Your 2025–26 Florida Trip Guide: The Best Events in Orlando for Families and Couples

Planning a Florida trip for 2025 or 2026 feels exciting, but it also brings one big question: which events are actually worth your time? Orlando and the wider Florida region fill the calendar with festivals, concerts, food events, parades, sports, and holiday specials that work perfectly for both families and couples.

Here’s a simple rundown that helps you choose the right dates and build a trip that feels effortless.

For more Florida stories and news updates, check Florida Today.

Why Florida and Orlando Work for Every Traveler

Florida is more than beaches and roller coasters. It’s a year-round hub of food festivals, art weekends, cultural traditions, outdoor experiences, and seasonal celebrations.

• Families get kid-friendly festivals, parades, and theme-park specials.
• Couples get art shows, concerts, food events, and quiet coastal escapes.
• Everyone gets sunshine, easy transport, and plenty of choices.

Top Orlando Events You Should Consider for 2025–26

EPCOT International Festival of the Arts

Best for: couples and creative families
Live art, galleries, food studios, and a relaxed pace.

Universal Orlando Mardi Gras

Best for: everyone
Parades, concerts, global food booths, and a festive vibe.

SeaWorld Seven Seas Food Festival

Best for: couples
Tastings, craft beer, and live shows all around the park.

Orlando Magic NBA Games

Best for: families with teens and couples
A fun evening in downtown Orlando that doesn’t require all-day planning.

Winter Park Sidewalk Art Festival

Best for: couples and art-loving families
A charming outdoor event, perfect for those who want a break from theme parks.

Major Florida Events Outside Orlando

Miami Art Week & Art Basel

One of the world’s biggest art gatherings. Great for couples who want a stylish escape.

Tampa Bay Margarita & Music Festival

Live bands, great drinks, and a relaxed start to summer.

Daytona 500

A legendary racing event and bucket-list experience for many families.

Clearwater Sugar Sand Festival

Beautiful sculptures and beachfront fun that kids love.

Key West Fantasy Fest

A high-energy, creative festival mainly for couples.

Best Seasons to Travel in 2025–26

• January–March: Cool weather and packed event schedules.
• April–June: Great for couples who prefer fewer crowds.
• September–November: Lower prices and fall events.
• December: Magical holiday celebrations everywhere.

Sample 3-Day Orlando Event Itinerary

Day 1

• Morning: EPCOT Festival of the Arts
• Afternoon: Resort hopping and dining
• Evening: Live entertainment at Disney Springs

Day 2

• Morning: Universal Mardi Gras food booths
• Evening: Mardi Gras parade + concert

Day 3

• Morning: Winter Park brunch
• Afternoon: Art Festival
• Evening: Orlando Magic game

Tips for Planning Your 2025–26 Florida Trip

• Book event tickets early—prices rise fast.
• Balance theme-park days with slower days.
• Check Florida Today for updates.
• Families should look for early entry or express pass options.

Final Thoughts

A Florida trip in 2025–26 becomes genuinely unforgettable when you match your travel dates with the right events. Whether you’re planning a family holiday or a couple’s getaway, Orlando and the wider Florida scene offer something special in every season.