Historic Winter Park

Winter Park is the oldest and most exclusive area of Orlando and is filled with historic charm.

This is a perfect way for you to discover Orlando on the weekend.



We will meet at a quaint boating dock and hop on a scenic boat tour where you will see swaying palms, towering cypress trees, and breathtaking views of opulent private homes and exquisite estates sprawling along the shores.

Back on dry land, we will wander the boutiques of Park Avenue, Orlando's famous shopping and dining district. We will walk down to The Wine Room, this incredible slice of heaven has over 150 wines available on tap to taste or enjoy by the glass. It’s a must see for anyone who comes to town! Then it’s off to dinner at Prato, my personal favorite restaurant! They serve incredible food that seamlessly blends Italian classics with seasonal, locally sourced ingredients.



Whats included: 

  • Planning support before your trip
  • Scenic boat tour
  • Local outing in Winterpark
  • A glass of wine at The Wine Room
  • An appetizer at Prato
  • Post-outing support during your stay. 



Hi! I grew up in New Mexico where my parents instilled a love for travel and spicy food. I am a total foodie and plan all my trips around unique eats and culinary experiences. When I'm not working on my next travel itinerary, I can often be found relaxing with a good book and a glass of wine, or in the kitchen creating new sweet treats. I love any opportunity to enjoy happy hour with girlfriends, or take a walk around one of Orlando's many lakes with my incredibly handsome husband and adorable Boston Terrier.

A Sneak peak: