Hotel El Convento

Wedding Day

Plazuela La Rogativa

Ceremony

Old San Juan

Parada de Boda

Hotel El Convento -  Piano Foyer

Cocktail Hour

Hotel El Convento -  Salon Campeche

Reception

Our Wedding

Our Story

Some love stories take years to unfold. Manuel and Douglas knew almost immediately. After connecting online through Facebook, the two quickly realized there was something different about their conversations. Just two days later, they agreed to meet at Replay Bar in Andersonville in Chicago. Even though Manuel is sober, the location did not matter nearly as much as the opportunity to finally meet face to face. What neither of them expected was how natural everything would feel from the very beginning. Manuel remembers immediately thinking Douglas was not only handsome, but incredibly kind and thoughtful. He noticed the small gestures right away: opening doors, checking in to make sure he was comfortable, and carrying himself with a quiet warmth that made Manuel feel cared for. Douglas, meanwhile, could not stop thinking about how beautiful Manuel was. But beyond that, he was drawn to Manuel’s intelligence, depth, and the way he spoke about life with passion and purpose. That first night, they talked for hours about life, family, work, and the paths that shaped them. Although Douglas was born and raised in Chicago and Manuel was a transplant from many miles away, they connected deeply through the similarities in their upbringing, values, and lived experiences. Their conversations never stayed at the surface. They listened to one another fully, understood one another deeply, and both quietly realized this connection was unlike anything they had experienced before. From that day on, they became inseparable. They saw each other every single day, and within just one month they were already meeting each other’s families. One person can make you feel in a month what others could never make you feel in a lifetime, and that is exactly how it felt for both of them. At the center of their relationship is love, but also deep admiration and support for one another. Manuel admires Douglas’s giving heart and the way he cares so deeply for the people around him. Whether it is sharing a meal, planning a family vacation, or simply making sure everyone feels cared for, Douglas leads with generosity. He is also a planner always prepared with backup plans for the backup plans, giving Manuel a sense of peace and grounding in the midst of his demanding career. Douglas admires Manuel’s compassion, intelligence, curiosity, and the way he moves through the world unapologetically as himself. Family has always been at the center of both of their lives. They each hold their mothers in the highest regard and credit their families’ love and sacrifices for shaping the people they have become. Both grew up understanding hardship, but also understanding resilience, dedication, and commitment. Both have two older sisters who played important roles in their lives and helped shape the care and respect they carry for the women around them. For Manuel especially, watching the way his stepfather Carlos loved and protected his mother and siblings became the example of love he hoped to find one day for himself. In Douglas, he found exactly that. Together, they have built a life rooted in love, communication, and shared purpose. Douglas spent nearly three decades serving students and families as an educator and principal, earning recognition for his leadership in education and community. Manuel also began his career in education before moving into education administration and later dedicating his work to human and civil rights advocacy. Their shared passion for education, equity, and community eventually led them to join their strengths together through the Rozie Lee Educational and Economic Advancement Group. Their work reflects who they are: people who believe deeply in showing up for others, creating opportunities, and giving back to the communities that shaped them. Still, it is often the smallest moments that define their love best. Every morning, no matter how busy life becomes, they begin the day together at the kitchen island with coffee in hand. Sometimes there are conversations, and sometimes there is silence because neither of them are morning people, but being together is what matters. Another ritual quickly became second nature in their relationship: every time one passes the other, there is always a kiss on the lips or forehead. No matter how rushed life gets, they never miss the opportunity to remind one another they are loved. Over time, they also realized they had given each other something both had been searching for: home. For Douglas, home was once wherever his mother was, and later with his sisters after her passing. Now, home is Manuel. For Manuel, home had long felt elusive after the loss of his stepfather. But with Douglas, he found a place where he could finally feel fully himself: safe, protected, and loved without condition. Together, they became each other’s peace. Puerto Rico holds a special place in their hearts and in their story. It is where Manuel’s family comes from and where he always dreamed of getting married. It was also the first trip they took together off the mainland United States. From the moment Douglas stepped onto the island, he felt connected to its people, culture, warmth, and spirit. Since then, Puerto Rico has become part of their love story, a place they return to year after year and one they are honored to now share with the people they love most. As they celebrate this next chapter surrounded by family, friends, and community, Manuel and Douglas hope everyone feels not only the love they have for each other, but also the love they have for all the people who helped shape and support them along the way. More than anything, they hope this celebration reflects the life they have built together: one rooted in love, partnership, family, purpose, and the beautiful truth that they are, and always will be, inseparable.

Photos

Wedding Party

Dress to impress in Summer Elegance! Think breathable, lightweight fabrics and elevated silhouettes. Embrace the vibrant, joyful spirit of the season—breezy midi dresses, chic suits, and festive floral prints are all highly encouraged. Absolutely no casual wear.Below are some examples of Summer Elegance.

