Top Cyclades Islands Outdoor Activities - page 4

Experience the Aegean in style on this sailing trip from Santorini aboard a luxury catamaran. Start by heading out to the volcanic area just off of Oia, with plenty of time to soak in the hot springs before moving on past the Venetian Lighthouse. Then stop at the White Beach to swim while the crew prepares a sumptuous barbecue of meats, seafood, salads, and local white wine. Set sail for Red Beach, where wrap up your experience with more swimming and cocktails.  The sunset sail follows the same itinerary in reverse.

Combine a visit to Santorini's caldera and hot springs with a trip out to the island of Thirasia with this cruise. You'll start at Nea Kameni, a volcanic island, where you'll have time to walk around the island and swim in its hot springs. You'll the cruise on to Thirasia, where you'll have enough time to have lunch and explore before sailing back to Santorini.

Succumb to Santorini’s charms on a private tour to see its highlights. Traveling by luxury, air-conditioned vehicle with a guide, learn about Santorini’s history and culture as you explore. Stop at Red Beach, view the Minoan ruins at Akrotiri independently, see Oia, visit the village of Megalochori, and more. An optional winery visit is also possible.

Explore Santorini’s most iconic landmarks in just half a day—and leave all the travel planning to someone else—on this private tour. Visit the island’s highest peak, the Red and Black beaches, small villages and family farms, the Akrotiri Lighthouse, and the famous village of Oia. With round-trip transit from your island hotel or port—plus the opportunity to stop for a seaside lunch (own expense)—this tour offers the ultimate flexibility.

Sip on Santorini wine and nibble on local bites during this small-group, half-day tour of the island and three of its wine estates. As you explore, learn about Santorini’s unique vine management techniques, discover local varieties such as assyrtiko, and taste at least 12 wines. Your tour includes a stop at a cliff-top winery, which offers spectacular views of the Aegean by day—and sunset if you’ve booked the sunset option.

Discover a new perspective on the beaches, bays, and islands around Santorini—and enjoy a more personal sightseeing experience—on this small-group, half-day catamaran cruise. Jump offboard to swim and snorkel at the Red and White Beaches; take a dip in the volcanic hot springs; and tuck into a delicious BBQ lunch on-board. Pick between morning and afternoon departure times hotel pickup and drop-off is also included for your convenience.

Visit three of Santorini's top wineries in one excursion—and enjoy a delicious introduction to the island's ancient winemaking traditions—on this small-group, half-day tasting tour. Led by a local wine expert, taste up to 12 different wines across all three wineries, including whites, dessert wines, and more. As you go, enjoy a meze platter featuring cheese, charcuterie, and other local bites—and even admire the sunset (if evening option selected).

Experience Delos without the stress of planning logistics on a day trip. Ride the ferry from Mykonos to Delos with a local guide who shares expert knowledge about the UNESCO World Heritage–listed island. Unveil the drama of Delos during this half-day walking tour through the excavated ruins of its main archaeological site. See the Terrace of the Lions, House of Dionysus, Archaeological Museum of Delos, and more as you learn about the sacred isle’s place in Ancient Greek history.

Santorini is famous for its whitewashed houses and beautiful sunset, but the island is also home to a number of historical landmarks. Embark on a bus tour of the Greek island and see traditional villages, the Akrotiri excavations, and a notable monastery. You also stop at the Red Beach and the black-sand Perissa Beach.

Instead of working up a sweat while you walk around the Santorini coastline, relax on your sightseeing adventure with this catamaran cruise. Set out onto the caldera in the mid-morning, sailing around local highlights like the Mesa Pigadia Beach and the island’s central volcano. Stop for swimming and snorkeling along the way, but don’t worry about the beaches getting crowded – on this small-group cruise, make the most of the sand and sea without other tourists on your catamaran getting in your way.

Discover Santorini’s highlights on a small-group tour with wine tasting options. Choose a classic half-day route or extend to a full-day adventure. Wander through Oia, admire panoramic views from Prophet Elias Monastery, and explore the historic village of Pyrgos. Upgrade your experience with wine tasting or Akrotiri’s ancient ruins. With seamless transport and a knowledgeable local guide, every stop feels personal and unforgettable.

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, discover the island’s history and vibrant culture on this tour around some of its most notable historical marvels. Visit the centuries-old villages of Pyrgos, Megalochori, and Emporio, and then discover the Akrotiri excavations for a glimpse at the island's ancient past.

