Cruise Tips From the Inside Out

[Image suggestion: Dramatic fall foliage coastline view from ship deck – golden maples and brilliant red oaks cascading down to rocky New England coast with ship’s rail in foreground] There’s something magical about witnessing fall foliage unfold from the deck of a cruise ship that landlubbers simply cannot experience. 🍂✨ But here’s the reality check:… Read more

“Isn’t it too early to think about spring cruises? It’s only September.” 🤔 I hear this question every September, and it highlights a common misunderstanding about spring cruise planning. This misstep often leads families to miss out on the best warm-weather opportunities while others scramble for overpriced Caribbean inventory. Spring 2026 planning doesn’t start when… Read more

“Fall cruises are just cheap repositioning deals, right?” 🤔 I hear this question every September, and it highlights a fundamental misunderstanding that causes families to miss some of the year’s best cruise opportunities. Fall cruise planning isn’t just about hunting for discounts—it’s about grasping the seasonal cruise strategy that most people completely overlook. Here’s what… Read more

[Image suggestion: Alaska scenic cruise moment – ship positioned perfectly for glacier viewing with dramatic lighting and wide-open viewing spaces] As weekend wanderlust hits and Alaska dreams resurface, it’s crucial to grasp the reality of Alaska 2026: the early bird advantages that seemed theoretical a few months ago are now tangible. For families still contemplating… Read more

Several Alaska cruises as a passenger, three years as a professional—that’s years of Alaska cruise timing lessons learned the hard way, the smart way, and every way in between. Here’s what those years taught me about Alaska timing that I wish I’d known from the beginning. Lesson 1: December Booking = Premium Pricing (2015) My… Read more

[Image suggestion: Stunning September Alaska landscape with early fall colors, dramatic lighting, and smaller cruise ship in pristine wilderness setting] There’s something enchanting about Alaska in September that most travelers never experience. While peak season cruisers have long departed, September unveils a different kind of magic—one that blends autumn beauty, Aurora possibilities, and an intimacy… Read more

Last week, a client posed a question that perfectly encapsulates the complexity of selecting a ship for an Alaskan cruise: “Does it really matter which ship we choose for Alaska? Aren’t they all basically the same once you get to the glaciers?” The answer reveals a key insight I’ve gained from three years of specializing… Read more

Three months ago, a family approached me after booking their Alaska cruise through Costco Travel. They secured a fantastic price on a 7-day Alaska cruise—exactly what they thought they wanted. However, as their departure date drew near, they delved deeper into their itinerary and realized they might have made different choices had they fully understood… Read more

Two years ago, I thought I had cracked the code on fall foliage cruising. I booked the NCL Escape’s round-trip NYC cruise for the first week of October 2023—stopping in Newport, RI, Portland, Bar Harbor, St. John, NB, and Halifax, NS—confident I’d hit peak colors along the entire route. 🍂 I was wrong. We were… Read more

After three years of helping families book Alaska cruises, I’ve discovered a game-changing insight: there’s a “sweet spot” window that transforms planning from overwhelming stress to confident decision-making. 🌟 Watching dozens of families navigate Alaska planning revealed this sweet spot, which has become the cornerstone of how I assist first-time Alaska cruisers in avoiding the… Read more

There’s something truly magical about the moment you first glimpse Alaska from a cruise ship deck. 🌊 The glaciers stretching endlessly, the thrill of wildlife around every corner, and the sheer vastness of untouched wilderness all come together to create an unforgettable experience. But here’s what I’ve learned after three years of helping families turn… Read more

December 2015. I was staring at my computer screen, about to book what I thought would be an amazing Alaska cruise for summer 2016. Little did I know, I was about to make a ,000+ mistake that would fundamentally change my understanding of cruise planning. Here’s the story of how I learned about Alaska cruise… Read more