Advisor - Jennifer Howard

Jennifer Howard

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    Based in Brookfield, Connecticut

Ask me about

City Travel
Cruises
Couples Travel
Aruba
Nantucket
NYC

My Story

Travel has always been a constant in my life—I’m someone who usually has the next trip planned before I’ve even unpacked from the last. From annual escapes to Aruba and Nantucket, frequent trips into New York City, and regular getaways to Philadelphia, travel isn’t just something I do—it’s how I reset, connect, and celebrate life.

I specialize in couples travel, helping partners plan meaningful getaways that feel effortless, thoughtful, and tailored to how they like to travel—whether that’s a relaxing beach escape, a city-centered itinerary, or something in between. I’m also a big fan of cruising and love how it combines ease with discovery. Most recently, I’ve sailed on Virgin Voyages out of Miami and MSC out of Brooklyn, and I’m always happy to help clients find the cruise experience that fits their style.

I decided to become a travel advisor because of my deep passion for travel—and because life doesn’t always go according to plan. Due to health challenges my boyfriend is currently facing, we’re unable to travel for the foreseeable future. While that’s been difficult, it also clarified something for me: if I can’t be traveling right now, I want to help others do it beautifully.

Planning vacations allows me to stay connected to what I love while creating meaningful experiences for others. I bring care, attention to detail, and genuine excitement to every trip I plan—because your vacation should feel just as special as if it were my own.

Travel Style

My travel style is thoughtful, balanced, and experience-driven. I love trips that feel effortless but intentional—where the details are handled so you can truly relax and enjoy the moment. I gravitate toward destinations that offer a mix of comfort, great food, and a strong sense of place, whether that’s a beach escape, a vibrant city, or a cruise that blends ease with exploration.

I’m especially drawn to couples travel, creating itineraries that leave room for connection, celebration, and downtime—not overpacked schedules or one-size-fits-all plans. I believe the best trips feel personal, unrushed, and tailored to how you want to spend your time.

I also love the simplicity of cruising, particularly modern cruise experiences that feel elevated and fun. Cruises are a great way to see multiple destinations while still enjoying comfort, flexibility, and a little indulgence along the way.

At the core of my travel style is intention: meaningful trips, smart planning, and experiences that feel memorable long after you return home.

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