travel blog from the midwest to the world
Two Midwest Kids. One Whole World.
Welcome to Weekends 2 World, where every trip gets documented, every itinerary gets tested, and every honest mistake becomes a post someone else doesn’t have to make.
This summer, we’re taking things a step further: backpacking across Europe for three months and putting AI-generated itineraries to the ultimate test. From fully AI-planned city guides to our own on-the-ground adjustments, we’ll be sharing what actually works, what doesn’t, and where human instinct still wins. Whether it’s three days in Paris or a quick weekend escape, you’ll find real experiences, honest reviews, and practical takeaways you can actually use.
We’re Bailey & Parker!
Originally from Wisconsin, after college we spent time living in both Boston and New York City, experiences that gave us a strong foundation (and plenty of opinions) when it comes to navigating cities, finding great food, and building efficient itineraries. We’re not full-time travelers, just two people who love exploring new places.
Posts Worth the Read
Travel guides, honest reviews, and everything we’ve learned the hard way on the travel blog.
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The Perfect 4-Day Summer Weekend in Boston as Someone Who Lived There
After living in Boston, this city will always feel like home. Boston is one of the most beautiful, walkable, and surprisingly clean cities in the U.S., and in the summer, it
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Charleston Day Trip: An Action-Packed 5-Mile Walking Tour & Coastal Escape
If you’re looking for the perfect one-day itinerary in Charleston, this action-packed 5-mile walking tour blends historic landmarks, coastal views, and incredible Lowcountry dining into one unforgettable day. Just two hours
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The Ultimate 5-Day San Diego Itinerary (Beaches, Food & Day Trips)
Planning a San Diego vacation? This 5-day San Diego itinerary is perfect for first-time visitors looking to experience beaches, coastal views, and the city’s laid-back California vibe. Start at Pacific Beach
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Best 3 Days in Berlin: AI Guide Reviewed
Planning a trip to Berlin and wondering if AI can help create the perfect itinerary? This guide is part of our three-month backpacking journey across Europe, where we're visiting 33 cities
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Perfect Day in Luxembourg: AI Guide Reviewed
Planning a day trip to Luxembourg and wondering if AI can help create the perfect itinerary? This guide is part of our three-month backpacking journey across Europe, where we're visiting 33
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our travel must-haves
No fluff. Just the travel gear, fashion, and tools we genuinely pack on every trip.
Follow the Journey
Click to see where we've been and what we found there.
Fresh From the Road
We're sharing the in's and out's of travel for locations all over the world through our travel blog
First time visiting a new location? We’ve got you. Check out the latest on our blog to learn everything we wish someone had told us before we visited these incredible spots.
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Best 2 Days in Bruges: AI Guide Reviewed
Planning a trip to Bruges and wondering if AI can help create the perfect itinerary? This guide is part of our three-month backpacking journey across Europe, where we're visiting 33 cities in 19 countries. We are putting AI-generated itineraries to
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Best 2 Days in Cappadocia: AI Guide Reviewed
Is seeing the hot air balloons in Cappadocia on your bucket list, but you're unsure how to make it happen? This guide is part of our three-month backpacking journey across Europe and beyond, where we’re visiting 33 cities in 19