Oldsmar

Day Trips

Make the most of your day with our curated plans, packed with Oldsmar's hidden gems and unique experiences!

day 1
Exploring Oldsmar
morning
:

Start your day with a visit to the Oldsmar Flea Market, where you can find unique items and enjoy local snacks. Take a stroll through the market to experience the vibrant atmosphere.

afternoon
:

Head to the Oldsmar Sports Complex to enjoy some outdoor activities or a picnic. Spend time relaxing or engaging in various sports like soccer or baseball.

evening
:

Dine at a local favorite restaurant, savoring fresh seafood or classic American cuisine. After dinner, enjoy a walk at the nearby waterfront park as the sun sets.

day 2
Nature and Adventure
morning
:

Rent a bike and ride along the picturesque trails in Oldsmar's parks. Breathe in the fresh air and take in the beautiful scenery.

afternoon
:

Visit the Oldsmar City Park to enjoy a leisurely afternoon of fishing or birdwatching. This park offers a great chance to connect with nature.

evening
:

Grab a casual dinner at a nearby café, followed by a visit to a local ice cream shop for a sweet treat. Enjoy the laid-back vibe of the community as the day winds down.

day 3
Scenic Waterfront
morning
:

Start at the Oldsmar Waterfront Park and enjoy a serene morning walk along the shore. The view of the water is perfect for some morning reflection.

afternoon
:

Spend time kayaking or paddleboarding on Old Tampa Bay, experiencing the thrill of being out on the water. Stay hydrated and take breaks on the shore.

evening
:

Have dinner at a waterfront restaurant, enjoying a stunning sunset view. End the night with a relaxing stroll along the marina.

day 4
Arts and Culture
morning
:

Visit the Oldsmar Arts and Crafts Fair for local artisan goods and creative displays. Engage with artists and find something special to take home.

afternoon
:

Attend a workshop or class at a local art studio, where you can learn new skills and meet fellow creatives. Immerse yourself in the local arts scene.

evening
:

Enjoy an evening of live music or a performance at a nearby theater. Dive into the local culture and meet fellow art enthusiasts.

day 5
Shopping Spree
morning
:

Spend your morning browsing the shops at Oldsmar's various boutiques and thrift stores. Look for unique finds and hidden treasures.

afternoon
:

Take a break at a local café for lunch and recharge before diving back into shopping. Enjoy some people-watching as you relax.

evening
:

Finish the day with a trip to the nearby mall for more extensive shopping options. Treat yourself to a nice dinner at one of the mall's restaurants.

day 6
Pet-Friendly Fun
morning
:

Start your day at one of Oldsmar's dog parks, where you can let your pet socialize and play. Enjoy the fresh air and camaraderie with other pet owners.

afternoon
:

After the park, visit a nearby pet-friendly café for lunch. It’s a great way to unwind with your furry friend.

evening
:

Take a scenic walk in a pet-friendly area as the sun goes down. Cap off the day with a special treat for your pet at a local pet shop.

day 7
Water Fun
morning
:

Kick off your day with a visit to one of the local beaches for some sun and relaxation. Bring along a book or simply enjoy the waves.

afternoon
:

Try out snorkeling or scuba diving with local guides to explore the aquatic life in the area. Be sure to take lots of pictures.

evening
:

Head to a beachside grill for a casual dinner with a view. Enjoy fresh seafood as you watch the sunset over the water.

day 8
Family Day Out
morning
:

Visit a local family-friendly park where kids can play and picnic areas are available. Enjoy quality time with your loved ones.

afternoon
:

Head to an amusement center or arcade to engage in fun indoor activities. Compete in games and enjoy some family bonding.

evening
:

Wrap up the day with a family dinner at a pizzeria, sharing your favorite slices together. Reflect on the fun memories made throughout the day.

day 9
Historical Walking Tour
morning
:

Take a walking tour of Oldsmar to learn about its rich history and notable landmarks. This interactive experience is informative and engaging.

afternoon
:

Visit the local history museum to dive deeper into the town’s past. View exhibits that showcase Oldsmar’s development over the years.

evening
:

Savor dinner at a historic restaurant to complete your cultural experience. Enjoy the ambiance while discussing the day's discoveries.

day 10
Wellness Retreat
morning
:

Start with a yoga class at a local studio to set a tranquil mood for the day. Focus on breathing and mindfulness.

afternoon
:

Enjoy a healthy lunch at a café specializing in organic options. Refuel with nutritious meals to keep your energy up.

evening
:

Attend a wellness seminar or workshop to learn more about healthy living. End your day feeling empowered and inspired.

Discover Oldsmar

Read more in our Oldsmar 2024 Travel Guide.

Oldsmar Travel Guide