Santorini is often celebrated for its spellbinding sunsets, iconic blue domes, and clifftop luxury, but there’s far more to discover beyond the usual postcard scenes. Whether you’re staying on the island for a few days or a couple of weeks, adding a few carefully chosen day trips to your itinerary can dramatically enhance your experience. From venturing into its volcanic heart to exploring neighboring islands and ancient ruins, Santorini offers more than just a pretty face—it invites you to connect with its history, nature, and people on a deeper level. These five day trips are among the most rewarding, offering a mix of adventure, tranquility, and discovery that will make your time in the Cyclades unforgettable.
1. Sail Around the Caldera: Volcanic Islands and Hot Springs
One of the most iconic day trips from Santorini is a sailing excursion around the caldera. This dramatic, flooded volcanic crater defines the island’s landscape and has shaped its entire history. A boat tour typically starts from the old port of Fira or Athinios and takes you across the caldera’s shimmering waters toward Nea Kameni, the main volcanic island. Upon arrival, you’ll disembark and hike up to the volcano’s summit, where you can witness active steam vents and surreal lava formations. The hike is moderate and suitable for most ages, offering panoramic views of the surrounding islands as a reward. From there, the boat often continues to Palea Kameni, where you can swim in the sulfur-rich hot springs. The warm, orange-tinted water is said to have therapeutic properties, and even a short dip can be incredibly refreshing. Many tours include lunch or dinner onboard, often featuring grilled seafood, Greek salad, and local wine. Sunset cruises are particularly magical, with the golden light casting long shadows across the caldera walls. Whether you’re sailing on a traditional wooden kaiki or a modern catamaran, this experience provides a unique perspective on Santorini’s geological roots and dramatic beauty.
2. Discover Thirassia: A Glimpse into Old-World Cycladic Life
Just across the caldera lies Thirassia, Santorini’s quiet sister island and one of the region’s best-kept secrets. It’s a popular stop on many boat tours, but it’s worth dedicating an entire day to exploring this hidden gem on its own. Thirassia feels like stepping back in time. While Santorini has embraced tourism, Thirassia remains largely untouched, with only a handful of small villages, traditional homes, and a population that still lives by the rhythms of the sea and land. Start your visit in the port village of Riva, then make your way up to Manolas, the island’s main settlement, perched on a cliff overlooking the caldera. The walk is steep but incredibly rewarding. In Manolas, narrow alleys wind between whitewashed houses with vibrant blue shutters, and the pace of life slows to a crawl. Grab a table at a local taverna serving fresh fish and fava, and don’t be surprised if you’re the only tourists around. The views from Thirassia are breathtaking, offering an alternative angle on Santorini’s iconic caldera cliffs. If you’re feeling adventurous, rent a small boat or kayak to explore the coast, or hike the rural paths connecting the island’s villages. Thirassia offers the charm of Santorini without the crowds—a true escape.
3. Akrotiri and the Red Beach: Ancient History Meets Natural Beauty
A day trip to Akrotiri, located on Santorini’s southern tip, combines archaeological intrigue with coastal allure. The ancient Minoan city of Akrotiri was buried under volcanic ash around 1600 BCE, preserving multi-story buildings, frescoes, and everyday objects remarkably well. Unlike many ancient ruins, Akrotiri is housed under a protective structure, keeping it shaded and cool, which makes it a pleasant visit even in the heat of summer. Walking through the ancient streets, you’ll encounter remnants of an advanced civilization—complete with drainage systems, pottery workshops, and murals that hint at a once-thriving society. It’s a must-see for history lovers and curious travelers alike. Just a short drive or walk from the site lies Red Beach, one of Santorini’s most striking coastal spots. Towering red lava cliffs meet a narrow, pebbly shoreline, and the contrast between the crimson rock and turquoise water is striking. While the beach itself is not ideal for long sunbathing sessions due to limited space, it’s perfect for swimming, snapping photos, or simply taking in the dramatic scenery. You can also continue south to visit the nearby White Beach by boat, or stop for lunch at a cliffside taverna overlooking the sea. This day trip blends history, nature, and leisure into one satisfying package.
4. Pyrgos Village and Profitis Ilias Monastery: A Hilltop Journey into the Heart of Santorini
For a more introspective and culturally rich day trip, head inland to the traditional village of Pyrgos. Once the island’s capital, Pyrgos sits on a hill and offers a refreshing contrast to the coastal bustle. Start your exploration by wandering its narrow, winding alleys filled with old stone houses, charming churches, and quiet courtyards. The village is sprinkled with art galleries, boutique shops, and cafés that invite you to slow down and soak in the atmosphere. Make your way to the top of the Kasteli (castle ruins) for panoramic views across the island—on clear days, you can even spot other Cycladic islands on the horizon. From Pyrgos, continue your journey to Profitis Ilias Monastery, the highest point on Santorini at over 560 meters above sea level. The road winds through vineyards and wild herbs before reaching the mountaintop monastery. Though the monastery itself is not always open to the public, the views from outside are unparalleled. You’ll see both sides of the island at once, from the black-sand beaches of Perissa to the shimmering caldera edge. Stop at one of the nearby tavernas for a traditional meal—many serve local specialties like tomato fritters, grilled eggplant, and honey-soaked desserts. This day trip provides a window into Santorini’s spiritual and agricultural heritage, away from the tourist trail.
5. Wine Tasting and Sunset at Santo Wines or Venetsanos Winery
Santorini’s volcanic soil creates wines unlike any other in the world, and no trip to the island is complete without immersing yourself in its winemaking culture. Spend a relaxed afternoon visiting one of the island’s acclaimed wineries for tastings, education, and exceptional views. Two of the most popular for their scenery and atmosphere are Santo Wines and Venetsanos Winery. Located near Pyrgos, Santo Wines offers sweeping views of the caldera and a sleek terrace where you can sample a flight of wines while watching the sun dip below the horizon. Their Assyrtiko—a crisp, mineral-rich white wine—is particularly renowned. The winery also produces sweet Vinsanto, made from sun-dried grapes, which pairs beautifully with local cheese and dried fruit. Just a short distance away, Venetsanos Winery is built into the cliffside, with a unique gravity-based production system and an even more intimate setting. It’s less crowded than Santo and equally breathtaking, especially in the golden hour light. Most wineries offer kid-friendly spaces and snacks, so families can enjoy the experience too. For a full-day trip, you can visit several wineries across the island, including smaller, family-run establishments like Gavalas or Hatzidakis. Pair the tastings with a vineyard tour or a picnic in the vines, and you have a day filled with flavor and serenity.
Santorini’s charm isn’t limited to Oia’s sunsets or Fira’s boutiques. Venture a little further, and you’ll find an island that rewards curiosity with depth and diversity. These five day trips reveal the true character of Santorini—its raw volcanic power, timeless villages, rich traditions, and breathtaking vistas. Whether you’re sailing across the caldera, tasting volcanic wines, hiking ancient ruins, or watching the sun set over terraced vineyards, these experiences go far beyond the standard itinerary. They invite you to slow down, explore with intention, and create a deeper connection with one of Greece’s most beloved destinations.
