The Boggess Family is Home for the Holidays

The Boggess family celebrates the season with love, laughter, and lasting memories in Juno Beach

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The Boggess family (including their beloved labradoodle, Nova) snuggles up with Santa in front of the Christmas trees in their Juno Beach home. Photo by Jerry Rabinowitz
The Boggess family (including their beloved labradoodle, Nova) snuggles up with Santa in front of the Christmas trees in their Juno Beach home. Photo by Jerry Rabinowitz

For Anna and John-Anthony “Jay” Boggess and their five children, Christmas is more than just a holiday—it’s the heart of their family life, wrapped in twinkling lights, cherished traditions, and joyful celebration.

“We love decorating, visiting Santa, and embracing all the season’s traditions,” says Jay, newly appointed president of Jupiter Christian School and former chief of staff of the School District of Palm Beach County. “But at the center of it all, we remember the true reason for the season,” he says, in a nod to his Christian faith that he calls “central” to his and his family’s life.

Chef Maude Eaton prepared the family’s Christmas Eve meal—served buffet-style amidst floral arrangements in rich reds by Rachel Vanatta. Photo by Jerry Rabinowitz
Chef Maude Eaton prepared the family’s Christmas Eve meal—served buffet-style amidst floral arrangements in rich reds by Rachel Vanatta. Photo by Jerry Rabinowitz

His wife, Anna, a substitute teacher at Jupiter Christian, agrees. “Christmas is labor-intensive, yes—but it’s also incredibly joyous,” she says. “It’s a beautiful time to pass down our traditions and beliefs and create new memories with our kids.”

That spirit of warmth, wonder, and family connection is exactly what makes a Boggess Christmas so magical.

The tablescape—designed by Sarah Solomon and Angela Reynolds— featured Tiffany & Co. holiday-themed china atop a green velvet tablecloth. Photo by Jerry Rabinowitz
The tablescape—designed by Sarah Solomon and Angela Reynolds— featured Tiffany & Co. holiday-themed china atop a green velvet tablecloth. Photo by Jerry Rabinowitz

With their roots firmly planted in the sun-soaked culture of Florida’s coast, the Boggess family has a natural flair for fun. The children—Beach (17), Banyan (14), Breezy (10), Baylily (8), and Brave (6)—are named for the outdoor world the family cherishes. “We wanted names that reflected joy and playfulness,” says Anna. “Grandma always said, ‘Every day is a beach day!’”

Eaton created a signature cocktail to give Jay and Anna an opportunity to toast the season in style. The Santa’s Spritz is made with vodka, Cointreau, cranberry juice, orange juice, and club soda. Photo by Jerry Rabinowitz
Eaton created a signature cocktail to give Jay and Anna an opportunity to toast the season in style. The Santa’s Spritz is made with vodka, Cointreau, cranberry juice, orange juice, and club soda. Photo by Jerry Rabinowitz

During their holiday gathering at their cozy Juno Beach home, the Boggess family came together for a festive feast. To make it a Christmas to remember, event designer and stylist Sarah Solomon of The Blonde Styles It helped bring the family’s vision to life with decor infused with joy and nostalgia. “Christmas is pure magic,” says Solomon. “There’s just nothing like creating spaces that feel both festive and full of love.”

Together with Jupiter-based interior designer Angela Reynolds, Solomon transformed the Boggess home into a holiday haven. A trio of Christmas trees took center stage—decorated with pearlized ornaments, bright red bows, pine cones, and holly berries. Cardinals perched on branches added a natural, whimsical touch. “We always start with our Christmas tree,” Anna says. “Decorating it together—right after Thanksgiving—has become a treasured family tradition.”

Banyan especially loves contributing to the tree each year. “I like seeing my hand-painted ornaments next to ones from our family vacations,” he says. “But my favorite is our surfing Santa ornament.”

Breezy, Baylily, and Brave give their cookie decorating skills a try at Mrs. Claus’ Bakery, curated by My Mind’s Eye. Photo by Jerry Rabinowitz
Breezy, Baylily, and Brave give their cookie decorating skills a try at Mrs. Claus’ Bakery, curated by My Mind’s Eye. Photo by Jerry Rabinowitz

No Boggess Christmas would be complete without a special visit from Santa Claus himself, who arrived (direct from the North Pole, we hear) to mingle with the children, pose for photos, and even join in on cookie decorating (and eating). “This family really knows how to throw a party,” Santa said with a smile. “They love decorating cookies, which I must say are delicious.”

Dubbed “Mrs. Claus’ Bakery,” the cookie decorating station was curated by My Mind’s Eye and Southern Belle’s Cakery. Nearby, a whimsical hot cocoa cart (another one of Solomon’s touches) stood ready with plenty of warm chocolaty goodness and a host of sweet toppings. On the wall nearby, a surfboard adorned with red ribbons added a playful coastal twist.

Jay, Solomon, and Anna share sips at the hot cocoa cart. Photo by Jerry Rabinowitz
Jay, Solomon, and Anna share sips at the hot cocoa cart. Photo by Jerry Rabinowitz

For the family’s Christmas dinner, Solomon and Reynolds styled a tablescape that was as much a feast for the eyes as the food was for the palate. “A holiday table is more than a place to eat—it’s a stage for laughter, connection, and holiday magic,” says Reynolds.

Cookies from Southern Belle’s Cakery are ready to serve to Santa. Photo by Jerry Rabinowitz
Cookies from Southern Belle’s Cakery are ready to serve to Santa. Photo by Jerry Rabinowitz

Chef Maude Eaton of For the Love of Food designed a menu sure to delight all ages. The family dined on shrimp cocktail, charcuterie, beet salad, tenderloin with asparagus and rainbow carrots, and twice-baked potatoes. The sweet finale? A dreamy selection of pecan pie, coconut cake, and fruit tarts.

Florist Rachel Vanatta of Mellow Creative Club created a showstopping centerpiece filled with seasonal blooms: roses, anemones, ranunculus, antique hydrangea, pine, and more—arranged in lush, layered beauty. A deep green velvet tablecloth, Tiffany holiday china, and festive goblets completed the elegant look.

One of the most enchanting moments came from daughter Baylily’s room, which was transformed into a feminine winter wonderland. Pink and white Christmas trees, pink nutcrackers, and candy cane decor created a magical scene. A red bow above her bed completed the look. Dressed in matching Christmas pajamas, the children snuggled together for a reading of The Night Before Christmas, a Boggess tradition that brings everyone together in the sweetest way.

Jay and Anna watch as Banyan, Beach, Breezy, Baylily, and Brave tear into their Christmas gifts. Photo by Jerry Rabinowitz
Jay and Anna watch as Banyan, Beach, Breezy, Baylily, and Brave tear into their Christmas gifts. Photo by Jerry Rabinowitz

The Boggess family’s holiday celebration was a heartfelt expression of love, creativity, and the joy of togetherness. From twinkling trees and warm meals to Santa’s visit and giggles around the cookie table, every moment was filled with Christmas spirit.

“Reliving Christmas through our children’s eyes is the greatest gift,” says Anna. “This season, we truly felt the magic, the warmth, and the love that makes Christmas unforgettable.”

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