Ultimate Weekend Guide: Kissimmee, Davenport & Poinciana

by Bernard Jackson

Things To Do This Weekend: Kissimmee, Poinciana and Davenport

Central Florida • Kissimmee • Davenport • Poinciana

Your Easy Weekend Game Plan (Fun. Local. No Stress.)

By Bernard Jackson Jr., REALTOR® — warm, witty, and here to help you enjoy where you live. Get Up. Get Through It. Get Yours.

 
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🎢 Kissimmee Highlights

Old Town Kissimmee car cruise and shops

Old Town Kissimmee

Retro vibes, live music, rides, and the iconic Saturday Classic Car Cruise. A must-do for visitors and locals alike.

Plan your visit →

Fun Spot America Kissimmee roller coaster

Fun Spot America – Kissimmee

High-energy thrills: coasters, go‑karts, arcade. Easy parking, pay-as-you-go or wristbands.

See rides & tickets →

Kissimmee Lakefront Park boardwalk at sunset

Kissimmee Lakefront Park

Sunset strolls, playgrounds, fishing piers, and space to breathe. Low-cost and kid-approved.

What locals love →

Pro Tip: Arrive at Old Town around 6:30 PM for easy parking and golden-hour photos before the car cruise.

🛍️ Davenport Days

Posner Park outdoor shopping in Davenport

Posner Park

Open-air shopping, dining, and a movie stop. Perfect for a light-easy Saturday.

Directory & deals →

Hot air balloon floating over Central Florida

Sunrise Hot Air Balloons

Once-in-a-lifetime views above Polk & Osceola. Book early, weather-permitting.

See operators →

Northeast Regional Park fields and lake

Northeast Regional Park

Fields, trails, and playgrounds—pack snacks and let the kids run wild. Pet-friendly.

Park info →

Vibe Check: Davenport is your calm‑but‑connected zone—mix retail therapy, parks, and a little adventure.

🌿 Poinciana Picks

Vance Harmon Park playground in Poinciana

Vance Harmon Park

Sports courts, splash areas, picnic spots—low-cost family time in the heart of Poinciana.

Park details →

Disney Wilderness Preserve trails and wetlands

Disney Wilderness Preserve

12,000+ acres of restored Florida wilderness—quiet trails, birding, and fresh air.

About the preserve →

Local dining dish in Poinciana

Local Eats & Treats

Fuel up at neighborhood favorites and support small business—good food, good folks.

See ideas →

Pro Move: Make Poinciana your slow-Sunday base—pack a picnic, bring a speaker, and stretch out the afternoon.

🗺️ Sample Itineraries (Pick Your Energy)

Family Fun Track

  • Fri Eve: Old Town stroll + live music.
  • Sat AM: Posner Park breakfast & shops.
  • Sat PM: Northeast Regional Park playtime.
  • Sun: Vance Harmon Park + picnic.

Date Night Track

  • Fri: Sunset at Lakefront Park → dinner nearby.
  • Sat AM: Coffee run → Davenport movie.
  • Sat PM: Night rides at Fun Spot.
  • Sun Brunch: Poinciana local eats.

Adventurer Track

  • Sat Sunrise: Hot air balloon.
  • Midday: Shingle Creek trail walk.
  • Evening: Old Town rides & arcade.
  • Sun: Disney Wilderness Preserve hike.

💸 Free & Low‑Cost Wins

🌧️ Rainy‑Day Backup Plan

  • Arcade + rides under cover at Fun Spot.
  • Movie + dinner combo at Posner Park.
  • Local café crawl in Kissimmee’s downtown (support small biz!).

📣 Bernard’s Google Review Challenge

Show love to the spots you enjoy—and to your neighborhood REALTOR®. If you visit any of these places this weekend, drop a Google Review for your favorite. Then leave one for Bernard Jackson Jr., REALTOR® too. Those stars help the whole community shine.

How to Leave a Great Review (Quick)

  1. Open Google Maps and search the place.
  2. Tap Reviews★ Rate & Review.
  3. Share one detail you loved (parking, staff, vibe).
  4. Upload a quick photo if you can—helps others a ton.

Challenge: Post by Sunday night. I’ll randomly bless a few reviewers with a local coffee gift card. ☕

📘 Free Guides & Consultations

Thinking about buying or selling in Central Florida? I’ve got you—no fluff, just real help.

Free resources: download, read, and DM me your questions.

Prefer text or email? I meet people where they’re at—let’s make a simple plan that fits your timeline and budget.

👋 About Bernard 

Experience: I live, work, and play right here in the Kissimmee–Davenport–Poinciana corridor. Weekends like this are how I scout neighborhoods, traffic patterns, and lifestyle fits for my clients.

Expertise: Central Florida residential real estate, first‑time buyers, move‑up sellers, and investor‑friendly strategy. I bring market data with a human voice.

Authority: Consistent five‑star service, repeat clients, and community relationships that open doors (literally and figuratively).

Trust: Ethics first. Clear communication. No pressure. Always under‑promise and over‑deliver.

Do you have a question about Central Florida real estate, or is there a topic you’d like me to research for you?

 

Photo Credits

Old Town (myoldtownusa.com) • Fun Spot (fun-spot.com) • Kissimmee Lakefront Park (kissimmee.gov) • Posner Park (Visit Davenport) • Balloons (Visit Central Florida) • Northeast Regional Park (Polk County) • Vance Harmon Park (Osceola County) • Disney Wilderness Preserve (Tripadvisor image)

© 2025 Bernard Jackson Jr., REALTOR® • Serving Kissimmee • Davenport • Poinciana • Orlando Metro

From the Projects to Possibility. Get Up. Get Through It. Get Yours.

Do you have a question about Central Florida real estate, or is there a topic you’d like me to research for you?

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Bernard Jackson

+1(321) 443-5582

bernardjacksonrealtor@gmail.com

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