Experience Santorini’s distinctive wines on this guided excursion that includes around eight samples. After a convenient hotel pickup, enjoy activities like learning about the island’s unique climate and volcanic soil, marveling at amazing views and delicious samples at Venetsanos Winery, exploring the beverage’s local history at Wine Museum Koutsogiannopoulos, and admiring a sunset at Sun Spirit Cocktail Bar. Upgrade to enjoy a private journey.

See the attractions of Santorini on a private sightseeing tour with a driver-guide who introduces you to the island's natural, cultural, and culinary delights. You can visit locations like hillside villages and volcanic beaches, or customize your itinerary to check out specific places that interest you. Any food, drinks, activities, and entrance fees are at your own expense.

Planning a route around Santorini’s highlights can be tricky when sights are scattered across the island. This guided tour from Fira connects the must-see stops in just one day. Explore the ancient ruins of Akrotiri Archaeological Site, enjoy a tasting at a local winery, and take in sweeping island views from Prophet Elias Monastery. The day ends in Oia, where you can watch the sun set and soak up the view.

Explore Santorini the way you wish on this private half- or full-day tour. Traveling by comfortable, air-conditioned vehicle, you can make the most of the custom itinerary and let your guide know what you want to see and do. Perhaps visit highlights such as the village of Oia, the Minoan ruins at Akrotiri, a traditional winery, or simply relax on a black sand beach.

Santorini wine and food — all in one half-day tour. After sampling local wine at two Santorini wineries, you’ll meet a local chef for a Greek cooking class. Prepare classics such as an authentic Greek salad and caramelized pork, and learn about Santorini’s cuisine as you cook. This small-group tour runs with just eight people for a personalized experience.

Escape the huge crowds on land and experience Santorini’s scenery without jostling for photos on a sunset dinner cruise. Sail around the caldera and the island’s shores during golden hour, which is the best time for photos. Along the way, bathe in the Nea Kamini hot springs; explore the beaches; and savor a 2-course Greek dinner while floating on the water as the sun sets.

Discover what makes Santorini one of the most beautiful islands in the world aboard this private catamaran cruise. Board your vessel and enjoy a relaxing journey to several of the island's top highlights. Swim and snorkel at the Red and White beaches as well as the hot springs of the caldera, sail past the Akrotiri lighthouse and the Santorini Volcano, and soak up the sun on board your spacious boat.

Sail along the Milos coastline and take in views of Klima’s colorful ‘Sirmata’ houses as well as the villages of Skinopi, Areti, and Fourkovouni on this full-day catamaran cruise setting out from Adamantas. Explore geological marvels, such as the Arkoudes lava rocks, and jump into the warm ocean waters for a swim in secluded island bays.

See the very best of Santorini in just one unforgettable afternoon. This carefully curated Sunset Tour takes you on a journey across the island’s most iconic sights plus hidden gems that less than 1% of travelers ever get to experience. You’ll explore the stunning Red Beach, visit the historic Akrotiri Lighthouse with panoramic caldera views, and ascend to the island’s highest point at the Monastery of Profitis Ilias. Along the way, you’ll stop at the famous Three Bells of Firostefani for that postcard-perfect photo, and finish in the breathtaking village of Oia where you’ll watch the most popular sunset in the World! Perfect for cruise ship passengers, first-time visitors, or anyone short on time, this tour is your chance to see all of Santorini in one seamless, expertly guided experience.

Explore the deep blue waters of the Aegean Sea on this guided snorkeling adventure in Mykonos. After a brief introduction to the snorkeling location and equipment, head to the water to begin your adventure. As you snorkel look for parrotfish, rainbow wrasses, barracudas, flounder fish, seahorses, and more marine life.

With its rugged arches and caves, Kleftiko Beach is one of Milos’ star attractions. Skip the long hike down and up and see it from the water on this intimate cruise with swim stops en route—and snorkeling gear included so you can make the most of the crystal waters. An open bar gets the party spirit flowing, while an authentic Greek lunch keeps you energized.

Travel through Mykonos like a true local with your driver-guide who calls the island home. Go beyond the typical tourist hotspots on a private half-day tour and discover famous beaches, charming villages, historic landmarks, and hidden gems—all at your own pace. Let a personalized approach enhance your journey, ensuring you make the most of your time on this enchanting island.