Oldsmar

Day Trips

Start your day with a refreshing walk or jog around the beautiful Oldsmar Park, where winding trails and scenic views await. Breathe in the fresh air as you enjoy the natural surroundings and spot some local wildlife. After your exercise, relax at one of the park's picnic areas with a light breakfast.

After a midday break, visit the Oldsmar Flea Market, one of the largest and longest-running flea markets in the area. Wander through various stalls selling unique items, crafts, and delicious local food. Don’t forget to check out the outdoor farmers’ market for fresh produce and homemade goodies.

As the sun sets, head to one of the local restaurants for dinner, such as the renowned Chefs of the Bay, offering fresh seafood and delightful dishes. After your meal, enjoy a leisurely stroll at the nearby waterfront or catch a local live music performance at a cozy venue. Wrap up the day by sipping a drink at one of the vibrant bars, enjoying the ambiance of Oldsmar.

Start your day with a hearty breakfast at a local diner before embarking on a biking adventure along the Upper Tampa Bay Trail. Experience the peaceful atmosphere while pedaling through shady areas surrounded by greenery and spotting various birds. The morning sun makes it perfect for a leisurely ride.

After returning from your biking trip, stop by the Oldsmar Historical Society to learn about the town's rich history through intriguing exhibits and artifacts. Engage with guides who can provide fascinating stories about Oldsmar's development and heritage. This educational experience is a great complement to your active morning.

Dine in style at a local steakhouse known for its great atmosphere and delectable dishes. Post-dinner, head to a nearby bowling alley for a fun and interactive evening filled with friendly competition. Enjoy a nightcap at a nearby lounge, experiencing the local nightlife.

Kick off the day with breakfast at a café before heading to a local marina to rent kayaks or paddleboards. Enjoy the calm waters of the bay, paddling along the shoreline while soaking in the sunshine and views of the lush surroundings. Don’t forget your sunscreen!

After an active morning, take a break at the nearby Bassett Creek Park for a picnic under the shade of tall trees. This peaceful space is perfect for unwinding, and you can watch locals go by while enjoying your packed lunch. If you're feeling adventurous, take a swim or explore the waterfront further.

As the day winds down, choose a waterfront restaurant for dinner and enjoy fresh, locally-caught seafood. Watch the sunset over the bay, creating a picturesque backdrop for your meal. Afterwards, consider taking a sunset cruise for a memorable evening experience on the water.

Visit a local café for breakfast, then head to the nearby Pinellas County Arts Village, where you can explore galleries featuring local artists. Engage with artists in their studios and discover unique pieces of work from various mediums. This morning is all about embracing creativity and inspiration.

Enjoy lunch at a charming eatery before participating in a hands-on art workshop, such as pottery or painting, offered at the Arts Village. Tap into your artistic side while learning new skills from experienced instructors. This afternoon promises to be both fun and fulfilling.

As evening approaches, attend a local theater performance or art show to immerse yourself in the cultural scene of Oldsmar. Grab a relaxing dinner afterward at a restaurant with a cozy, artistic vibe. Reflect on the day's creative experiences over a glass of wine while enjoying the local ambiance.

Start the day at a local bakery with breakfast pastries and coffee before heading to a family-friendly attraction like a trampoline park or mini-golf. Enjoy the laughter and excitement as the family engages in fun activities and challenges. This energetic beginning is sure to please kids of all ages.

After a morning filled with excitement, have a family picnic at a nearby park or visit a local pizza place for lunch. Enjoy activities like frisbee or a scavenger hunt at the park, allowing everyone to relax while having fun. This bonding time strengthens family connections.

For dinner, treat the family to a lively burger joint with a varied menu catering to all tastes. End the day with a dessert outing, visiting an ice cream shop where everyone can choose their favorite treats. Share stories about the day's adventures and end your family fun day on a sweet note.

Kick off the day with a nutritious breakfast at a smoothie bar, loaded with fresh fruits and superfoods. Afterwards, indulge in a yoga class designed to rejuvenate your mind and body, taking advantage of the calming atmosphere of Oldsmar. This morning is devoted to self-care and tranquility.

After your yoga session, treat yourself to a spa appointment for a massage or rejuvenating facial. Spend the afternoon pampering yourself in a facility that uses local ingredients, giving an authentic touch. The peaceful setting will leave you feeling refreshed and revitalized.

Savor a healthy dinner at a farm-to-table restaurant offering organic dishes made with fresh local ingredients. Reflect on the day's relaxing activities while enjoying the serene ambiance. To end your retreat, participate in a mindfulness meditation session, promoting mental clarity and peace.

Begin your day with breakfast at a nearby café before heading to a local farm for a harvest tour. Learn about sustainable practices and pick your own fruits or vegetables, connecting with the roots of local agriculture. This hands-on experience is both educational and enriching.

After your harvest activities, enjoy lunch at a community eatery that features dishes made from locally sourced ingredients. Participate in an engaging farm-to-table cooking class, where you can create a meal from the products you've picked earlier. This immersive approach to cooking emphasizes the importance of knowing where your food comes from.

Conclude your day with a visit to a local brewery for a tasting of craft beers brewed right in Oldsmar. Learn about the brewing process while enjoying a selection of unique flavors. Wrap up the evening with a casual dinner at the brewery's gastropub, enjoying the community atmosphere.

Start with breakfast at a classic diner, followed by a visit to the historic downtown area of Oldsmar to explore its charming architecture. Stroll through the streets as you admire buildings that tell the history of the town. This immersive exploration sets the tone for a day of discovery.

Have lunch at a local café before taking a guided walking tour to learn more about the area’s history and quirky stories from locals. Engaging with guides and locals adds rich context to the historic sites you encounter. This interactive approach enhances your understanding of Oldsmar's cultural heritage.

As night approaches, dine at a nostalgic restaurant that offers a menu featuring traditional Southern comfort food. After dinner, enjoy visiting the local shops that stay open late, displaying arts and crafts made by local artisans. The laid-back atmosphere of the downtown area makes for a perfect ending to your day.

Fuel your adventure with a hearty breakfast at a local café, and then prepare for a day of outdoor activities at the nearby Brooker Creek Preserve. With its vast trails and ecological diversity, you'll feel invigorated exploring the natural beauty the area has to offer. Keep an eye out for local wildlife as you navigate the various trails.

After exploring, stop for a picnic lunch in one of the designated areas within the preserve, surrounded by the tranquility of nature. This leisurely break prepares you for more outdoor fun, whether it’s hiking or birdwatching. Take this time to relax and recharge under the sun.

As the sun sets, head back to Oldsmar for dinner at a casual BBQ joint known for its great flavors and family-friendly vibe. Enjoy the local culinary delights while reminiscing about your adventures in the great outdoors. Complete your day with a quiet stroll at a nearby park, soaking in the serene evening ambiance.