Our Wedding Weekend Playbook: How my family used one CastleDay villa as our wedding home base

Karen • May 12, 2026

Our Wedding

Weekend Playbook


How my family used one CastleDay villa as our wedding home base

We had our wedding weekend from Thursday, April 9 through Sunday, April 12, 2026. Our ceremony and reception were held at Promise of Justice Initiative's Promise Garden, a five-minute drive from CastleDay. But CastleDay is where my dad's side of the family slept, where we had a family dinner the night before the wedding, where the family got ready on the day of, and where we hosted a poolside farewell brunch for 150 people the morning after. We rented The Florentine, one of three villas on the property. Ideally we would have rented all three, to host both sides of our family and our friends, but the other houses were already booked. The weekend ended up being a milestone for my family, and definitely a once in a lifetime affair!

The weekend at a glance

Wedding weekend April 9-April 12
Stayed at CastleDay 14 family members at The Florentine
Length of stay Thursday to Sunday (3 nights)
Thursday family dinner ~34 people, home-cooked at The Florentine
Saturday wedding Ceremony and reception at Promise Garden, 5 minutes from CastleDay
Sunday farewell brunch 150 people, home-cooked at The Florentine
Out-of-town guest activity None scheduled. Cousins explored Bywater bars and Bourbon Street on their own.
Wedding planner None. We planned the weekend ourselves, and the CastleDay team helped us connect with the vendors we needed.

Step 2: Let the family cook

The first big event of the weekend was a family dinner on Thursday night, hosted at The Florentine. About 34 people came: the 14 of us staying there, plus around 20 more from my dad's side who drove over for the night.

We cooked everything ourselves. As a Puerto Rican family, this is just how we operate. The kitchen at The Florentine has two of every major appliance, which mattered a lot when a whole family wanted to pitch in at the same time. Everyone had a spot to help cook, and everyone had a spot to eat.

We ate everywhere. My aunts and uncles set up in the covered outdoor space. The younger cousins migrated to the hightop tables by the pool. My abuela soaked up the sun on the patio loungers. It wasn't formal at all, but the space could have easily been arranged for a formal setting if we had wanted that.

The only outside vendor we used for food all weekend was Gerald's Donuts, for the family's biggest weakness.. DONUTS! They showed up again on the brunch buffet two days later. Worth it both times.


Steal this idea: if your family loves to cook, the villa kitchen is set up for it. Two of every appliance means nobody is fighting for the oven. If your family doesn't cook, pre-order groceries or hire a private chef so everyone can enjoy each other instead of getting stuck on tasks.
Two people posing indoors, wearing formal attire, one in a navy blazer and the other in a red gown.

Step 4:

A 150-person poolside farewell brunch

The day after the wedding, we hosted the entire wedding party at The Florentine for a poolside farewell brunch. We had 150 people on the property: everyone who came to the wedding, plus a few family friends who wanted to hang one more day.


Here's how we ran it:

For the food, my aunts and cousins put together the entire buffet themselves, on the outdoor grill. Fruit, cheeses, donuts (Gerald's again), bagels, bread, orange juice, coffee, and more. We did not hire a caterer.

For music, we ran our own playlist through one speaker. It was plenty loud for 150 people across the property.


For the bar, we used the kitchen as a self-service setup. Guests helped themselves.


We did not rent any furniture. The villa's existing tables, chairs, loungers, and patio seating handled 150 people, and everyone had a comfortable spot to sit, drink coffee, and catch up.


We didn't need portapotties or any extra anything. Even with 150 people on the property, the villa's bathrooms were more than enough. The biggest surprise of the day was how much space we still had with that many people around.


Steal this idea: the morning-after brunch is when the actual reunion happens. After the wedding-day adrenaline, this is when guests linger and catch up. And if your venue can handle the headcount without rentals or portapotties, the whole thing becomes simple to throw.


People dancing and clapping in a living room with warm lighting and a wooden table in the foreground
Bride and groom smiling and walking outdoors beneath ivy and stone archway

Editor's note: Karen and Danny rented The Florentine at CastleDay for their New Orleans wedding weekend in April 2026. We asked Karen to walk us through how they used the property: the events, the vendors, and the small decisions that ended up mattering. What follows is her account, in her words.

Two simple bell outlines with small stars around them on a white background

Step 1: One villa as the family-reunion base

We booked The Florentine specifically for my dad's side of the family. As a big Puerto Rican family, we hadn't all been together like this in years, and the wedding became the excuse to fix that. Fourteen of us stayed there: my dad and his wife, my abuela, my tíos and titis, and a handful of cousins.

Putting all 14 in one villa instead of scattering them across hotel rooms turned the weekend into a reunion that happened to include a wedding. Everyone walked into the same kitchen in the morning. Everyone hung out in the same living rooms at night. My abuela was never far from the cousins she only sees on big occasions.


Steal this idea: if your extended family hasn't all been together in years, your wedding is the excuse. Housing one side under one roof for a few days turns the wedding from a single day into a milestone weekend.


Group of six friends posing together indoors, with one person seated in a wheelchair.

