
Alexandra Vigilante Chamberlin
Based in Always on the move
Alexandra Vigilante Chamberlin
Ask me about
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.
My 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.
My reviews (13)
Amy V.
6 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.
Christopher C.
8 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.
Andrew N.
9 months 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.
Tammy B.
9 months ago
I didn’t expect to love our vacation but I’d say it ended up being one of our favorite vacations! Thanks Alex!
Kristina N.
10 months ago
She’s the best! We love having our trip and meals planned for us. Good communication and response times.
Amy V.
6 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.
Christopher C.
8 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.
Andrew N.
9 months 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.
Tammy B.
9 months ago
I didn’t expect to love our vacation but I’d say it ended up being one of our favorite vacations! Thanks Alex!
My travel ideas (5)

Unique Honeymoon Destinations: Ideas You Might Not Have Considered Yet
When it comes to honeymoons, we love the classics: romantic European getaways in the South of France filled with cobblestone charm or dreamy views across the Italian coast; beach escapes to the Caribbean; lush landscapes in Southeast Asia; or epic African safaris. But with many couples waiting longer to tie the knot, chances are you’ve already explored some of these beautiful corners of the world. Or maybe you're craving a different experience—something that isn't currently being splashed across your social media feed. Your honeymoon can be the start of a whole new chapter—totally fresh, luxurious, and uniquely you. Here are some of my favorite unexpected honeymoon destinations that promise romance, wow factor, and once-in-a-lifetime experiences.

Unique Honeymoon Destinations: Ideas You Might Not Have Considered Yet
When it comes to honeymoons, we love the classics: romantic European getaways in the South of France filled with cobblestone charm or dreamy views across the Italian coast; beach escapes to the Caribbean; lush landscapes in Southeast Asia; or epic African safaris. But with many couples waiting longer to tie the knot, chances are you’ve already explored some of these beautiful corners of the world. Or maybe you're craving a different experience—something that isn't currently being splashed across your social media feed. Your honeymoon can be the start of a whole new chapter—totally fresh, luxurious, and uniquely you. Here are some of my favorite unexpected honeymoon destinations that promise romance, wow factor, and once-in-a-lifetime experiences.

Elope in Chicago
Eloping in Chicago offers couples a perfect blend of romance, charm, and convenience. In this easy to reach metropolis with stunning backdrops ranging from the iconic skyline to picturesque parks, couples can intimately exchange vows amidst the city's beauty. Traditional weddings can be expensive, stressful affairs while eloping allows couples to embrace spontaneity, be authentic to their values, and still treat themselves to luxury. Chicago's vibrant culinary scene, rich cultural offering, and architectural wonders ensure an unforgettable and personalized elopement experience for every couple.

Elope in Chicago
Eloping in Chicago offers couples a perfect blend of romance, charm, and convenience. In this easy to reach metropolis with stunning backdrops ranging from the iconic skyline to picturesque parks, couples can intimately exchange vows amidst the city's beauty. Traditional weddings can be expensive, stressful affairs while eloping allows couples to embrace spontaneity, be authentic to their values, and still treat themselves to luxury. Chicago's vibrant culinary scene, rich cultural offering, and architectural wonders ensure an unforgettable and personalized elopement experience for every couple.

Romantic Retreat: 4-Day, Long Weekend in Mexico City
This enchanting 4-day itinerary promises a romantic getaway filled with culinary delights, cultural exploration and unforgettable moments in Mexico’s vibrant capital city.

Romantic Retreat: 4-Day, Long Weekend in Mexico City
This enchanting 4-day itinerary promises a romantic getaway filled with culinary delights, cultural exploration and unforgettable moments in Mexico’s vibrant capital city.

Tasting Tuscany: A Culinary Journey Through Wine Country
This multifaceted region in Italy that has more to offer than just its world-renowned vineyards. Embark on a culinary adventure, as you traverse the stunning Tuscan landscape. Immerse yourself in Tuscan cuisine through a visit to a world-renowned butcher and a curated cooking class. No gastronomic adventure in Tuscany would be complete without experiencing the beautiful Chianti wines along the way. October is an ideal time to visit with less crowds and cooler weather. This itinerary is perfect as a romantic retreat for couples or a lively adventure with friends.

