KATIE KENNEDY

Elegance with Tuckernuck & India Hicks
📍 Norwalk, CT

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Dress (Similar) || Heels || Handbag || Earrings

Harbour Island holds a special place in my heart. When I took my first trip there, I immediately fell in love with its charm, beauty, and laid-back luxury. While wandering through the island’s boutiques, I discovered India Hicks’ work at Sugar Mill and The Landing. Her sophisticated island aesthetic left a lasting impression on me. Her ability to seamlessly blend British elegance with island-inspired style became an endless source of inspiration. Upon returning home, I devoured all of her books and drew further inspiration for my own personal style.

Fast forward to today, and I couldn’t be more excited to see her collaboration with Tuckernuck come to life. This collection feels like the meeting of two brilliant minds, and every piece shines with refined yet casual style. A standout from the collection is the Domino Dress, which is even more beautiful in person.

The Domino Dress draws you in with its captivating toile design. The hand-drawn illustrations, inspired by India’s homes in the Bahamas and England, add a personal and meaningful touch to the dress. The print evokes memories of my time on Harbour Island, which has already convinced me to book another trip in 2025.

This dress balances an effortlessly flirty and youthful mini-length with modest, long sleeves and a structured silhouette. The puff sleeve detail adds a playful yet refined touch, while the hidden cuff zippers provide a tailored fit. The comfort of this dress cannot be understated either—its cotton fabric and slight spandex lining make it comfortable enough to wear all day. Whether you’re wandering cobblestone streets or lounging seaside, the Domino Dress will carry you through the day in style and comfort.

India herself describes the dress as deceptively comfortable, with “sneaky little zips” for a perfectly tight cuff, adding, “I like to show a little bit of leg.” And while the dress is named after her teenage daughter, it’s designed for all ages, making it a versatile piece that easily transitions from youthful to timeless.

This dress is the epitome of this wanderlust spirit—effortlessly chic, versatile, and full of life. With the toile print as a visual homage to India Hicks’ homes, the Domino Dress is a work of art. This collaboration is a celebration of style, and I’m thrilled to wear it for years to come—perhaps during my next trip to Harbour Island!

Love from Connecticut,
Katie

Thanks for stopping by! To keep up with all things about my travels and style, be sure to visit throughout the week! Be sure to check out my exclusive adventures in NYC and New England. 

Fall Plaid Skirt for Thanksgiving
📍 Greenwich, CT

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Sweater || Similar Skirt || Boots || Similar Handbag || Earrings

When fall arrives, there’s nothing like breaking out your plaid and tartan pieces to embrace the season. A buffalo plaid skirt is a standout addition to any fall wardrobe. With its fringe, faux-wrap detail, it adds just the right amount of texture and style to your look.

I paired this skirt with a classic black sweater, creating a simple yet chic outfit that you can wear to a variety of occasions. Whether you’re headed to a casual lunch or preparing for Thanksgiving gatherings, this look will make a statement. The black sweater balances out the boldness of the red plaid, allowing the skirt to be the centerpiece.

The knee-high black boots elevate the outfit, making it fall-ready while adding a touch of elegance. This combination of the plaid skirt, black sweater, and boots can easily transition from casual to semi-formal, depending on your plans for the day.

With Thanksgiving and the holiday season around the corner, this skirt can be worn again for those festive gatherings. Add tights and a cozy scarf for a more bundled-up look as the temperatures drop, or keep it simple and sleek like I’ve done here. Buffalo plaid is a classic print that never goes out of style, and the fringe detail on this skirt gives it a fun, modern twist.

This fall outfit is not only stylish but practical and versatile. You’ll get plenty of use out of these pieces well into the holiday season.

Love from Connecticut,
Katie

Thanks for stopping by! To keep up with all things about my travels and style, be sure to visit throughout the week! Be sure to check out my exclusive adventures in NYC and New England. 

Styling Bright Red in Rowayton
📍 Rowayton, CT

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Sweater || Jeans || Ballet Flats || Similar Handbag || Earrings

For a casual lunch at Rowayton Seafood, I decided to go bold with a bright red outfit that added a fun pop of color to the fall season. The red lady sweater from J. Crew brings a vibrant yet sophisticated energy, making it a standout piece in any fall wardrobe. Its tailored fit, with gold buttons, gives a polished touch to the overall look, while still being comfortable enough for a laid-back lunch.

Paired with light-wash jeans, also from J. Crew, the look stays relaxed yet stylish. The contrast between the bold red and the light denim helps the outfit feel balanced and perfect for daytime wear. The jeans offer a flattering high-rise fit, making them a go-to for casual outings like this one.

The ballet flats from Margaux complete the look with comfort and style. These red flats match the sweater almost exactly, which adds a cohesive and put-together vibe to the outfit. Known for their incredible comfort, Margaux flats are ideal for a day spent walking around town or even sitting down for a seafood lunch.

While red is always a popular choice year-round, it’s particularly prominent this fall. Incorporating a bold hue like this into your wardrobe can elevate your everyday looks and make you feel confident. Whether you’re having lunch out or running errands, this outfit strikes the perfect balance between casual comfort and eye-catching style.

Love from Connecticut,
Katie

Thanks for stopping by! To keep up with all things about my travels and style, be sure to visit throughout the week! Be sure to check out my exclusive adventures in NYC and New England.