Gail O'Brien 

Boston, MA United States
Why work with an advisor? 
Travel Specialties
  • Beach & Sun
  • Culture, History & Arts

  • Jamaica
  • Ireland
  • Italy
Selling Travel Since
  • English

My Background

Gail is an accomplished and skilled, seasoned travel professional with over 20 years of experience in domestic and international resort/hotel/cruise planning. She started her career as an agent and moved into many different areas of the business. She’s worked as a Group Manager for a charter company, Managing Director for an Irish Tour company and a DSM for an airline to name a few.

She has traveled to many of the Caribbean Islands, Bermuda, Mexico, Ireland, Italy, Spain, Greece. She has also sailed on multiple cruise lines over the years. Working with clients to create memorable and unique travel experiences is her passion. Gail is always ready to explore new countries and discover hidden gems to share with clients.

Gail is originally from Arlington, MA and currently resides in Holbrook, MA with her husband and Golden Retriever, Seamus.

Places I Have Traveled

Reviews and Recommendations for Gail O'Brien

Virtuoso Verified Traveler

All reviews are from confirmed guests sharing exclusive insights

Sort reviews by

Working with Gail O'Brien, you will have access to:

  • - Special perks and extra amenities
  • - An experienced travel guide whom you can rely on before, during, and after the trip
  • - Exclusive luxury resorts and properties
  • - Once in a lifetime experiences

Explore with the Best

Virtuoso Advisors are constantly pushing the boundaries in unique travel experiences.
Alliance programs are unique tailored experiences exclusive to travelers working with Virtuoso Travel Advisors.
learn more
  • Jamaica
  • Ireland
  • Italy