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9-Day Road Trip Adventure

9-Day Road Trip Adventure Itinerary

Last updated: 2024 Jun 14

Exploring Pittsburgh's Icons

Morning
Start your day with a visit to the iconic Phipps Conservatory and Botanical Gardens. This beautiful botanical garden offers a serene environment with stunning floral displays and exotic plants. It's a perfect way to begin your exploration of Pittsburgh. Afterward, enjoy breakfast at DeLuca's Diner, known for its hearty breakfast options and friendly atmosphere.
Afternoon
In the afternoon, head over to the Andy Warhol Museum. This museum is dedicated to the life and work of Pittsburgh-born artist Andy Warhol. Explore his extensive collection of art and gain insight into his creative genius. For lunch, stop by Primanti Bros., famous for its sandwiches piled high with coleslaw and fries.
Evening
End your day with a ride on the historic Duquesne Incline. The incline offers breathtaking views of Pittsburgh's skyline from Mount Washington. Afterward, enjoy dinner at Monterey Bay Fish Grotto, which offers delicious seafood dishes and panoramic views of the city.
Bedtime
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History and Sports in Pittsburgh

Morning
Begin your day with a visit to the Carnegie Science Center. This interactive science museum is perfect for all ages and offers hands-on exhibits that make learning fun. Enjoy breakfast at Pamela's Diner, known for its crepe-style pancakes.
Afternoon
In the afternoon, take part in the unique experience of the Pittsburgh Bike and Brewery Tour. This tour combines biking through scenic routes with stops at local breweries for tastings. For lunch, visit Hofbräuhaus Pittsburgh, offering German cuisine in a lively beer hall setting.
Evening
Catch an evening game at PNC Park with tickets to see the Pittsburgh Pirates Baseball Game Ticket. The stadium provides great views of both the game and the city skyline. Conclude your evening with dinner at Eleven Contemporary Kitchen, known for its modern American cuisine.
Bedtime
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Cultural Gems of Pittsburgh

Morning
Start your morning by exploring the architectural marvel that is the Cathedral of Learning located at the University of Pittsburgh. This towering building features unique rooms that represent different cultures from around the world. Enjoy breakfast at The Porch at Schenley, offering farm-to-table dishes in a cozy setting.
Afternoon
Spend your afternoon visiting another cultural landmark: take part in a fascinating historical journey through downtown on the Pittsburgh Downtown History and Architecture Tour. For lunch, dine at Sienna Mercato where you can enjoy Italian-inspired dishes on their rooftop beer garden.
Evening
Wrap up your day by experiencing some local history combined with entertainment on an engaging tour: join an eerie yet informative walk through haunted sites on A-Louisville Derby City Haunted Walking Tour . Enjoy dinner afterward at A-Hard Rock Cafe Pittsburgh , which combines classic American fare with rock 'n' roll memorabilia.
Bedtime
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Discovering Louisville's Rich Heritage

Morning
Start your day with a visit to the Louisville Slugger Museum & Factory. This iconic museum showcases the history of baseball and the famous Louisville Slugger bats. You'll get to see how these bats are made and even take home a mini bat as a souvenir. For breakfast, head to Wild Eggs, known for its creative breakfast dishes and friendly atmosphere.
Afternoon
In the afternoon, explore the fascinating exhibits at the Frazier History Museum. This museum offers a deep dive into Kentucky's history with interactive displays and artifacts. For lunch, stop by Feast BBQ, where you can enjoy some of the best barbecue in town.
Evening
End your day with an adventurous experience at the Louisville Mega Cavern ziplining. This underground zipline tour is one-of-a-kind and offers an exhilarating way to see Louisville from below. Afterward, enjoy dinner at Jack Fry's, a historic restaurant known for its Southern cuisine and charming ambiance.
Bedtime
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Equestrian Elegance in Lexington

