Rita Madrigali 

Chicago, IL United States
An independent affiliate of Travel Experts, Inc.
Travel Specialties
  • River Cruising
  • Ocean Cruising
  • Beach & Sun
  • Independent Tours
  • Culture, History & Arts

Selling Travel Since
  • English
  • Italian

My Background

I joined Travel Experts in 2013 and have 17 years of travel industry expertise,  however my passion for travel started  much earlier in my life at the age of 8 when I experienced International travel for the first time on visits to relatives  in Italy and Ireland. I was hooked for life!  Weekends in Chicago spent cooking with my Tuscan-born grandmother further developed my culinary sensibilities  and set the stage for  a career combining a love of cooking, food and wine with travel.  

 Fast forward several decades and over 40 trips to Europe later,  which allows me to truly excel at crafting for my clients unique and amazing itineraries to Europe in general, and Italy , Ireland and France in particular.  I am a certified Italy Specialist and France Destination Specialist. Whether by independent stay at a Tuscan Villa  or private car and driver, Escorted tour , a  River Cruise through  Provence or a Mediterranean voyage, my frequent travels allow me to  determine the style of travel that will result in the  best possible trip for each client, as well as step-by-step preparation on what to expect and most importantly , instilling  the same sense of wonder and excitement for travel I felt on that first trip so long ago (not to mention sharing my secrets for where to find the best sandwich  in Florence or the tastiest tapas in Barcelona ! ) 

 My recent travels have focused on discovering some of the lesser known regions and cuisine of Italy that would be perfect for travelers who have already visited  "the big three" Italian cities  and are looking for something different- from an Alpine picnic lunch after hiking in the Dolomite Mountains , to exploring medieval villages along  Lake Garda, to learning how to make Eggplant Caponata at a luxury B & B in Sicily, there are so many possibilities ! 

 As a native Chicagoan,  I am also no stranger to our endlessly long,cold winters , the perfect antidote to which is a few days in the sun.  In between visits to Europe,  I keep myself educated on the latest in-the-know destinations and newly opened hotels, and have visited many of the best beach and Spa Virtuoso resorts in the US, Mexico and the Caribbean.

 I am very fortunate to have a career that allows me to continue to travel to fantastic places and then share my experiences with my clients. I look forward to helping you design your  next exciting journey somewhere amazing !   

Places I Have Traveled

Reviews and Recommendations for Rita Madrigali


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The Best Travel Agent I ever had !!!!!!

By: Harvey

Reviewed on: 12 May 2014

She knows what I want & need and takes care of it. No surprises when I make the trip, from Airlines, to hotel accomodations to transfers & guides. Makes my trips all that more enjoyable.

Highly recommended

By: Maureen

Reviewed on: 25 Jun 2014

Rita always does an excellent job. Very prompt in responding to requests. Very competent & knowledgeable.

Wonderfully knowledgable

By: Pdk

Reviewed on: 25 Aug 2014

Rita is the best! She has planned six trips for us and each has been wonderful. She has guided us in choosing trips we enjoyed. Rita had also provided information on extra things to do at destinations. We love her expertise.

65th Celebration

By: MM

Reviewed on: 21 Sep 2014

Rita made our reservations and everything was perfect!! The hotel and Rita made sure my celebration was as special as possible. The suite was beautiful with a gorgeous view of the water tower and Hancock Building. Rita always goes above and beyond to ensure my trip or outing will be outstanding. She is wonderful !!!!!

Always a great experience!

By: Kathy

Reviewed on: 07 Mar 2015

A family trip to Phillie with people from Chicago and Delray Beach ranging in ages from 3 to 68. How do you please all of us? Rita can always do it. From flights to hotels-the Ritz Carlton-and everything in between-food, beds, transportation, and special amenities. Always a treat! Would not an a trip without her help!!!!!!

One & Only Nassau

By: Harvey

Reviewed on: 27 Mar 2015

Rita did a great job as always.

Cruise Comments

By: Chief

Reviewed on: 19 Jun 2015

Rita, as usual, provided a well planned and executed trip with great attention to detail and follow-up. She is the best travel agent with whom we have worked.


By: AWiese

Reviewed on: 23 Jun 2015

We had a fabulous trip to Hawaii and only have lovely things to say about our experience at the Four Seasons Hualalai! The facilities are beautiful and there is truly something for everyone. Lots of activities and dining options right on property. I was amazed how each restaurant had such a unique offering of food and drink with less overlap than I anticipated. It is so unique how they have developed such a large and green resort amidst the lava rocks. Our room felt very private and yet very close to everything we needed. We enjoyed the quiet adult pool but also spent time by the family pool. We only ventured off property once to go zip lining and otherwise just soaked up the fabulous service and scenery at the resort.

A Perfect Family Vacation

By: Kathy K

Reviewed on: 15 Aug 2015

Rita planned a multigenerational trip-grandparents (us), our children, and our grandchildren. We went to the Ritz-Carlton on Amelia Island. It has something for everyone. Beautiful beach, beautiful pools, great spa, great food, children's activities, and best of all a great staff! The people who work there are some of the nicest people I have ever met! My husband is already talking about going there again next year. Thank you Rita!!!!!!

