A Romantic Old San Juan Couples Session | Destination Photography in Puerto Rico

Couple overlooking the bay in Old San Juan taken by a wedding photographer in Puerto Rico

Kaitlyn & Tanner

     When it comes to couples photography in Puerto Rico, few places offer the breathtaking scenery and rich cultural charm of Old San Juan. Recently, I had the pleasure of photographing Kaitlyn and Tanner, a young couple visiting from Mississippi, who wanted a session capturing the historic beauty of Old San Juan during golden hour. As a destination wedding photographer in Puerto Rico, I always aim to create unforgettable experiences for my couples, and this session was no exception.

Why Old San Juan is a Dream Location for Couples Photography

Woman smiling through plants in Old San Juan taken by a Puerto Rico wedding photographer

Green framing.

     Old San Juan is one of the most iconic photography locations in Puerto Rico, known for its cobblestone streets, colorful Spanish colonial architecture, and historic landmarks. Many couples choose this vibrant district for their engagement photos, anniversary sessions, and even elopements. The magic of golden hour photography in Old San Juan enhances the city's beauty, providing warm, glowing light that makes every photo look timeless.

     Kaitlyn and Tanner were staying at La Concha Renaissance Hotel, one of the best wedding venues in Puerto Rico. Although they loved their resort, they knew that Old San Juan's eclectic environment and vibrant energy would provide the perfect setting for their session.

Starting the Session at El Convento Hotel

Couple posing within a geometric shape at El Convento Hotel in Old San Juan taken by a wedding photographer in Puerto Rico

Sucker for geometry.

     We began our session near Hotel El Convento, widely regarded as one of the most prestigious wedding venues in Puerto Rico. This luxurious boutique hotel, formerly a nun’s convent, features elegant Spanish architecture, lush courtyards, and romantic archways, making it a favorite for destination weddings in Puerto Rico. I hosted a wedding there at the end of 2024, and it remains one of my most memorable experiences as a Puerto Rico wedding photographer.

Exploring the Streets of Old San Juan

Couple posing in front of a garita in Old San Juan shot by a luxury wedding photographer in Puerto Rico

An Old San Juan classic.

     From El Convento Hotel, we walked down Caleta de las Monjas, a historic and picturesque street that offers charming backdrops for engagement and couples photography in Puerto Rico. The pastel-colored buildings, ornate balconies, and classic blue cobblestones create an intimate and nostalgic setting.

     We then made our way to La Rogativa, a well-known sculpture near the Governor’s Mansion in Old San Juan. Many destination wedding ceremonies take place here due to its stunning views and historical significance. Capturing romantic moments against this breathtaking backdrop made for a truly special part of the session.

Sunset Portraits at El Morro

Couple backlit by flash during an Old San Juan photoshoot taken by an elopement photographer in Puerto Rico

What a way to end it.

     No couples session in Old San Juan is complete without visiting El Morro, Puerto Rico’s most famous landmark. The sprawling 16th-century fortress is a favorite among destination wedding photographers because of its dramatic ocean views and open fields that allow for stunning, natural-light portraits. As the sun began to set, I used my Godox AD100 Pro flash with an orange gel, mimicking the last rays of sunlight to create a dreamy, cinematic effect. This ended up being my favorite shot of the session, and Kaitlyn and Tanner were absolutely in love with the final images.

Book Your Old San Juan Couples or Engagement Session

     If you’re searching for a luxury destination wedding photographer in Puerto Rico or looking to capture romantic moments with your partner, Old San Juan is the perfect place. Whether you're newly engaged, celebrating an anniversary, or simply want beautiful photos together, I’d love to create something unforgettable for you.

     For inquiries about engagement sessions in Old San Juan, wedding photography in Puerto Rico, or destination wedding packages, reach out today. Let’s turn your love story into timeless imagery!

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