Explore the Real Kissimmee: Guided City, History & Community Tour

BUY | SELL Your Home
Extra $16.5 offPromo LOVE ends
Groupon reserves the right to end the promo at any time
Select Option:

Applicable taxes will be calculated and applied at checkout

Highlights

  • Embark on a guided city tour that unveils Kissimmee's fascinating transformation from a historic cattle town to a modern Central Florida gem, perfect for curious explorers.

  • Immerse yourself in local culture and history, visiting preserved downtown architecture, vibrant murals, and the iconic Monument of States, offering incredible photo opportunities.

  • Experience the beauty of Lake Tohopekaliga and the charm of Kissimmee Lighthouse, understanding how the natural landscape has shaped the community's unique lifestyle.

  • Gain insight into Kissimmee's modern energy with a visit to Osceola Heritage Park, learning about the local NBA G League affiliate, the Osceola Magic, and the growing sports identity.

  • Provide the perfect gift of discovery for anyone eager to explore Kissimmee's hidden treasures, offering a unique blend of history, culture, and community spirit.

What To Expect

Step into the heart of Kissimmee and leave the theme parks behind for an authentic journey through this captivating Central Florida city. Your adventure begins in Historic Downtown Kissimmee, where charming brick streets and preserved architecture whisper tales of a bygone era. You'll stroll past colorful murals and local shops, delving into the city's rich past, from its roots as a cattle ranching hub to the boom of the citrus and railroad eras. Imagine the bustling life of the late 1800s as you discover fascinating facts about Kissimmee's growth, stopping for photos at the iconic Downtown Kissimmee Overpass Sign and marveling at the historic Monument of States, a beloved World War II landmark.
What to expect media
Continue your exploration with a serene visit to Lake Tohopekaliga, enjoying scenic waterfront views and discovering how this beautiful lake has shaped local life. You'll explore the charming Kissimmee Lighthouse and its surrounding park, absorbing stories of early 1900s Kissimmee, including the impressive genealogy collection at Hart Memorial Central Library. The tour then pivots to Kissimmee's vibrant present, taking you to Osceola Heritage Park, home to the Silver Spurs Arena. Here, you'll learn about the Osceola Magic, the city's professional basketball team, and understand how professional sports are becoming a cornerstone of Kissimmee's dynamic identity, making for a truly engaging and comprehensive local experience.

Plan Your Visit

  • Operating HoursHours may vary. Please check the merchant's website for the most up-to-date information.
  • AccessibilityThe tour is family-friendly and designed to be both walk-and-ride friendly, accommodating various comfort levels.
  • Key StopsYour journey begins in Historic Downtown Kissimmee, where you'll explore brick streets, preserved architecture, colorful murals, local shops, and cafés. Highlights include historic downtown buildings, public art, a photo stop at the iconic Downtown Kissimmee Overpass Sign, and a visit to the famous Monument of States.Walk through Pioneer Village, featuring historic homes, a one-room schoolhouse, general store, and Seminole settlement displays, offering a glimpse into early Kissimmee life.Enjoy scenic views along the waterfront at Lake Tohopekaliga, stopping at the charming Kissimmee Lighthouse and exploring the surrounding lakefront park. You'll also learn about the Osceola County Welcome Center & History Museum and stories from the early 1900s, including the historic Hart Memorial Central Library.Experience Kissimmee's modern energy with a visit to Osceola Heritage Park, home of the Silver Spurs Arena, and learn about the Osceola Magic, the NBA G League affiliate of the Orlando Magic.

How It Works

1. Grab the Deal

Buy your Groupon first!

2. Plan your visit

Contact the merchant following the instructions on your Groupon.

3. Redeem your Mobile Ticket

Scan your Groupon upon arrival.

4. Enjoy the Experience!

FAQs

Who is this Kissimmee city tour designed for?

This tour is ideal for visitors, new residents, and anyone curious about Kissimmee's rich history, culture, and community beyond the well-known theme parks.

Is this tour suitable for families?

Yes, the tour is explicitly designed to be family-friendly and is described as both walk-and-ride friendly, ensuring a comfortable experience for most participants.

What are some of the key attractions I will see on the tour?

You will visit Historic Downtown Kissimmee, see the Monument of States, explore Pioneer Village, enjoy Lake Tohopekaliga and the Kissimmee Lighthouse, and experience Osceola Heritage Park, among other highlights.

What makes this tour a unique experience?

The tour includes engaging storytelling, local insights into Kissimmee's growth, a perfect blend of history and modern culture, and numerous great photo opportunities.

Does the tour operate if it rains?

Yes, the tour operates rain or shine, so please come prepared for the weather conditions.

What should I wear for the tour?

Comfortable walking shoes are recommended to ensure you enjoy exploring the various sites and attractions throughout the city.

Need To Know Info

Promotional value expires 180 days after purchase. Amount paid never expires.
  • Limit 3 per person.

  • May be repurchased every 30 days.

  • Not valid with other offers or promotions.

  • Must sign waiver.

Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services. Learn about Strike-Through Pricing and Savings

About BUY | SELL Your Home

We strive to help buyers and sellers make confident real estate moves with ease. Our mission is simple — to guide families and investors through every step of the process with honesty, strategy, and care. Whether it’s a first-time buyer searching for the perfect home or a seller looking to maximize their return, I provide personalized game plans, creative marketing, and local expertise that deliver real results. With me, it’s not just about a transaction — it’s about building lasting relationships and helping you achieve your real estate goals with confidence.

Company Website