis' rocky summit. Provided, round-trip transport from a wide range of locations makes it easy to escape busier tourist sites in Rhodes for an active day in the mountains.

Explore the ancient wonders of Syros on a captivating hike to Halandriani and Kastri. Set against a stunning coastal backdrop, this three-hour trek unveils the remnants of an Early Cycladic community and the impressive fortified acropolis of Kastri. As you wander through thyme-scented trails and past dry stone walls, feel the rich history of the 3rd millennium BC come alive. The adventure culminates at a serene cove, perfect for a refreshing swim and a moment of reflection by the sea.