Kathy Fortner's (@ConfidenceAndAdventure) Local Guide to St. Pete-Clearwater

50+ Travel & Lifestyle Expert in Tampa Bay, FL

woman standing in ocean

Welcome to the ultimate adventure with Kathy Fortner (@ConfidenceAndAdventure) - known for her captivating storytelling and love of hidden gems, Kathy curates’ experiences that blend culture, comfort, and a touch of vintage glamour.

Stroll through 19th-century charm at Heritage Village, wander the serene trails of the Florida Botanical Gardens, then fuel up with homemade pastries and warm hospitality at Frida’s Bakery & Café in Largo.

Heritage Village, Largo

Start your day where time slows down at Heritage Village. Kathy’s top pick for a peaceful and historical morning, this 21-acre living history museum is packed with 19th-century homes, a schoolhouse, and costumed interpreters who’ll make you feel like you’ve stepped into Little House on the Pinellas Prairie.

Florida Botanical Gardens

Right next door, wander through 125 acres of serene walking trails and blooming botanical brilliance at the Florida Botanical Gardens. It’s Kathy’s favorite spot for a relaxing stroll, impromptu photo shoot, or zen moment with nature (bonus points if you spot a butterfly landing perfectly on a flower).

Frida’s Bakery and Café, Largo

Grab a freshly made breakfast sandwich and a sweet treat or two (you must try the pastries) at Frida's Bakery and Cafe. This family-owned gem is like visiting your favorite aunt—if your aunt made everything from scratch and knew how to serve it with a warm smile and killer coffee.

Explore St. Pete’s vibrant street murals, dive into surreal and sparkling art at The Dalí and Imagine Museums, then soak up the energy at the St. Pete Pier.

Downtown St. Pete Mural Tour

If you only have a few hours, make them colorful. Kathy loves the self-guided mural tour through downtown St. Pete—an open-air museum featuring over 100 massive, mesmerizing pieces of street art. Every corner tells a story (and makes a killer Instagram backdrop).

The Dalí Museum & Imagine Museum

Double down on the surreal. First, peek into Dalí’s dreamlike world of melting clocks and philosophical mustaches. Then, hop over to the Imagine Museum to dive into modern glass art that sparkles and stuns. Both museums are downtown and easily walkable—Kathy-approved for back-to-back wonderment.

The St. Pete Pier

Whether you’re paddleboarding, sipping a cocktail, or catching a street performer mid-juggle, the St. Pete Pier is a waterfront playground. Kathy loves the energy, the endless views, and that soft breeze off Tampa Bay.

Savor bold flavors and festive vibes at Casa Tina, unwind with whimsical tea service at Joseph’s Tea Room, then wrap up the night with a show-stopping performance at one of Kathy’s favorite theaters.

Casa Tina, Dunedin

Head north for a hearty, heartwarming meal. Kathy’s favorite Mexican eatery, Casa Tina, is filled with vibrant décor, unforgettable flavors, and family love. Located in charming downtown Dunedin (yes, near her favorite bike trail), it’s as flavorful as it is festive.

Joseph’s Tea Room, Dunedin

Need a pick-me-up? Kathy recommends slowing down with a proper tea service. Joseph’s Tea Room is pure whimsy—think floral teacups, tiered trays of scones, and décor that feels like you stepped into a fairy tale. Bonus: it’s family-owned and infused with kindness.

Nightcap: A Show at One of the Big Three

Kathy’s ideal evening ends with live performance magic. Depending on your vibe:

Trust Kathy—nothing pairs with Florida evenings quite like velvet seats & stage lights!

The Vinoy Resort

Stay the night at Kathy’s top choice is this legendary pink palace, The Vinoy Resort. With a guest list that includes Marilyn Monroe and Babe Ruth (seriously), elegant rooms, a marina, and stories around every corner, it’s the perfect place to unwind like old Hollywood royalty—with modern perks and a view of the bay.

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Kathy’s Local Guide to St. Pete-Clearwater

Category Top Pick Why She Loves It
Stay The Vinoy Resort Historic glam meets marina views & downtown access
Brunch Frida’s Bakery and Café Homemade goodness, cozy charm & pastries with heart
Dinner Casa Tina Family-owned, authentic Mexican food
Sips Joseph’s Tea Room Whimsical décor, traditional tea, fairy-tale feels
Day Activity Heritage Village & Botanical Gardens History, nature, & nostalgia wrapped in one mellow morning
Sunset Spot St. Pete Pier Waterfront magic, live music, dining, & paddleboarding galore
Night Out Mahaffey Theater, Capitol & Ruth Eckerd World-class performances, beautiful venues, and a touch of drama
Museum Must-Sees The Dalí Museum & Imagine Museum Surrealist brilliance & sparkling glass art masterpieces
One-Stop Shop Bill Jackson’s Shop for Adventure Gear, guidance & ski lessons in the sunshine
24-Hour Highlight Downtown St. Pete’s Murals Ever-changing, vibrant & totally immersive street art scene