Jessica Grieves

Hi! I’m Jessica Grieves, and I want to help women feel confident traveling solo.

I’ve always believed that travel is one of the most empowering experiences a person can have. Growing up in New York State and living all over the U.S. has given me a deep appreciation for new places, cultures, and adventures. Now, I call Fairhope, AL, home, where I’m semi-retired after a career in web development and technical project management. With more time to explore, I’m turning my lifelong love of travel into something even more fulfilling—helping others create unforgettable journeys.

My travel journey started with a love for European cities, with multiple visits to Paris and London, along with unforgettable experiences in Biarritz, France, and Edinburgh, Scotland. In 2024, I took my passion to the next level by spending four weeks aboard Virgin Voyages’ Scarlet Lady, sailing through Spain, France, and Italy as part of the Summer Season Pass program. That experience not only deepened my love for cruising but also gave me first-hand knowledge of navigating ships and making the most of time in port. Since then, I’ve been hooked—completing five Virgin Voyages cruises in 2024, another in early 2025, and already planning a transatlantic sailing in October 2025 and another transatlantic cruise booked for September of 2026.

While I may be new to the role of a travel advisor, I’ve been the go-to resource for friends and family for years—whether it’s crafting the perfect itinerary, offering tips on solo travel, or sharing insider cruise advice. Now, I’m excited to bring that same enthusiasm and expertise to help others plan their dream trips.

For 2025, my own travel plans include a two-week cruise from Barcelona to Miami, a trip to Las Vegas, and plenty of shorter getaways to drivable destinations like New Orleans and Asheville, NC. An Alaskan cruise is high on my wish list—maybe for 2026 when Virgin Voyages launches their new itineraries! If you’ve cruised to Alaska, I’d love to hear about your experience—what you loved, what you’d do differently, and which cruise line made it unforgettable.

Let’s connect and start planning your next adventure! You can also check out some of my travel experiences on Instagram: personal at jgrieves, travel at hammockhopping.

Portrait taken in New York City

Upcoming Travel

Las Vegas Strip with the Bellagio fountain in the center

2025-03-31 – Las Vegas – Bellagio

I’m hosting a corporate retreat for my other company with business partners meeting us in Las Vegas for some face-time. I’ve planned a full itinerary for this trip including hotels rooms, dinner reservations, show tickets, and even reserving a pool-side cabana.

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