Perfect Trip

By: KathyK

Reviewed on: 20 May 2018

Rita is amazing! She helped plan a trip to Ireland that was absolutely perfect. She listens to what we would like to see and do and also makes excellent suggestions to fill out the trip. She then organizes the trip beginning to end-flights, transportation, hotels and activities. She always makes herself available if you have questions. And the Adare Manor was the most fabulous hotel I have ever had the pleasure of staying in. Thank you Rita!!!

ATrip Worth Waiting For!

By: KathyK

Reviewed on: 22 Nov 2015

Over 2 years ago my husband and I started planning a trip with friends for October of 2014. The first and important thing we did was contact Rita. She has organized many wonderful adventures for us. We were impressed with her suggestion of Rhine River Cruise on AMA Waterways. Rita made the reservations-airline, cruise line, a 2 night stay in Lucerne at a beautiful hotel, a guide 1/2 day in Lucerne, and adventures up Mount Stans with a candle light dinner, and up Mount Rigi-both on gondolas. Exciting. Then came the wonderful news, my daughter was pregnant and due the same time as the trip was planned. I knew I had to be home. I called Rita with the good/bad news. What did she say? CONGRATULATIONS! She was wonderful. After all her hard work she was just excited for my family. And she started all over-and planned the most wonderful trip for us this past October. It truly was a trip worth waiting for. Great hotel, great cruise, great food, great guides, great time!!!!

Grand Velas trip

By: Josh

Reviewed on: 05 Mar 2016

Had great trip to the Grand Velas Resort. All inclusive, beautiful property,excellent food. Huge all suite rooms. Highly recommend.

An Expert

By: Mary66

Reviewed on: 07 Mar 2016

Everything Rita put into place went smoothly as always. She always makes the trip a wonderful experience.

Barcelona and Paris

By: Maureen

Reviewed on: 05 Jun 2016

Both hotels were great. My favorite was the Majestic in Barcelona. All tours excellent. Carlos who did the Montserrat tour was excellent and you should use him again. As usual Rita you had every detail worked out for a memorable journey. I'm always happy with your excellent service.

Wonderful trip !

By: Mary Paris

Reviewed on: 07 Jun 2016

Rita planned a wonderful trip for us! She always takes the time to really understand what we are looking to do and comes through. Our hotels were wonderful with fantastic views. The Virtuoso upgrade to the Club Lounge in Paris is always amazing and so enjoyed by all. Rita cares about her clients and plans the trip as if she is going with us. Thank you Rita for all you do!


By: Jma

Reviewed on: 04 Mar 2017

Excellent experience. Available during the week and weekends to discuss any issues.


By: MP

Reviewed on: 17 Mar 2017

Rita Made my flight reservations and everything was great as always. She is easy to work with. Rita is the best!

Puerto Rico

By: Rebecca

Reviewed on: 10 Apr 2017

As always, Rita did not disappoint! Her attention to detail was fabulous. This is a trip that we will remember for ever!

Florida trip

By: Kathy

Reviewed on: 29 May 2017

As always-wonderful. She always helps me with my travel plans and is helpful, knowledgeable, and way to work with!

The trip that did not happen!

By: Kathy K

Reviewed on: 28 Aug 2017

Due to a last minute family crisis, we had to cancel our trip to Seattle. Our flight was to leave at 11am and I found out at 6am. I emailed Rita immediately to see if she could cancel all my reservations-flight, car service and hotel. Rita took care of all of this for me-and was even able to have The Four Seasons waive their late cancellation fee. It was a very stressful time but thanks to Rita, I did not have to stress over these details. I am looking forward to rebooking. Rita is the BEST!!!!!

Aug. Seaborn Sojurn Alaska cruise

By: Chief

Reviewed on: 02 Sep 2017

She is the best.


By: Alpert

Reviewed on: 12 Feb 2018

Excellent. Great perks

Rita saves the day

By: KathyK

Reviewed on: 14 Jun 2018

My husband and I were scheduled on a flight from Florida to Chicago on a late Friday afternoon. It was very important-to my 3 year old granddaughter-that we be home for her Saturday ballet recital. At 10:30 Friday morning I was notified our flight was canceled. There was a flight leaving at 1:30 with few remaining seats. I don’t know what magic Rita used but she got us on that flight and we made it to the recital Saturday. Well worth the trip. Thank you Rita!

The Perfect 4th of July!

By: KathyK

Reviewed on: 19 Jul 2018

Working with Rita is always a pleasure. She knows I always need help planning vacations and activities. And each time she outdoes herself. My husband and I went with my son and daughter in law to Cape Cod for the 4th. The Chatham Inn was wonderful, an international staff who could not have been nicer or more helpful. Rita planned activities-spa time, whale watching, interactive cooking classes, beach time. And of course great dining options. She also recommended Chatham’s 4th of July parade. Best home town parade ever-it was truly a neighborhood parade. Tractors, boats, marching bands, military, garage bands, bicycles. It was what I think a parade should be-a community event. Great vacation!

River Cruise

By: Mary

Reviewed on: 03 Oct 2018

I have worked with Rita since 2011 and always find her to be professional and extremely helpful. She goes above and beyond to be sure my trip is perfect!


By: Mexico

Reviewed on: 03 Feb 2019

Excellent job by Rita

Working with Rita Madrigali, you will have access to:

  • - Special perks and extra amenities
  • - An experienced travel guide whom you can rely on before, during, and after the trip
  • - Exclusive luxury resorts and properties
  • - Once in a lifetime experiences

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