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KATIE KENNEDY

An Overnight at the Vinoy

May 16, 2025

An Overnight at the Vinoy
📍 St. Pete, Florida

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Dress || Heels || Handbag || Earrings || Lip Color

One last blog post from the Sunshine State! You’ve followed along on my Gasparilla Inn adventures, but there’s still one more leg to share, Brennan’s first visit to St. Pete! For those of you who are newer followers, I am a born and raised Floridian, calling St. Pete home for many years. It’s where David and I met, got married, and holds so many incredible memories. Although we are beyond happy with our move to Connecticut, we still miss a few things about this little corner of Florida. Apart from family and friends, the Vinoy Hotel is one of those things that we miss. Before heading down to Boca Grande, we decided to stay at this historic hotel for a quick overnight, and it was such a great decision! 

The Vinoy has been a fixture in downtown St. Pete for nearly a century, and stepping inside always feels like a return to something familiar. Built in 1925, it was originally a seasonal resort for the well-to-do escaping northern winters. Over the years, it’s welcomed celebrities, baseball legends, and generations of Florida families. After falling into disrepair during the mid-20th century, it underwent a major restoration in the 1990s and has only become more beautiful with time. Today, it’s part of Marriott’s Autograph Collection and blends historic charm with thoughtful modern touches—ornate ceilings, terrazzo floors, and that unmistakable blush pink exterior that always makes me smile.

We checked in and went straight into vacation mode. The pool was our first stop, and even though the setting has been refreshed over the years, it still holds that same relaxed energy I remember growing up. Brennan was taken with the shallow end, splashing and squealing excitedly while we caught up with friends under a big striped umbrella. Later that afternoon, we met one of our dearest friends for lunch at Paul’s Landing, the hotel’s breezy waterfront restaurant. I had a frozen Congelado (so good on a warm day), and we watched boats bobbing in the harbor while Brennan people-watched from her high chair like a seasoned local.

The next morning, we were all up early and decided to take a family walk along the bay. The light was soft, the breeze was gentle, and there’s just something about those quiet, early hours in St. Pete that feels restorative. Brennan loved taking in the boats and birds, and we took our time soaking in the views and crisp morning air. Afterward, we grabbed coffee from Lottie and found a spot on the Veranda patio to sit and relax. It was the perfect little pause before heading down for breakfast by the pool. Dining poolside felt like such a treat—Brennan was content in her high chair, we had a shady table with a view, and the Bloody Marys were as good as I remembered. It was one of those simple, unhurried mornings that reminded us why we love this hotel so much.

It was a quick trip, but exactly what we needed. The Vinoy will always be one of those places that feels like a chapter of our story. I’m so glad we carved out the time to visit, especially with Brennan in tow. Watching her take in the same sunshine, poolside giggles, and waterfront views I’ve loved for years was pretty special. If you ever find yourself in St. Pete, this spot is absolutely worth a stay—or at the very least, a slow morning coffee on the veranda.

Love from St. Pete,
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. 


Filed Under: Florida, St. Pete, Travel

Date Night at the Don CeSar

August 22, 2022

Date Night at the Don Cesar
📍 St. Pete Beach, Florida

Date Night, Don Cesar, St. Pete, Beach, Tampa Bay, Boden

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Even in these dog days of summer, I still try to create date nights that feel extra special. On most Friday nights, David and I can be found Downtown, beginning the weekend with a cocktail and dining at a local favorite. We love these evenings together, but even in a city the size of St. Pete, it can feel monotonous. For that reason, we decided to head over to the beach to shake things up and spend some time at the iconic Don CeSar Hotel.

It’s lovingly referred to as ‘The Don’ and is deeply part of Tampa Bay history. The Pink Lady debuted in 1928, at the end of the Roaring Twenties, and hosted such names as Al Capone, F. Scott Fitzgerald, and Franklin D. Roosevelt. Today, it has a refreshed charm of the Jazz Age and is a favorite amongst visitors near and far. It’s also the perfect spot for a St. Pete date night!

Date Night, Don Cesar, St. Pete, Beach, Tampa Bay

Happy Hour at the Lobby Bar

You can feel the opulence as soon as you drive up to this Pink Palace on the sea. The Lobby Bar is the first thing to greet you with stunning gold features and an incredible cocktail list. On this particular evening, I ordered Pink Palace. It’s their take on a Kir Royale, except they swapped sparkling rosĂ© for champagne. In true Jazz Age fashion, you can hear live music almost every evening. You’ll be tempted to get on your feet, grab a partner, and dance the night away.

