Tag: Weekend Trips

Destinations, Travel, US Virgin Islands, USA

Travel Guide for Four Days in St. Croix, USVI

Alyssa is walking along the paved shore in Frederiksted, St. Croix. She is wearing a tan jumpsuit and a Panama hat

Back in August, Michael and I took our first flight since the start of the pandemic. We weren’t even planning to travel by air; we were set on doing a mini-road trip to Richmond, Virginia, to celebrate our dating anniversary (13 years – time flies!). But, as I often do when I’m bored, I found …

Destinations, Spain, Travel

72 Hours in Madrid, Spain

Alyssa standing in front of the Metropolitan building in Madrid

When I shared with friends and family that Michael and I were traveling to Spain, many people excitedly asked, “Oh, are you going to Barcelona?!” Not a single person asked if we were going to Madrid. That seems absurd, doesn’t it? It is the capital of the country after all, and that should count for …

Destinations, Home Try On + In-Depth Style Reviews, North Carolina, Packing Lists, Style, Travel, Travel Products, USA

My Flight Got Canceled and All I Had To Wear Was This Dress

Alyssa standing in front of a graffiti wall in a blue dress with a white tee underneath

If you follow me on Instagram, you might have seen that my three-day weekend getaway unexpectedly turned into a six-day stay in Raleigh thanks to Hurricane Dorian. Due to the unfortunate combination of non-existent federal regulations requiring airlines to support passengers in the event of a cancelation and my decision to fly a budget airline, …

Destinations, North Carolina, Travel, USA

Touring the Triangle: A Long-Weekend Travel Guide for Raleigh and Durham, North Carolina

NC Capitol Building

I nearly titled this post “Troubles in the Triangle,” because it was a rollercoaster of a trip. Not because anything really went wrong in the cities themselves—they’re great!—but because our flights home kept getting canceled, doubling our trip length. But despite moments of panic at the thought of incurring unexpected expenses and trying to handle …

Colombia, Destinations, Travel

Travel Guide for Four Days in Cartagena, Colombia

Alyssa standing in front of a bright pink wall in Cartagena

“Wow, Cartagena?” People asked Michael and me, over and over again when we told people where we were traveling for our eleventh (dating) anniversary. The truth is, we weren’t really considering international destinations for our trip. Our sights were initially set on Portland, Maine, by first flying to Boston and making the two-hour drive up. …

Charlotte, Destinations, North Carolina, Packing Lists, Style, Travel, USA

Traveling Light: A Summer Packing List for Charlotte, North Carolina

Flatlay with light wash denim cutoffs, a white linen top, and a red bandana

Opening my suitcase and sharing everything I packed for a long weekend in Charlotte, North Carolina: It’s not often you see a long-distance road trip packing list on Wayward! A few weeks ago we visited our friends in Charlotte, North Carolina, and to be honest, I fretted over what to pack. Michael and I had …

Charlotte, Destinations, North Carolina, Travel, USA

Summer Reign in the Queen City: The Ultimate Summer Weekend Travel Guide for Charlotte, North Carolina

Alyssa and Michael standing on a bridge over the National Whitewater Center's whitewater rafting course

“Do we fly or do we drive?” Michael and I kept asking each other during the month of June. We’d just made plans to visit friends in their adopted hometown of Charlotte, North Carolina, over the July 4th holiday weekend, and with the cost-savings of having a place to stay, we considered flying to save …

Destinations, Florida, Packing Lists, Style, Travel, USA

A Lazy Beach Getaway in John’s Pass, Florida, and Everything I Packed

The sun sets over the Gulf Coast

Michael’s answer to where he wanted to go for his birthday was the same as last year: “The beach.” “Are you sure?” I asked. “Absolutely,” he replied, and off I went exploring both of Florida’s coasts on Airbnb. I compiled a short list of places to stay, and he chose a small studio in John’s …

Destinations, Minnesota, Packing Lists, Style, Travel, USA

Traveling Light: A Carry-On Packing List for Minneapolis–Saint Paul, Minnesota

A pile of clothes on the bed

I can’t tell you how much of a relief it was to pack for the Twin Cities. With a record-breaking heat wave at home (we were already in triple-digit temperatures in May), the forecast in Minnesota (highs in the 70s, lows in the 50s) looked absolutely dreamy. Looking for more packing list inspiration? Discover what’s …

Destinations, Minnesota, Travel, USA

The Essential Weekend Travel Guide for Minneapolis-Saint Paul, Minnesota

Alyssa standing on a bridge with downtown minneapolis in the background

The Twin Cities have been on my list for a really long time. The art, fashion, and food scenes are thriving and the ease of access to nature within the metro area is utterly appealing (in fact, I warned Michael before we visited to watch out – we might just leave with a desire to …