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Ultimate Orlando Adventure in Winter Park Itinerary

Last updated: 2024 Jun 14

Magical Beginnings in Winter Park

Morning

Start your day with a delightful breakfast at the charming Briarpatch Restaurant, known for its delicious dishes and outdoor seating. Afterward, take a leisurely stroll through the scenic Central Park in downtown Winter Park.

Afternoon

For lunch, savor the Mediterranean flavors at Bosphorous Turkish Cuisine. Post lunch, visit the Cornell Fine Arts Museum to admire a diverse collection of artworks.

Evening

Enjoy a sophisticated dinner at Luma on Park, a contemporary restaurant with a vibrant atmosphere, perfect for a relaxing evening. After dinner, take a scenic boat tour on the Winter Park Chain of Lakes to see the city lights reflected on the water.

Bedtime

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Cultural Exploration in Winter Park

Morning

Indulge in a delicious brunch at The Ravenous Pig, a popular gastropub known for its innovative cuisine. Afterward, visit the Charles Hosmer Morse Museum of American Art to see the largest collection of Tiffany glass.

Afternoon

For a late lunch, head to Prato, a rustic Italian eatery offering a variety of wood-fired dishes. Afterward, take a guided Scenic Boat Tour to learn about the history and wildlife of the Winter Park Chain of Lakes.

Evening

Enjoy a fine dining experience at Luma on Park, known for its seasonal menu and extensive wine selection. After dinner, take a leisurely walk along Park Avenue and explore the boutiques and art galleries.

Bedtime

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Thrilling Day at Universal Studios

Morning

Start your day with a quick breakfast at The Coop, a Southern-inspired restaurant known for its fried chicken. Then, head to Universal Studios Florida for a day of excitement and adventure.

Afternoon

For lunch, enjoy the diverse menu at Prato, offering a range of Italian dishes. Afterward, continue your Universal Studios experience with thrilling rides and attractions.

Evening

Have a magical dinner at the Three Broomsticks in The Wizarding World of Harry Potter. After dinner, explore the shops and enjoy the enchanting atmosphere of Diagon Alley.

Bedtime

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Historic Day Trip to St. Augustine

Morning

Take a day trip to the historic city of St. Augustine. Start your day with a scenic drive and have breakfast at The Blue Hen Cafe, known for its farm-to-table cuisine.

Afternoon

Explore the Castillo de San Marcos, the oldest masonry fort in the continental United States. For lunch, enjoy the fresh seafood at Catch 27. Afterward, visit the St. Augustine Lighthouse & Maritime Museum for panoramic views of the city.

Evening

Have a relaxing dinner at The Floridian, a cozy restaurant serving Southern comfort food. Take a leisurely walk along St. George Street and enjoy the historic charm of the city.

Bedtime

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Final Day of Relaxation in Winter Park

Morning

On your last day, enjoy a leisurely breakfast at Briarpatch Restaurant and take a peaceful walk through the Mead Botanical Garden, a serene oasis in the heart of Winter Park.

Afternoon

For lunch, savor the flavors of the sea at Reel Fish Coastal Kitchen + Bar. Afterward, spend the afternoon shopping and exploring the boutiques on Park Avenue.

Evening

Conclude your trip with a memorable dinner at The Ravenous Pig, where you can enjoy a variety of craft beers and seasonal dishes. Reflect on your Orlando adventure and savor the final moments of your Winter Park getaway.

Bedtime

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