Cruise Holidays Chicago on Magnificent Mile

  (312) 266 7447  |  (888) 744 7397  | 

About Cruise Holidays Chicago on Magnificent Mile


Cruise Holidays Chicago is a boutique leisure travel agency on Chicago's Michigan Avenue that specializes in cruise travel and land vacations.


We don't try to be all things to all people. We focus on one thing: finding the perfect cruise or land vacation for you!  Our focus on cruises results in a level of expertise and product knowledge that is not easily matched.  Our certified cruise travel specialists will make planning your cruise a breeze and especially enjoy helping first-time cruisers navigate the world of travel by ship. And unlike large call centers or general travel agencies, our team will provide you with the personalized service and attention that you deserve.


So if you like to travel well, but are tired of surfing the web for hours, trying to find the right cruise amongst all the options available, or not sure which review to trust, just give us a call.  We have the expertise to guide you through the hundreds of ships, itineraries and cruises offered by all major (and minor) cruise lines around the world. 


Good to know: our fares are never higher than those offered directly by the cruise line - but our service levels are!  And as part of the Cruise Holidays network, we offer additional amenities and lower fares on many sailings.


Our cruise travel agency serve guests from Chicago and Chicagoland such as the surrounding suburbs of Evanston, Oak Park, Wilmette, Schaumburg and Naperville, but many of our clients hail from other areas of the United States and Canada, as well as Europe and Australia.


For contact details, directions and opening hours, see our "Contact Us" page.  The terms and conditions of Cruise Holidays apply to all reservations.



Join our Team

Want to work in the travel industry?  Check here for currently available positions at Cruise Holidays Chicago.


Accreditation and Qualifications


We are an official member of the Cruise Lines International Association (CLIA).  Our Cruise Travel Specialists hold certifications including Master Cruise Counsellor (MCC), Accredited Cruise Counsellor (ACC) and Luxury Cruise Counsellor (LCC).  In addition, we are certified by many of our cruise line partners, such as Celebrity Cruises, Royal Caribbean International, Disney Cruise Line, Norwegian Cruise Line, Uniworld Boutique River Cruises, Holland America Line and Hurtigruten (formerly Norwegian Coastal Voyages.)  We are also a member of Cunard Line's Inner Circle and appointed Commodore Specialists by both Cunard Line and Princess Cruises.


Cruise Holidays International recognizes us as Certified Luxury Travel Experts and we are part of the Platinum Program: a select group of travel adivsors within the Cruise Holidays network that focus on luxury travel.



  • 2015 - Cruise Holidays International - Outstanding Sales Award
  • 2014 - Cruise Holidays International - Outstanding Sales Award
  • 2013 - Cruise Holidays International - Top Honor: Golden Anchor Award
  • 2013 - Cruise Holidays International - Outstanding Sales Award
  • 2012 - Cruise Holidays International - Best Marketing Promotion
  • 2011 - Cruise Holidays International - Outstanding Sales AwardCruise Holidays Chicago was awarded 2014 President's Circle
  • 2011, 2010, 2012, 2013 - Cunard Line - Top Sales Award
  • Cruise Holidays International "Knock Your Socks Off" Customer Service Award
  • Cruise Holidays International - Operational Excellence Award
  • Cruise Holidays International - Marketing Excellence Award
  • Cunard Line Inner Circle Agency 2008, 2009, 2010, 2011, 2012, 2013, 2014

Our Chicago Cruise Travel Experts


Rob Clabbers

Certified Master Cruise Counsellor & Luxury Cruise Specialist

Rob Clabbers, President of Cruise Holidays of Chicago, Chicago Cruise Travel Agency
Rob truly has travel in his blood!  A hotelier by trade, Rob was born and bred in the Netherlands.  He has since traveled to over 70 countries and lived and worked in the Caribbean, Asia, Europe and the USA.  Rob's hotel education and over 20 years in the luxury travel industry help set the experience guests of Cruise Holidays in Chicago can expect - courteous service in a relaxed atmosphere.  