Step 3:
The villa as a getting-ready compound

On the wedding day, The Florentine turned into a getting-ready space for the whole family. We had music blasting from the large TVs in the common areas, and the whole family got ready together. The villa has plenty of beautiful spots for getting-ready photos, and Promise Garden was only a five-minute drive away.

There was plenty of room for a full glam team to work on multiple people at once. My family opted to skip pro hair and makeup, but the space is built for it if you want a team.

Steal this idea: skip the hotel suite for getting ready. The villa has the music setup, the photo backdrops, and the room to host a full glam team without the travel between locations.



Three people preparing food together at a kitchen counter with bottles and dishes.
Group of people posing outdoors beside a wheelchair outside a wooden building on a sunny day

Don’t overlook the time in between

Some of the best moments of the weekend weren't on the schedule. The kids were in the pool by 9am most mornings. Coffee was always going somewhere in the house. Afternoons between events meant naps, swims, and wandering between the villa's indoor and outdoor spaces.

We didn't organize a formal out-of-town guest activity. The cousins took the lead on their own. They hit the Bywater bars for live music (BJ's was the favorite), and of course strolled Bourbon Street like everyone does. It was unstructured, which fit the family-reunion vibe of the weekend.

The other underrated moment: late nights after the wedding, my cousins came home from the reception and recapped the whole night in the living room for hours, without bothering my grandma or my tías and tíos already asleep. The villa has enough separation between spaces that the night-owl crowd and the early-to-bed crowd shared the same house without conflict.

One personal note. Danny and I chose to book a hotel near the wedding venue for our wedding night, for extra privacy. That was a fine call, no regrets. But as soon as we woke up the next morning, we drove back to CastleDay to be with everyone. Being under one roof is what made the weekend a milestone instead of just a series of events.

Bride and groom smiling and walking outdoors beneath ivy and stone archway

Editor's note: Karen and Danny rented The Florentine at CastleDay for their New Orleans wedding weekend in April 2026. We asked Karen to walk us through how they used the property: the events, the vendors, and the small decisions that ended up mattering. What follows is her account, in her words.

Two black outlined bells with sparkles around them on a white background

Our Wedding

Weekend Playbook


How my family used one CastleDay villa as our wedding home base

We had our wedding weekend from Thursday, April 9 through Sunday, April 12, 2026. Our ceremony and reception were held at Promise of Justice Initiative's Promise Garden, a five-minute drive from CastleDay. But CastleDay is where my dad's side of the family slept, where we had a family dinner the night before the wedding, where the family got ready on the day of, and where we hosted a poolside farewell brunch for 150 people the morning after. We rented The Florentine, one of three villas on the property. Ideally we would have rented all three, to host both sides of our family and our friends, but the other houses were already booked. The weekend ended up being a milestone for my family, and definitely a once in a lifetime affair!

The weekend at a glance

Wedding weekend April 9-April 12
Stayed at CastleDay 14 family members at The Florentine
Length of stay Thursday to Sunday (3 nights)
Thursday family dinner ~34 people, home-cooked at The Florentine
Saturday wedding Ceremony and reception at Promise Garden, 5 minutes from CastleDay
Sunday farewell brunch 150 people, home-cooked at The Florentine
Out-of-town guest activity None scheduled. Cousins explored Bywater bars and Bourbon Street on their own.
Wedding planner None. We planned the weekend ourselves, and the CastleDay team helped us connect with the vendors we needed.

Step 1: One villa as the family-reunion base

We booked The Florentine specifically for my dad's side of the family. As a big Puerto Rican family, we hadn't all been together like this in years, and the wedding became the excuse to fix that. Fourteen of us stayed there: my dad and his wife, my abuela, my tíos and titis, and a handful of cousins.

Putting all 14 in one villa instead of scattering them across hotel rooms turned the weekend into a reunion that happened to include a wedding. Everyone walked into the same kitchen in the morning. Everyone hung out in the same living rooms at night. My abuela was never far from the cousins she only sees on big occasions.


Steal this idea: if your extended family hasn't all been together in years, your wedding is the excuse. Housing one side under one roof for a few days turns the wedding from a single day into a milestone weekend.


Group of six friends posing together indoors, with one person seated in a wheelchair.

Step 2: Let the family cook

The first big event of the weekend was a family dinner on Thursday night, hosted at The Florentine. About 20 people came: the 14 of us staying there, plus a few more from my dad's side who drove over for the night.

We cooked everything ourselves. As a Puerto Rican family, this is just how we operate. The kitchen at The Florentine has two of every major appliance, which mattered a lot when a whole family wanted to pitch in at the same time. Everyone had a spot to help cook, and everyone had a spot to eat.


We ate everywhere. My aunts and uncles set up in the covered outdoor space. The younger cousins migrated to the hightop tables by the pool. My abuela soaked up the sun on the patio loungers. It wasn't formal at all, but the space could have easily been arranged for a formal setting if we had wanted that.

