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Ultimate Road Trip: Delaware to Alaska Adventure
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Ultimate Road Trip: Delaware to Alaska Adventure
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Day Day 1: Exploration in Delaware
Delaware, USA on April 6, 2025
8:00AM
Breakfast at The Green Room
Start your day with a sumptuous breakfast featuring locally sourced ingredients at this upscale restaurant in Wilmington.
USD25, 1 hour
9:30AM
Visit Winterthur Museum
Explore the stunning gardens and collections of American decorative arts at this beautiful estate. It's a must-see for art and nature lovers.
USD20, 2 hours
12:00PM
Lunch at DLC Bistro
Enjoy a delightful lunch with a farm-to-table menu offering fresh salads and hearty sandwiches.
USD15, 1 hour
1:30PM
Drive to Pennsylvania
Travel to Pennsylvania to continue your adventure, taking scenic routes along the way.
USD0 (fuel expenses), 2 hours
4:00PM
Check-in at Hotel
Check into your hotel in Philadelphia, where you can relax before the evening's explorations.
USD120, 1 hour
5:30PM
Dinner at Zahav
Experience authentic Israeli cuisine in a vibrant atmosphere at one of Philadelphia's top-rated restaurants.
USD60, 1.5 hours
Find Hotels in Delaware
Day Day 2: Travel to Ohio
Pennsylvania, USA on April 7, 2025
7:30AM
Breakfast at Cafe La Maude
Indulge in a French-Lebanese breakfast with options like shakshuka or their famous pancakes.
USD20, 1 hour
9:00AM
Visit Independence Hall
Explore the birthplace of American democracy and learn about its historical significance.
Free, 1 hour
10:30AM
Drive to Ohio
Head towards Ohio while enjoying the scenic drive through Pennsylvania.
USD0 (fuel expenses), 6 hours
5:00PM
Lunch at Melt Bar & Grill
Embrace comfort food by trying their signature grilled cheese sandwiches with creative twists.
USD15, 1 hour
6:15PM
Check-in at Hotel
Arrive at your hotel in Columbus, unwind, and relax for the evening.
USD100, 1 hour
7:30PM
Dinner at The Top Steakhouse
Savor a classic steak dinner at this upscale restaurant known for its ambiance and quality cuts.
USD70, 2 hours
Find Hotels in Pennsylvania
Day Day 3: Discover Ohio
Columbus, USA on April 8, 2025
8:00AM
Breakfast at Katalina's
Enjoy a delicious breakfast with a range of sweet and savory options at this popular local spot.
USD15, 1 hour
9:30AM
Visit the Columbus Zoo
Spend your morning exploring one of the best zoos in the country, home to thousands of animals from around the world.
USD22, 3 hours
12:30PM
Lunch at Aqua Restaurant
Dine on exquisite seafood offerings while overlooking the picturesque scioto river.
USD25, 1.5 hours
2:00PM
Drive to Indiana
Continue your journey to Indiana while enjoying the scenic landscapes.
USD0 (fuel expenses), 3 hours
5:00PM
Check-in at Hotel
Arrive at your hotel in Indianapolis, where you can rest and freshen up.
USD110, 1 hour
6:30PM
Dinner at St. Elmo Steak House
Indulge in a iconic Indiana dining experience with their renowned shrimp cocktail and steaks.
USD80, 2 hours
Find Hotels in Columbus
Day Day 4: Indiana Highlights
Indianapolis, USA on April 9, 2025
8:00AM
Breakfast at Blueberry Cafe
Savor a tasty breakfast in a cozy café known for their amazing pancakes and coffee.
USD15, 1 hour
9:30AM
Visit the Indianapolis Motor Speedway
Tour the famous racetrack, home of the Indianapolis 500, and learn about its rich racing history.
USD15, 2 hours
11:30AM
Drive to Illinois
Set off on your journey to the Prairie State, enjoy the rural scenery.
USD0 (fuel expenses), 3 hours
2:30PM
Lunch at Portillo's
Don't miss out on Chicago-style hot dogs and Italian beef sandwiches in this iconic fast-casual restaurant.
