Santorini & Thirassia: Two-Day Island Experience - Day Two: A Tranquil Escape to Thirassia

Santorini & Thirassia: Two-Day Island Experience

Discover the beauty of Santorini and Thirassia over two days with this private tour, exploring iconic spots, hidden villages, and enjoying exceptional wine tasting.

Explore Santorini and Thirassia in Two Days for $868.04 per Person

Santorini & Thirassia: Two-Day Island Experience - Explore Santorini and Thirassia in Two Days for $868.04 per Person

This two-day private tour offers an in-depth look at some of Santorini’s most stunning sights and a peaceful escape to the nearby island of Thirassia. Priced at $868.04 per person, the experience combines guided sightseeing, nature, charming villages, and top-tier wine tasting, making it ideal for travelers seeking a richer, more local perspective of the Greek islands. The tour is designed for those with moderate physical fitness, allowing you to comfortably enjoy walking, boat rides, and some light exploration.

With pickup included and the chance for group discounts, this tour offers a flexible and personalized way to see Santorini beyond the typical crowds. The review rating is a perfect 5.0, reflecting high satisfaction from previous participants. While the tour is intimate and private, it’s important to note that it involves some walking, boat transfers, and exposure to outdoor environments, which may require comfortable footwear and sun protection.

Key Points

Santorini & Thirassia: Two-Day Island Experience - Key Points

  • Two-day private experience focusing on Santorini and Thirassia with a guide
  • Includes sightseeing, village visits, winery tour, and sunset dinner
  • Price of $868.04 per person with pickup and mobile ticket options
  • Customizable itinerary on the first day around Santorini’s iconic locations
  • Experience peaceful Thirassia with wine tasting and scenic views on day two
  • Rating of 5.0 based on one review, highlighting positive experiences

Discover Santorini’s Iconic Sights and Hidden Corners

The first day of this tour is a curated journey around Santorini’s most recognizable spots. It begins at the Three Bells of Fira, a postcard-perfect site showcasing a blue-domed church and views of the caldera. This stop offers excellent photo opportunities and sets the tone for the day’s sightseeing.

Next, the tour visits the renowned Oia, famous for its breathtaking sunsets and charming blue-domed churches. Travelers enjoy about an hour exploring the narrow streets and taking in the vibrant atmosphere. The tour then moves to Megalochori, a traditional village that provides a more relaxed, picture-perfect setting—ideal for capturing authentic Santorini scenes.

The day concludes with a visit to Perissa Black Sand Beach, where visitors can relax by the sea, dip into the Aegean waters, or enjoy a refreshing drink in the seaside tavernas. This nearly two-hour stop provides a perfect balance of sightseeing and leisure.

Day Two: A Tranquil Escape to Thirassia

Santorini & Thirassia: Two-Day Island Experience - Day Two: A Tranquil Escape to Thirassia

The second day begins with a 15-minute sea taxi ride from the Ammoudi port in Santorini to the quiet island of Thirassia, escaping the busy crowds of the main island. This short transfer introduces travelers to a more peaceful environment and sets the stage for exploring a less-developed side of the archipelago.

Once on Thirassia, the tour heads to Manolas, the island’s main settlement. Perched on a hilltop, Manolas offers sweeping views of the caldera and Santorini in the distance. Visitors can enjoy about an hour walking through the village’s narrow streets, taking in the tranquillity and panoramic scenery that make Thirassia a perfect retreat.

The highlight of the day is a wine tasting at the only winery on Thirassia. This one-hour visit includes learning about the winery’s production methods and sampling some of the finest wines in the Aegean. The wine tasting is complemented by the stunning setting, making it a memorable part of the tour.

The day wraps up with a scenic sunset dinner, allowing guests to enjoy the peaceful island atmosphere and spectacular views. The combination of untouched nature, local produce, and excellent wines offers a genuine taste of the Greek islands’ slower pace and authentic charm.

Practical Details and Logistics

Santorini & Thirassia: Two-Day Island Experience - Practical Details and Logistics

This private tour ensures that only your group participates, providing a personalized experience. It is suitable for travelers with moderate physical fitness due to walking and boat transfers involved. The tour includes pickup services and offers mobile tickets for convenience.

The itinerary is flexible, allowing guides to tailor the experience based on your preferences. The tour runs for approximately two days, with each stop carefully selected for its scenic and cultural appeal. The free cancellation policy offers peace of mind, allowing cancellations up to 24 hours in advance for a full refund.

Why Choose This Tour for a Unique Santorini Experience

Santorini & Thirassia: Two-Day Island Experience - Why Choose This Tour for a Unique Santorini Experience

What sets this tour apart is its focus on authentic local sights and experiences. Instead of just the popular tourist spots, you get to explore secret spots, traditional villages, and enjoy top-quality wine tasting at the only winery on Thirassia. The private nature of the tour means a more relaxed pace and personalized attention from knowledgeable guides.

The combination of guided sightseeing and free time at key stops makes it ideal for travelers who want to balance exploration with leisure. The tour’s high rating reflects satisfaction with the balance of activities, scenic views, and the intimate setting.

Best Suited for Who?

Santorini & Thirassia: Two-Day Island Experience - Best Suited for Who?

This experience appeals most to travelers interested in culture and scenic beauty, especially those who appreciate wine and want a quieter side of Santorini. It suits those who enjoy moderate physical activity, outdoor environments, and personalized service. If you prefer large groups or are looking for a quick overview, this tour’s private format might be especially attractive.

The Sum Up: A Personalised Approach to Santorini and Thirassia

Santorini & Thirassia: Two-Day Island Experience - The Sum Up: A Personalised Approach to Santorini and Thirassia

This two-day private tour offers a well-rounded exploration of Santorini’s most iconic sights and a peaceful retreat on Thirassia. It combines beautiful scenery, local villages, and excellent wine tasting in a flexible, intimate setting. The $868.04 per person price includes pickup, guided visits, and a sunset dinner, providing good value for a personalized experience.

While the tour involves some walking and boat transfers, it effectively balances sightseeing with leisure. It’s an excellent choice for those seeking a more authentic, less crowded way to enjoy the Greek islands. The top-rated nature of this tour hints at many satisfied travelers who cherish the opportunity for a relaxed yet comprehensive island experience.

Ready to Book?

Santorini & Thirassia: Two-Day Island Experience



5.0

100% 5-star

“I had such a great experience working with Wineland Tours while organizing a two-day trip to Santorini with my husband!”

— A Tripadvisor Reviewer, Jul 2025

Frequently Asked Questions

Santorini & Thirassia: Two-Day Island Experience - Frequently Asked Questions

What is included in the tour price?
The price covers guided sightseeing, stops at key locations, boat transfers to Thirassia, wine tasting at the winery, and a sunset dinner.

How long is the tour in total?
The tour spans approximately two days, with each day featuring specific stops and activities.

Is this tour suitable for all ages?
It is suitable for travelers with moderate physical fitness, as it involves walking and outdoor activities. The tour is private, so it can be adjusted for different needs.

Are meals included?
A sunset dinner on Thirassia is included on the second day, providing a scenic meal experience.

What stops are included on Santorini’s first day?
Stops include the Three Bells of Fira, Oia, Megalochori, and Perissa Black Sand Beach.

Can the itinerary be customized?
Yes, the tour is fully customized to your preferences, guided by knowledgeable locals.

What makes this tour different from others?
Its private format, combined with a focus on lesser-known villages, scenic spots, and wine tasting, offers a more personal and authentic experience.

How do I book or cancel this tour?
Booking is easy with a mobile ticket, and free cancellation is available up to 24 hours in advance.