Travel Advisor

Charlotte Flynn
She/Her
Expertise
- Food & Wine,
- Boutique Travel,
- New England,
- Italy,
- Portugal
Based in
Boston & Rhode Island
Profile details
About
New England-based travel expert passionate about discovering unique boutique hotels and one-of-a-kind stays, both locally and abroad, to create unforgettable travel experiences.
Travel style
I specialize in curating travel experiences that go beyond the typical tourist path, focusing on smaller hotels that offer a more unique stay. I also love discovering the best local restaurants and off-the-beaten-path excursions to help connect with the true character of the destination.
Charlotte's travel guides & trip reports

3 Days in Comporta: Portugal's Beachside Hidden Gem

Discover Montepulciano: A Guide to Wine Tasting, Relaxation and Delicious Dining
Favorite hotels
Charlotte's reviews
Charlotte was a fantastic to work with – always attentive, excited and enthusiastic. She helped us with our hotel and spa booking and offered nice materials about excursions. Our welcome treat after a long day of traveling was such a nice touch! We would absolutely work with Charlotte again and recommend her to friends and family.
- Isabelle B.
Booked travel to Hawai'i
- May 2025
Charlotte did an amazing job helpful us plan our trip to Barcelona. I had visited the city previously but still struggled to know where to stay. As per usual, Charlotte understood exactly what I was looking for and helped me narrow down my decision to choose the perfect hotel. I will definitely be working with Charlotte again!
- Nicklaus I.
Booked travel to Barcelona
- April 2025
Charlotte was fantastic! We told her what we were looking for in Madrid and she went above and beyond with options and helpful tips. She worked with us to find the perfect hotel and made our trip to Madrid wonderful. She was extremely helpful with booking as well and always communicated in a timely, friendly, and professional manner.
- Nicklaus I.
Booked travel to Madrid
- April 2025
Working with Charlotte made planning our travel a breeze! She listened to all of our wants and budget restrictions for the trip and curated thoughtful recommendations. She answered all of our questions in a timely manner and worked with the hotel to ensure our stay was comfortable and unique to us. When we arrived to the hotel we were greeted with flowers and a personal note from Charlotte, and those thoughtful touches really show how much she cares about her clients. I would recommend working with Charlotte to anyone who is planning an upcoming trip!
- Mary H.
Booked travel to Santa Monica
- March 2025

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