"Choosing Rachael as our wedding photographer was one of the best decisions we made for our wedding day. From the very beginning, she treated us like friends, not just clients, and we built such a genuine connection with her. It never once felt like “just business," she truly cared about us, our story, and our day, and that meant everything to us." - Denise, 2025 bride

why work with rachael osborn photography

DIANE, hbic weddings

I

As a wedding planner who has collaborated with numerous photographers, I can confidently say that Rachael Osborn stands out as an exceptional talent in the industry. Her ability to capture the essence of each couple's unique story is unparalleled, blending classic elegance with a modern touch that resonates with today's brides and grooms.

kesley, 2021 bride

ii

Rachael was easily the BEST decision we made for our wedding. Not only is she an incredibly talented artist but she's an excellent communicator, professional, organized, kind, and above all, really fun to be around. We had both our engagement shoot and our wedding day with Rachael and myself and my husband actually had FUN doing both (and like many, my husband wasn't initially excited to spend hours taking photos). I've looked back and all of the pictures at least 100 times and still smile every time I do - they are stunning. She captured all of the big and little moments so perfectly.

the garrs, wedding videographers

III

Choosing a wedding photographer is one of the most important choices you'll make as you plan your wedding. It's NOT just about finding someone who takes beautiful images, but about finding someone who can make you remember how things felt on your day. Rachael is one of those few wedding photographers who creates photographs that take you back to the moment! We've had the pleasure of working with her and not only is she such a joy to be around, but she's incredible at her job and provides such a steady presence on wedding days. You need to reach out if you want someone who can preserve your wedding the way it deserves!

brittany, 2019 bride

iv

Rachael’s photos from our engagement + wedding are romantic, timeless and full of emotion. She knows how to capture all of the little moments in between AND still get all of those important family and group photos. The photos that she created on our wedding day were more than I could have dreamed of, and she managed to get everything I wanted (which was a tall order) and then some.

bridget, 2025 bride

v

LOOK NO FURTHER! Book Rachael NOW! She is an incredible photographer and an even better person! We felt so comfortable in front of the camera! She over delivered and gave us so many wonderful photos of our wedding day that will be cherished forever!

+ 8 hours of wedding day coverage
+ Two photographers 
+ Unlimited edited images from your wedding day
 + Online gallery with unlimited high resolution
images and a personal print release
+ 100+ image sneak peek within a week of the wedding
+ Drone photography stills (weather and venue permitting)
+ inclusive of travel for most locations in the BVI and USVI 

Your investment: $10,000

wedding day coverage 

customize your collection

ADDITIONAL HOUR ON WEDDING DAY | $800 

WELCOME OR FAREWELL PARTY COVERAGE | starting at $3000 for 3 hours the day prior - or - day after the wedding

WEDDING ALBUMS | Add a leather bound heirloom album custom designed to tell the story of your day for $1200 

ENGAGEMENT SESSIONS | custom quoted based on location and scope of travel, or available locally in Orlando or Chicago 










a la carte additions: 

She is verbatim, the best photographer ever. You will never regret having her amazing photos, because it’s more than the photos you get back. It’s the memories.

danielle mcnulty

owner & lead planner, ohana events,
& former ro photo bride

A FEW OF OUR MOST FREQUENTLY ASKED QUESTIONS about working with us for destination events 

FAQ

Drawing from her background in both English Literature and Journalism, Rachael weaves a storyteller's perspective into your day, directing both editorial portraits and candid moments with an eye for detail. Her style is timeless, refined, and joyful - seeking to preserve true to life colors, and capture feelings in addition to scenes. 

Yes. My team has experience in securing the proper Visas and requirements to work overseas. We carry a five million dollar insurance and liability policy, our drone photographer is commercially licensed and highly skilled, and we have over a decade in destination wedding experience. 

We include airfare to major commercial airports and three nights lodging in our fee - this allows us to be on the ground in your location at least 24 hours before your wedding. 

Additional travel needed to get to certain destinations (private charters, special ferries, etc.) is not included as it can vary greatly based on venue. We will chat with you and your planning team in advance to make a plan, and we'll always discuss any additional costs upfront so you aren't surprised. 

Absolutely! Some of our favorite celebrations have included 3 or more days of coverage. Reach out with your itinerary and what you want to document, and we will provide you with a custom quote for services.

Yes! Please leave those worries behind. We will direct you and coach you through everything in a way that is relaxed and natural. Our goal is that you not just get gorgeous photos, but that you enjoy the entire experience of creating them, feel totally at ease, and have fun - and we're really good at that. 

We can hop on a quick call or zoom to confirm that we're the best fit for your day and get to know each other. From there, a 50% retainer is required to book destination events, as well as a signed contract. After that - we're here to help every step of the way and part of your team!

Since 2012, Rachael and her team have been documenting weddings around the world. Her style is the perfect blend of timeless and trend-setting, with an emphasis of capturing natural elegance and authentic moments.

Our cornerstone belief is that your wedding should never feel like an endless photoshoot - it should feel like the best celebration of your lives. Rachael works to ensure an organized and efficient workflow while making gorgeous photos feel effortless and easy - so you can focus on celebrating your love story - and yes - making it to cocktail hour, too! 

FLORIDA, CHICAGO, & WORLDWIDE DESTINATION Wedding Photographer 

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Rachael