Caitlin Free Photography » Toronto Photographer || Weddings, Portrait, Lifestyle

Why I quit my job – Dominica – Swimming with Sperm Whales

Swimming with whales was something I’ve wanted to do since I was about 7 years old. When the opportunity came for me to actually do this, I made the decision to say goodbye to the security of my bank job. I wasn’t allowed the time off to pursue this bucket list item, and in turn I decided to quit. It was a tough decision, and took me about a year to really take the leap, but I am so very happy that I did. It has now allowed me to fully jump back into my photography, and start to live the life I have always wanted.

Dominica is probably my favourite place in the Caribbean to visit. It’s the “Nature Island” of the Caribbean for a reason. Lush green rain forests, waterfalls, mountains & hiking, and some amazing scuba diving. Don’t forget the daily dose of rainbows! I have been there twice now, and I will continue to go back when I can. We stayed at Castle Comfort, and the accommodations were great. A lovely breakfast in the morning, and when we would come back from our day on the water, our happy hour snacks were always brought down to us. Some of the BEST stove top popcorn I have ever eaten in my life.

Dominica is home to about 200 resident sperm whales, and the only legal way to have in water encounters with them, is to be on a government issued research permit.  I had a wonderful opportunity to be on a permit that I couldn’t pass up so I took the leap and went on the trip! I also just want to make it clear again, that all of my whale photographs were taken under government permit.


I was on the permit to be in the water for the first 5 days. We had sightings the first 3 days, but were skunked for the last two. It was ok though as we still saw dolphins, pilot whales, turtles, and baby sargassum frogfish (not easy to see very often). We could also hear humpback whales at one point when we were having some fun snorkelling near the shore. I only got a few decent underwater photographs of the whales, which was really just a bonus since swimming with them was what I really wanted to do.

With sperm whales, you see very little of their body at the surface, but when you are in the water with them you see just how big they really are. I’m not going to lie though, it was not easy being in the water with them. You are swimming as hard as you can possibly swim in open ocean to get close, all while trying to make as little disturbance at the surface of the water. There were times when the ocean was very calm, and there were times when there were 6 foot swells you were trying to swim through. You aren’t diving either. You are snorkelling, and getting back onto the boat in those swells isn’t the easiest thing to do either – it’s also kind of scary.

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After the 5 days in the water, I took the day off to do the boiling lake hike in the Morne Trois Pitons National Park. This was my second time doing this hike, so I knew what to expect. Now keep in mind, all of us on the hike except our guide, were photographers so instead of the hike being the normal 6 hour trip it took us about 8.5 hours this time around. The hike really pushes your physical limits especially on your way back climbing up steep stairs made out of their native fern trees. Even though it was raining at the boiling lake and we barely got to see it, all of the pain I felt for the next 5 days was worth the beauty I got to experience during our hike.

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I took the following day off to rest, and do absolutely nothing. I didn’t take any photographs at all. I just sat back and listened to the ocean and read a book. For the next 4 days I was back on the boat, but just to really document the days and I did not get back in the water, as I was not on the permit. I took a lot of photographs of the whales at the surface, which was nice because I took a lot of photographs as the whales were diving and got tail shots. We were on the boat for 8 hours a day, and in pure honesty the days you are in the water – you are only in the water for a total of about 30 minutes with the whales. The reason for this is because when the whales come up for air, they are on the surface for about 10-15 minutes. Once we spot them, we make our way over to their location and then slip into the water. Sometimes they are already swimming so fast that we don’t get anywhere near them, and sometimes they are curious and stay around to check you out. Once they dive down they are gone for about 45 minutes, and then the waiting game begins again.


Phil didn’t know where the whales were! Hahaha


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When all the days on the water were done, a car was rented and we went to go check out a couple of waterfalls over the next few days. Emerald Pool, Middleham Falls and Trafalgar Falls. We also walked around the Dominica Botanical Gardens located in Roseau. It was amazing how many different types of flowers, and trees they have there. My favourite was the Banyon Tree, which was from India. Another really interesting thing they had was a bamboo like garden – it kind of looked like an elephant to me! It was huge! There was also an empty school bus that was crushed by an African Baobab tree as a result of Hurricane David in 1979. Pretty cool.

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This was one of the sargassum frogfish we brought back to the island. In this picture, it was about 4 inches long. When we first found it, it was only about 1.5 inches long!

So that sums up our 3 week trip to Dominica! It was truly an amazing trip and I can’t wait to go back again soon! Below I’ve included some of the photos from my 2011 trip, which shows a picture of the boiling lake as well. 


