Allie Thompson
Cruising Specialist
Caribbean & Alaska Cruise Specialist
Imagine waking to turquoise Caribbean waters one morning, marveling at Alaskan glaciers the next, or exploring Mediterranean coastlines on a bucket-list adventure — I make those experiences effortless. I specialize in crafting seamless, unforgettable cruises for couples, families, friends, and groups, with deep expertise in Caribbean and Alaska itineraries and the ability to design global journeys worldwide. As a Travel Alaska Certified Expert and trained with ocean cruise leaders Royal Caribbean, Virgin Voyages, Norwegian, Princess, Celebrity, and MSC, as well as river cruise specialists Viking and AmaWaterways, I guide clients through every detail — cabins, dining, excursions, and onboard strategy — ensuring each voyage is perfectly tailored. From honeymoons and anniversaries to girls trips and multigenerational family adventures, I create cruises that balance adventure, connection, and relaxation. My clients board with confidence, knowing every detail is expertly managed so they can focus on making memories that last a lifetime.
Blog
She wanted one thing. We built a trip around it.
“I want to swim with sea turtles. How can we make that happen?” That’s the entire ask a client brought me a few months back. No resort in mind, no region picked out, no dates locked. Just one very specific
Continue reading →3am, a volcano, and the trip my clients still talk about
“The 2am wake up call was totally worth it!! The tour guides were awesome, we learned a lot and it was so beautiful.” That came in from an anniversary couple I’d sent to Maui, a few hours after they watched
Continue reading →Group trips look easy. They’re not.
Fourteen people. One 40th birthday. A 7-day Virgin Voyages cruise. That’s the trip I’m thinking about right now. Somewhere between booking and boarding, the dining reservations fell apart. Not “somebody has an allergy” fell apart. Full reshuffle, all 14 people,
Continue reading →The “No Seaweed” Beach Question I Get Asked Constantly (And Why the Answer Isn’t Simple)
“Allie, where can I go with a gorgeous beach, calm blue water, and no seaweed?” I hear some version of this question from clients almost every week. And I wish I could give a one-word answer — but the truth
Continue reading →The Calls I Make Before You Even Know to Ask | Alaska Cruise Tips
Back in fall 2025, when I was booking a Princess sailing for a couple, I put them on the left side of the ship. They never asked why. They didn’t even know it was a decision. It was a 10
Continue reading →Best Time to Cruise Alaska: A Month-by-Month Guide
When Is the Best Time to Cruise Alaska? Let’s Break It Down Month by Month If you’re starting to plan an Alaska cruise, you’ve probably already Googled one of the biggest questions: When is the best time to cruise Alaska?
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