Dress Code

The nearest airport is Luis Muñoz Marin International Airport (SJU). This airport is a 17 minute drive to Hotel El Convento. We recommend using rideshare to travel from SJU as driving on the island can be quite challenging. Puerto Rican streets, especially in Old San Juan, are incredibly narrow, steep, and winding, absent traffic signals, and paved with cobble stones. .

Luis Munoz Marin International Airport

The cocktail hour and reception will be at this hotel. Hotel El Convento&nbsp;is a stunning 17th-century former Carmelite convent located in the heart of Old San Juan, Puerto Rico. This historic oasis seamlessly blends old-world Spanish colonial charm with modern luxury, featuring hand-crafted mahogany beams, a dramatic open-air courtyard, and a panoramic rooftop plunge pool.&nbsp;You may book rooms by clicking "website" below.

Don&nbsp;Rafa&nbsp;Boutique&nbsp;Hotel&nbsp;is&nbsp;an&nbsp;award-winning,&nbsp;1950s-inspired&nbsp;luxury&nbsp;property&nbsp;located&nbsp;in&nbsp;San&nbsp;Juan,&nbsp;Puerto&nbsp;Rico.&nbsp;Just&nbsp;steps&nbsp;from&nbsp;Condado&nbsp;Beach&nbsp;and&nbsp;Distrito&nbsp;T-Mobile,&nbsp;it&nbsp;features&nbsp;uniquely&nbsp;decorated&nbsp;rooms,&nbsp;fully&nbsp;equipped&nbsp;long-term&nbsp;residences,&nbsp;two&nbsp;restaurants,&nbsp;an&nbsp;outdoor&nbsp;pool,&nbsp;and&nbsp;a&nbsp;rooftop&nbsp;sundeck.&nbsp;The&nbsp;hotel&nbsp;is&nbsp;a&nbsp;15&nbsp;minute&nbsp;drive&nbsp;from&nbsp;the&nbsp;Hotel&nbsp;El&nbsp;Convento,&nbsp;where&nbsp;the&nbsp;wedding&nbsp;will&nbsp;take&nbsp;place.When&nbsp;using&nbsp;code&nbsp;ManuelDouglas2027&nbsp;you&#39;ll&nbsp;receive&nbsp;an&nbsp;additional&nbsp;15%&nbsp;off&nbsp;the&nbsp;reservation.&nbsp;Room&nbsp;block&nbsp;is&nbsp;only&nbsp;from&nbsp;March&nbsp;26-28,&nbsp;2027.Rates&nbsp;include&nbsp;fees&nbsp;and&nbsp;taxes&nbsp;for&nbsp;the&nbsp;total&nbsp;3-day&nbsp;stay:Standard&nbsp;Room&nbsp;-&nbsp;$604.58Miramar&nbsp;Suites&nbsp;-&nbsp;$752.18Executive&nbsp;Suites&nbsp;-&nbsp;$1047.36

Don Rafa Boutique Hotel & Residences

Travel

We travel to Puerto Rico every year to enjoy its vibrant culture, incredible food, music, welcoming people, and beautiful coastline. There is so much to see and experience across the island, especially in Old San Juan, from historic landmarks to relaxing on some of the world’s most stunning beaches. Stroll along Old San Juan’s iconic blue cobblestone streets, visit the Catedral de San Juan Bautista — the second-oldest cathedral in the Western Hemisphere — or enjoy luxury shopping at The Mall of San Juan. Below are a few of the activities and experiences we recommend during your stay.

"El Morro" is a breathtaking 16th-century citadel and UNESCO World Heritage Site that juts out into the Atlantic Ocean. Explore the labyrinthine barracks, dungeons, and take in panoramic ocean views from the top-tier sentry boxes (garitas). The sprawling, grassy lawn in front is also the perfect spot to fly a kite or have a nice picnic.

Castillo San Felipe del Morro

Soar over the&nbsp;Isla del Encanto&nbsp;and experience Puerto Rico from a breathtaking vantage point. Glide past the emerald-green Cordillera Central, vibrant Old San Juan, historic El Morro, and glittering Atlantic coastlines.

Puerto Rico Helitours

Puerto Rican beaches offer a flawless blend of striking contrast, ranging from the powder-soft, turquoise waters to dramatic, rugged coves. The island’s 300 miles of coastline present endless tropical variety.

Explore the Beaches

The historic streets of Old San Juan have countless restaurants, bars, stores, art and monuments to explore. Old San Juan is a beautiful blend of modern and historic charm.

Manuel & Douglas

Manuel & Douglas

Things to Do

Castillo San Felipe del Morro

Puerto Rico Helitours

Explore the Beaches

Walk the Streets of Old San Juan