Alex Cutler

Travel Advisor

About Alex

Born and raised in New York, Alex discovered a passion for travel early in life — and turned it into a meaningful career; sharing life with people through creating memorable experiences.

With over a decade of experience in entertainment PR, she’s traveled the world alongside VIP clients, managing everything from press tours to high-stakes itineraries. Through it all, she’s honed a reputation for precision, creativity, and care—bringing the same level of attention to detail into every trip she curates.

Alex approaches travel planning as more than logistics—it’s storytelling. Her goal is to design journeys that reflect each client’s identity, values, and ambitions. Whether it’s a luxury escape or a culturally immersive experience, she crafts moments that are personal and impactful.

Known for treating clients like family, Alex is a trusted guide who goes beyond surface-level tourism to deliver authentic experiences that stay with you long after the trip ends. She finds joy in the details.

Let’s connect — and create your dream escape together!

What is your most memorable travel experience?

You can never go wrong with Italy—but Florence during the holidays was truly unforgettable. One of my favorite things to do when planning a trip is to seek out hidden gem hotels before they hit the top of every travel list. On this trip, we stayed at the newly opened Hotel Calimala, which has since been named Travel + Leisure’s #1 hotel in Florence and #8 in Europe. Located in a beautifully restored 16th-century palazzo, the hotel perfectly balances historic charm with modern style.

We spent our days exploring the city on foot—soaking up the rich history, stunning architecture, incredible food, and, of course, the wine! I always recommend booking a few key tours and dinner reservations in advance, while still leaving room to wander. Some of the best travel moments come from the unexpected.

On our last night, we stumbled upon a tiny new restaurant tucked away on a quiet street—Degusteria Italiana, with just six tables. It ended up being one of the most memorable meals we’ve ever had. And now? It’s earned a Michelin star!

Where do you dream of traveling next?

Puglia, Ischia, the Cotswolds/English countryside, Paris, Annecy and the Loire Valley.

What is your favorite hotel?

Mohonk Mountain House, Terranea Resort, La Minerva Capri, Hotel Calimala Florence, Carlton Cannes, Corinthia London, Hotel Cipriani Venice, Quinta Real Oaxaca, Mayflower Inn & Spa Auberge

Give best tips for travelers?

Book a spa treatment for the first day you arrive… it immediately relaxes you and puts you in vacation mode!

What are your specialties?

Beach & Sun, Europe, History & Culture, Honeymoons / Romance, Spa & Wellness

What are your favorite countries to visit?

Italy, UK, Mexico, the Caribbean, and France

Back to Our Team →