Santorini: Catamaran Cruise, Winery, & Oia Sunset Combo Tour

This combined tour offers a well-rounded taste of Santorini’s natural beauty, delicious food, and charming villages—perfect for travelers wanting a full day of authentic experiences. With a 4.5 out of 5 rating based on 28 reviews, it’s clear many have found this tour both enjoyable and memorable. From the moment you step onto the catamaran to the magical sunset in Oia, this experience aims to blend adventure with relaxation.

What we love about this tour is its balance. The 5-hour sailing to volcanic islands offers a chance to swim and snorkel in those famously clear waters, while the winery visits provide a taste of local craftsmanship. The sunset viewing from the old castle ruins in Oia is an iconic moment that captures the true spirit of the island. An area for improvement, however, is the potential for weather-related disruptions, which could limit some parts of the day. Still, for those seeking a comprehensive Santorini experience in one day, this tour hits many highlights.

This experience suits travelers who enjoy mixing outdoor activities, cultural exploration, and stunning vistas. It’s ideal if you want a guided, all-inclusive day that covers the best of Santorini without the stress of planning every detail. Keep in mind, it’s a full 10-hour day, so it’s best for those ready for a bit of a schedule, but the variety makes it worthwhile.

Key Points

• Balanced itinerary: Combines a scenic catamaran cruise, wine tasting, and sunset viewing, offering a well-rounded Santorini experience.
• Authentic local flavors: Includes a homemade barbecue on board and visits to renowned wineries showcasing volcanic wines.
• Beautiful settings: From volcanic beaches to the sunset in Oia, the tour covers some of the most picturesque spots on the island.
• Expert guides: Tour guides are knowledgeable, making the experience engaging and informative.
• Comfort and convenience: Includes round-trip hotel transfers and Wi-Fi, removing logistical stress.
• Value for price: At $203 per person, it’s a comprehensive experience that covers a variety of highlights, especially with all-inclusive food and drinks.

A Detailed Look at the Experience

The Morning Catamaran Cruise

The day begins with hotel pickup, a perk that removes the hassle of finding your way to the port. The cruise itself lasts about five hours, during which you’ll sail around Santorini’s caldera, with spectacular views of the volcano and surrounding islands. The boat, a comfortable catamaran, is perfect for relaxing while enjoying the scenery and the cool Aegean breeze.

One of the key highlights is the chance to swim and snorkel. The waters around Santorini are famous for their clarity and vibrancy, and the tour’s snorkeling equipment makes it easy to dip into the deep blue. Many reviews note how relaxing the cruise was—Jessica mentioned it as “very relaxing” and appreciated the swimming spots, which she wished could have been longer.

The boat stops at popular volcanic beaches like the Red and White Beach, known for their dramatic cliffs and unique volcanic sands. These spots aren’t just beautiful—they are also interesting geologically, offering a peek into the island’s fiery origins. The hot springs provide another fun element, although some travelers note that weather can influence the experience. Amy’s review highlighted her disappointment when weather shifted her plans, which is worth keeping in mind.

The Onboard Barbecue & Drinks

A homemade barbecue is prepared on board, featuring options like grilled chicken or pork skewers, vegetarian dishes, and fresh salads. The meal is paired with unlimited Santorinian white wine—a real treat for wine lovers. Jessica praised the “delicious” lunch and the “fantastic” wine, emphasizing that the drinks and food added a special touch to the cruise. The all-inclusive drinks, including soft drinks and wine, help create a relaxed, festive atmosphere, ideal for socializing and enjoying the scenery.

The Winery Visits

After returning to port, the tour continues with visits to two prominent wineries. The first stop is Venetsanos Winery, offering a tasting of three distinctive wines while overlooking the caldera—an unforgettable setting. The second stop is the Wine Museum in Mesa Gonia, where you can sample volcanic white wines and the notably sweet island desert wine.

Kate’s review appreciated the “incredible” wineries and her guide’s knowledge, which made the visits both fun and educational. The wineries are family-run estates with long-standing traditions, and the volcanic wines are a unique feature of Santorini’s terroir—definitely worth trying if you appreciate wine’s connection to the land.

