Top Cyclades Islands Hiking Tours

Savor Santorini’s scenery on this half-day island tour, with a guide to explain exactly what you’re seeing. Visit the cliffside villages of Oia and Imerovigli; see the blue-domed church that graces most Santorini postcards; climb Santorini’s highest mountain for panoramic views (and a historic monastery); and explore caves in Megalochori plus one of the island’s volcanic black sand beaches.

Discover this spectacular Aegean island on a small-group morning or afternoon tour with a local guide. With our small group itinerary set up to suit your interests, go to the village of the Oia cliff to admire its castle, cave-like houses, and spectacular views of the Caldera. Visit Imerovigli with the best stunning view of the Caldera. After visiting the monastery of the prophet Elijah, try the handmade products of the monks and explore Megalochori, a picturesque traditional village. At the same time, your guide shares his tips and facts about the history and Geology of Santorini. Complete your tour at the end with optional food (at your own expense) at the traditional family taverna in Santorini. - A personalized option for first-time visitors. - Visit beaches, tiny villages, and blue-dome churches and try to feel local for a few hours. - Snap photos of the stunning tiered bell towers as you stroll the winding paths. - Learn Santorini's history and get insider tips from our guide.

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.

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.

Put together your perfect experience in Santorini on this customizable private tour. Tell your guide what you’d like to see or do, so they can plan your adventure beforehand, whether it’s around beaches, villages, or historical sites. Choose a morning or afternoon departure to suit you and enjoy local delights: An olive oil tasting is included, but any entrance fees are at your own expense.

With this full day tour, you won’t need a crystal ball (or a guidebook) to find Santorini’s historical and cultural highlights. Skip the crowded tour buses and strangers getting in your postcard-perfect photos; explore the island in a small group, getting around in an air-conditioned minivan. Visit remarkable Venetian castles in Emporio and Akrotiri, marvel at the ocean views from Firostefani and Skaros Rock, and watch the sunset over the picturesque village of Oia.

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.

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.

See an idyllic Oia sunset from the Kastro  — the Venetian castle ruins atop Santorini. Take a break from Santorini’s beaches as a professional guide whisks you away for the day. You'll discover the archaeological site at Akrotiri (admission at own expense) and learn the significance of these Minoan excavations as you stroll along its main street. Then enjoy free time to explore Santorini’s beautiful village Emporeio, before watching the sun descend over the Mediterranean Sea.

Discover the best of Santorini on a private 4-hour tour with an informative driver. Settle into an air-conditioned vehicle and witness everything from the island’s whitewashed villages to its spectacular coastline, with a flexible itinerary tailored for you. Depending on your preferences, admire the sparkling caldera from the cliff-perched village of Oia; visit the mountaintop Prophet Ilias Monastery; explore the former capital of Pyrgos, and stop at a traditional winery to learn about Santorini’s wines. Choose a morning or afternoon departure with included hotel or port pickup and drop-off.

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 the Aegean Sea and the small neighboring Cyclades Islands during the return trip. During the trip indulge in a buffet-style BBQ meal and sip drinks from the open bar on board.

Santorini wears its rich history on its sleeve, with medieval buildings, Ottoman villages, and weathered ruins all over the island. Rather than dealing with the hassle of organizing your own transport, you can discover the island’s history and its vibrant modern culture on this tour around four of its southernmost villages. Visit the villages of Pyrgos, Megalochori, and Emporio and Akrotiri excavations to see what life was like in the pre-historic town.

Dip into ancient ruins and volcanic wines on this variety-packed tour of Santorini. With an expert guide, venture to the Akrotiri Santorini archaeological site to explore the semi-crumbled buildings and relics buried here by volcanic ash 3,600 years ago. Then, visit traditional wineries and taste several varietals, all defined by the island’s mineral-rich soils. This private tour is limited to 15 travelers to ensure personalized experience.

Get where you need to go in Santorini without worrying about renting a car when you book this private transfer. This service provides safe and swift transfers between Santorini (Thira) International Airport (JTR) or the cruise port and your accommodation, which can be located anywhere on the island. Travel in spacious, air-conditioned comfort with an English-speaking driver.

See Santorini’s clifftop villages all aglow on the island’s only guided night hike. After watching a panoramic sunset from the mountaintop Prophet Elias Monastery, 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.

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.

Get under the skin of Santorini on a private day trip, and experience its prettiest places and historical must-sees. As your guide chauffeurs you by comfortable, air-conditioned minivan, learn about the island’s history and culture, and explore the Minoan-era ruins at Akrotiri, the old capital of Pyrgos and Red Beach. Enjoy an optional lunch (own expense), check out the mountaintop Prophet Ilias monastery, and visit a winery to taste delicious Santorinian wines. Conclude at the cliffside village of Oia to enjoy its jaw-dropping views over the caldera.

Pair Santorini's natural beauty with authentic Greek cuisine on this combo hike and cooking lesson. Get fantastic views of the volcanic caldera on a trek through the vineyards and old villas of the south island, finishing at a secluded beach. Help prepare typical dishes under the guidance of a family chef, and sit down to enjoy your homemade creations in this scenic spot. Get back to nature again with time for swimming and sunbathing after the meal.

Whether you arrive in Santorini at the airport, the Port of Santorini (Athinios Port), or by cable car from Santorini Old Harbor in Fira, it’s easy to get overwhelmed trying to negotiate a local taxi. Skip the stress and avoid handling cash by prebooking online and paying with a card in your home currency. Opt for a shared transfer or upgrade for the speed and ease of a private transfer.

Greece has a rich tradition of winemaking, stretching back thousands of years. On this small-group excursion, visit several of Santorini’s wineries, which use the volcanic soil to grow their grapes, to discover the unique flavor profiles of the island. Learn about the winemaking process at each estate and enjoy guided tastings paired with various snacks.

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!

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.