USD10, 1 hour
4:00PM
Check-in at Hotel
Check into your hotel in Chicago, take some time to relax.
USD130, 1 hour
5:30PM
Dinner at Alinea
Experience a unique dining adventure at Alinea, one of the few Michelin three-star restaurants in the US.
USD300, 3 hours
Find Hotels in Indianapolis
Day Day 5: Chicago Exploration
Chicago, USA on April 10, 2025
8:00AM
Breakfast at Wildberry Pancakes & Cafe
Start your day with fluffy pancakes and a variety of breakfast options prepared with fresh ingredients.
USD20, 1 hour
9:00AM
Visit Millennium Park
Explore this iconic park known for its public art, gardens, and the famous Cloud Gate sculpture.
Free, 2 hours
11:00AM
Visit the Art Institute of Chicago
Discover an extensive collection of impressively diverse art, including works by Monet, Van Gogh, and Picasso.
USD25, 3 hours
2:00PM
Lunch at Lou Malnati's Pizzeria
You cannot leave Chicago without trying the famous deep-dish pizza at this local favorite.
USD25, 1.5 hours
3:30PM
Take a River Architecture Tour
Relax on a boat tour showcasing Chicago's stunning architectural landmarks along the River.
USD40, 1.5 hours
5:00PM
Visit Navy Pier
Enjoy the views, attractions, and entertainment options at this fun-filled lakefront destination.
Free, 2 hours
7:00PM
Dinner at The Signature Room
Dine with panoramic views of the city skyline from the 95th floor of the John Hancock Center.
USD75, 2 hours
Find Hotels in Chicago
Day Day 6: Journey to Wisconsin
Chicago, USA on April 11, 2025
8:00AM
Breakfast at Egg Harbor Cafe
Enjoy a delightful breakfast with diverse options ranging from traditional to innovative dishes.
USD20, 1 hour
9:30AM
Drive to Wisconsin
Head towards Wisconsin to enjoy its beautiful landscapes and lakes.
USD0 (fuel expenses), 2 hours
11:30AM
Arrive in Milwaukee
Explore the beautiful city on Lake Michigan, known for its breweries and cultural scene.
Free, 1 hour
12:30PM
Lunch at Milwaukee Public Market
Enjoy delicious local foods, fresh seafood, and artisan goods at this bustling market.
USD20, 1.5 hours
2:00PM
Visit Harley-Davidson Museum
Discover the history of this iconic American motorcycle brand with exhibits showcasing their history.
USD15, 2 hours
4:30PM
Check-in at Hotel
Check into your hotel in Milwaukee for a comfortable overnight stay.
USD120, 1 hour
6:00PM
Dinner at Sanford
Dine at this elegant restaurant known for its innovative menu featuring locally sourced ingredients.
USD85, 2 hours
Find Hotels in Chicago
Day Day 7: Exploring Minnesota
Milwaukee, USA on April 12, 2025
8:00AM
Breakfast at Alterra Coffee Roasters
Start your day with freshly brewed coffee and light bites in an inviting atmosphere.
USD15, 1 hour
9:15AM
Drive to Minnesota
Travel towards Minnesota, enjoying the beautiful Midwest scenery.
USD0 (fuel expenses), 3 hours
12:15PM
Lunch at The Bachelor Farmer
Enjoy a farm-to-table dining experience featuring local products and Scandinavian influence.
USD30, 1.5 hours
1:45PM
Visit the Mall of America
Check out the largest shopping mall in the US with more than 500 stores, entertainment, and dining options.
Free (unless shopping), 3 hours
5:00PM
Check-in at Hotel
Check into your hotel in Bloomington for a night of rest.
USD110, 1 hour
6:30PM
Dinner at Manny's Steakhouse
Experience a classic steakhouse atmosphere with premium steaks and fine wines.
USD90, 2 hours
Find Hotels in Milwaukee
Day Day 8: Explore North Dakota
Minnesota, USA on April 13, 2025
8:00AM
Breakfast at Eggs 'n' Things
Fuel up with a hearty breakfast offering pancakes, omelets, and more.
USD15, 1 hour
9:00AM
Drive to North Dakota
Drive towards North Dakota while enjoying the stunning open landscapes.