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  • wremie

    Thank you for so beautifully depicting the country of my birth. My true home. Looks like you had an amazing adventure. The photos are stunning.ReplyCancel

  • Cyril Volney

    Thank you. That’s why I live in Dominica….ReplyCancel

  • Lucia James-Davis

    Thank you for sharing the beauty of my birthplace.ReplyCancel

  • Barbara Bully-Thomas

    Thank you for such a beautiful article and stunning photographs of my home island Dominica.ReplyCancel

  • Jade Piper

    This is Beautiful, Thank you so much! ReplyCancel

  • Juls Angel Hfd

    Great shots of our beautiful Nature Isle, thanks for sharing

  • Sami Cools-Lartigue

    Dominica at her very best……..ReplyCancel

  • Serah Tricia Bellot-Shillingford

    Such beautiful pictures of our Nature Isle…thank you for sharing this!!ReplyCancel

  • Jon Glen Bannis


  • Christopher B

    Thanks for your article and the photos. I spent a week in Dominica last year, staying at Castle Comfort, and I agree with your comments about the hotel and remember fondly some of the places your photos show. Did you ever go diving with Irwin (stinger) and Thomas? Great people.ReplyCancel

  • Great portrayal of the “Nature Isle,” and some amazing photos. Wonderful job.ReplyCancel

  • Shirls Joe

    Thanks for the beautiful pictures of my lovely Dominica and the article was well writtenReplyCancel

  • HB Eugene

    I am Dominican….I am a photographer and I am thrilled with your portrayal of MY island. Great job!. (My buddy Cyril Volney is now soaking it all in on behalf of all his friends abroad).ReplyCancel



  • David Rice

    This just shouldn’t be allowed! If it is then how cruel is it to tell us about it! Absolutely marvellous……..ReplyCancel

  • Yuri A. Jones

    Caitlin thank you for writing and publishing such a wonderful blog post about our country! And your photos are beautiful. I think I’ll take my camera out to some of these sites soon!ReplyCancel

  • Lyane Boyd

    Dominica is my home at heart trully a mystérious islandReplyCancel

  • Michael Diese

    Isle of my birth, the sea beckons once more to these shores; another wave of her waves. Breath-taking and beautiful!ReplyCancel

  • Nayah Blessup Winston

    wow talk about beauty much redit to you and your professionalism in photography blessup

  • Faye Kay Ray

    AWESOME PICS…..!!!!ReplyCancel

  • Jahlee J Alfred

    Dominica the beautifil, I am thankful for that great tribute to DA. I am glad the world is ReplyCancel

  • Jahlee J Alfred

    Getting to see and enjoy the DomonicanReplyCancel

  • Jahlee J Alfred

    We all know and loveReplyCancel



  • John Jno Finn

    stunning, amazing and worthy of adoration. Thanks for reminding me of the wealth of beauty in the Land of my birth. May we all be forever grateful for this this privilege.ReplyCancel

  • Anonymous

    Thanks for the wonderful pics.Dominica is a beautiful place.Nathy

  • Mac Gordon//New York City

    As a Dominican, reading this warmed my heart tremendously. Your blog brings out to the world, the beauty that our island holds within her embrace. I hope you can return sooner, rather than later, so you can continue to share your exploits with us. Many thanks.ReplyCancel

  • Portia

    Beautiful photographs. Lovely write up on my island. Thank you for seeing the island with those eyes of nature. Nature at its best.ReplyCancel

  • Victor Lownes

    You have got a book there! Thanks for the preview.
    Vic LownesReplyCancel

  • Candia Alleyne

    Great photos of the nature isle of the Caribbean. I particularly love the ones of the Boiling lake and Valley of Desolation especially since I know that I can never make that trip again having done it once when I was young.ReplyCancel

  • […] I was a child, I always knew I wanted to swim with whales,  but never did I think I’d be in the water near great white […]ReplyCancel

  • naturally like your web-site however you have to check the spnilleg on quite a few of your posts. Many of them are rife with spnilleg issues and I to find it very troublesome to tell the reality then again I’ll surely come again again.ReplyCancel

  • Violeta Jahnel Brosig

    Hi Guys, could you give me a hand on where to go to swim with sperm whales? Who did you go with? I would love to head there in Jan , but with Big fish expeditions it cost 9k and we just want to spend few days with the sperm whales. What do you reccomend? Thank you sooo much xvReplyCancel

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