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Diana Thompson

Boston, Massachusetts Travel Agent
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Diana Thompson

Diana Thompson

Boston, Massachusetts Travel Agent
Diana's Dream Vacations, LLC, a Travel Leaders Network affiliate agency
If you see the text box to the right do not fill it in
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Destination Wedding &Group Travel Specialist

My love affair with travel began when I was a little girl. I traveled extensively across the United States with my family and loved the experiences we shared as we found new things to see. My love of travel continued after college as I took my first international trips and then began traveling with my own children. I found over the years that the planning part of our travels was just as exhilarating as the traveling itself and decided to open my own travel agency.

My area of specialty is in group travel which includes:

  • All-inclusive Vacations
  • Destination Weddings
  • Cruises

I also make arrangements for family reunions, wedding and graduation parties, bachelorette events, and girls’ trips for weekend getaways. I am certified in several of the Caribbean islands, Mexico, and also as a cruise specialist. I once booked a destination birthday celebration to Jamaica for a young man and his friends. It was the young man’s first time out of the country, and it was exciting for me to help him plan his excursion-filled birthday getaway.

When helping my clients book their dream vacations, I bring both my booking skills as a travel agent and my first-hand knowledge as a tourist. I can provide them with personalized recommendations based on my own experiences at a destination and guide them toward the activities, restaurants, and cultural events they will enjoy the most. My favorite vacation to date was my trip to Morocco. I loved immersing myself in the local culture, visiting religious and historical landmarks, and riding camels across the desert. I can now use this experience to help my clients book amazing Moroccan vacations.

When I’m not working as a travel agent, I enjoy spending time with my father, children, and grandchildren, reading travel magazines, or planning a new vacation for myself and my grandsons.

I love the Caribbean & the rest of the World too!

City of Split on Croatia's Dalmation Coast
City of Split on Croatia's Dalmation Coast

I am a Certified Sandals Specialist, AM Resorts Master Agent, Jamaica Tourism Specialist, and I love visiting and selling the Caribbean. Jamaica, St. Lucia, Cancun, Punta Cana... they have become like my second (and third, and fourth, and fifth) home.

Recently I have been exploring other continents and I am now qualified to sell Morocco (you will love this gem in Northern Africa) and Croatia (have you experienced the Adriatic Sea?) I promise to share with you all of the hidden gems that I find on my own travel journey.

CERTIFICATES & AWARDS

Certified Sandals Specialist
AM Resorts Master Agent
Jamaica Specialist

My Reviews

Rating: 5 3 Reviews

Amazing Trip

Reviewed By ArJay - BOSTON, MA | Traveled to Costa Rica ~ Central America
Diana was amazing from beginning to end! She is very informative, accessible and easy to work with. She makes planning group trips an ease. Definitely looking forward to my next trip planned through her.
I would recommend this agent to my family and friends
2 of 2 people found this review helpful
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David’s Bday Trip

Reviewed By Big Dave - Boston | Traveled to Jamaica ~ Caribbean
Diana is knowledgeable , responsive and detailed. This is my 2nd trip booked with her and I’m very satisfied.
I would recommend this agent to my family and friends
2 of 2 people found this review helpful
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Traveling Made Easy

Reviewed By Katie - Boston, MA | Traveled to Cabo San Lucas ~ Baja California Sur ~ Mexico
I've used Diana for a couple of trips and I've always had a great experience. I tell her when and where I want to go and she takes care of the rest. She gives me options of places to stay and shares her personal experiences with places to assist in decision making. She's always very flexible and willing to work with me. And she takes care of everything and I don't have to worry about a thing!
I would recommend this agent to my family and friends
1 of 1 people found this review helpful
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