Too Cool Photography & Video Services

We had the best experience working with Otis and his team at Too Cool Photography for our wedding.

From the start, communication was consistent and thoughtful. Otis checked in regularly, kept everything aligned, and when we had to move our wedding date by five weeks due to a hurricane, he handled the change with complete flexibility. It meant so much during an already stressful time.

Once we arrived at the resort, he met with us in person to walk the property and scout locations. He and his team were incredible at finding the best lighting and positioning throughout the day, which made a huge difference in how everything turned out.

On the wedding day, his energy was exactly what you want. Calm, fun, organized, and completely in control without ever feeling overwhelming. We are not a couple who loves being in front of a camera, and he made us feel comfortable and at ease the entire time. His team worked seamlessly alongside him, capturing both photo and video without ever feeling intrusive.

He also went above and beyond in ways I never would have expected. At one point he pulled out a brush to keep me from getting shiny, which sounds small but made such a difference in the moment.

Our videos have been incredible. Every time we receive a new one, I end up in tears. The lighting, the movement, and the way everything was captured feels natural and emotional without being overdone.

If I had one small piece of feedback, it would be around our group photos. Coordinating a large wedding party can be challenging, especially with timing pressures and many moving parts. In hindsight, I wish we had built in a bit more structure and time for this portion of the day so group portraits did not feel quite as rushed. With a little more time and planning on our end, I believe this part of the experience would have been just as strong as the rest.

Even with this, I would hire Too Cool again without hesitation.

As a destination wedding planner, I will absolutely be referring Too Cool Photography to my couples, especially those planning in the Caribbean or open to bringing in a photographer who knows how to work in destination environments.

If you are looking for someone who brings great energy, strong direction, and beautiful storytelling through both photo and video, Too Cool Photography is an incredible choice.

Too Cool Photography was incredible! From the start, he took time to understand our vision and brought it to life beautifully. He collaborated with us, offered creative guidance, and made the entire experience feel easy and enjoyable.

He and his team were professional, organized, kind, and supportive throughout the entire process. They kept us relaxed and confident, even during stressful moments, and captured every important detail with care.

We chose the premium package, and it was absolutely worth it. The photos captured not only the big moments, but also the candid emotions and little details that made our wedding special.

What stood out most was how much they genuinely cared. If you’re looking for a talented and professional wedding photographer in Jamaica, we highly recommend them. We’ll cherish these memories forever!

Planning an overseas wedding in Jamaica came with a lot of moving parts, so I was initially a little unsure about using a photographer who was not directly affiliated with our venue. Otis immediately put us at ease with his professionalism, knowledge of the property as he had done many shoots there, and also helped us navigate the process for outside vendors - saving us money!

Something I never shared with him is that I used to be a wedding videographer myself, so I understand how important it is to capture the meaningful moments of such a special day. Otis exceeded every expectation we had.

I didn’t really have a detailed vision for our photographs beyond wanting the beauty of Jamaica as our backdrop and authentic moments captured while getting ready with our family and friends.

Well… it poured rain on our wedding day, and not once did Otis allow that to affect the experience. He brought so much fun, warmth, and energy to every moment of the day. From his energetic pose guidance to the way he collaborated with his team, everything felt natural and effortless. He took charge when needed without ever making it feel overstaged. Our family and friends all commented on how comfortable and enjoyable he made the entire experience.

Even with the rain pouring down, he still captured incredibly beautiful moments and even got us outside for photos with the dramatic skies behind us — which ended up becoming some of our favorite shots from the entire wedding.

We also had an amazing time with the 360 booth! It added such a fun interactive element to the reception, and our friends and family loved creating videos and memories throughout the night.

Throughout the entire process, Otis was prompt, professional, responsive, and incredibly reasonable in pricing for the quality of service he provided. We are so grateful that he and his crew captured our wedding day, and I would absolutely recommend him to anyone looking for a photographer who truly cares about both the experience and the final product.

Our photos turned out amazing!! We can’t recommend Otis and his team highly enough!! He made our special day even more special and hassle free! You will instantly be able to tell that he is highly experienced and knows what he’s doing. Don’t have any doubts or second thoughts, as he perfectly captured our big day and was very flexible and easy to work with. He provided lots of poses and angles and ideas for photos. Also he made us feel super comfortable and confident throughout the photo process and he captured some amazing moments! We stayed at Iberostar, and the next day he came in person and let us scroll through and select our photos. We were very impressed with the quality and how everything turned out! He provided lots of unique angles, edits, and filters so that we had a variety to choose from. Otis is extremely professional, accommodating, and an amazing human overall. Again, if you’re in Jamaica, you gotta go with Otis cuz he’s going to deliver!

If you are on the fence about booking this company, just do it! I promise you will not regret it.

