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.

Explore travel services

SELECT - No Fee

Already have your dream hotel picked out, but want the VIP extras that only come with a travel advisor? Or maybe you’d like a trusted partner to double-check you’ve made the right choice? With Select, you tell me where you’d like to stay, and I’ll take care of the booking. From there, I’ll add exclusive perks, upgrades, and insider touches to make your experience feel truly special.

SIGNATURE - $$

Not sure where to go next, or want expert guidance in choosing the right hotel? The Signature experience is designed for travelers who need a curated set of options and a trusted partner to bring it all together. I’ll recommend the best destinations and properties for your style, handle your bookings with VIP perks, and arrange extras like airport transfers and hand-picked excursions. With thoughtful support at every step, your getaway will feel seamless, stress-free, and tailored just for you.

LUXE - $$$

Looking for the full white-glove experience? Luxe is my all-inclusive service, designed for travelers who want every detail handled from start to finish. I’ll collaborate with you to design a completely custom itinerary, from hotels and flights to dining, experiences, and hidden gems. With concierge-level support, VIP perks, and insider access, all you have to do is pack your bags and enjoy.

Get to
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.

Follow me on Instagram

santorini
portland
cinque terre
lake como

Contact Me

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!