USD0 (fuel expenses), 4 hours
1:00PM
Lunch at The Toasted Frog
Enjoy a light lunch in Grand Forks at this hip restaurant known for its creative menu.
USD20, 1 hour
2:30PM
Check out the North Dakota Museum of Art
Visit the only art museum in North Dakota showcasing regional, national, and international artists.
Free, 2 hours
4:30PM
Drive to Hotel
Check into your hotel in Fargo, relax and get refreshed for the evening.
USD0 (fuel expenses), 1.5 hours
6:30PM
Dinner at The Boiler Room
Enjoy a unique dining experience in a converted boiler room offering an eclectic menu.
USD40, 2 hours
Find Hotels in Minnesota
Day Day 9: Montana Adventure
Fargo, USA on April 14, 2025
8:00AM
Breakfast at M.B. Haskett Delicatessen
Enjoy fresh pastries and classic breakfast dishes at this chic eatery.
USD15, 1 hour
9:00AM
Drive to Montana
Embark on a drive to Montana, known for its breathtaking landscapes and outdoor activities.
USD0 (fuel expenses), 7 hours
4:00PM
Check-in at Hotel
Arrive at your hotel in Billings and unwind after your long journey.
USD120, 1 hour
5:30PM
Dinner at The Bull Mountain Grill
Savor delicious Western-style cuisine including steak and fresh fish in a relaxed atmosphere.
USD50, 2 hours
Find Hotels in Fargo
Day Day 10: Entering Canada
Billings, USA on April 15, 2025
8:00AM
Breakfast at Stella's Kitchen & Bakery
Enjoy fresh baked goods and hearty breakfast options at this beloved local spot.
USD15, 1 hour
9:30AM
Drive to Canada
Continue your journey into Canada, while enjoying astonishing landscapes.
USD0 (fuel expenses), 3 hours
1:00PM
Lunch at The Timbers Bistro
Dine on fresh, locally sourced dishes in a charming atmosphere.
CAD25, 1.5 hours
2:30PM
Cross the Border
Experience the border crossing into Canada; be sure to have your passports ready.
Free, 1 hour
3:30PM
Check-in at Hotel in Lethbridge
Settle into your hotel and take the rest of the day to relax.
CAD100, 1 hour
6:00PM
Dinner at The Keg Steakhouse + Bar
Enjoy a classic Canadian steak dinner at this well-known chain that never disappoints.
CAD60, 2 hours
Find Hotels in Billings
Day Day 11: Journey Through Yukon
Lethbridge, Canada on April 16, 2025
8:00AM
Breakfast at The Kilt & Cabin
Start your day with a hearty breakfast at this cozy pub, famed for its large portions.
CAD20, 1 hour
9:00AM
Drive to Yukon Territory
Embark on a scenic drive into the Yukon, famous for its rugged beauty.
CAD0 (fuel expenses), 7 hours
5:00PM
Check-in at Hotel in Whitehorse
Arrive at your hotel in Whitehorse, the capital of Yukon Territory, and unwind.
CAD120, 1 hour
6:30PM
Dinner at The Four Seasons Restaurant
Savor delicious local dishes with a focus on regional ingredients.
CAD50, 2 hours
Find Hotels in Lethbridge
Day Day 12: Arrival in Alaska
Whitehorse, Yukon on April 17, 2025
8:00AM
Breakfast at Tim Hortons
Grab a quick breakfast with coffee and pastries before hitting the road.
CAD10, 1 hour
9:00AM
Drive to Alaska
Start the final leg of your journey to Alaska, filled with stunning views and wildlife.
CAD0 (fuel expenses), 6 hours
3:00PM
Cross into Alaska
Experience the excitement of crossing into the Last Frontier state.
Free, 1 hour
4:00PM
Check-in at Hotel in Anchorage
Settle into your accommodations and relax after your long journey.
USD150, 1 hour
6:00PM
Dinner at Simon & Seafort's
Celebrate your arrival in Alaska with fresh seafood and beautiful views of Cook Inlet.
USD70, 2 hours
Find Hotels in Whitehorse
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Itinerary created by
Plantrip Team
April 5, 2025
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