Itineraries

Over the years, we’ve learned a thing or two about crafting memorable trips, balancing exploration with relaxation, and making the most of our time on the road (and beyond).

Here, we’ll be sharing some of our favorite tried-and-tested itineraries, ranging from quick weekend getaways to more extended adventures. Whether you’re dreaming of a scenic road trip along a breathtaking coastline, a historical deep-dive into a fascinating city, or a relaxed exploration of a charming region, you’ll find a variety of suggestions to spark your wanderlust.

Consider these itineraries as starting points – feel free to adapt them to your own interests, time constraints, and travel style. We’ll try to include key highlights, potential routes, activity suggestions, and even some of our personal tips and lessons learned along the way. Let us help you turn your travel dreams into a well-planned reality!

Key West Southernmost Bouy

3 Full Days in Key West

Key West is more than just the end of U.S. 1—it’s a pocket-sized island crammed with more history, literary legends, and iconic bars than almost anywhere else in the country. Planning a full three-day escape (plus 2 travel days) here requires a good strategy, balancing the must-see historical tours with the necessary Key West traditions,

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2 Days in Myrtle Beach, SC

Our a trip to Myrtle Beach, SC, about this time last year, was a chance to visit some younger friends and check out a town my sister enjoyed. Upon arrival, I was surprised with the cold weather! Despite the palm trees and sunshine, it was far colder than we expected, even in November, necessitating an

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A Day in North Platte, Nebraska: A Trip of Trains, Tanking, and Unexpected Adventures

When you’re driving across the American heartland, it’s easy to get caught up in the rhythm of the open road. Our recent trip to North Platte, Nebraska, was meant to be a weekend of unique adventure, anchored by one very specific and very Nebraskan activity: tanking. What we got was a journey with unexpected twists,

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A Long Weekend in Ouray, CO

The idea for my most recent long weekend in Ouray was born over a casual breakfast with two girlfriends. When asked where in Colorado I’d love to go, my answer was immediate and heartfelt: Ouray. It’s a town I’ve long admired from afar, but its distance from home has always made it feel just out

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14 Day Alaska Itinerary

Memorable 14 Day Alaska Itinerary (Anchorage, Seward, & Fairbanks)

Justin’s 50th State! Woo-hoo. This trip, which doubled as our 33rd state explored together, was a two-week adventure designed to hit the highlights of the Railbelt region while balancing his initial work commitments with our favorite travel formula: a few essential pre-booked tours, plenty of flexible exploration, and necessary rest days. If you’re planning a

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