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Discover the private, customizable Romantic Tour through Santorini, featuring stunning caldera views, charming villages, and wine tasting for up to 8 guests.

The Romantic Tour through Santorini offers an exclusive way to explore this iconic Greek island with your own group. Priced at $867.33 per group, it provides a personalized experience lasting approximately 3 to 5 hours. Designed for intimate groups of up to 8 people, this tour includes pickup service and a carefully curated itinerary that highlights Santorini’s most breathtaking sights and charming villages.
This tour is ideal for those arriving by boat from Crete, but can also be customized for guests staying in Santorini. It offers a balance of panoramic views, local culture, and relaxing beach moments, making it perfect for couples, families, or small groups seeking a romantic, private day on the island. While the tour is well-paced and flexible, it does not include lunch or winery entrance fees, which can be arranged separately.
Planning more time in Santorini? We've covered other experiences worth considering.
This tour begins at Thira Santorini Port, where guests are picked up in a comfortable, air-conditioned vehicle. The private nature of the tour ensures a tailored itinerary that can be adjusted based on your interests or time constraints, especially if arriving from Crete by boat. The tour ends back at the meeting point, maintaining the convenience and exclusivity of the experience.
Guests have the option to customize the itinerary: for example, they can choose to skip Megalochori and Pyrgos, or include a visit to Monolithos black sandy beach. This flexibility makes it suitable for those seeking either a quick highlights tour or a more leisurely exploration.

The tour’s first stop is Oia, renowned as the most romantic town of the Cyclades. Here, you can enjoy two hours exploring its picturesque streets, famous for whitewashed buildings, blue domes, and stunning sunset views. The town’s atmosphere is ideal for photo opportunities, especially with the caldera as a backdrop. Since admission is free, you can wander freely, soaking in the charm without extra costs.
Oia’s narrow cobblestone streets lead to cozy cafes, artisanal shops, and lookout points. This stop offers a wonderful chance to capture iconic views and experience authentic Santorini ambiance, making it a favorite part of the tour.

Next, the tour visits Fira, the lively capital of Santorini. With approximately one hour to explore, visitors can browse shops, buy local souvenirs, or simply relax and enjoy panoramic views of the caldera. Fira’s cliffside location provides incredible vistas, and the town is filled with cafes and restaurants, perfect for a quick refresh or coffee break.
Since there’s no admission fee, this stop emphasizes free exploration. The short stay allows enough time to appreciate the bustling atmosphere and take photos of the scenic surroundings.

A highlight of this tour is the walking tour of Megalochori, one of the most picturesque villages on the island. Known for its cobblestone streets and whitewashed houses, Megalochori is famous for exporting Vinsanto, a local sweet wine. During the one-hour visit, you’ll learn about the local wine-making tradition and enjoy the village’s peaceful, authentic vibe.
The village’s quiet streets and rustic charm make it a perfect spot for leisurely strolling, and it provides insight into Santorini’s rural heritage. Since the tour includes a wine tasting at a well-known winery, this stop sets the stage for a delightful experience.

In one of the most memorable parts of the tour, visitors enjoy wine tasting at a famous winery. While the wine cellar entrance is not included in the price, guests can sample Vinsanto and other local wines, appreciating Santorini’s unique grape varieties. The experience offers a taste of local craftsmanship and beautiful vineyard views, adding a sophisticated touch to the day.
This wine tasting complements the visit to Megalochori, offering a chance to learn about the island’s winemaking tradition and enjoy a leisurely moment amid scenic surroundings.
The tour takes you to the highest point on the island, Prophet Ilias at 565 meters above sea level. From this vantage point, travelers are treated to stunning panoramic views of Santorini’s volcanic islands, the caldera, and the surrounding Aegean Sea. The drive up offers a chance to appreciate the island’s volcanic landscape, and the viewpoint is perfect for photos.
The elevation and open vistas make this stop especially appealing for view lovers and those interested in geological features. Visitors should be prepared for a short drive and some walking around the viewpoint.

