Q & A with the Gals Behind The Gløss

Describe yourself in three words!

• Chelsea: "Adventurous, organized, and unapologetically obsessed with Michelin-starred meals. Priorities, right?"

• Jennifer: "Chic, cultured, and always on the lookout for the next boutique hotel that no one’s heard of yet. It’s a talent, really."

What’s a fun fact about each of you that most people don’t know?

• Jennifer: “As a second-generation Sicilian, I have an uncanny ability to identify the perfect ingredients for any dish with just one bite. I can recreate classic Sicilian flavors without even glancing at a recipe."

• Chelsea: "Before I got formally involved in travel, I operated my own artisanal baking company, supplying some of the top wineries and cheese shops across the country. I also organized chocolate, pastry, and food tours in Europe—and I still never say no to dessert!"

Where are you both from, and how did that influence your love for travel?

• Chelsea: "I’m from sunny California, where the open roads, beach towns, and mountains sparked my love for adventure. From skiing in the Sierras to relaxing on the coast, California gave me a taste for variety. I also grew up on an organic farm, which fueled my passion for fresh, local food and farm-to-table experiences around the world."

• Jennifer: "I grew up just outside of Boston, where weekend coastal escapes and adventures through nearby cities and neighborhoods fueled my wanderlust. I’m all about the urban energy of bustling city streets, where you’re just as likely to stumble upon a hidden café as you are a historical treasure. The constant buzz and excitement of exploring a new city never gets old for me!"

What’s your favorite thing about designing luxury travel experiences?

• Jennifer: "For me, it’s about creating those moments where clients think, 'I’m so glad we did this.' I love weaving in authentic experiences that truly reflect the soul of a place, the kind you can’t Google or find in a guidebook. It’s all about making the trip feel like a personal discovery, with every moment connected to the local culture."

• Chelsea: "I love taking a client’s vision and adding those unexpected touches that elevate the experience beyond their expectations. It’s not just about ticking boxes; it’s about curating meaningful moments—whether it’s diving into local traditions or finding that off-the-beaten-path spot that feels like it was meant just for them. Every trip I design is crafted to leave a lasting impression."

What’s a destination that’s on your personal wish list?

• Chelsea: "I’m dying to explore Madagascar."

• Jennifer: "What she said—also I’ve been dreaming of visiting India."

Describe your personal vacation style—are you a beach lover or a city explorer?

• Chelsea & Jennifer: “Both—100%!”

What’s a travel tip you swear by?

• Jennifer: "Always throw an AirTag in your luggage! Trust me, it’ll save you so much stress when you’re waiting at baggage claim and wondering where your suitcase is."

• Chelsea: "Never leave home without a scarf! It’s the ultimate travel MVP—blanket on the plane, cover-up at the beach, or as an accessory when you need to dress up."

Who’s more likely to get lost without a map?

• Chelsea: "I’m most likely to get lost with a map!”

• Jennifer: "Chelsea—I never get lost."

What’s your secret travel superpower?

• Jennifer: "I can spot a beautifully designed, boutique hotel before it’s even trendy. I like to think I’m always one step ahead of Instagram!"

• Chelsea: "I’ve got a sixth sense for finding the best local restaurants before anyone else has even heard of them. If there’s an amazing hidden gem, I’ll find it!"

Why should clients choose GløssPort?

• Chelsea: "We create personalized, seamless travel experiences with VIP perks that you won’t find anywhere else. Every trip is designed to make you feel like a true insider, no matter where you're headed."

• Jennifer: "It’s all in the details! Our passion for crafting unforgettable experiences, along with our dedication to making sure everything runs smoothly, ensures your trip is truly one-of-a-kind."