(17 Reviews)
100% Recommended

Leann Westgard

Westby, MT

Hawaii, Disney and Jamaican Specialist

I believe there's something special about sharing something that you love with others. For me, the opportunity to work as a travel agent allows me to share my passion for travel with my clients. I love that I have a chance to assist others as they navigate the wide world of travel and to encourage them to explore every corner of the world.

I can plan a trip to any destination that you choose, and I specialize in researching various vacation spots so that I can provide you with a customized itinerary. Your vacation is a personal experience, and I want it to be exactly as you envisioned it.

While I am not limited in my ability to plan amazing trips, my favorite vacations to book include:

  • Disney Vacations — I am a Disney College of Knowledge graduate. I enjoy finding the perfect Disney vacation for my clients, whether it's a trip to Walt Disney World or a cruise on the magical Disney Cruise Line.
  • Hawaiian Getaways — I am a certified Hawaii destination expert. It is one of my favorite places to travel, and I love to make personalized recommendations for my clients.
  • Jamaican Adventures — I am a certified Jamaica travel specialist. I frequently recommend this Caribbean destination to my clients who want a relaxing vacation with endless sunshine. There are so many resorts and beaches to choose from!

Nothing brings me more joy than discovering an exclusive experience or memorable activity that I can incorporate into your itinerary. I believe it's the tiny details, the small surprises and the unexpected additions to the tour that can transform an ordinary vacation into a one-of-a-kind experience.

Allow me to show you just how much joy travel can bring to your life. Contact me today to start planning your next vacation. 

My Reviews

2 of 3 people found this review helpful
Fantastic first Disney trip!
Leann made planning our DisneyWorld trip such an easy process. I asked her to look into a trip on specific dates and she literally did everything for us! She chose the absolute best resort for our family and took care of all of the overwhelming details required for park tickets/reservations, transportation, etc. Without her help I wouldn’t have even known where to begin. I am so thankful and would definitely recommend her to anyone looking to plan a trip!
By  Kylie  from  Minot, ND
Traveled to  Walt Disney World ~ Florida ~ USA
I would recommend this agent to my family and friends
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1 of 1 people found this review helpful
Disney World
When working with Leann she was so friendly and willing to help me with booking the best trip for my family. I will definitely be using her again for my next trip.
By  Kenzie  from  Burlington, ND
Traveled to  Florida ~ USA
I would recommend this agent to my family and friends
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Accommodating, Convenient & Knowledgable
Leann has been very accommodating for us and our fundraising event. We gave her some travel destination ideas, trip parameters and a max dollar amount for each trip and she came up with some awesome package trips for every month of 2025 & more - 14 destinations! She promptly responded back to all my emails and calls. I look forward to working with her throughout the year and the future. If you are someone who doesn't want to make all the decisions and do all the planning; Leann is most certainly the agent for you! She took a flittering idea we had and ran with it, turning our charitable travel raffle idea into a great fundraising event!
By  Connie  from  Plentywood, MT
Traveled to  Jamaica ~ Caribbean
I would recommend this agent to my family and friends
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Leann is a Rock Star travel agent.
Leann is very knowledgeable and organized. We had a wonderful trip she organized to the Bahamas.
By  Joped  from  Plentywood
Traveled to  Bahamas ~ Caribbean
I would recommend this agent to my family and friends
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A Trip of a Lifetime!
Leann made our trip to Alaska a stress-free process! She pays great attention to details, from the rental car to excursions. I felt confident that she would be able to handle any issues that would arise with ease!
By  Kourtney  from  Westby, MT
Traveled to  Alaska ~ USA
I would recommend this agent to my family and friends
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Destination Expert:

  • Disneyland
  • Hawaii
  • Jamaica

Travel Specialist:

  • Family Vacations

Certifications/Awards:

  • Jamaica Travel Specialist Program
  • Jamaica Weddings and Honeymoons Course
  • Hawaii Destination Expert
  • Disney Travel Specialist
  • Princess Cruiseline Commodore Level
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