Another key highlight is Fira, often called the “most beautiful balcony of the island,” where the tour offers time to enjoy stunning views of the caldera and iconic blue-domed churches. This area is famous for its cliffside terraces and breathtaking sunsets. The short stop allows for photo opportunities and to soak in the romantic ambiance.
The proximity of Fira to Oia makes it an ideal location to appreciate Santorini’s architectural beauty, with many vantage points for picturesque scenes.
The tour includes a 45-minute stop at Monolithos Beach, known for its dark volcanic sand and crystal-clear waters. The beach is well-equipped with sunbeds, umbrellas, restaurants, and taverns, making it a comfortable spot to relax or enjoy a light swim. The natural areas around the beach provide a peaceful environment, ideal for those wanting some quiet time away from busier tourist spots.
This stop offers a chance to unwind by the sea and appreciate Santorini’s volcanic landscape from a different perspective.
While the described itinerary covers the main highlights, guests can request to skip certain stops, such as Megalochori or Prophet Ilias, especially if staying in Santorini or arriving by boat. The tour can also be adapted if guests prefer to focus on specific sights or combine stops differently.
The private nature of the tour allows for personalized pacing and tailored experiences, making it suitable for those with specific interests or time constraints.
This private tour is designed for most travelers and offers a full refund if canceled at least 24 hours in advance. The group size is limited to 8 participants, ensuring an intimate experience. The booking window averages 22 days in advance, reflecting its popularity among visitors seeking a personalized island experience.
The tour does not include lunch or winery entrance fees, but these can be arranged separately or added to the experience. The meeting point is at Thira Santorini Port, with pickup available for convenience.
The Romantic Tour through Santorini excels in providing a private, customizable experience that captures the island’s most scenic and cultural highlights. Reviews praise the knowledgeable guides and the stunning views, emphasizing that the experience is well-organized and enjoyable.
The tour’s flexibility makes it perfect for small groups or couples wanting a romantic, stress-free day. While it offers ample scenic stops and cultural insights, it’s important to note that the cost includes only basic admission fees—additional expenses like meals or winery visits are separate.
This tour offers great value for those seeking an exclusive, tailor-made exploration of Santorini’s most photogenic spots and cultural sites. The private transport and flexible itinerary ensure a comfortable and personalized experience. It’s especially suited for small groups or couples looking to avoid crowds while enjoying scenic views and local flavors.
The stunning vistas from Prophet Ilias, the charm of Megalochori, and the iconic beauty of Fira and Oia make this tour a compelling choice. With highly positive reviews highlighting guides’ expertise and the overall quality, it remains a trusted option for an unforgettable day on the island.
“Two days ago, we booked a 1day trip to Santorini with FivosTravel Agency. The offered services were very good and we were very pleased! Keep up th…”
Is this tour suitable for travelers arriving from Crete?
Yes, the tour is designed for those arriving by boat from Crete, with the possibility of customizing the itinerary.
Can I skip certain stops like Megalochori or Prophet Ilias?
Absolutely, the tour can be tailored to your preferences, including skipping stops or focusing on specific sites.
What is included in the price?
The price covers all fees and taxes, private transportation, and pickup service. It does not include lunch or winery entrance fees.
How long does the tour last?
The duration is approximately 3 to 5 hours, depending on customization and pacing.
Is this tour suitable for children or elderly guests?
Given the moderate walking and scenic viewpoints, it’s suitable for most travelers, but mobility considerations should be taken into account.
What should I bring for the beach stop?
Bring swimwear, towels, sunscreen, and beach footwear if you plan to enjoy Monolithos Beach.
Can the tour be booked last minute?
Most bookings are made about 22 days in advance, but availability may vary; it’s best to check early.
Are there any meal options included?
No, lunch is not included. However, there are many cafes and taverns near the stops, especially at Monolithos Beach.
What is the cancellation policy?
You can cancel free of charge up to 24 hours before the tour for a full refund.
How do I confirm my booking?
Once booked, the tour provider LuxuryCrete sends a confirmation, and pickup details are arranged accordingly.