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Lori Weiss

She/Her
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  • Based in icon

    Based in Chicago

  • Languages spoken icon

    English

  • Minimum booking icon

    Trips starting at $300/night

Ask us about

Outdoors & Nature
Luxury Travel
Safari
Southeast Asia
Central America
Europe

Our Story

I’m a retired pediatrician who finds joy in planning meaningful journeys that connect people to culture, history, and nature. Travel fills my soul—and I’m always planning my next adventure.

Travel Style

I’m drawn to journeys that blend cultural immersion with meaningful experiences—whether that’s wandering through historic neighborhoods, savoring local cuisine, or spending time outdoors in nature. My most memorable trips have included learning about a destination’s people, history and architecture while also making space for scenic hikes, vibrant markets and quiet moments of reflection. I believe travel should be enriching, enjoyable, and worry-free—not stressful—so I focus on handling every detail with care, allowing my clients to be fully engaged in their experience.

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Reviews (23)

M

Marissa F.

travel to Mexico City

28 days ago

Lori is an excellent travel agent who is thorough and detail-oriented. She makes sure you are well prepared for every aspect of your trip and goes above and beyond to ensure everything is taken care of. Lori will even reach out to multiple vendors to make sure she finds the best options that meet both your needs and your budget. Her attention to detail and commitment to her clients really set her apart.

A

Alfred K.

travel to Berlin

3 months ago

Lori Weiss was very easy and fun to work with. She kept me up to date with travel and hotel information. I will be working with her in the future.

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Susan S.

travel by cruise

3 months ago

We loved working with our travel advisor, Lori Weiss. She took the time to understand our needs and budget, did the research, and presented us with several great options for our family trip to Alaska. Her expertise made the whole process effortless. 5 stars all the way!

D

David C.

travel by cruise

3 months ago

Our trip to Alaska was a dream come true, and Lori Weiss planned the perfect vacation for my husband and my anniversary. The ship she recommended, Holland America, was gorgeous and all her advice about joining the Neptune suites and Orange club was absolutely the best advice ever. It elevated our trip from good to exquisite and she was always available when we needed any additional information. This was our second trip under Lori’s direction and we will most definitely use her for any future cruises we are planning.

S

Stacey H.

travel to Greece

4 months ago

Lori was fabulous to work with in planning our trip. With each location she gave us options of differnt places to stay, each one with it's own special character for us to pick from. We would never have found the Perivoli Retreat on our own and it was a highlight of the trip. Lori made sure we had the room accomodations we needed and followed up to make sure everything was as we needed.

Travel ideas (4)

Travel photos

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