Travel Advisor

Molly Chester
Expertise
- Beaches,
- Western Europe,
- Indian Ocean,
- Boutique Travel
Based in
New England
Languages spoken
English
Profile details
About
Give me a far-flung locale with a little luxury and a hint of adventure and I'm there.
Travel style
Seizing every opportunity to see the world! I'm fortunate to have made a lot of headway on my personal travel bucket list (forever evolving), and I am as passionate about planning a trip as I am about actually going on it. I have long shared my personal and aspirational itineraries with friends, colleagues, and clients to much success, and I love being a part of expanding peoples' horizons and experiences and helping enrich their lives through travel. I can't wait to learn what makes you want to travel, and hear how you want to spend your time away. I can make sure you have the best time, wherever you may be going! www.hereswhatiwoulddo.com for more about me!
Molly's travel guides & trip reports
Favorite hotels
Molly's travel photos





Molly's reviews
Super helpful, wonderful recommendations. Molly was really excellent.
- Alex P.
Booked travel to Iceland
- May 2025
Molly has helped me with many trips and this was no different. I needed a last minute hotel room and I just wanted something easy and inexpensive but halfway decent, and she delivered as always.
- Christopher F.
Booked travel to Colorado
- April 2025
Thank you Molly for making this trip so easy as always!
- Laimute J.
Booked travel to Amsterdam
- March 2025
Molly is the best of the best when he comes to planning all things travel! I will never book another trip without consulting her first. She always steers us in the right direction on where to stay for the best experience and price. She takes the stress out of booking and we just get to sit back and enjoy our vacation. We can't recommend Molly and her services enough!!
- Madeline R.
Booked travel to California
- March 2025

Get in touch with Molly
Reach out to customize and book your own experience. Or, just to chat about travel in general.
You can normally expect a response from Molly within a business day or so. You’ll also be subscribed to our travel newsletter (you can unsubscribe at any time).
