Curated Journeys, Tailored for You.

At Flemingo Travel, I believe there’s no single definition of the perfect trip. For some, it’s discovering a tucked-away boutique hotel and exploring a new city through its food and culture; for others, it’s indulging in a resort where every detail is taken care of. My role is to meet you wherever you are in your vision of a dream vacation and bring it to life. I’ll curate the right accommodations, experiences, and moments that align with your style, interests, and priorities. Whether your goal is rest, adventure, connection, or all of the above, I’ll handle the planning so your journey feels effortless, intentional, and uniquely yours.

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know me…

Hi, I’m Nicole Fleming! My love of travel began long before I became an advisor — friends and colleagues constantly came to me for recommendations because they knew I’d already researched every detail, from the best hotel to the can’t-miss meal. I’ve traveled to 26 countries (and counting) across the U.S., Europe, and Asia, and I describe myself as a high-low traveler: equally at home enjoying a luxury property as I am wandering through a bustling local market. Having lived in New York City for eight years and Chicago for five, I know the rhythm of urban life just as well as I know the pace of the suburbs, where I grew up in upstate New York. With nearly 15 years in sales leadership at LinkedIn, I bring the same focus, strategic thinking, and relationship-building to travel planning that I’ve honed throughout my career. Today, I pair that expertise with a rich network of well-traveled peers and industry connections to create journeys that are as seamless as they are inspiring. When I’m not planning my next adventure, you’ll usually find me with a good book, testing a new recipe, or enjoying life in Southport, Connecticut with my partner and his three children.

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Ready to plan your next journey? Share a few details and I’ll start dreaming up your perfect trip. I can’t wait to connect!