The only outside vendor we used for food all weekend was Gerald's Donuts, for the family's biggest weakness.. DONUTS! They showed up again on the brunch buffet two days later. Worth it both times.


Steal this idea: if your family loves to cook, the villa kitchen is set up for it. Two of every appliance means nobody is fighting for the oven. If your family doesn't cook, pre-order groceries or hire a private chef so everyone can enjoy each other instead of getting stuck on tasks.

Two people posing indoors, wearing formal attire, one in a navy blazer and the other in a red gown.

Step 3: The villa as a getting-ready compound

On the wedding day, The Florentine turned into a getting-ready space for the whole family. We had music blasting from the large TVs in the common areas, and the whole family got ready together. The villa has plenty of beautiful spots for getting-ready photos, and Promise Garden was only a five-minute drive away.

There was plenty of room for a full glam team to work on multiple people at once. My family opted to skip pro hair and makeup, but the space is built for it if you want a team.


Steal this idea: skip the hotel suite for getting ready. The villa has the music setup, the photo backdrops, and the room to host a full glam team without the travel between locations.

Three people preparing food together at a kitchen counter with bottles and dishes.

Step 4: A 150-person poolside farewell brunch

The day after the wedding, we hosted the entire wedding party at The Florentine for a poolside farewell brunch. We had 150 people on the property: everyone who came to the wedding, plus a few family friends who wanted to hang one more day.


Here's how we ran it:

For the food, my aunts and cousins put together the entire buffet themselves, on the outdoor grill. Fruit, cheeses, donuts (Gerald's again), bagels, bread, orange juice, coffee, and more. We did not hire a caterer.

For music, we ran our own playlist through one speaker. It was plenty loud for 150 people across the property.


For the bar, we used the kitchen as a self-service setup. Guests helped themselves.


We did not rent any furniture. The villa's existing tables, chairs, loungers, and patio seating handled 150 people, and everyone had a comfortable spot to sit, drink coffee, and catch up.


We didn't need portapotties or any extra anything. Even with 150 people on the property, the villa's bathrooms were more than enough. The biggest surprise of the day was how much space we still had with that many people around.


Steal this idea: the morning-after brunch is when the actual reunion happens. After the wedding-day adrenaline, this is when guests linger and catch up. And if your venue can handle the headcount without rentals or portapotties, the whole thing becomes simple to throw.


People dancing and clapping in a living room with warm lighting and a wooden table in the foreground

Our favorite moments

Some of the best moments of the weekend weren't on the schedule. Impromptu salsa sessions. Coffee was always going somewhere in the house. Afternoons between events meant naps, swims, and wandering between the villa's indoor and outdoor spaces.

We didn't organize a formal out-of-town guest activity. The cousins took the lead on their own. They hit the Bywater bars for live music (BJ's was the favorite), and of course strolled Bourbon Street like everyone does. It was unstructured, which fit the family-reunion vibe of the weekend.

The other underrated moment: late nights after the wedding, my cousins came home from the reception and recapped the whole night in the living room for hours, without bothering my grandma or my tías and tíos already asleep. The villa has enough separation between spaces that the night-owl crowd and the early-to-bed crowd shared the same house without conflict.

One personal note. Danny and I chose to book a hotel near the wedding venue for our wedding night, for extra privacy. That was a fine call, no regrets. But as soon as we woke up the next morning, we drove back to CastleDay to be with everyone. Being under one roof is what made the weekend a milestone instead of just a series of events.

Why this setup worked

  • Privacy and a real home base. No strangers in shared hallways, no shared lobbies, no noise complaints. Just our family, in our own space, for the long weekend.
  • Multi-generational coexistence. A villa big enough that the late-night cousins and the early-rising grandparents shared it without getting in each other's way.
  • Capacity that doesn't feel like capacity. 14 family members for three nights with bedrooms to spare. 150 people for brunch and I was still shocked by how much space we had.
  • Everything within five minutes. Promise Garden was a five-minute drive. Bywater and Bourbon Street, an easy ride. No logistical headaches.
  • No event venue needed for the family events. The Thursday family dinner and the Sunday brunch both happened on the property. The villa's existing furniture, kitchen, bathrooms, and outdoor spaces handled everything. We didn't rent a single table, chair, or portapotty.
  • DIY without losing your mind. We planned the whole weekend ourselves. The CastleDay team made it easy to connect with the vendors we needed, which kept the planning manageable.

If you take one thing from this

The thing that made our weekend feel like more than a wedding was having my people under one roof.


Even though our ceremony and reception were elsewhere, treating The Florentine as the headquarters meant the celebration didn't start and stop with the wedding day itself. My family arrived Thursday and didn't really leave until Sunday afternoon. That's three full days of being together for a side of the family that almost never is.

I would not hesitate to book CastleDay again. Ideally we would have booked all three villas to fit both sides of the family and our friends. Even with just one villa, it was a milestone.

_______________

If you're thinking about a wedding weekend like ours, the CastleDay team is happy to walk you through availability and answer specific questions about hosting events at any of the three villas.

Two people smiling and standing together in a kitchen, wearing orange and light gray outfits.

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