Travel Advisor
Wesley Callahan
He/Him
Expertise
- Couples Travel,
- Birthdays,
- Paris,
- Italy,
- St. Barths,
- Turks & Caicos
Based in
NYC & Washington DC
Languages spoken
English
Minimum booking Budget
$250/night
Profile details
About
Travel Consultant | Passionate Traveler | Experience Curator
With a love for travel and a mission to make every journey unforgettable, I’m here to share my experiences and expertise with you. From booking a villa in Tuscany for 18 to planning honeymoons in Costa Rica, I’ve done it all. Having lived in DC and NYC, and traveled over 300,000 miles for work and leisure, I bring a wealth of knowledge to every trip I plan.
Whether you're looking to book flights, accommodations or activities, I can help you navigate the process with ease — whether using points or cash. I specialize in finding the perfect theme for your vacation, tailored to what you love — be it food, wine, animals, hiking, shopping or sports. Together, we'll craft a travel experience that’s not just enjoyable, but truly memorable.
I’ve traveled to destinations across the globe, from Vietnam, Thailand and Japan to Paris, the UK and Italy. In the US, I’ve explored cities from Maine to Miami and everything in between. Let’s make your next trip the best one yet!
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Travel style
What makes my globetrotting unique is the personal touch and passion I bring to every trip I plan. My journey as a travel consultant started with a love for booking trips for friends and family. Whether it was finding the perfect beach resort for spring break, a charming Tuscan villa for a wine tour or a boutique hotel for a honeymoon. This passion drives me to meticulously research destinations, ensuring that every detail is tailored to create unforgettable experiences.
My expertise shines when I go above and beyond for my clients. Like when I booked a stunning Tuscan villa complete with a pool, a wine and olive oil tour and a local food experience for a client's 30th birthday. I approach travel with the belief that every trip is an opportunity for new perspectives. I carry that mindset into my work by curating experiences that are as meaningful as they are enjoyable.
I plan trips with the same care and attention to detail as if they were for myself. From booking a last-minute trip to Hong Kong simply because I found an amazing deal to ensuring that accommodations are carpet-free. I prioritize quality and comfort in every itinerary (because who doesn’t prefer slippers and a robe for comfort?). My clients can trust that their travel experiences will be not only well-planned but also personally curated to meet the highest standards.
Favorite hotels
Wesley's travel photos
Wesley's reviews
If you’re looking for a travel agent who goes above and beyond, look no further than Wesley Callahan. From start to finish, Wesley takes the stress out of planning and replaces it with seamless, personalized experiences that exceed expectations. His attention to detail is unmatched—whether it’s finding the perfect accommodations, getting the best redemption value out of your points, or crafting unique itineraries tailored to your preferences. He listens, anticipates needs you didn’t even know you had, and ensures every trip is flawless. Beyond logistics, Wesley’s passion for travel shines through in his recommendations. He knows the best spots, hidden gems, and ways to elevate your experience, whether you’re looking for luxury, adventure, or a mix of both. Plus, his responsiveness and professionalism make working with him an absolute pleasure. If you want a stress-free, expertly curated trip, Wesley Callahan is the person to call. Highly recommended!
- Bradley B.
Booked travel to Maryland
- February 2025
Get in touch with Wesley
Reach out to customize and book your own experience. Or, just to chat about travel in general.
You can expect a response from Wesley within 1–2 business days. You’ll also be subscribed to our traveler newsletter (you can unsubscribe at any time).