Advisor - Alexandra Vigilante Chamberlin

Alexandra Vigilante Chamberlin

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    Based in Always on the move

Ask me about

Boutique Travel
Couples Travel
Safari
Europe
South America
Japan

My Story

Former Chicagoan turned full-time wanderer, curating luxe itineraries for curious travelers. I bring a fresh perspective to travel planning by drawing on my experiences as a nomad, continuously exploring the world. I obsess over the details, so you don’t have to, ensuring every trip is seamless, meaningful, and unforgettable.

Travel Style

I find joy in uncovering hidden gems and far-flung adventures—whether it's a tranquil beach escape, savoring an unforgettable meal, or a scenic hike in search of the perfect view. I equally enjoy exploring vibrant cities and remote landscapes. I believe attention to detail and good design are an important reflection of thoughtfulness. I'm obsessed with hotels that ooze local character. Full-time travel has reshaped how I experience destinations—deepening my appreciation for extraordinary hotel stays, refining my understanding of what makes an experience exceptional, and teaching me to slow down and linger longer in a place. No matter the destination, the best itinerary thoughtfully balances relaxation and adventure, comfort and discovery, and leaves space for spontaneous exploration.

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Reviews (15)

14 days ago

2 months ago

All of your recommendations were super helpful. A huge one is that we would never have known to go to Kanazawa, and that was one of our favorite parts and resonated so much with us. Your suggested itineraries on each day were so helpful to reference, knowing which things were nearby where we were going, and picking and choosing what we would do based on how we were feeling.

7 months ago

Alexandra is very kind and excels at listening. She put together a wonderful package to help us celebrate our anniversary. Hotel reservations in three states met all of our goals. A sweet arrival gift, upgrades, complimentary breakfast, dinner reservations, and recommended activities created a perfect balance of joy for both of us. She perfectly paired us with an experience we will cherish. We look forward to working with her on upcoming international travel.

C

Christopher C.

10 months ago

I have booked multiple trips with Alexandra and she always delivers. I gave her a general idea of what I was looking for, and she found this great hotel.

a year ago

She was fantastic. We threw a lot of curveballs at her this trip and she killed it. She found a way to get us a personalized tour, driver, and see what we needed to (multiple locations, not close together), on a budget that felt comfortable. We even added a person on at the end of the trip and no complaints—just rocked it. Quickly answered any questions that came up on the fly. Highly recommended and would gladly plan another trip with Alex.

Travel ideas (7)

Travel photos

green fields
street view
architecture view
lion cubs
tulips in New York City

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