Winter Park is a picturesque city just north of Orlando known for its tree-lined streets, chain of lakes, and upscale Park Avenue shopping district. Home to Rollins College, world-class museums, and some of Central Florida's best dining.

🛍️

Park Avenue

Charming tree-lined street with upscale boutiques, restaurants, sidewalk cafes, and Central Park's rose garden.

🚤

Scenic Boat Tour

Narrated pontoon boat tour through Winter Park's chain of lakes and canals, passing mansions, Rollins College, and wildlife since 1938.

🖼️

Charles Hosmer Morse Museum of American Art

World's most comprehensive collection of Louis Comfort Tiffany works, including the restored Tiffany Chapel from the 1893 World's Fair.

🌿

Mead Botanical Garden

48-acre garden with nature trails, butterfly garden, and a historic greenhouse in the heart of Winter Park.

🎭

Enzian Theater

Independent art house cinema serving food and drinks, host of the annual Florida Film Festival.

🏫

Rollins College

Beautiful lakefront liberal arts college with Spanish Mediterranean architecture, the Cornell Fine Arts Museum, and public events.

🥐

Winter Park Farmers Market

Saturday morning market at the old train depot with local produce, baked goods, plants, and prepared foods.

🍽️

The Ravenous Pig

James Beard-nominated gastropub serving elevated American fare with an on-site brewery - one of Central Florida's best restaurants.

🎨

Alfond Inn Art Collection

Boutique hotel housing an impressive collection of contemporary art from the Alfond Collection at Rollins College.

🛶

Dinky Dock Park

Lakefront park on Lake Virginia with kayak and paddleboard rentals, perfect for a relaxing afternoon on the water.

📩

Florida Group Travel Planning Kit

Get our free planning checklist, packing guide, and group transportation cost calculator. Everything you need to organize a flawless group trip to Florida.

No spam. Unsubscribe anytime. We also send exclusive group travel deals.

Official Tourism Resources

Exploring with a Group? BusBrother provides charter bus transportation to all these destinations. One bus, one price, no parking headaches. Get a free quote.