Engagement sessions are the perfect chance to celebrate your love and capture the excitement of this special season while showing off what makes your story uniquely yours. But sometimes, your hometown just doesn’t match the Pinterest board in your head—or the vision for your photos. Maybe you’re planning a destination wedding and want that same sense of adventure infused into your engagement session.


Whatever the reason, a destination engagement session is your golden ticket to showing off your love story in a setting that feels as extra (and meaningful) as your relationship.


So, how do you make it happen? From choosing the perfect spot to handling the logistics, this guide will help you plan a destination engagement session that’s as breathtaking as your love—and one heck of an experience you won’t forget.

A couple in white outfits holds hands while walking down a city street.
A couple in white outfits share champagne together outdoors.

1. Choose a Location That Reflects Your Love Story


The location is the star of your engagement photos (other than you two, of course). It should feel personal and as swoon-worthy as your love story. Here’s how to narrow it down:


  • A City You Love: Did you fall in love while wandering Chicago’s architecture or New York’s buzzing streets? Urban backdrops are timeless—think cobblestone streets, stunning skylines, and cozy cafes.


  • Your Happy Place: Do you two have a favorite getaway spot? Napa Valley’s vineyards, Charleston’s dreamy moss-draped oaks, or the cliffs of Big Sur could be the perfect romantic setting.


  • Somewhere New: For the adventure-seekers, why not pick a place that’s on your travel bucket list? Turning your session into an unforgettable trip means memories on and off the camera.


Pro Tip: Consider the season. Snow-covered mountains in Aspen? Santorini cliffs in summer? Let nature set the mood.


2. Share Your Vision with a Photographer You Trust


A destination session requires a photographer who truly understands you and your vision. Here’s what to look for:


  • Trust & Connection: Choose someone who takes a vested interest in you as a couple, understands your vibe, and can bring your dream session to life.


  • Logistics Know-How: Travel shoots can be tricky, so pick a photographer who can handle lighting, permits, and unexpected hiccups like pros.


  • The Right Style: Look for someone whose portfolio reflects a mix of stunning editorial shots and natural, candid moments—photos that look like you but elevated.


Why It Matters: Trusting your photographer means you can relax, have fun, and let them guide you while capturing moments that feel effortless and authentic.

A pink historic hotel building with palm trees and wrought iron balconies.

3. Plan Ahead Like a Pro


This isn’t your local park session—destination shoots need some next-level planning. Here’s how to make it seamless:


  • Scout Locations: Your photographer can help find the perfect mix of iconic spots and hidden gems.


  • Check Permits: Some dream spots (like national parks or landmarks) need photography permits. Plan ahead to avoid stress.


  • Time It Right: Golden hour is the MVP of lighting. Plan for morning or evening sessions, and build in extra time for travel, outfit changes, or traffic.


Pro Tip: Flexibility is key. If a little rain or a change of plans happens, roll with it—the best moments are often unplanned.


4. Pack Smart and Shine Bright


This is your moment, and we’re going for iconic. Packing smart ensures you’re ready to nail the shoot—and feel confident while doing it:


  • Outfits: Think variety. A flowing gown for Paris, a chic casual look for New Orleans, or cozy sweaters for an Aspen winter.


  • Accessories: Hats, sunnies, statement jewelry—small details can add personality and flair.


  • Essentials: Comfortable shoes, water, snacks, and a touch-up kit for hair and makeup. We’re keeping you comfortable and photo-ready.


5. Don’t Forget the Little Details


The magic is in the details, darling:


Incorporate Local Charm: Imagine cruising the streets of Rome on a Vespa or holding market flowers in Charleston. Location-specific details will make your photos pop.


Make It an Experience: Plan something fun after your session—like a celebratory dinner or a little local exploring. This is a trip, after all!

6. Budget Like a Boss


Let’s talk numbers. Destination sessions are an investment, but one that’s totally worth it. Here’s what to consider:


  • Photographer’s Travel Costs: Flights, accommodations, and a per diem for meals.


  • Hair & Makeup: Bring your usual stylist or hire someone local (your photographer may have recommendations).


  • Permits & Fees: Some dreamy spots charge fees, so factor that in.


General Budget Guide:


  • Photography: $2,500–6,000 (including travel fees)
  • Hair & Makeup: $200–500
  • Travel: $500–2,000+ depending on the destination


Pro Tip: Combine your session with an already-planned trip. Two birds, one stone.


7. Relax, Trust Your Photographer, and Have Fun


Here’s the real secret to epic photos: Be in the moment. Laugh together, explore, and trust your photographer to capture the magic. The best photos are the ones where you’re being you.


Remember, it’s not about perfection. It’s about the sparkle in your eyes, the way you hold each other, and the pure joy of being together in a place you love.

Destination Engagement Sessions: Totally Worth It


A destination engagement session isn’t just a photoshoot. It’s an experience. It’s about celebrating your love story in a place that feels right for you. Whether it’s cobblestone streets, sun-soaked beaches, or snow-capped mountains, your photos will be beautiful, meaningful, and oh-so-you.


So, let’s turn that dream into reality. Ready to plan your destination engagement session? Let’s pack our bags and make magic happen.


Contact me today to create unforgettable, heartfelt photos in the location of your dreams!

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MEET THE PHOTOGRAPHER


Jasmine Oliver; Owner of J Lauryn Photography


Hello there, and welcome to our journal. Our timeless wedding photography captures the true essence and emotions of a once-in-a-lifetime day so our clients can relive and share their individual love stories for generations to come. We work for unique & diverse couples who are focused on crafting a love-filled celebration of their wedding in Chicago, NYC and destinations worldwide. My passion is telling my clients unique, authentic love stories to enjoy and share for a lifetime.


 

BECAUSE YOU DESERVE WEDDING PHOTO THAT LOOK & FEEL AUTHENTICALLY LIKE YOU
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CURATING IMAGES

that FEEL AUTHENTIC, INSPIRED, and

INTENTIONAL



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