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Everything You Need to Know About a Sailing Trip in Santorini

If you’re planning a trip to the Aegean and dreaming of crystal-clear waters, whitewashed cliffs, and unforgettable sunsets, then a sailing trip in Santorini should be at the top of your list. With its unique volcanic coastline and iconic views, sailing in Santorini, Greece is not just a luxurious experience—it’s a once-in-a-lifetime memory waiting to happen.

In this guide, we’ll answer all the most frequently asked questions about Santorini sailing excursions, based on what real travelers are searching for. Whether you’re arriving by cruise or staying on the island, this article has you covered.

 

Is Santorini, Greece Walkable from a Cruise Port?

Santorini cruise ships anchor offshore, and visitors are tendered to the Old Port of Fira. From there, you can:

  • Walk the steps to Fira (587 steep ones—comfortable shoes advised!) 
  • Take the cable car, which costs around €6 and is the fastest option 
  • Ride a donkey, although this is increasingly discouraged for ethical reasons

If you’re planning a Santorini sailing cruise, it’s often easiest to arrange a pick-up with the tour provider to avoid logistics hassle.

Pro Tip: Santorini is hilly, so while parts are walkable, good footwear and mobility are essential.

 

Do I Need a Shore Excursion in Santorini?

A common concern for cruise visitors is whether to book a shore excursion in Santorini. Here’s why it’s a good idea:

  • Time-efficient: With limited hours ashore, a guided Santorini sailing tour ensures you experience the best without missing your ship. 
  • Hidden gems: You’ll see places inaccessible by land, like the hot springs, Red Beach, and the dramatic caldera cliffs. 
  • No crowds: You’ll avoid the cruise passenger bottlenecks in Oia and Fira.

And yes, Santorini is walkable—but it’s not flat. Choosing a sailing tour is a relaxing way to enjoy the island without the uphill hikes.

 

Where Do Catamarans Leave From in Santorini?

Most Santorini sailing excursions begin from one of a few key ports, but not all departure points are created equal.

At Santorini Sailing, our tours depart from Vlychada Marina, located on the southern tip of the island. And that’s not by chance—it’s by design.

Here’s why Vlychada Marina is the ideal starting point:

  • Quieter and less crowded than Athinios or Ammoudi, ensuring a smooth, stress-free boarding experience 
  • Faster access to the highlights of the caldera—like the Red Beach, White Beach, and hot springs—without fighting through heavy boat traffic 
  • Perfect for luxury cruises, with more space, calmer surroundings, and a relaxed atmosphere from the very start 
  • Easier parking and access, especially for those being picked up from their hotel or arriving by car 

By sailing from Vlychada, you’re not just avoiding the crowds—you’re maximizing your time at sea and starting your experience with peace of mind. It sets the tone for the relaxed, premium journey that a Santorini sailing cruise should be.

 

What Do You Wear on a Santorini Sailing Cruise?

The vibe is casual-chic. Think comfort with style:

  • Swimsuit and cover-up 
  • Light, breathable clothing 
  • Sunglasses, hat, and reef-safe sunscreen 
  • Non-slip sandals or boat shoes

Some catamarans offer sunset cruises, so bring a light jacket for the evening breeze.

Can You Do a Day Trip to Other Islands from Santorini?

Absolutely! Santorini is well-connected by ferry and boat. Popular day trips include:

  • Ios: A party island with beautiful beaches 
  • Mykonos: Doable by high-speed ferry 
  • Crete: Farther away, but possible if you start early

However, if your time is limited, a Santorini sailing trip offers more than enough beauty and adventure without leaving the island.

 

Is It Worth It to Sail from One End of Santorini to the Other?

Yes—and it’s one of the best ways to truly experience the island’s dramatic geography. A Santorini Greece sailing tour lets you:

  • Sail past the caldera cliffs 
  • Swim in volcanic hot springs 
  • Snorkel near the Red and White Beaches 
  • Watch the famous Oia sunset from the water 

This perspective is impossible to get from land. And the sailing experience? Peaceful, private, and simply breathtaking.

 

How Long Does It Take to Sail Around Santorini?

Sailing around Santorini isn’t about rushing from one point to another—it’s about soaking in the moment. At santorinisailing.com, we offer three thoughtfully curated options to match your style and schedule:

  • Day Tour: 10 AM – 3 PM 
  • Sunset Tour: 3 PM – Sunset 
  • Full Day Tour: 10 AM – Sunset

Whether you’re watching the morning light hit the caldera or catching the golden glow of the famous Santorini sunset from the deck of a catamaran, each experience is designed to offer the perfect balance of exploration and relaxation.

Our private and semi-private tours allow you to sail past volcanic beaches, swim in the hot springs, and enjoy delicious meals on board—without feeling rushed. It’s not just about the time spent, but how unforgettable those hours become.

 

Is Catamaran Sailing Good in Open Ocean?

Yes, catamarans are ideal for Santorini’s waters:

  • Stable and spacious: Great for those new to sailing 
  • Fast but smooth: Perfect for exploring different locations in one trip 
  • Safe for all ages: Families, couples, and solo travelers alike love it 

Most routes stay within the caldera or nearby shores, so you won’t be braving rough open seas.

 

Bonus FAQs Answered

  • How much is a sailing trip in Santorini? Expect to pay anywhere from €90 to €160 per person depending on the duration, inclusions (like food and drinks), and group size. 
  • Is catamaran sailing all-inclusive? Many cruises include lunch/dinner, drinks, towels, and snorkeling gear. Always double-check what’s included. 
  • Do catamarans have toilets and shade? Yes, most luxury catamarans come equipped with all essential comforts. 

There are few better ways to experience the magic of the Aegean than with a sailing trip in Santorini. Whether you’re visiting for a day or staying longer, choosing a Santorini sailing cruise is a decision you won’t regret. It combines adventure, serenity, and stunning views into one unforgettable journey.

Book your Santorini sailing excursion today and set sail for the trip of a lifetime.

Ready to experience the sea like never before? Give us a call (+30) 22860 21380

 

09/09/2025

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