Travel Advisor

Alexandra Vigilante Chamberlin
Expertise
- Boutique Travel,
- Couples Travel,
- Safari,
- Honeymoons,
- Peru,
- Japan
Based in
Always on the move
Profile details
About
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 journey is seamless, meaningful, and unforgettable.
Travel style
I find joy in uncovering hidden gems, authentic cultural moments, and far-flung adventures—whether it’s a tranquil beach escape, savoring an unforgettable meal, or a scenic trek in search of the perfect view. I equally enjoy exploring vibrant cities and remote landscapes. No matter the destination, the best itinerary thoughtfully balances relaxation and adventure, comfort and discovery, so every trip feels both rejuvenating and inspiring.
Alexandra's travel guides & trip reports

Unique Honeymoon Destinations: Ideas You Might Not Have Considered Yet

The Coolest Restaurants in Scottsdale (And Where to Stay)

The Rome EDITION Hotel

Elope in Chicago

Romantic Retreat: 4-Day, Long Weekend in Mexico City

Tasting Tuscany: A Culinary Journey Through Wine Country

A Local’s Guide: Discover Dining and More in Chicago
Favorite hotels
Alexandra's travel photos



Alexandra's reviews
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.
- Amy V.
Booked travel to Chicago
- June 2025
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.
- Christopher C.
Booked travel to Bali
- March 2025
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.
- Andrew N.
Booked travel to Cappadocia
- March 2025
I didn’t expect to love our vacation but I’d say it ended up being one of our favorite vacations! Thanks Alex!
- Tammy B.
Booked travel to Mexico
- February 2025

Get in touch with Alexandra
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