I didn’t think much could top our amazing day wandering the streets of Oia. But then we set sail again, this time on a Santorini sunset cruise.

Santorini Sunset Cruise

Not on our cruise ship though, but rather a traditional Greek shipping vessel, carrying us across the caldera to hike the volcano that made Santorini the unique geological setting it is today. My mom was less than enthusiastic about this tour when I first brought up the idea. “Volcanos are kind of boring” she argued, though I’m pretty sure the citizens of Pompeii weren’t exactly having a yawn-fest back in the day.

Santorini Sunset Cruise

Being an outdoorsy kind of gal (not), I took the tour leader up on their suggestion to wear “sensible walking shoes.” Which I interpreted as flip-flops. This turned out to be not my brightest idea of all times, but the hike was still do-able. And I was still able to feel mildly athletically superior to someone when one or two had to turn back to the boat. While the volcano was kind of boring visually monotonous, it provided some great views (all the way to our ship!) and a fun setting to hear more from our bubbly guide about the history of her home. You really are standing in the spot that started it all.

Hiking Nea Kameni

Hiking Nea Kameni

Silversea cruise ship

You’re also really, really hot, as all that black soot does a great job reflecting the already beating sun. Luckily our next stop was to jump into that beautiful blue water. While this stop was marketed as a “hot spring” we were relieved to find it was really more of a “warm spring.” We had oodles of fun jumping off the high deck on the boat and feeling the temperatures change as we swam back and forth to the boat.

Santorini Sunset Cruise

My mom is such a good sport. She had forgotten her bathing suit bottoms on the cruise ship, but never one to stand on the sidelines, she jumped right in, pants and all.

Santorini Sunset Cruise

We then docked outside Therasia, the remote island opposite Thera in the Santorini island group. Its number of inhabitants has dwindled to less than 100, most of whom are what our guide called “Jedi fisherman” and “master tomato growers.” I’d love to visit this island on my next visit to Greece, and walk the streets of a place untouched by mass tourism. But on this trip we simply swam from the beautiful shores and admired the view while sipping ouzo and snacking on Greek dishes.

Santorini Sunset Cruise

After this came the best part of the evening. Santorini takes its sunsets seriously, with Oia’s tavernas and balconies being the most popular viewpoint. Though ss you an imagine, in peak tourist season things can get a bit crowded and we were perfectly happy to view the descent into nightfall with the company of a few other sailboats still pottering around the caldera. I apologize in advance for the amount of photos that follow. They could be pared down no more.

Santorini Sunset Cruise

Santorini Sunset Cruise

Santorini Sunset CruiseOia at sunset

Santorini Sunset Cruise

Santorini Sunset Cruisemy mom, still smiling in her still wet pants

Santorini Sunset Cruise

As the sun was dipping below the horizon, we got another treat: a private saxophone concert. Amazingly, this was far less cheesy than it sounds. Well, somewhat less.

Santorini Sunset Cruise

If you happened to be around both my boyfriend and a computer sometime in late 2010, there’s a good chance he forced you into watching a certain Youtube video while alternating between unstoppable laughter and gasping for air. Having been innocent bystander to this many times, you can imagine how hard I had to work to hold in laughter when he sax player on board started in on it.

Soon it was time to head back to our other boat, and sail away into the night. But until next time, Santorini certainly has a piece of my heart.

Fira at night

To see the rest of my Santorini photos on Flickr, click here.

This post was sponsored.

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24 Comments...
  • Kathryn
    September 22 2011

    Oh, yeah, swimming in long pants, that was fun.

    Thank God I bought Ray Bans later in the trip, my sunglasses are NOT flattering.

    • Alex
      September 22 2011

      I wear ray bans in basically all my photos… I really hope they don’t go out of fashion or I’m going to be a sad girl someday!

  • I’ve heard the sunsets there are extraordinary! LOVE your pics!!!

    • Alex
      September 22 2011

      Thanks Andi! I think Greece would suit you… get your bum over there!