Morning
Kentucky Horse Park is your first stop today. This sprawling park is dedicated to all things equestrian and offers horse shows, museums, and beautiful grounds to explore. Have breakfast at Doodle's Breakfast & Lunch, which offers organic and locally sourced dishes.
Afternoon
Lexington Horse Farm Tour and Keeneland Race Track Visit will fill your afternoon with more equestrian experiences. You'll visit some of Lexington's most famous horse farms and get an insider's look at Keeneland Race Track. For lunch, dine at Smithtown Seafood, which serves fresh seafood in a casual setting.
Evening
Lexington Bluegrass Cocktails and Bites Walking Tour is perfect for your evening plans. This tour combines delicious cocktails with tasty bites as you explore Lexington's vibrant downtown area. End your day with dinner at Jeff Ruby's Steakhouse, known for its high-quality steaks and elegant atmosphere.
Bedtime
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Bourbon Trail in Bardstown

Morning
Oscar Getz Museum of Whiskey History is where you'll start your day in Bardstown. This museum offers a comprehensive look at the history of whiskey in America with fascinating exhibits and artifacts. Enjoy breakfast at Mammy's Kitchen & Bar, known for its hearty Southern breakfasts.
Afternoon
Bardstown: Lux Row Distillers Production Tour with Tasting will be the highlight of your afternoon. This tour takes you through the production process of bourbon-making followed by a tasting session of their finest products. For lunch, visit The Rickhouse Restaurant & Lounge, which offers delicious American cuisine in a cozy setting.
Evening
Conclude your day by visiting another renowned distillery: join an informative tour on A-Evan Williams Bourbon Experience . Enjoy dinner afterward at A-Kurtz Restaurant, which combines classic American fare with rock 'n' roll memorabilia.
Bedtime
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Cincinnati's Wildlife and History

Morning
Begin your day with a visit to the Cincinnati Zoo and Botanical Garden. This renowned zoo is home to a wide variety of animals and beautiful botanical gardens. It's a perfect way to start your exploration of Cincinnati. Enjoy breakfast at Taste of Belgium, known for its delicious Belgian waffles and other breakfast delights.
Afternoon
In the afternoon, delve into the rich history at the National Underground Railroad Freedom Center. This museum offers powerful exhibits on the history of slavery and the Underground Railroad. For lunch, stop by Sotto, an Italian restaurant known for its rustic dishes and cozy atmosphere.
Evening
End your day with an exciting experience at the Great American Ball Park by attending a Cincinnati Reds baseball game. The stadium offers great views of both the game and the Ohio River. Afterward, enjoy dinner at Moerlein Lager House, which offers American cuisine with a focus on craft beers.
Bedtime
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Final Day in Cincinnati

Morning
Begin your final day with an exploration of Cincinnati's historic Mt Adams neighborhood by taking part in A-Mt Adams Historic App/GPS Audio Walking Tour . Enjoy breakfast at R-Maplewood Kitchen & Bar offering fresh seasonal ingredients.
Afternoon
Spend your afternoon cruising along Ohio river: join A-Cincinnati Historic Sightseeing Cruise . For lunch dine R- The Eagle OTR serving comfort food classics like fried chicken.
Evening
Conclude trip experiencing some local culture combined entertainment: join engaging tour A-Cincinnati Ghost Walking Tour . Enjoy dinner afterward R-Boca Restaurant combining innovative cuisine elegant ambiance.
Bedtime
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Scenic Adventures in Red River Gorge

Morning
Start your day early with a drive to Red River Gorge, known for its stunning natural beauty. Begin your adventure with a hike along one of the many trails in the area, such as the Auxier Ridge Trail, which offers breathtaking views of the gorge. Enjoy breakfast at Miguel's Pizza, a local favorite among hikers for its hearty breakfast options.
Afternoon
Continue exploring Red River Gorge by visiting Natural Bridge State Resort Park. Take a scenic hike to see the Natural Bridge, a massive sandstone arch that offers incredible views. For lunch, have a picnic in one of the park's designated areas or dine at Sky Bridge Station, known for its delicious sandwiches and laid-back atmosphere.
Evening
Wrap up your day with another outdoor adventure by visiting Raven Run Nature Sanctuary in Lexington on your way back from Red River Gorge. This sanctuary offers beautiful trails that wind through forests and meadows. Afterward, enjoy dinner at The Red River Rockhouse, which serves locally sourced dishes in a rustic setting.
Bedtime
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