Mark Roberts, Travel Agent in Chicago, IL

Mark Roberts

Chicago, IL Travel Agent

Mark Roberts

Chicago, IL · 4 Years of Experience

Chicago to NY Concierge, LLC, an independent agent with Incentive Connection Travel Inc, a Travel Leaders Network Affiliate Agency
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Areas of expertise

Destinations:

Illinois, New York, Puerto Rico

Interests:

Bespoke Travel, Entertainment, Food & Wine, Luxury, Luxury Cruises

Suppliers:

Delta Vacations, Royal Caribbean, Cunard®, Silversea, Hilton Worldwide

About Me

Luxury Travel Advisor

For more than 20 years, I’ve dedicated my career to creating elevated, meaningful travel experiences rooted in luxury hospitality, cultural immersion, and concierge-level care. My journey began in Chicago and New York, where I worked in world-class hotels and earned the prestigious Les Clefs d’Or designation—an honor reserved for elite concierges known for their global connections and unwavering commitment to exceptional service.

Today, I bring that same standard of excellence to my work as a Travel Leaders advisor, specializing exclusively in group travel. I focus on curated, design-forward itineraries for small to mid-sized groups—typically 4 to 10 rooms or cabins, depending on the destination and purpose of travel. My clients include investor groups, professional organizations, affinity communities, and travelers who prefer to explore the world together with intention, connection, and elevated service.

My Group Travel Specialties

I design journeys for groups who want more than a vacation—they want a beautifully orchestrated experience that reflects their shared interests and collective goals. My specialties include:

  • Luxury group travel in the Caribbean and Latin America, including boutique hotels, cultural immersions, and private-guided experiences
  • Group cruises, from small professional cohorts to curated investor sailings
  • Affinity and purpose-driven travel, including wellness, culture, design, and lifestyle-focused groups
  • Concierge-level coordination, ensuring every traveler feels cared for and every detail is seamless

My Ideal Client

I work with groups who value elevated service, thoughtful planning, and insider access. My clients are often:

  • Small professional groups seeking curated, culturally rich itineraries 
  • Investors and entrepreneurs traveling together for exploration, networking, or education
  • Affinity groups with shared interests in culture, design, food, or wellness 
  • Families or friend groups who prefer a luxury, concierge-managed experience rather than DIY planning

What Makes Me Different

My background as a Les Clefs d’Or concierge provides me a unique advantage in the group-travel space. I understand luxury not as a price point but as a standard of care—anticipating needs, solving challenges before they arise, and ensuring every traveler feels seen and supported. Group travel requires precision, diplomacy, and the ability to manage multiple personalities and preferences without compromising the experience. I bring decades of hospitality expertise, global partnerships, and a calm, strategic approach to every itinerary. My clients trust me because I advocate for them, protect their time, and elevate their journey from the first conversation to the final farewell.

How I Work With Groups

My process is highly personalized and designed to remove stress from group organizers:Discovery – I learn the group’s purpose, preferences, and desired outcomes.Design – I craft a tailored itinerary that blends luxury, culture, and seamless logistics.Coordination – I manage room blocks, cabins, special requests, and group-specific needs.Communication – I provide clear, organized information so every traveler feels prepared.Support – I remain available throughout the journey to ensure everything unfolds smoothly.

Destinations I Love

My travels inspire the experiences I design. Some of my favorite destinations include:

  • The Caribbean and Latin America, where culture, color, and rhythm shape every moment;
  • Panama and Colombia, where I’ve built deep professional relationships and on-the-ground insight 
  • New York and Chicago, cities that shaped my hospitality foundation 
  • Any destination where design, culture, and authenticity intersect

A Bit About Me

When I’m not curating travel, you’ll find me roller skating in Central Park, swimming before sunrise, exploring neighborhoods on foot, or dancing salsa—passions that keep me connected to movement, culture, and discovery. These experiences remind me why I love this industry: travel expands us. It teaches us. It connects us. And when shared with others, it becomes even more meaningful.

Why I Love Group Travel

Group travel is powerful. It builds community, deepens relationships, and creates shared memories that last a lifetime. I love transforming a group’s vision into a beautifully crafted journey—one that feels effortless, intentional, and unforgettable.

Let’s Create Something Extraordinary

If you’re planning a group journey and want concierge-level expertise, global insight, and a partner who understands the nuances of group dynamics, I would love to collaborate with you. Let’s design a travel experience that reflects your group’s style, purpose, and desire to explore the world together.

Additional Languages
Spanish

TRIPADVISOR REVIEWS

ORD to LGA photo taken from my Delta airline seat
ORD to LGA photo taken from my Delta airline seat

"Mark Roberts the Concierge is incredible!"

What a great place! Mark Roberts, the concierge kept sending us candy, fruit, and flowers.  He arranged transportation locally in the hotel's magnificent LEXUS sedan. He checked every day to see if there was anything he could do for us. We will stay in this hotel whenever we are in Chicago.  Have also spread the word about the excellence and great service of Mark Roberts and the entire staff.  July 2017

"A trip that will be remembered forever" 

My girlfriend and I came for the long weekend and decided to stay at the Thompson.  Mark and the rest of the staff made sure that everything was set up perfectly. It was executed to perfection and they made it truly special. We will come back!  February 2018

Certifications & Awards

ASTA is the leading global advocate for travel agents, the travel industry and the traveling public.It is the world's largest association of travel professionals.Our members include travel agents and the companies whose products they sell such as tours, cruises, hotels, car rentals, etc.Expand your world. Go with the pros.
Cruise Lines International Association