In this episode of The Carry-On Crew, Meghan and Victoria head north – way north – with guide, blogger, and podcaster Jennie Fleming from Top Left Adventures. Jennie breaks down smart Alaska planning: set priorities, stick to her “two sleeps per week” rule, and choose cruise, land, or a combo (why cruise tours can actually cut hassle and cost).

We get real about weather (pack a true rain jacket and embrace the day), crowd-busting moves (afternoon port time, balcony cabins, small-group or private tours), and splurge picks that deliver (flightseeing, fly-in bear viewing, and whale watching). Plus, the surprisingly great food scene!

Finally, the unsexy but vital stuff: travel insurance (medevacs = $$$), road and wildlife safety, and gear that actually matters. Whether you’re chasing glaciers, the midnight sun, or just a stress-free first trip, this episode is your no-nonsense guide to Alaska magic.