Date Night, Don Cesar, St. Pete, Beach, Tampa Bay

Dinner for Two at Maritana

After a round of drinks, we made our way to Maritana. It recently completed a renovation and is such a feast for the eyes. Striking white columns give way to bright navy walls with seaside murals and influences. From there, the evening only got better as we enjoyed one of the best meals in the Tampa Bay Area. The menu is a sweeping list of coastal-inspired cuisine sourced from regional farms and fishermen. We started by sharing the Seared Foie, going our separate ways for my Seafood Linguini and David’s Lobster Gnudi. Excellent, excellent, excellent! 

Date Night, Don Cesar, St. Pete, Beach, Tampa Bay, Sunset

Ice Cream and a Perfect Sunset

After such an incredible dinner, I had room for a tiny sweet treat. Although the dessert list at Maritana looked Devine, I had my heart set on good, old-fashioned ice cream. Just like that, we made our way to Uncle Andy’s Market. They have a never-ending menu of ice cream flavors, milkshakes, pastries, and more! I took my chocolate chip cookie dough and snagged front-row views of a famous Gulf Coast sunset. It had been a while since we had seen one, and it felt like a perfect way to cap an evening for two.

Date Night, Don Cesar, St. Pete, Beach, Tampa Bay, Boden

Even four-plus years into marriage, I’m thankful to have these moments with David still. Cheers to many more years of bliss, finding memories, and making date nights.

Love from Florida,
Katie

As always, thanks for stopping by! To keep up with all things about the Sunshine State, be sure to visit my exclusive Florida page, here.


Filed Under: Florida, St. Pete

St. Pete Date Night, Part 3

February 9, 2022

St. Pete Date Night, Part 3
📍 St. Pete, Florida

St. Pete, date night, Valentine's Day, Cabana Life, Florida

Dress || Heels ($50 off with code SARAHFLINT-BAKATIE) || Clutch || Earrings

Another St. Pete date night! The Sunshine City is home. On and off, I’ve lived here in the area for over 10 years. Because of that, I’ve learned a thing or two about having a night out with loved ones. Last year, I created my date night itinerary, just in time for Valentine’s Day. This year, I’m sharing the newest rendition. Make reservations now and you can have a perfect St. Pete date night.

Indulge in a Mini Spa Day

Before your date night, give yourself some time to self-indulge… Even if it’s for an hour or so. My current place in town for “me” time is Paint Nail Bar on Central Ave. It’s a non-toxic, full service nail salon, and their work is incredible! Getting a manicure and/or pedicure will be the perfect break between the workday and an evening out with your significant other. If you want your hair to be equally on point as your nails, I highly recommend Sip and Dry. It’s part of my weekly routine and is the reason why hair looks good for pictures. 

St. Pete, date night, Valentine's Day, Cabana Life, Florida

Happy Hour at The Scott

The Scott is a relatively new cocktail bar located in the historic Cordova Inn. As soon as it opened to the public, it became an instant classic. The cozy navy walls are covered with vintage photos of St. Pete and really give you a sense of how much this city has changed in the past century. The cocktail list isn’t the most extensive but instead provides perfectly made classics. Do not pass on ordering the Cordova Martini. It’s almost exclusively a local creation with Banyan Reserve Vodka and coffee from Hogg Batch, creating one of the best espresso martinis I’ve ever had!

St. Pete, date night, Valentine's Day, Cabana Life, Florida

Dinner for Two at Mangosteen

One of the newest restaurants in St. Pete has quickly become one of my favorites. Mangosteen describes itself as a ‘tropical cocktail bar and restaurant,’ serving an incredible menu of tapas, sushi, stir fry, and tacos. It’s a beautiful space, but I keep visiting because the food is delicious! For date night, David and I tend to order several dishes to share. Their seaweed salad, pork dumplings, and the lemongrass bowl are personal favorites. Honestly, there are no wrong choices, though! Their inventive cocktail menu makes for the perfect meal pairing. I especially love the 22-43. Think of it like a banana-infused old-fashioned.

Live Music at The Floridian

Don’t you just love when historic buildings can get a second life? The Floridian Social Club is a lively cocktail lounge and music venue but opened initially as a bank in 1924. Over the past 98 years, it has taken on many different personas, including a movie theater and concert hall. It’s the passion project of a lifelong St. Pete native, and so much love has been put into the space. End the night with a cocktail and a live show for a truly intimate, historical experience.

St. Pete, date night, Valentine's Day, Cabana Life, Florida

As St. Pete continues to grow and develop as a city, I’ll be right there to find the latest and greatest restaurants to share with you. I’m always happy to take recommendations, so comment your favorite St. Pete restaurants below. For more details, be sure to read my dining posts about Wild Child, Baba, and The Library. Bon appetite!

Love from Florida,
Katie

As always, thanks for stopping by! To keep up with all things about the Sunshine State, be sure to visit my exclusive Florida page, here.


Filed Under: Florida, St. Pete, Travel

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