
How I Plan Every Trip - Part 2 (Stay, Food & Fun)
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How I Plan Every Trip — Part 2 (Stay, Food, & Fun)
Welcome to Part 2 of my trip planning series! Now that your travel dates, destination, and transportation are set, it’s time for the exciting details — where you’ll stay, what you’ll eat, and all the amazing things you’ll do once you’re there.
Step 4: Choose Your Accommodations
Hotels vs. vacation rentals — here’s how I decide:
Hotels:
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Best for short stays, city trips, or when you want hotel amenities
Vacation Rentals: -
Great for longer trips, groups, or when you want a kitchen and more space
Bonus Tip:
Split your stay! A few days in the city, a few days in nature = two trips in one.
This was the view out the back of our VRBO in Charleston, SC!
Step 5: Find Places to Eat
Don’t settle for boring chain restaurants unless you want to. Here’s how I find food worth traveling for:
Tips:
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On the road: use apps to order ahead (Starbucks, Panera, etc.) for ease of continuing your drive.
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At your destination:
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Search Instagram with local hashtags
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Use Google Maps to find what’s open and nearby
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Save everything to a “trip eats” list
This is a great seafood risotto from The Blackbird in Asheville, NC!
Step 6: Book Experiences
This is what makes a trip memorable. I always book 1–2 activities in advance, then leave time to be spontaneous.
Ideas:
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Tours, hikes, spa days, food tastings, boat rides, and more
Where I Look: -
Airbnb Experiences
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Viator or GetYourGuide
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Instagram for inspo
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Google Maps for museums and attractions nearby
This is from a Land Rover Off-Roading experience with 4x4 Adventures Scotland in Loch Lomond!
And that’s how I plan every trip — start to finish. These six steps keep me organized, excited, and ready to make the most of wherever I’m headed. Have questions or want a printable checklist? Let me know in the comments!