48 Hours in Safety Harbor: Florida’s Best Under-the-Radar Destination

exterior of a colorful house
Whimzeyland is one of the most awe-inspiring attractions in Florida

Safety Harbor, a historic city on the shores of Tampa Bay, combines small-town charm with artistic flair, and it’s still shining even after two major storms. Just minutes from award-winning beaches, it’s a haven for those who love exploring unique local spots. Here’s your ultimate guide to spending 48 hours in this whimsical city.

a pool view at sunset at a resort

Stay at Safety Harbor Resort and Spa

For the perfect overnight staycation, check out Safety Harbor Resort and Spa (105 N Bayshore Dr). Overlooking Tampa Bay, this gem offers luxurious accommodations with a world-class spa, fitness center, and waterfront park. Enjoy biking trails, tennis courts, and 50,000 square feet of relaxation amenities. It also happens to be Florida’s only natural mineral springs resort spa.

Pro tip: Inquire about the resort’s special staycation package by contacting them directly or learn more about what’s offered here.

a colorful art garden
Explore the captivating gardens at Whimzeyland

Exploring charming Safety Harbor

Start your day at Haven House Coffee Bar (201 Main St Suite 200), a cozy café offering fresh fruit bowls, hearty salads, and espresso drinks. Kick things off with gourmet toast or a soothing tea.

Next, visit Whimzeyland (1206 3rd St.), a kaleidoscope of colors and art created by local artists Todd Ramquist and Kiaralinda. With mosaics, bowling balls, and colorful sculptures, this quirky home is a feast for the senses.

exterior of a restaurant covered in murals

For lunch, head to Daydreamers Cafe and Grill (143 7th Ave N). Known for comfort classics with a twist, try the vegan-friendly “womelette” or the hearty Harbor Steak Burger.

a sandwich shop on the corner of a small brick street
Photo via Visit St. Pete-Clearwater

Another great lunch option is the legendary Sandwich Shop on Main (308 Main St), where you’ll find comfort food favorites like melty grilled cheese, hearty soups, and standout sandwiches like the Cuban, Reuben, and the Big Beef Sandwich.

Book lovers should make a stop at Portkey Books (404 Main Street). The owner of Portkey Books believes that books can transport and connect us. After a time operating as a pop-up bookstore, they debuted a tiny storefront. This charming, intimate bookstore offers a curated selection of reads and even provides free delivery within Safety Harbor.

Photo via Visit St. Pete-Clearwater

Wander through Pinellas County’s oldest park

Spend your afternoon at Philippe Park (2525 Philippe Pkwy). This historical gem spans 92 acres and is Pinellas County’s oldest park. Admire the towering trees, and hike the trails while enjoying waterfront views. Dive into the history of the Tocobaga people and the fascinating Safety Harbor Culture at the Temple Mound. Home to Tampa Bay’s largest surviving temple mound, this historic gem was recognized as a National Historic Landmark in 1964, making it the ultimate spot for history buffs and curious explorers alike.

Next, sip Local Brews at Crooked Thumb Brewery (555 10th Ave S). Set in a rustic warehouse, this local favorite serves a variety of brews, wine, cider, and seltzer. Relax under the tree-canopied beer garden, where you can enjoy live music, food trucks, and more weekend revelry.

TWO PIECES OF THICK DETROIT STYLE PIZZA
Enjoy thick Detroit-style pizza at NONA Slice House

Fun fact: Safety Harbor is home to one of the best pizza spots in Florida. The NONA Slice House (997 Main St) serves up huge Detroit and New York-style pizzas. The “Death by Pepperoni” Detroit-style pie is a must-try dish, perfect to cap off a flavorful first day in town.

Day Two: A Farm-to-Cup Café

Start your second day in Safety Harbor at Cafe Vino Tinto (509 Main St). This farm-to-cup café sources its coffee directly from Costa Rica. Try the guava or key lime waffles, or a Mediterranean frittata paired with an exquisite cup of coffee.

For cold brew on the go, visit Brown Bag Coffee Company (930 Harbor Lake Ct). This small-batch coffee roaster offers fair-trade beans from Brazilian family farms. Take a bag to-go or enjoy a fresh brew on-site.

large oak tree in the middle of a park

Nature lovers, prepare to be left in awe. Safety Harbor is home to the Historic Baranoff Oak Tree (101 2nd St N). This ancient oak stands tall in Baranoff Park. Located near the Safety Harbor Public Library, it’s a testament to the city’s deep-rooted heritage.

interior of a bar and restaurant
Photo via Gigglewaters

A 1920s-Inspired Screening Room and Restaurant

No visit to Safety Harbor is complete without a stop at Gigglewaters (727 Main St). This 1920s-inspired restaurant and movie theater serves Wagyu beef burgers, bourbon-soaked bacon, and house-made ricotta cheesecake.

This enchanting destination for cinephiles and foodies has been voted Best Cocktails in Pinellas County the last two years in the Visit St. Pete-Clearwater Best Of the Destination Awards.

aerial view of a Armand nature preserve
Photo via Folly Farms Nature Preserve

Walk off your lunch at Folly Farm Nature Preserve (1538 Dr. Martin Luther King Jr. St N). Stroll through butterfly gardens and native flora. This peaceful preserve has trails for all nature lovers.

When visiting the “Gulp Coast,” patronize as many local breweries as possible. Your next stop must be Troubled Waters Brewery (670 Main St). Founded by a father-son duo, this brewery offers a taste of local flavor and family heritage. Try their selection of craft beers in a warm, welcoming space.

plate of oysters

End your visit with dinner at the Tides Seafood Market (305 Main St). This is a beloved family-owned gem, blending the charm of a nostalgic general store with the freshness of locally sourced seafood and provisions. Founded by Mary Kate and Jon Walker, who combined her passion for farmers’ markets with his 17 years of experience in seafood distribution, The Tides offers a warm, welcoming space filled with artisanal products and a menu inspired by Jon’s culinary roots in New Orleans.

Must-try dishes include the Lobster Roll, Salmon Cobb Salad, Grouper Sandwich, Crab Cakes, and Po Boy Sandwich, each showcasing the Walkers’ dedication to quality and flavor. A visit to The Tides is as much about savoring exceptional food as it is about experiencing genuine Southern hospitality.

With a unique blend of art, history, and mouthwatering cuisine, Safety Harbor is a small city with big heart, perfect for a memorable 48-hour getaway!

Explore more spots Beyond the ‘Burg: Dunedin; Tarpon Springs

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