The Art of South Tampa Living: An Empty Nester's Guide to Cultural Immersion

For many South Tampa residents, the "move-up" isn't about more bedrooms—it’s about moving up in lifestyle. As an empty nester in 2026, you aren't just buying a home; you're buying a front-row seat to the best cultural season in Florida.

1. The Winter Cultural Calendar

January and February are peak "Cultural Season" in Tampa.

• Gasparilla Arts: Beyond the parade, the Gasparilla Festival of the Arts (March 2026) is a world-class event in Julian B. Lane Park.

• The Straz Center: This winter’s Broadway series and opera schedule are the most ambitious in years, all within a 10-minute Uber ride from South Tampa.

2. Historic Walking Tours & Gallery Walks

Skip the gym and take a walking tour of the Hyde Park Historic District.

• Local Art: Explore the local gallery scene along MacDill Ave or take a Saturday morning trek through the Ybor City Saturday Market to see local artisans at work.

• Soulwalk: Use the city’s new "Soulwalk" digital guide to explore nearly 100 historic and art installations across the city.

3. Meaningful Connection: Volunteering

Active retirees in South Tampa are the backbone of our community.

• Seniors In Service: This organization matches your professional skills with local non-profits.

• The Tampa Bay History Center: They are always looking for docents to help lead the walking tours of downtown and Oaklawn Cemetery.

4. Social Clubs & Community

If you’ve missed the camaraderie of a busy office or a full house, look toward:

• The Tampa Yacht & Country Club: A staple for social connection and waterfront dining.

• South Tampa Social Clubs: From boutique wine tasting groups to the highly active pickleball leagues at Culp Park.