Oldsmar, Florida
A Memorable Three-Day Weekend in Oldsmar, Florida
Welcome to Oldsmar, a charming city located in Pinellas County, Florida. Known for its stunning nature parks, welcoming community, and rich history, Oldsmar is the perfect destination for a relaxing and adventurous three-day weekend getaway with friends. Whether you’re seeking outdoor adventures, cultural experiences, or simply some quality time to unwind, this itinerary has got you covered. So buckle up and get ready for an unforgettable weekend in Oldsmar!
Day 1: Exploring Nature and Local Delights
Morning: Moccasin Lake Nature Park
Start your day surrounded by the beauty of nature at Moccasin Lake Nature Park. This hidden gem offers a tranquil escape with its serene trails, lush vegetation, and diverse wildlife. Take a leisurely stroll along the boardwalks that wind through the park, immersing yourself in the sights and sounds of this natural oasis. Keep an eye out for native reptiles, birds, and even the elusive gopher tortoise. Make sure to visit the park’s rehabilitation center, where you can observe and learn about injured and orphaned wildlife being cared for by dedicated staff.
Lunch: Craft Street Kitchen
After your morning nature excursion, satisfy your appetite at Craft Street Kitchen. This trendy gastropub offers a delectable menu featuring locally sourced ingredients and creative twists on classic dishes. From mouthwatering burgers to flavorful salads and artisan pizzas, you’ll find something to please every palate. Don’t forget to pair your meal with one of their craft beers or handcrafted cocktails for the perfect midday indulgence.
Afternoon: Philippe Park
Spend the afternoon exploring the picturesque Philippe Park, one of Oldsmar’s most beloved outdoor spaces. With its sprawling oak trees, waterfront views, and historical significance, Philippe Park offers a delightful blend of nature and culture. Take a leisurely stroll along the shoreline of Tampa Bay, breathe in the fresh air, and soak up the serene ambiance. Don’t miss the opportunity to visit the historic Indian Mound, a pre-Columbian temple mound that stands as a testament to the area’s rich Native American heritage.
Dinner: Flamestone Grill
Treat yourself to a memorable dining experience at Flamestone Grill, a local favorite renowned for its mouthwatering steaks, fresh seafood, and vibrant atmosphere. Indulge in their perfectly cooked prime rib or savor their signature flame-grilled salmon, accompanied by a selection from their extensive wine list. With its warm and inviting ambiance, Flamestone Grill is the ideal place to unwind and relish in the flavors of Oldsmar.
Day 2: Waterfront Adventures and Cultural Delights
Morning: Oldsmar Waterfront Park
Start your second day in Oldsmar by embracing the coastal charm at Oldsmar Waterfront Park. Situated along the shores of Tampa Bay, this scenic park offers a plethora of recreational activities and breathtaking views. Take a leisurely bike ride along the waterfront trails, rent a kayak or paddleboard to explore the bay, or simply relax on the sandy beach. With its picnic areas, playgrounds, and fishing spots, Oldsmar Waterfront Park is perfect for group fun and relaxation.
Lunch: Rizzotto’s Pizzeria & Italian Eatery
Satisfy your midday cravings with a taste of authentic Italian cuisine at Rizzotto’s Pizzeria & Italian Eatery. Known for its traditional recipes and friendly atmosphere, this family-owned restaurant will transport you straight to Italy. Indulge in their wood-fired pizzas with perfectly crispy crusts, flavorful pasta dishes, or hearty sandwiches. Make sure to save room for their homemade tiramisu or cannoli for a sweet ending to your meal.
Afternoon: Tampa Bay Downs
For an exciting afternoon, head to Tampa Bay Downs, a premier horse racing track located just a short drive from Oldsmar. Experience the thrill of watching these magnificent thoroughbreds sprinting toward the finish line, as you cheer on your favorites. Place a bet, enjoy a refreshing beverage, and immerse yourself in the lively ambiance of this renowned racing destination. Check their website for race schedules and special events, ensuring you don’t miss out on the excitement.
Dinner: Thirsty Marlin Grill & Bar
End your day with a delightful dining experience at Thirsty Marlin Grill & Bar, a local gem known for its seafood specialties and laid-back ambiance. Choose from their extensive menu featuring fresh catches of the day, succulent shrimp dishes, and irresistible crab cakes. Don’t forget to pair your meal with one of their craft beers or refreshing cocktails. With their friendly staff and lively atmosphere, Thirsty Marlin Grill & Bar is the perfect spot to unwind and recount the day’s adventures.
Day 3: History, Shopping, and Spectacular Sunsets
Morning: Oldsmar Historical Society Museum
Immerse yourself in Oldsmar’s rich history by visiting the Oldsmar Historical Society Museum. Housed in a charming historic building, the museum showcases artifacts, photographs, and interactive exhibits that tell the story of the city’s past. Explore the exhibits and learn about the early settlers, the growth of the railroad, and the unique contributions that have shaped Oldsmar into the vibrant community it is today. The friendly volunteers are always eager to share their knowledge and answer any questions you may have.
Lunch: Oldsmar Flea Market
Indulge in a diverse array of culinary delights at the Oldsmar Flea Market, where local vendors and food trucks gather to offer a tantalizing selection of dishes. From mouthwatering barbecue and flavorful tacos to exotic international cuisines, you’ll find something to satisfy every craving. Grab a bite to eat and embrace the lively atmosphere as you browse through the eclectic mix of stalls offering everything from vintage treasures to unique handmade crafts.
Afternoon: Safety Harbor Spa Park
Relax and rejuvenate your mind, body, and soul at Safety Harbor Spa Park. Located just a short drive from Oldsmar, this peaceful oasis is nestled on the shores of Tampa Bay and offers a range of wellness experiences. Pamper yourself with a luxurious spa treatment, take a dip in the healing mineral springs, or simply unwind in the tranquil surroundings. Don’t miss the scenic walking paths that offer breathtaking views of the bay and stunning sunsets.
Dinner: Flamestone Woodfire Grill
For your final evening in Oldsmar, return to Flamestone Woodfire Grill for a memorable dining experience. This upscale yet relaxed restaurant boasts a menu featuring wood-fired specialties, prime steaks, and fresh seafood. Start your meal with their flavorful wood-fired flatbread or their famous firecracker shrimp before indulging in their tender filet mignon or succulent lobster tail. With its warm ambiance and attentive service, Flamestone Woodfire Grill provides the perfect backdrop for a memorable farewell dinner.
As you bid farewell to Oldsmar, take a moment to reflect on the wonderful memories created during your three-day weekend. From exploring nature parks to savoring local cuisine and immersing yourself in the city’s history, Oldsmar has proven to be a captivating destination. With its warm hospitality and abundant attractions, this charming city will undoubtedly leave you yearning to return.