From the beginning, Otis reached out right away with expectations, costing, and was very attentive to my vision and what was important to me. The process was easy and the costing was very reasonable for everything he and his team did! He was very communicative throughout the entire process from booking to when they were leaving. He and his team took the most stunning photographs and videos I have ever seen from a wedding photographer (many of our guests said the same!). He brought fun and creative ideas to the pictures to really capture the special moments that will live on with us forever and we can continue to reflect on with the photos and video! He also sent us sneak peaks within a few days and provided all videos and photos within a week of our big day!

Otis and his team were extremely professional, attentive, and stayed on task throughout the entire wedding. I couldn’t recommend this company more! I’m very grateful that they were suggested to me and they were able to make our wedding so special and unforgettable! Thank you, Otis and team!!! You are the best! 🫶🏼 Thank you for making us feel like family and taking care of us in every way!

(Pictures from our wedding are below for reference!) ☺️

I was referred to Too Cool Phography and Video Services through the villa that I rented for my stay and 50th birthday party in Jamaica. They came recommended and they did not disappoint.

Not only do they offer very affordable comprehensive photography and video packages, but true to their name they made the process easy and too cool. They were very responsive with any questions or concern we had in planning and on the day of the event their professionalism and skill as experts in their craft was evident. They were so kind and engaging us guiding us in capturing some memorable moments. And the 360 degree rotating video booth was the cherry on top.

When we got the final photos and video I was speechless. To say they were beautiful is an understatement. They were polished and captured so well the beauty, energy and essence of the night. It was a perfect mixture of candid and posed shots. The video made me relive the event all over again. The opening, the transitions, the capturing of the speeches--I felt like I stepped back in time and experienced that memorable day one more time.

Too Cool Photo and Video exceeded my expectations and simply blew my mind. I highly recommend them for all of your video and photo needs. I would use them again and again.

Dr. T

Working with Otis and Oshane has been such a special experience for us. He first captured our wedding day beautifully, and now he has documented another meaningful milestone in our lives- our maternity photos.
Not only is Otis incredibly talented, but over time he has truly become like family to us.
Having the same photographer document both the start of our marriage and now this new chapter as we prepare to welcome our baby girl means so much to us. We will treasure these photos forever and are so grateful for his talent and care.
We can't recommend him enough to anyone looking an amazing photographer. He has an incredible gift for capturing authentic moments, and he will truly transform your special moments into timeless memories.
We look forward to working with him again to capture our family photos in the future.

⭐⭐⭐⭐⭐

Where do I even begin?! Hiring Too Cool Photography was hands down one of the BEST decisions we made for our wedding.

From the moment he arrived, his demeanor and presence were so calm, confident, and comforting. On a day that can feel overwhelming, he brought such a steady and positive energy. He directed me perfectly in every shot without ever making it feel forced or awkward. And let me tell you — he laid my veil flawlessly in every single photo. Every. Single. Time. The attention to detail was unreal.

There was a moment during the day when I was brought to tears due to some stress with my wedding coordinator, and he was right there to pick up the pieces. He made sure I was okay, reassured me, and helped turn the energy around so I could fully enjoy my day again. That meant more to me than I can even put into words.

On top of his talent and kindness, he was incredibly flexible. When our wedding date had to change due to a hurricane and our location shifted as well, he handled everything with such grace and understanding. No stress, no frustration — just pure support.

Not only is he insanely talented, but he is also genuinely kind and professional. If you are considering booking him, DO IT. You will not regret it.

We are forever grateful 🤍

From start to finish, the experience with Otis at Too Cool photography was simply exceptional. Everything was so organised and professional, which instantly put us at ease. Being from the UK and having our wedding near Ocho Rios, Jamaica, I naturally had a few concerns about planning everything from abroad, but Otis exceeded every expectation.

The photos look almost too good to be true. He captured absolutely everything, the big emotional moments, the small details, the atmosphere and the scenery. Looking through our gallery feels like reliving the entire day again.

Otis made us feel completely relaxed. I was quite nervous and anxious on the day, but he was so calm and reassuring which really helped me settle and just enjoy every moment. The videographer was great too, such a good team and everything worked so smoothly.

More than we ever expected and we’re so grateful. If you’re considering booking them, don’t hesitate.

We got married on the beautiful beach in Negril in Jamaica. Our photographer team was Too Cool Photography. They did a fantastic job, it was a beautiful sunset afternoon and I was so nervous but Otis made sure that I was comfortable. He helped us to relaxed and we were so amazed to see how beautiful the photos came out. We highly recommend Too Cool Photo & Video. The same night we got the chances to selected our photos and one week later our photos was sent to us by a download link. He captured the sunset so beautifully and the delivery time was so quick. If you are planning your destination wedding for Jamaica and you are looking for a great photographer don't skip hesitate to book Otis & his team. You will feel the same way we felt when we received our wedding photos. Thanks to Otis & his team for making us so happy.