Things To Do
in Oldsmar
Oldsmar is a small, family-friendly city in Pinellas County located on the north shore of Tampa Bay. It blends residential neighborhoods with parks, waterways, and a growing riverside business district. The community emphasizes outdoor recreation, golf, and convenient access to the broader Tampa Bay area. Its proximity to Tampa, Clearwater, and St.
Petersburg makes day trips for beaches, museums, and nightlife easily doable.
Day Trips
Spend a day exploring around
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.
Prices
| Item | Price |
|---|---|
| 🍔Meal at inexpensive restaurant | $12-18 |
| ☕Coffee | $2-5 |
| 🏠1-bedroom apartment (city center) | $1,600-2,200/mo |
| 🚗Gasoline (per gallon) | $3-4.50 |
| 🚌Monthly transit pass | $60-110 |
Strengths and Weaknesses
- Quiet, family-friendly suburban feel with easy access to the bay
- Abundant parks, trails, and outdoor recreation
- Proximity to Tampa Bay’s cultural and dining scenes
- Limited nightlife within Oldsmar itself
- Most shopping and dining require a short drive to nearby cities
- Summer heat and humidity can be intense for outdoor plans
Places to Visit in Oldsmar
Visit one of these nice places.
Waterfront park with marina views, gentle sunsets, and calm shoreline scenes ideal for golden-hour photography.
Boardwalks through marshland offer chances to photograph birds, shallow waters, and coastal vegetation.
A peaceful spot for reflective water shots, boats, and cityscape silhouettes at dusk.
Dramatic bayside views, historic mounds, and sunset colors ideal for landscape photography.
Food in Oldsmar
Oldsmar Famous Food
Signature dishes, delicacies and famous food
Roast pork, ham, pickles, Swiss cheese, and mustard pressed on Cuban bread; widely available in area bakeries and Cuban eateries.
Must-Try!
Lightly battered or grilled grouper on a bun with tangy sauces, a staple in coastal restaurants.
A bright, tart pie often made with a zesty lime filling and fluffy meringue or whipped cream.
Seasonal legumes and chilled crab claws, often served with mustard sauce at seafood spots around the bay.
Food Markets
Explore local food markets
waterfront market with local produce, prepared foods, and crafts on select days.
Village market offering local goods, snacks, and street-food options in a charming small-town setting.
Community market with produce, baked goods, and quick bites in nearby Largo.
Large, popular market in St. Petersburg featuring food stalls, crafts, and live music.
Weather
How to Behave
Tips on cultural norms and respectful behavior
Greet locals with a friendly 'hello' or 'hi'; keep noise levels reasonable in residential areas; tip appropriately for service.
Do not feed wildlife; observe birds and animals from a distance and follow trail rules in preserves.
Safety
Tipping in Oldsmar
Ensure a smooth experience
15-20% in restaurants and for table service; round up for small cafés or quick service if service is minimal.
Major credit/debit cards, cash, and contactless payments (Apple Pay, Google Pay) are widely accepted.
Best Time to Visit
And what to expect in different seasons...
Hot and humid with frequent afternoon thunderstorms; carry water, sunscreen, and light clothing; plan outdoor activities early or late in the day.
Warm days with cooler evenings; great for outdoor exploration and crowds thinning after peak summer.
Mild daytime temperatures (comfortable for outdoor activities); nights can be cool but not freezing.
Pleasant conditions and blooming landscapes; warm afternoons with chance of passing storms.
Oldsmar at Night
Hiking in Oldsmar
Immerse in an unforgettable hike.
Boardwalk and nature trails with bayou views near Oldsmar.
Scenic waterfront trails and historic vantage points a short drive away.
Airports
How to reach Oldsmar by plane.
Major international gateway about 25-30 miles from Oldsmar; quick access via I-275.
Smaller regional airport about 15-20 miles away; convenient for domestic flights.
Walkability
Demographics
Explore demographics in this area.
Many families live in the residential neighborhoods with good schools and parks.
A portion of residents enjoy the suburban, coastal lifestyle and quieter neighborhoods.
A growing segment commuting to nearby business hubs in Tampa and St. Petersburg.
Popular Sports
Explore popular sports in region.
The Tampa Bay area has a strong baseball connection, with spring training and nearby professional teams in the region (Rays in nearby St. Petersburg).
Traffic
Accomodations
Find the best place to stay when visiting Oldsmar.
Dietary Restrictions
Tips for restricted diets.
Vegetarian options are widely available; look for plant-based mains, salads, sides, and seafood-free dishes; ask for modifications if needed.