Travel Advisor

Advisor - Lucy Montgomery

Lucy Montgomery


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  • Boutique Travel,
  • Luxury Travel,
  • Couples Travel,
  • Family Travel,
  • Groups Travel,
  • Food & Wine,
  • Arts & Culture,
  • Adventure Travel,
  • North America,
  • Europe,
  • Africa

Profile details


I am a lifelong travel lover, always planning my next big trip. When I'm not on the road, you can find me on the tennis court, walking my bulldogs, cooking a gourmet meal or seeing a jam band.

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Travel style

I love to discover something new – a unique hotel, a special restaurant, a charming town or an amazing art exhibit. I believe in quality over quantity, making sure to enjoy an experience, not just check the box.

Lucy's travel guides & trip reports

Favorite hotels

Lucy's travel photos

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Lucy taking selfie with friends
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Lucy's reviews

Lucy was very responsive and knowledgeable, exceeding our expectations. The hotels, restaurants and sightseeing activities were all amazing and very aligned to our interests/tastes.

Lucy Montgomery is a 5 star travel advisor. This is my first experience using a travel advisor and I will never go back to doing it all by myself again. She prepared the perfect Costa Rican trip for my husband and I after asking thoughtful questions about our trip wish list and offering multiple options to give us the opportunity to build the perfect vacation. The hotels, activities and excursions she planned for us made the trip a once in a life time experience that we will never forget. We were so appreciative of her final detailed itinerary packet that made all the travel on our trip a seamless adventure. We will definitely be planning future vacations with Lucy and will highly recommend her to friends and family.

In all my years of travel and working with travel planners, I have never worked with someone who put so much thought into every detail. I so appreciated Lucy’s efforts to make our trip so special. Lucy told us about the burger restaurant at The Thompson. We felt like we were in on a special New York secret. Best burger ever!!

Lucy is both knowledgeable and helpful! She is all about the details and made sure were happy with our stay and activities. We had a great time -- we loved the accommodations and all Lucy's recommendations. We will definitely be a repeat customer and look forward to working with Lucy to plan our empty-nester vacations both here and abroad! Easy-peasy and very pleased!

Get in touch with Lucy

Reach out to customize and book your own experience. Or, just to chat about travel in general.

You can normally expect a response from Lucy within a business day or so. You’ll also be subscribed to our travel newsletter (you can unsubscribe at any time).

Advisor - Lucy Montgomery

Travel Advisor

Lucy Montgomery