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Discover Santorini in style with a 2-day private tour that covers the island’s top sights, local villages, beaches, and wine, all with expert guidance.
Exploring Santorini in just two days might sound ambitious, but this private tour offers a well-paced glimpse into the island’s most iconic sights and hidden gems. From the lively streets of Fira to the peaceful alleys of Pyrgos, each stop is designed to reveal a different facet of this volcanic paradise. What sets this experience apart is the personal touch—thanks to a private guide who customizes the day around your interests.
One thing we particularly appreciate about this tour is the attention to detail and the variety of locations covered. You’ll get a good mix of cultural sites, scenic vistas, and relaxing beaches, all paired with delicious Greek lunches. However, because it spans two days with a packed itinerary, travelers should be prepared for some walking and a full schedule.
This tour is ideal for those who want to explore Santorini more thoroughly than a typical cruise or group excursion allows. It’s perfect for couples, small groups, or families who value a personalized experience and are eager to learn about the island’s history and culture without feeling rushed.
Looking for more options in Santorini? Here are some other experiences worth considering.
This two-day adventure is crafted by Marryposa Royal Services to give travelers an immersive and flexible way to explore Santorini’s highlights. The small-group or private format means your experience can be tailored and you avoid the hustle and bustle of large tour buses. It’s a great setup for those who want to soak up the island’s essence with an expert guiding every step.
While the price is around $1,745 for up to 13 people, this cost actually reflects a premium, personalized approach—including private transportation, local insight, and some of the best views the island offers. The reviews speak to guides like Christos Vlavianos, who was praised for his exceptional knowledge and friendly attitude, making the experience memorable.
Your adventure kicks off in Fira, the bustling heart of the island. You’ll get to walk along the pedestrian streets, full of shops, cafes, and vibrant energy. The highlight here is the sweeping views of the caldera and the volcanic islands, Palaia and Nea Kameni, which you’ll see clearly from the vantage points. Even with just an hour, it’s enough to snap some spectacular photos and soak in the lively atmosphere.
Next, a quick stop at the famous blue-domed church, a classic postcard shot. The views of the caldera from here are striking, and the photo opportunities are numerous. It’s a brief stop, but one that sticks in your memory thanks to the charming architecture and the stunning backdrop.
The quieter village of Imerovigli offers a peaceful contrast to Fira’s hustle. It’s ideal for a relaxing walk and a chance to appreciate the traditional architecture. The tour includes a walk down to Skaros Rock, a dramatic volcanic formation that offers panoramic views—perfect for those who love to snap photos of the caldera from a different perspective.
The northernmost tip of Santorini, Oia, is renowned for its stunning sunset views, quaint alleyways, and luxurious hotels. You’ll explore the narrow streets, admire the captains’ houses, and visit the remains of an old Byzantine castle. One reviewer noted that Oia’s alleys and the sunset truly are some of the most beautiful sights on the island. An hour here gives a good taste, but be prepared for crowds if visiting at sunset.
The second day begins with Pyrgos, a medieval village built around 1580. It was once the island’s capital and features well-preserved architecture, narrow alleys, and a fortified feel that transports you back in time. The guide will share stories about the village’s history, making it more meaningful than just a pretty photo stop. One reviewer called Pyrgos “the most beautiful and traditional village,” emphasizing its authentic charm.
Next, the tour visits Megalochori—a village that has maintained its 17th-century architecture. Walking here feels like stepping into a living postcard, with old houses, churches, and winding streets. It’s a peaceful spot that many visitors find particularly authentic and picturesque.
The Red Beach is a natural spectacle—volcanic red rocks contrast sharply with the blue sea. It’s a perfect spot for photos and to appreciate the island’s fiery origins. The short stop here allows you to marvel at the unusual landscape without the crowds that sometimes flock here.
A walk along Perissa’s black volcanic sands offers a sensory experience different from typical beaches. You’ll have some free time to relax, dip your toes in the volcanic sands, or explore the charming nearby village of Perissa. It’s a favorite for anyone wanting to experience Santorini’s volcanic roots firsthand.
The tour concludes with a visit to the historic Estate Argyros, established in 1903. Owned by the Argyros family, who’ve been producing wine for four generations, the vineyard boasts some of the oldest vines on the island—over 200 years old. The guided visit includes insights into local viticulture and a tasting of their wines, which reviewers often praise for being exceptionally good. One guest noted that the guide’s knowledge about the wines and the history made the experience stand out.
This experience is tailor-made for travelers who want an in-depth, personalized exploration of Santorini without the hassle of planning each detail. It suits those who appreciate cultural insights, stunning views, and local wines, all within a comfortable, private setting. Small groups or couples who value a more intimate and flexible itinerary will find this especially appealing.
If you’re after a structured but customizable way to see the best of the island’s towns, beaches, and vineyards, this tour will deliver a memorable and enriching experience. It’s perfect for travelers keen to learn, take photographs, and indulge in authentic Greek cuisine.
Is this a private tour?
Yes, it is a private experience for your group, which means personalized attention and flexibility.
What is included in the price?
The tour includes private transportation, an air-conditioned vehicle, bottled water, and two delicious Greek lunches. Entry tickets to sights are free.
How long does each day last?
The tour is approximately two days, with a flexible schedule starting around 9:30 AM and running into the evening, depending on your pace and stops.
Can I customize the itinerary?
Since it’s a private tour, you can discuss preferences with your guide—though the outlined itinerary covers the key highlights.
Are there any additional costs?
The tour price covers most activities and meals. However, personal purchases, extra drinks, or optional activities like additional wine tastings might incur extra costs.
Is this suitable for all ages?
Most travelers can participate, and service animals are allowed. However, be aware of the walking involved and plan accordingly for children or older travelers.
To sum it up, this 2-day Santorini tour offers a well-rounded, intimate way to experience Greece’s most iconic island. With a knowledgeable guide, diverse stops, and authentic touches like local wine and traditional villages, it’s a fantastic choice for travelers who want more than just a quick snapshot. If you’re looking for a thoughtfully curated, comfortable, and insightful journey, this tour will leave a lasting impression, especially if you’re eager to see both the famous sights and hidden corners of Santorini.