Santorini isn’t just famous for its stunning sunsets and whitewashed buildings—this island also offers fascinating opportunities to explore its past. The volcanic eruptions, ancient settlements, and mythic legends give Santorini a layered history that’s worth discovering firsthand. For those arriving by cruise, a quick Historical & Cultural Walking Tour in Fira Town can offer a snapshot of the island’s essence, covering key sights like the Orthodox Metropolitan Cathedral and the iconic Three Bells of Fira. For travelers seeking a deeper dive, the Santorini: History & Wine Trails Tour combines archaeological exploration of Akrotiri with tastings of volcanic wines, making history delicious. And for the ultimate immersive experience, the Santorini: 4-Day/3 Nights Alternative historical experience provides a comprehensive journey through ancient sites, medieval villages, and even sailing trips to volcanic hot springs.
Santorini’s rich tapestry of ruins, legends, and traditional villages makes it ideal for history buffs and curious travelers alike. Whether you have a few hours or several days, there’s a tour that can satisfy your appetite for knowledge and adventure.
1. Historical & Cultural Walking Tour in Fira Town

At just $67 per person, this 2-hour walking tour is perfect for cruise ship passengers or those with limited time. It’s designed to give a compact but meaningful glimpse of Fira’s most iconic sights. The tour includes stops at the Orthodox Metropolitan Cathedral, where you’ll feel the spiritual weight of centuries of Greek tradition, and the panoramic view from Fira’s cliffs, providing stunning photo opportunities of the caldera and the sea. The highlight is exploring the Three Bells of Fira, an emblematic image of this picturesque town.
What makes this tour stand out is the personal attention and local insights from your guide, Vaggelis, who is praised for sharing both historical facts and engaging stories. The walk is easy, with a focus on visual landmarks and cultural highlights. While it doesn’t include entrance fees—since most stops are free—it’s a fantastic way to get your bearings and snap memorable photos. Some travelers mention a minor difficulty locating the meeting point, but once found, the experience is well worth it. This tour is ideal for travelers who want a quick, authentic taste of Fira’s charm without a heavy time commitment.
Bottom Line: A compact, well-reviewed tour that’s perfect if you need a quick intro to Santorini’s most famous sights.
2. Santorini: History & Wine Trails Tour

For around $1,217 per group (up to 2 people), this 6-hour tour offers a unique blend of archaeological discovery and wine tasting. It hits the mark for those who want an in-depth experience. The tour kicks off with a guided visit to the Akrotiri prehistoric site, often called the “Pompeii of the Aegean,” where you’ll see remarkably preserved frescoes and ruins from a Minoan settlement buried by a volcanic eruption. The guide will share stories about the legend of Atlantis, tying local history to myth.
After exploring Akrotiri, the tour shifts to three traditional island wineries—Hatzidakis, Santo Wines, and ANHYDROUS Cellar Door—each offering tastings of 12 different wines, including the famed Vinsanto. You’ll learn how volcanic soil influences the distinctive flavors of Santorini wines and see the island’s basket vines—a traditional way of cultivating grapes on tough terrain. The guide’s local expertise shines here, making this more than just a tasting; it’s a lesson in Santorini’s viticultural heritage.
This tour appeals to those who appreciate historical context paired with gastronomy, but it’s priced for a small, private experience. Reviews mention the tour’s thoroughness and the interesting stories about local legends and wine-making traditions. It’s a great choice if you’re looking to combine archaeology and oenology without multiple stops on your own.
Bottom Line: An engaging mix of ancient ruins and wine tasting that’s perfect for curious travelers eager to understand Santorini’s myths and flavors.
3. Santorini: 4-Day/3 Nights Alternative Historical Experience

If you’re after the full historical picture, this multi-day tour offers an in-depth exploration over 3.5 days. Priced at $12,647 for a group of up to 8, it’s tailored for travelers who want a comprehensive and luxurious dive into the island’s past. The itinerary includes visits to Akrotiri, the ancient town of Thira, and medieval villages, along with sailing excursions to volcanoes, hot springs, and the Red and White Beaches.
What sets this experience apart is the focus on guided visits to key archaeological sites and museums, combined with time exploring medieval villages. You stay at the Historical Villa Santa Croce, which offers a blend of privacy and local charm. It’s suited for travelers who want a luxury, all-inclusive package that balances archaeological sites with relaxed leisure moments. Reviews note that it’s a longer, more expensive option, but for history enthusiasts, it provides a full-scale understanding of Santorini’s complex past.
This experience is best for dedicated history lovers or groups celebrating a special occasion where the budget is less of a concern. The sailing component adds a memorable touch, making it a well-rounded, immersive trip. The downside? The price and commitment are significant, so it’s not ideal for casual visitors.
Bottom Line: An in-depth, all-encompassing historical tour for those ready to spend several days immersed in Santorini’s legendary past.
How to Choose the Right Historical Tour in Santorini
Picking the best tour depends on your time, budget, and interests. If you only have a few hours and want a quick taste, the Historical & Cultural Walking Tour in Fira Town is perfect. For a deeper dive into archaeology combined with local wines, the Santorini: History & Wine Trails Tour offers a rich, engaging experience. And if your goal is to comprehensively understand the island’s past with luxury, the multi-day alternative experience provides a full immersion.
Consider your budget and schedule. The walking tour is best for tight itineraries, while the wine and archaeological combined tour suits those with a few extra hours. The multi-day package demands more planning but rewards with a thorough education on Santorini’s history.
Booking early is advisable, especially in peak season, to secure your preferred dates. All these tours offer authentic insights, so choose the one that best fits your curiosity and comfort level.
Santorini’s past is a treasure trove waiting to be uncovered, whether through a quick walk, a wine-tasting adventure, or a multi-day exploration. With these options, you can tailor your visit to satisfy your curiosity about this island’s legendary stories and ancient sites. Remember, planning ahead ensures you won’t miss out on these enriching experiences—book early, and get ready for an unforgettable journey through time.