Skip to main content
3 days
United States, North America

3-Day Kissimmee itinerary guide

Use this route structure as a starting point, then adapt stops and timing with your group in Journii.

Kissimmee — US Navy 040927-N-0874H-028 Builder 2nd Class James A. Wallace of Kissimmee, Fla., assigned to Naval Construction Battalion Unit Four One Zero (CBU-410), assesses damage to a sailboat

Top stops to prioritize

  • Disney Springs
  • Blaze Pizza
  • Old Town
  • Checkers
  • Gatorland
  • Outback Steakhouse
  • Lake Buena Vista Factory Stores
  • Orlando Vineland Premium Outlets

Day 1: Most popular attractions

For day 1, we strategically grouped the most popular attraction, Kissimmee Lakefront Park, with surrounding point of interests to start your trip off with a bang.

  • Disney Springs
  • Lake Buena Vista Factory Stores
  • Orlando Vineland Premium Outlets

Day 2: Northwest side of town

For day 2, we recommend exploring the northwest side side of town.

  • Old Town
  • Fun Spot America Theme Parks - Kissimmee
  • Main Gate Flea Market

Day 3: Off the beaten path

For day 3, if you don’t mind the extra trek, today covers more off the beaten path places like The Crosslands Shopping Center.

  • Gatorland
  • The Crosslands Shopping Center
  • The Loop Kissimmee
  • Walmart Supercenter

Related itinerary guides

Turn this guide into a shared trip: add flights, accommodation, transport notes, and reservations so your whole group can edit one timeline.