35 Things To Do in Winter Park

Winter Park combines cultural, artistic, and recreational attractions, creating a destination that appeals to all travelers. Just north of Orlando, this charming city is known for its elegant shopping districts, inviting cafes, and scenic parks and lakes.

Visitors can stroll through boutique-lined streets or explore the city’s rich cultural heritage in its museums. Winter Park’s unique mix of urban sophistication and natural beauty ensures a variety of experiences for every interest.

1. Winter Park Scenic Boat Tour

Our Rating: 9.2/10

The Winter Park Scenic Boat Tour offers an intimate view of Florida's natural beauty right from the water. This one-hour guided tour takes passengers through the interconnected chain of lakes and canals of Winter Park. On the tour, passengers get to enjoy the rich flora and fauna that are characteristic of the area.

The 18-passenger pontoon boats provide a relaxed atmosphere for everyone, making it suitable for families and groups. Operating from 10 a.m. to 4 p.m., the tours are frequent, departing every hour, giving visitors ample opportunity to hop on. No reservations are needed for individuals, though groups may book ahead, allowing for a seamless experience.