Rob has been certified by the Cruise Lines International Association as an Accredited Cruise Counsellor (ACC), Master Cruise Counsellor (MCC) and Luxury Cruise Specialist (LCS).  Rob is a member of the Franchise Advisory Board for Cruise Holidays International and served as the board liaison for the Cruise Holidays Luxury Focus Group, which evolved in Cruise Holidays' exclusive Platinum luxury cruise travel group. Rob was awarded the Cruise Holidays International top honor in 2013, the "Golden Anchor" Award.  

Rob's favorite cruise destinations include Tahiti and the South Pacific, Asia, Alaska, the Mediterranean and the Northern Europe - the Baltic: Scandinavia and St. Petersburg, Russia.


Areas of expertise: luxury and world cruises, group cruise travel, Western Europe, Asia, Australia and Alaska


Rob's cruise industry credentials include Cunard Commodore, Princess Commodore, Celebrity Special Agent, Royal Caribbean Expert Plus, Hurtigruten (previously Norwegian Coastal Voyages) expert, Disney Expert, Uniworld Boutique River Cruise Expert, Avalon Waterways Specialist, Monograms MBA and many other qualifications.


Kevin M. Grubb

Cruise Travel Specialist

Accredited Cruise Counsellor

With an education in theatre and numerous years of experience in the travel industry, Kevin is a people person. Originally from the Midwest, Kevin spent time in Alaska and traveled to Europe and throughout the Caribbean.  He enjoys finding the perfect vacation for his guests and uses his experience and insight when crafting the perfect trip.  Kevin's favorite travel destinations include the Caribbean and Western Europe.


Kevin was awarded the Cruise Holidays International "Outstanding Sales Achievement Award" in 2011, 2013, 2014 and once again in 2015.  He was selected as Travel Agent of the Day by the executive team of Royal Caribbean International in April 2008.  Kevin personal cruise experience is varied, from small to large ships: from the boutique river cruise ship River Beatrice of Uniworld Boutique River Cruises to the largest cruise ships in the world, Royal Caribbean's Oasis of the Seas class of ships as well as Cunard Line's Queen Mary 2.  Kevin was also awarded a top sales award by Cunard Line for three consecutive years.


Area of expertise: Alaska and Caribbean cruises, European river cruisesgroup cruises and family reunion travel.  Kevin's cruise industry credentials include Cunard Commodore, Princess Commodore and Royal Caribbean Expert Plus.  He is also certified by the Cruise Lines International Association as an Accredited Cruise Counsellor.



About Cruise Holidays International


Founded in 1984, Cruise Holidays International is North America's oldest cruise-specialty retail franchise with locations throughout the United States and Canada. As our name suggests, our retail travel stores and home-based locations specialize in cruise travel, providing unparalleled expertise in matching clients with the cruise ships and destinations that are right for them.  Cruise Holidays is one of the franchise brands within The Travel Leaders Group, Inc. (formerly known as Carlson Travel Network Associates, Inc. a subsidiary of the Carlson Leisure Group), one of the world's largest and most respected travel franchisers. Because of the size of the Cruise Holidays network, the proven expertise of its owners and agents and the unparalleled strength of its industry connections, Cruise Holidays is considered by many of the world's best cruise lines and travel suppliers to be a distribution system of choice. As a result, Cruise Holidays can offer its clients an amazing array of cruise vacations at highly competitive prices. And since Cruise Holidays agents can arrange travel on any cruise line in the world, the list of destinations seems endless.  Cruise Holidays has locations in the United States, Canada, United Kingdom and Australia. 


Although Cruise Holidays stores and their agents focus specifically on cruise travel, the network's service doesn't stop there. Cruise Holidays can also provide travelers with pre- and post-cruise travel arrangements and options like hotel packages, shore excursions and tours - all at competitive prices.


About Travel Leaders Group, LLC


With over 6,000 affiliated travel agency locations in the United States and Canada, Travel Leaders Group is the largest traditional travel agency company in North America, with approximately $18 billion in annual sales volume. Travel Leaders Group also manages numerous leisure and franchise travel operations throughout the United States under a variety of diversified brands. Its brands include Cruise Holidays, Travel Leaders, Nexion,, Results! Travel®, All Aboard Travel,®, Partners in Travel, Luxury Travel Network, Cruise Specialists, and