  • Kris Koeller
    September 22 2011

    What an amazing trip. Beautiful photos. Officially jealous.

  • Danielle
    September 22 2011

    Everything looks so gorgeous! It’s awesome that you got to jump off the boat into the hot spring!

    • Alex
      September 22 2011

      Basically any tour than involved jumping off things I’m ALL about.

  • Christy @ Ordinary Traveler
    September 25 2011

    Gorgeous photos. I wear flip flops everywhere too. They are sensible, right?

    • Alex
      September 25 2011

      I can’t think of a better footwear! Here in Thailand many of my friends go barefoot and I’m considered quite posh for wearing them. Funny how perspective changes things!

  • Lindsay
    July 13 2012

    Hey there! I am traveling to Santorini in September and was just wondering which boat tour you went on to see the volcano/sunset? If you still remember I’d love the name as well as any other restaurant/secret things to do recommendations 🙂

    • Alex
      July 13 2012

      Hi Lindsay, unfortunately I don’t remember the name of the exact tour operator, we just walked into town and into a random tour agent and booked one! I don’t think there is much difference between the ones on offer, if that’s any consolation. And we were only there for a day, so unfortunately not enough time to uncover any super secret hidden gems! We just loved walking/driving around, soaking up the atmosphere 🙂 I’m definitely hoping to return one day!

  • Jessica
    January 13 2013

    did this SAME EXACT volcano/hot springs/sunset tour with a private sax player on my honeymoon this past June. haven’t blogged about it yet tho, am still 3 years behind on my travels, haha.

    • Alex
      January 15 2013

      I always regret not having documentation of the trips I did before I started my blog! I started blogging early so there aren’t too many, but still…

  • Catherine
    October 12 2013

    Hi Alex! Looks like one amazing cruise! You took lovely photos too! I would have loved to do one as well but I was told it’s already off season once I get to Santorini </3

    • Alex
      October 13 2013

      Thanks Catherine! That’s a shame. We were very lucky on with weather on this trip!

  • Mark Luke
    February 14 2014

    From sunrise till sunset, Santorini have given you all the fun and excitement you need. The sea breeze and the sunset are very amazing! Thanks a lot for sharing this. This is great!

    • Alex
      February 14 2014

      Glad you enjoyed, Mark! Thanks for commenting!

  • 2 tickets to Wonderland
    September 10 2015

    We’ve been to Santorini last year and we loved it. Unfortunately we didn’t do the volcano tour and now I see we missed out quite a lot. It doesnt’ look boring (sorry, monotonous 🙂 )on pictures at all.

    What did you think of Santorini’s sunsets? We thought they could easily match up with sunsets on other Greek islands. The way that setting sun reflect on Oia is kind of magical though.

    Have fun,

    Marusa

    • Alex
      September 10 2015

      I wasn’t really into the crowds at Oia! Much preferred the view from other parts of the island, where I had it to myself 🙂 Santorini is magical… I’ve loved returning there again and again!

  • Andrew Darwitan
    August 7 2016

    It looks like a sunset cruise would be amazing! I went to Santorini last year and only watched the sunset from Fira and Oia, both of which are amazing!

    • Alex
      August 8 2016

      Really, you can’t go wrong as long as you’re on Santorini and you’re watching a sunset 🙂

  • Greg McKinney
    September 11 2016

    Hi Alex! Thanks for your Santorini post. I will be there on Oct. 5, 2016 (with Holland America cruise) and will only have 9 hours in port. What do you recommend as a must see. We pull up anchor at 5p.m.

    • Alex
      September 14 2016

      Hey Greg! I guess that depends on your interests. When I visited Santorini on a cruise my mom and I rented a car and went to Oia and some of the black sand beaches and then went on a sunset cruise (we didn’t leave till 10pm). If you’re into watersports you can go diving, if you love wine you can tour the island wineries, and if you’re a beach bum you can just head to a gorgeous one! So much to do, really depends on what you’re most excited by 🙂

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