The Ultimate Weekend Escape: St. Pete Beach & Tampa Bay Adventure

The Ultimate Weekend Escape: St. Pete Beach & Tampa Bay Adventure


St. Pete Beach and Florida’s Tampa Bay Area are renowned for their pristine, white sandy shores, numerous parks and reserves, and an array of outdoor activities. But that’s not all — a fabulous dining scene, great entertainment, and vibrant beach town vibe make this part of Florida a superb destination for weekend trips as well as longer vacations.

However, the wide variety of options can make planning a weekend trip challenging. But don’t stress! We are here to rescue you with an incredible weekend itinerary to St. Pete Beach and the Tampa Bay area. In just three days, you’ll get a good taste of all the amazing things this Florida gem has to offer.


Day 1: Friday


Friday afternoon: Dive into the bustling ambiance and bask in the scenic sea vistas from St. Pete Pier

Kick off your weekend in St. Pete Beach by immersing yourself in the lively atmosphere and picturesque waterfront views at the iconic St. Pete Pier. Spanning 26 acres, the pier and its surrounding area offer a plethora of dining options, entertainment venues, and verdant spaces with breathtaking bay views.

Take a leisurely stroll along the pier, savoring the sight of the glistening blue waters of Tampa Bay, or wander along Spa Beach Park, relishing the salty breeze. If you’re lucky, you might even catch a glimpse of dolphins frolicking on the horizon. Occasionally, the pier hosts live performances, enhancing the vibrancy of the locale.

Explore the Marketplace, where independent vendors showcase their crafts and artworks — you’re sure to find unique souvenirs to treasure. If you’re accompanied by kids, they’ll delight in the playgrounds and splash pads dotted around the pier. As the sun sets, witness the warm hues of dusk enveloping Tampa Bay in a radiant glow.

Feeling peckish? You needn’t venture far for delectable dining options. Indulge in an exceptional culinary experience at one of the many restaurants nestled around the pier. Some popular choices include:

 

Friday evening: Unwind with a Drink and Local Vibes at Swigwam Beach Bar

After dinner, immerse yourself in the vibrant local scene at Swigwam Beach Bar. Situated on the historic Corey Avenue in St. Pete Beach, this beloved establishment has been a staple for locals for over two decades.

Fondly referred to as “Swigs” or “Swigwams,” the bar boasts an extensive selection of beers and tropical beverages. Nestled in a relaxed setting adorned with pool tables and TVs broadcasting sports, Swigwam offers an ideal space to unwind. You can also engage in games like Golden Tee, Foosball, Darts, Cornhole, and more. The inviting ambiance encourages mingling with locals and the amiable staff, creating the perfect atmosphere to enjoy a drink and groove to good music.


Friday evening (alternative plan): Indulge in Drinks and Retro Gaming at Right Around the Corner

For a family-friendly evening of post-dinner entertainment, consider visiting Right Around the Corner, a brewpub that boasts an array of vintage arcade games.

While you enjoy one of their signature brews, you can also immerse yourself in a world of nostalgia, playing classics like Nintendo 64, Super Nintendo, Pacman, pinball, darts, Golden Tee, and Skee-Ball, among others. 

The little ones can also revel in gaming adventures — and everyone will feel transported back in time, surrounded by the venue’s retro posters and memorabilia. Right Around the Corner also hosts themed nights and gaming tournaments, adding an extra layer of excitement to the already lively atmosphere.


Day 2: Saturday

 

Saturday morning: Fuel Up for Exploration at Trip’s Diner

Kickstart your day with a satisfying morning meal at Trip’s Diner, renowned as one of the top breakfast spots in town. Their comforting yet hearty dishes will provide the perfect energy boost for your adventures in St. Pete.