Sunset in Oia

The final act of the day is the sunset viewing in Oia. The tour includes a visit to the Sun Spirit Bar, a popular spot for capturing the perfect sunset. As the sun dips below the horizon, the old castle ruins create a stunning backdrop. Guests often find this moment awe-inspiring—a picture-perfect way to end the day. Jessica called the sunset “magnificent,” and many reviews mention how magical the views are, especially with a glass of local wine in hand.

Practical Details and Considerations

The entire experience lasts about 10 hours, starting with an early pick-up from your hotel (or a nearby accessible point). The tour is conducted in English, with guides knowledgeable and friendly, although the winery guide also speaks Spanish.

The tour includes round-trip transfers, Wi-Fi onboard, and all food and drinks, making it a stress-free way to explore Santorini. However, dinner is not included—so plan for a separate meal afterward if you’re still hungry. Also, weather can influence parts of the tour, particularly the sailing and swimming activities, as noted by a disappointed guest who had to reschedule.

Travellers should bring essentials like a swimsuit, towel, sunscreen, and their passport. The tour is suitable for most ages, but be prepared for a full day on your feet and some waiting times between stops.

Who Is This Tour Best For?

This combined Santorini experience is ideal for travelers seeking a full day of variety—combining outdoor adventure, cultural indulgence, and scenic relaxation. It’s perfect if you value guidance and convenience but still want authentic experiences like wine tastings and sunset viewing. The included food, wine, and transportation make it a good value, especially for those who prefer a stress-free, all-in-one option.

It’s especially well-suited for couples, small groups, or anyone eager to see Santorini’s highlights without the hassle of organizing separate activities. Keep in mind, it’s a long day, so it’s best for those prepared for a busy schedule and potential weather unpredictability.

Frequently Asked Questions

What is included in the tour?
The tour includes round-trip hotel transfers, a 5-hour catamaran cruise with snorkeling equipment and swimming noodles, a barbecue lunch with unlimited Santorinian white wine and soft drinks, visits to two wineries, and a sunset viewing in Oia.

How long does the entire tour last?
It lasts approximately 10 hours, including transportation and all scheduled stops.

Is there a dress code for the wineries or sunset viewing?
While no formal dress code is specified, comfortable clothing, sun protection, and perhaps a light jacket for the evening are advisable.

What should I bring with me?
Bring your passport, swimwear, towel, sunscreen, and any personal items you might need for a day out.

Are drinks included?
Yes, unlimited Santorinian white wine and soft drinks are included during the cruise. Water is usually available as well.

Is this tour suitable for children?
While not explicitly specified, the activities seem family-friendly. However, check with the provider for age restrictions and whether children should be supervised at all times.

Does the tour operate rain or shine?
Weather can affect parts of the experience, especially the sailing and swimming. It’s advisable to check the weather forecast and be prepared for possible rescheduling.

Will I have free time at each stop?
Most stops are guided or scheduled, but there is some leisure time, especially at the beaches and Oia for exploring or taking photos.

Can I book the tour on the day of?
Availability depends on demand; it’s recommended to book in advance to secure your spot, especially during high season.

What language are the guides speaking?
The cruise guide speaks only English, while the winery and bus tour guides are bilingual in English and Spanish.

Final Thoughts

The Santorini Catamaran Cruise, Winery, & Oia Sunset Combo Tour delivers a memorable mix of scenic sailing, cultural exploration, and breathtaking views. It’s a great choice for travelers who want to see the island’s highlights without the hassle of planning multiple activities. The inclusion of wine tastings and a delicious barbecue adds a special touch that elevates the experience beyond just sightseeing.

While weather can influence certain aspects, the tour’s variety and convenience make it a popular option. Whether celebrating a special occasion or simply wanting a full day immersed in Santorini’s magic, this tour offers a balanced, enjoyable way to experience one of Greece’s most stunning islands.

For those who enjoy guided tours with a mix of outdoor fun, cultural richness, and picture-perfect moments, this experience is likely to be a highlight of your trip. It’s especially suited for travelers comfortable with a full schedule and eager to make the most of their time on Santorini.