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Orlando Pirate Adventure and Florida History
Experience the magic of Orlando through the lens of high-seas adventure and local history. This 7-day journey balances the excitement of the Pirate’s Dinner Adventure with historical town walks and Florida's unique heritage sites.
7days
18stops
610km
Day 1: Orlando International Airport → International Drive → Pirate's Dinner Adventure
21min · 28km3 stops
Orlando International Airport
09:00 – 11:00
18min · 27km
International Drive
12:00 – 14:00
3min · 1.7km
Pirate's Dinner Adventure
15:00 – 17:00
Day 2: Lake Eola Park → Orange County Regional Histor… → Church Street Station
22min · 19km3 stops
Lake Eola Park
09:00 – 11:00
18min · 19km
Orange County Regional History Center
12:00 – 14:00
4min · 0.7km
Church Street Station
15:00 – 17:00
Day 3: Park Avenue Winter Park → Scenic Boat Tour Winter Park → Rollins College Campus
19min · 10km3 stops
Park Avenue Winter Park
09:00 – 11:00
15min · 9.4km
Scenic Boat Tour Winter Park
12:00 – 14:00
4min · 0.7km
Rollins College Campus
15:00 – 17:00
Day 4: Castillo de San Marcos → St. George Street → St. Augustine Pirate & Treasu…
1h 49min · 166km3 stops
Castillo de San Marcos
09:00 – 11:00
1h 46min · 165km
St. George Street
12:00 – 14:00
3min · 0.8km
St. Augustine Pirate & Treasure Museum
15:00 – 17:00
Day 5: Kennedy Space Center → Cocoa Beach Pier
1h 53min · 180km2 stops
Kennedy Space Center
09:00 – 11:00
1h 53min · 180km
Cocoa Beach Pier
12:00 – 14:00
Day 6: Blue Spring → Mount Dora Historic District
1h 29min · 137km2 stops
Blue Spring
09:00 – 11:00
1h 29min · 137km
Mount Dora Historic District
12:00 – 14:00
Day 7: Disney Springs → Orlando International Airport
48min · 70km2 stops
Disney Springs
09:00 – 11:00
48min · 70km
Orlando International Airport
12:00 – 14:00
Heads Up
- 1. Book Pirate's Dinner Adventure tickets at least 2 weeks in advance to secure preferred seating near the stage.
- 2. St. Augustine is a 2-hour drive from Orlando; start early to enjoy the historic walking district before crowds arrive.
- 3. Check the Kennedy Space Center launch schedule as some areas may close during active rocket launches.
- 4. Florida weather in June is humid with frequent afternoon thunderstorms; keep a flexible indoor backup plan.