Limón Rooftop Bar

Welcome Party

Windstar on Naples Bay

Wedding Day

Ceremony

Reception

Our Wedding

It all started with a (couple) right swipes, and a lot of GIFs, in January of 2020. Ryan and Caitlin’s first date was on February 1st. Caitlin let Ryan win in a game of darts at what is now a Levi’s store. Little did they know, this moment would be the start of a great love story. Just a week later, Ryan got initiated into the girl gang when he attended Caitlin’s 30th birthday celebration (#RIP30s). It was a whirlwind introduction to her close friends, but Ryan handled it like a pro, charming everyone with his easygoing nature and, most importantly, buying lots of drinks! Ryan and Caitlin continued to date on and off for the next year and a half, navigating the ups and downs of life and love during COVID. Slowly but surely, Ryan came around and realized that Caitlin was the best, and the rest, as they say, is history. They moved in together in downtown Greensboro, where their lives truly began to intertwine. Ryan embraced his new role as a dog dad to Caitlin’s beloved dogter, Abita, while Caitlin had the joy of meeting Ryan’s son, Austin. Together, they created a little blended family, filled with love, laughter, and plenty of adventures. They’ve cruised the Caribbean, sipped wine in Sonoma, swam cenotes in Mexico and attended countless weddings together. From the beach to the mountains, the pumpkin patch to the Christmas tree farm, and everywhere in between, they built countless memories as their bond deepened. Sure enough, they fell madly and deeply in love.

The Beginning: How We Met

Caitlin had been nudging Ryan about taking a summer vacation in 2024 but eventually accepted that saving for house was the smarter choice. Then, one evening, Ryan surprised her by announcing a July trip to Grand Cayman! Hopeful that this might be the trip, Caitlin couldnt help but think it all felt a little too obvious—until Ryan started dropping some serious clues. First, he ordered the Proposal Prep box. Then, he took her to look at engagement rings. Caitlins trademark indecisiveness led to Ryan not being able to order the ring that day, so she assumed there was no way it would arrive in time for their vacation. Her hopes started to fade, and she began doubting whether a proposal was really in the cards. Caitlin had meticulously planned out an itinerary for each day of the trip. But just before they left, Ryan casually mentioned that he had planned out the entire day for July 10th. Caitlin, being coy, pretended to be annoyed about the last-minute reveal—though deep down her suspicions returned that this might actually be their engagement trip. On the big day, Ryan woke Caitlin up and urged her to get ready quickly (nothing new there), while secretly brimming with excitement. Unbeknownst to her, he had booked a private cabana for the day, complete with champagne, and causally hinted she might want to dress up for dinner. At this point, Caitlin was all but certain something special was coming. When they arrived at the restaurant that evening, Caitlin immediately spotted a photographer waiting at the hostess stand, and her heart began to race. As they started walking to their table, she noticed that it was set on a bluff overlooking the ocean, waves crashing against the rocks, with a path of rose petals leading the way—it felt like a real-life fairy tale! As soon as they reached the table, Ryan couldn’t wait a second longer. He dropped to one knee, and Caitlin overwhelmed with emotion, burst into tears—so many, in fact, the photographer later said she’d never seen a bride cry that much before! Through all the happy tears, Caitlin somehow managed to squeak out a YES! It was a magical, unforgettable night and the perfect beginning to their next grand adventure together.

The Proposal

Our Story

Photos

Wedding Party

Welcome Party Attire

Attire: Cocktail Theme: La Dolce Vita The vibe: More French/Italian Riviera, less beach-bar casual—picture vacation on the Amalfi Coast, heading to a rooftop dinner at sunset. For women: Flowy dresses and bold prints (lemons, florals, blues, yellows); sandals or heels. For men: Linen shirts or light button-downs (patterns welcome) with tailored trousers or chinos; loafers or dressy sneakers.

Ultimate Formal Attire Shopping Guide

25 Hand-Picked Formal Guest Dresses

Tux vs. Suit: What's the Difference?

Attire: Beach Formal (elevated coastal)The vibe: Think a beautiful coastal wedding in France, not a tropical vacation dinner — elegant, polished, and breezy in warm spring/summer evenings.Color palette inspiration: Dusty blues, slate blue, soft pastels, light neutrals, subtle florals.For women: Midi or maxi dresses in elevated fabrics (silk, chiffon, fine cotton) in light blues, pastels, or gentle floral prints; dressy sandals or low heels recommended.For men: Linen or lightweight suits in light blue, tan, or neutral tones with a dress shirt; jacket encouraged, tie optional.

Dress Code

Q + A

Airport

Southwest Florida International Airport

Hotels

Inn on Fifth

Hyatt House Naples/5th Avenue

AC Hotel Naples 5th Avenue

Holiday Inn Express & Suites Naples Downtown - 5th Avenue by IHG

Travel

A 170‑acre retreat showcasing native and tropical plants, peaceful walking paths, and seasonal exhibits; great for a relaxed morning wander or sunset photos. Allow 1–2 hours. Tickets and hours can be found on the website.

Naples Botanical Garden

Naples Zoo at Caribbean Gardens — A family‑friendly, walkable zoo set within historic botanical gardens; expect animal encounters, conservation talks, and shady trails. Plan 2–3 hours and check hours. Tickets can be purchased from the website.

Naples Zoo at Caribbean Gardens

Just a short ferry ride from Naples, Marco Island offers sun‑soaked beaches, waterfront dining, and relaxed seaside shopping—perfect for a half‑day escape or a full beach day. Finish with a sunset walk on South Marco Beach or grab fresh seafood along the waterfront.

Visit Marco Island

Tin City Waterfront Shops — A historic waterfront district with boutique shops, art galleries, and casual waterfront restaurants; stroll the boardwalk, browse local crafts, and grab a bite with views of the marina. Reservations recommended for popular waterfront dining.

Tin City Waterfront Shops

A vast, unique ecosystem just a short drive from Naples offering airboat tours, wildlife watching (including alligators and wading birds), and scenic trails; great for adventurous guests and nature lovers. Allow a half‑day to full day depending on your plans. Call or visit the park website for tour options, entry fees, and seasonal conditions.

Caitlin & Ryan