From classic Eggs Benedict to customizable omelets, Trip’s offers an array of mouthwatering options. Don’t miss their signature dishes like Mr. Crab’s omelet, Avocado Toast, Burrito Buster, French Toast Platter, Biscuit & Gravy Platter, Cuban Breakfast, and Belgian-style waffles. For a substantial fuel-up, opt for the Big Breakfast featuring 3 eggs, a generous pancake, your choice of sausage, turkey, or bacon, and an additional side of your liking.

Trip’s Diner also caters to younger diners with a dedicated kids’ menu. The casual and inviting atmosphere, complete with cozy booths and a classic diner-style counter, sets the perfect tone for a delightful start to your day of exploration. 


Saturday Afternoon: Bask in Sun-Kissed Bliss at Clearwater Beach

After a hearty breakfast, embark on a scenic 35-minute drive to Clearwater Beach, a tranquil haven renowned for its pristine shores and inviting waters.

Spend your afternoon immersed in the beauty of Clearwater Beach, where vibrant emerald waters meet soft, powdery sands. Take a refreshing dip in the crystal-clear waters or partake in exhilarating water activities like jet-skiing, parasailing, and stand-up paddleboarding. Explore the beachfront promenade on foot or by bike, dotted with charming cafes and eateries offering delectable lunch options.

As evening approaches, make your way to Pier 60 for a breathtaking sunset experience over the Gulf of Mexico. Marvel at the radiant hues of the golden hour while enjoying uninterrupted views from the pier. Don’t miss the lively atmosphere at Pier 60, bustling with street performances and artisanal vendors, adding to the great ambiance of this coastal gem.


Saturday Evening: Delight in Gulf Fresh Seafood at PJ’s Oyster Bar & Seafood Restaurant

No visit to St. Pete Beach and the Tampa Bay Area is complete without indulging in the delectable seafood offerings, and there’s no better place to do so than PJ’s Oyster Bar & Seafood Restaurant. A beloved fixture in the local dining scene since its establishment in 1993, PJ’s has captured the hearts of both residents and tourists alike.

Prepare your taste buds for a culinary journey with highlights from their menu, including mouthwatering Grouper Sandwiches, succulent Baby Back Ribs, fresh Oysters on the half shell, Giant Lobster Tails, hearty Clam Chowder, and flavorful Gumbo. Even the most discerning little diners will find joy in PJ’s accommodating kids’ menu. Plus, the restaurant goes the extra mile to cater to dietary restrictions.

Whether you choose a seat on the breezy deck overlooking the Gulf or prefer the comfort of the air-conditioned indoor space, PJ’s exudes a cheerful ambiance. Elevate your dining experience by selecting a beer or cocktail from their extensive beverage selection. And before bidding farewell, be sure to extend a greeting to PJ, their charming mascot parrot, adding a touch of whimsy to your evening.


Day 3: Sunday

 

Sunday Morning: Immerse Yourself in the Surreal World of Dalí at the Salvador Dalí Museum

Located in the heart of St. Pete along the waterfront, the Salvador Dalí Museum beckons as a must-visit destination. Even for those not typically drawn to art, the museum offers an enthralling experience as you attempt to decipher the enigmatic works of Dalí.

Step into Dalí’s surreal universe as you explore a collection spanning paintings, watercolors, book illustrations, photographs, prints, and various objects. Let your imagination soar as you delve into the mind of one of history’s most prominent and unconventional artists. The museum’s exhibitions are particularly captivating for children, igniting their creativity and wonder. Temporary exhibits often showcase contemporary artists with ties to Dalí and the surrealist movement, enriching the experience further. Additionally, the Museum Library boasts an extensive collection of over seven thousand documents and recordings, offering deeper insights into the artist’s life and work.

Beyond the museum’s walls lie several unique spaces waiting to be discovered, including the Wish Tree, Fountain of Youth, Mathematical Garden, Avant-Garden, Grotto, and a labyrinth. Among the highlights are the iconic mustache sculpture and the Dalí Dome, an immersive light and sound installation celebrating the visionary brilliance of Dalí.


