Lori Weiss
She/HerBased in Chicago
English
Trips starting at $300/night
Ticket to Ride Travel
Ask us about
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.
Reviews (23)
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.
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.
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!
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.
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.
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.
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.
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!
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.
Travel ideas (4)

Mother-Daughter Long Weekend: Miami & MSC Yacht Club Escape
As a travel advisor who loves finding the sweet spot between relaxation and real experiences, this mother-daughter long weekend delivered on every level. Yacht Club on MSC Seaside is my go-to recommendation for clients who are cruise-curious but want something that feels more intimate and refined—the “ship within a ship” experience is genuinely different. Pairing the cruise with a pre-stay at JW Marriott Turnberry and a post-cruise day room at Gale South Beach turned what could have been a basic long weekend into something that felt thoughtfully designed from start to finish.

Mother-Daughter Long Weekend: Miami & MSC Yacht Club Escape
As a travel advisor who loves finding the sweet spot between relaxation and real experiences, this mother-daughter long weekend delivered on every level. Yacht Club on MSC Seaside is my go-to recommendation for clients who are cruise-curious but want something that feels more intimate and refined—the “ship within a ship” experience is genuinely different. Pairing the cruise with a pre-stay at JW Marriott Turnberry and a post-cruise day room at Gale South Beach turned what could have been a basic long weekend into something that felt thoughtfully designed from start to finish.

Meandering Through Andalucía in 8 Nights
Andalucía exceeded every expectation. Over eight nights, we drove through Granada, Ronda, Seville, Córdoba, Toledo, and Madrid—each city completely distinct. This region rewards curiosity: Moorish architecture, neighborhoods built for wandering, and exceptional food. The rhythm worked well for hitting the highlights, though we could have easily added another half to full week—extending stays in Córdoba and Toledo, adding Málaga, or, in summer, exploring coastal towns like Marbella or Cádiz.

Meandering Through Andalucía in 8 Nights
Andalucía exceeded every expectation. Over eight nights, we drove through Granada, Ronda, Seville, Córdoba, Toledo, and Madrid—each city completely distinct. This region rewards curiosity: Moorish architecture, neighborhoods built for wandering, and exceptional food. The rhythm worked well for hitting the highlights, though we could have easily added another half to full week—extending stays in Córdoba and Toledo, adding Málaga, or, in summer, exploring coastal towns like Marbella or Cádiz.

Vietnam & Cambodia: An Unforgettable Journey Through Living History
We had the most extraordinary journey through Vietnam and Cambodia. We explored Ho Chi Minh City, Siem Reap, and Hanoi with private guides, connected by AmaWaterways’ Charms of the Mekong cruise. The pacing was perfection—curated exploration tailored to our interests.

Vietnam & Cambodia: An Unforgettable Journey Through Living History
We had the most extraordinary journey through Vietnam and Cambodia. We explored Ho Chi Minh City, Siem Reap, and Hanoi with private guides, connected by AmaWaterways’ Charms of the Mekong cruise. The pacing was perfection—curated exploration tailored to our interests.

Mekong Reflections: Cultural Discoveries on a 7-Day AmaWaterways Cruise
The Mekong is more than a river—it’s a lifeline. Along its banks, you see men fishing in narrow sampan boats, houses perched on stilts above the water, laundry waving on wooden posts, and children playing on porches or in the sand beside the river. In February 2025, I boarded AmaWaterways’ AmaDara for their Charms of the Mekong itinerary, sailing from My Tho, Vietnam to Kampong Cham, Cambodia. What followed was a journey that blended cultural discovery, quiet stretches of river, and encounters with local families.

Mekong Reflections: Cultural Discoveries on a 7-Day AmaWaterways Cruise
The Mekong is more than a river—it’s a lifeline. Along its banks, you see men fishing in narrow sampan boats, houses perched on stilts above the water, laundry waving on wooden posts, and children playing on porches or in the sand beside the river. In February 2025, I boarded AmaWaterways’ AmaDara for their Charms of the Mekong itinerary, sailing from My Tho, Vietnam to Kampong Cham, Cambodia. What followed was a journey that blended cultural discovery, quiet stretches of river, and encounters with local families.

Mother-Daughter Long Weekend: Miami & MSC Yacht Club Escape
As a travel advisor who loves finding the sweet spot between relaxation and real experiences, this mother-daughter long weekend delivered on every level. Yacht Club on MSC Seaside is my go-to recommendation for clients who are cruise-curious but want something that feels more intimate and refined—the “ship within a ship” experience is genuinely different. Pairing the cruise with a pre-stay at JW Marriott Turnberry and a post-cruise day room at Gale South Beach turned what could have been a basic long weekend into something that felt thoughtfully designed from start to finish.

Mother-Daughter Long Weekend: Miami & MSC Yacht Club Escape
As a travel advisor who loves finding the sweet spot between relaxation and real experiences, this mother-daughter long weekend delivered on every level. Yacht Club on MSC Seaside is my go-to recommendation for clients who are cruise-curious but want something that feels more intimate and refined—the “ship within a ship” experience is genuinely different. Pairing the cruise with a pre-stay at JW Marriott Turnberry and a post-cruise day room at Gale South Beach turned what could have been a basic long weekend into something that felt thoughtfully designed from start to finish.

Meandering Through Andalucía in 8 Nights
Andalucía exceeded every expectation. Over eight nights, we drove through Granada, Ronda, Seville, Córdoba, Toledo, and Madrid—each city completely distinct. This region rewards curiosity: Moorish architecture, neighborhoods built for wandering, and exceptional food. The rhythm worked well for hitting the highlights, though we could have easily added another half to full week—extending stays in Córdoba and Toledo, adding Málaga, or, in summer, exploring coastal towns like Marbella or Cádiz.

Meandering Through Andalucía in 8 Nights
Andalucía exceeded every expectation. Over eight nights, we drove through Granada, Ronda, Seville, Córdoba, Toledo, and Madrid—each city completely distinct. This region rewards curiosity: Moorish architecture, neighborhoods built for wandering, and exceptional food. The rhythm worked well for hitting the highlights, though we could have easily added another half to full week—extending stays in Córdoba and Toledo, adding Málaga, or, in summer, exploring coastal towns like Marbella or Cádiz.

Vietnam & Cambodia: An Unforgettable Journey Through Living History
We had the most extraordinary journey through Vietnam and Cambodia. We explored Ho Chi Minh City, Siem Reap, and Hanoi with private guides, connected by AmaWaterways’ Charms of the Mekong cruise. The pacing was perfection—curated exploration tailored to our interests.

Vietnam & Cambodia: An Unforgettable Journey Through Living History
We had the most extraordinary journey through Vietnam and Cambodia. We explored Ho Chi Minh City, Siem Reap, and Hanoi with private guides, connected by AmaWaterways’ Charms of the Mekong cruise. The pacing was perfection—curated exploration tailored to our interests.
Travel photos