Tasting Tuscany: A Culinary Journey Through Wine Country
This multifaceted region in Italy that has more to offer than just its world-renowned vineyards. Embark on a culinary adventure, as you traverse the stunning Tuscan landscape. Immerse yourself in Tuscan cuisine through a visit to a world-renowned butcher and a curated cooking class. No gastronomic adventure in Tuscany would be complete without experiencing the beautiful Chianti wines along the way. October is an ideal time to visit with less crowds and cooler weather. This itinerary is perfect as a romantic retreat for couples or a lively adventure with friends.

A Local’s Guide: Discover Dining and More in Chicago
Chicago has become a city that I cherish deeply after calling it home for the past decade. It’s where I discovered my love of fine dining and an appreciation for artistry in the kitchen. From refined Michelin star and James Beard award winners to casual local classics, let’s explore!

A Local’s Guide: Discover Dining and More in Chicago
Chicago has become a city that I cherish deeply after calling it home for the past decade. It’s where I discovered my love of fine dining and an appreciation for artistry in the kitchen. From refined Michelin star and James Beard award winners to casual local classics, let’s explore!

Unique Honeymoon Destinations: Ideas You Might Not Have Considered Yet
When it comes to honeymoons, we love the classics: romantic European getaways in the South of France filled with cobblestone charm or dreamy views across the Italian coast; beach escapes to the Caribbean; lush landscapes in Southeast Asia; or epic African safaris. But with many couples waiting longer to tie the knot, chances are you’ve already explored some of these beautiful corners of the world. Or maybe you're craving a different experience—something that isn't currently being splashed across your social media feed. Your honeymoon can be the start of a whole new chapter—totally fresh, luxurious, and uniquely you. Here are some of my favorite unexpected honeymoon destinations that promise romance, wow factor, and once-in-a-lifetime experiences.

Unique Honeymoon Destinations: Ideas You Might Not Have Considered Yet
When it comes to honeymoons, we love the classics: romantic European getaways in the South of France filled with cobblestone charm or dreamy views across the Italian coast; beach escapes to the Caribbean; lush landscapes in Southeast Asia; or epic African safaris. But with many couples waiting longer to tie the knot, chances are you’ve already explored some of these beautiful corners of the world. Or maybe you're craving a different experience—something that isn't currently being splashed across your social media feed. Your honeymoon can be the start of a whole new chapter—totally fresh, luxurious, and uniquely you. Here are some of my favorite unexpected honeymoon destinations that promise romance, wow factor, and once-in-a-lifetime experiences.

Elope in Chicago
Eloping in Chicago offers couples a perfect blend of romance, charm, and convenience. In this easy to reach metropolis with stunning backdrops ranging from the iconic skyline to picturesque parks, couples can intimately exchange vows amidst the city's beauty. Traditional weddings can be expensive, stressful affairs while eloping allows couples to embrace spontaneity, be authentic to their values, and still treat themselves to luxury. Chicago's vibrant culinary scene, rich cultural offering, and architectural wonders ensure an unforgettable and personalized elopement experience for every couple.

Elope in Chicago
Eloping in Chicago offers couples a perfect blend of romance, charm, and convenience. In this easy to reach metropolis with stunning backdrops ranging from the iconic skyline to picturesque parks, couples can intimately exchange vows amidst the city's beauty. Traditional weddings can be expensive, stressful affairs while eloping allows couples to embrace spontaneity, be authentic to their values, and still treat themselves to luxury. Chicago's vibrant culinary scene, rich cultural offering, and architectural wonders ensure an unforgettable and personalized elopement experience for every couple.

Romantic Retreat: 4-Day, Long Weekend in Mexico City
This enchanting 4-day itinerary promises a romantic getaway filled with culinary delights, cultural exploration and unforgettable moments in Mexico’s vibrant capital city.

Romantic Retreat: 4-Day, Long Weekend in Mexico City
This enchanting 4-day itinerary promises a romantic getaway filled with culinary delights, cultural exploration and unforgettable moments in Mexico’s vibrant capital city.
My travel photos



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