Sunday Afternoon: Discover History and Natural Beauty at Fort De Soto Park

Following a morning immersed in art, embark on a journey through history and pristine landscapes at Fort De Soto Park, just a short 17-minute drive from St. Petersburg.

The park beckons with miles of serene beaches, offering opportunities for relaxation and children’s play amidst the expansive tidal pool and seashell-laden shores. Rent a canoe or kayak to meander through the tranquil waters, immersing yourself in the park’s crystal-clear beauty. Nature enthusiasts will delight in exploring the park’s 1,136 acres, comprising five interconnected islands teeming with diverse ecosystems, including beach plants, mangroves, wetlands, palm hammocks, hardwoods, and native flora.

Engage in further adventures with fishing piers, a multipurpose trail, picnic shelters, and children’s playgrounds dotting the landscape. Make sure to carve out time to visit the historic fort itself, dating back to 1898. Delve into the structure’s storied past, learn about its significance during the Spanish-American War, and explore its intriguing rooms. Climb up to the summit for panoramic vistas and marvel at the impressive cannons trained on Tampa Bay, offering a glimpse into the park’s rich heritage and breathtaking scenery.


Sunday Evening: Conclude Your Weekend in Style at Cage Brewing

Cap off your weekend in grand fashion at Cage Brewing, a vibrant and family-friendly destination that encapsulates the lively spirit of St. Pete Beach.

Adorned with a charming octopus mural on its facade (perfect for a memorable photo opportunity), Cage Brewing offers an extensive array of craft beer selections on tap within its two taprooms. Dive into a world of entertainment with pinball machines, retro video games, foosball tables, and more. For those seeking non-alcoholic options, the brewery proudly serves Mother Kombucha tea on tap.

Step into the fantastic outdoor area, complete with inviting picnic tables, where you can enjoy live music performances and indulge in culinary delights from nearby food trucks. Keep an eye out for special outdoor market events that occasionally grace the venue.

With a welcoming atmosphere catering to families, even the little ones can join in on the excitement, making cherished memories that will last a lifetime. It’s okay to allow them to stay up a tad past their bedtime — after all, it’s a special weekend.


Sunday Evening (Alternative Plan): Enjoy a Private Family Dinner at Your Rental

Family vacations are cherished opportunities for bonding and creating lasting memories together. After a weekend filled with exploration and adventure, consider making use of the amenities available at your vacation rental for a special private dinner with your loved ones.

Put on your chef’s hat and gather the family in the kitchen to prepare a delicious meal together. Cooking as a team fosters a sense of camaraderie and allows everyone to contribute their culinary creativity. While the dishes simmer and bake, you can engage in lively games and share laughter as you remember the experiences from your time in St. Pete and the Tampa Bay area. What could be a better wrap-up for a wonderful weekend?


Weekend Itinerary to St. Pete Beach & Tampa Bay Area

St. Pete Beach and the Tampa Bay area are brimming with outdoor activities and great entertainment all year round. If you’re one to feel overwhelmed when planning a trip, this weekend itinerary gives you a glimpse of the best this amazing Florida destination has to offer.

For more insights on what to explore in St. Pete Beach and the Tampa Bay area, visit our destination blog. We cover many topics, including fishing in the area, nightlife tips, and highlights of the best annual events and celebrations. Stay tuned for future blogs and tips awaiting your discovery!


Where to stay when visiting St. Pete Beach & Tampa Bay Area, FL

While visiting St. Pete Beach and the Tampa Bay Area, why not stay like a local? With over 250 vacation rental choices, mostly on the beach or on the bay, Resort Rentals is your best bet for booking a great stay.

With us, your family will enjoy top-notch vacation rentals with all the quality and comfort you can expect. All you have to do is pick a fantastic family getaway spot on the Gulf of Mexico: St. Pete Beach, Treasure Island, Madeira Beach, Redington Beach, Redington Shores, Indian Shores, and Indian Rocks Beach.

Let us take care of the rest. Browse through our waterfront properties and see what awaits you in this beautiful coastal paradise.

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