Out & About Holidays

83 reviews

1728 W Roscoe St, Chicago, IL 60657

www.outandaboutholidays.com

+16463543370

About

Out & About Holidays is a Travel agency located at 1728 W Roscoe St, Chicago, IL 60657. It has received 83 reviews with an average rating of 5.0 stars.

Photos

Hours

Monday9AM-6PM
Tuesday9AM-6PM
WednesdayClosed
ThursdayClosed
Friday9AM-6PM
Saturday9AM-6PM
Sunday9AM-6PM

F.A.Q

Frequently Asked Questions

  • The address of Out & About Holidays: 1728 W Roscoe St, Chicago, IL 60657

  • Out & About Holidays has 5.0 stars from 83 reviews

  • Travel agency

  • "James was incredible in helping my parents plan their trip to Italy"

    "James planned a fabulous 10 day trip to Spain for our family"

    "James was really really great! He planned the perfect honeymoon to Italy for us"

    "Thank you James Lilla for helping us plan an amazing visit to Barcelona and Seville"

    "James helped me plan an Epic Birthday trip to Africa"

Reviews

  • Jacki Block

James was incredible in helping my parents plan their trip to Italy. There is no way we could have come up with such a wonderful itinerary on our own. From the transportation to the tours, restaurants, hotels and more, my parents had a trip of a lifetime. Thank you James for making this experience so seamless, easy and enjoyable!

  • Kate Foster

James planned a fabulous 10 day trip to Spain for our family. We’ve never used a travel advisor and now we are spoiled! From the private transfers, to the wonderful accommodations, it was amazing. And when we encountered an issue with our apartment, he immediately responded and helped rectify the situation. Highly recommend!

  • Heather Wright

James was really really great! He planned the perfect honeymoon to Italy for us. Everything went smoothly- the hotels, transfers and activities he suggested for us were spot on, and he made it easy for us to zip around Italy like pros (even though it was our first time in Europe)! It was a truly magical trip.

  • Tara McKee

Thank you James Lilla for helping us plan an amazing visit to Barcelona and Seville. From hotels, to “must do” suggestions and restaurant recommendations, everything was spectacular and exceeded our expectations. Highly recommend James and Out and About Holidays! Can’t wait to plan our next adventure!

  • Jansen Dahl

James helped me plan an Epic Birthday trip to Africa. The trip was incredible- every detail was considered - James even created several "magic moments" on the trip that made it so special, including a Birthday surprise in the savannah of Botswana! Highly recommend James and Out and About Holidays!

  • kristen johnson

James helped plan my Bachelorette party in Austin and it was amazing! He hooked us up with great deals on hotels - getting us a credit so we could us it at the spa, breakfast included, and had Champaign waiting on arrival. James helped make

  • Harley Beck

James Lilla is an absolute wonder, he planned a trip to Paris for myself and our daughter. Every detail, communication, excursion and suggestion made for a perfect week. Not only were we greeted with five-star service at S/O Paris, we had a

  • Amy Anesi

I highly recommend working with James! He is knowledgable and incredibly responsive. He planned an amazing 4 days in Paris for us (2 couples) and everything he did for us was top-notch. One of our favorites was a walking tour of Montmartre

  • Ankoor Bagchi

The entire experience with James and Out & About Holidays was excellent. The level of service was impeccable -- it truly felt like we had a personal concierge handling our entire trip from the moment we left home until the day we returned.

  • Jennifer Peros

James at Out & About Holidays planned an amazing weekend for me and a group of girlfriends in Ischia, Italy. From the moment we stepped into our hotel, everything was first class. We were welcomed by the manger with cocktails, and shown to

  • Nick & Alicia Scafiezzo

Everything you need in planning your vacation... James was THERE! We planned a family trip to Hawaii for Thanksgiving. I called James with pretty specific needs and he went above and BEYOND for us! We were so happy with the resort we were

  • Emily Collins

James planned a truly epic 10-year anniversary trip to Italy for my husband and me. My top priority for this trip was for planning to be stress free and James delivered that and more. He took care of every single logistical detail -- from

  • Vaidehi Hoyer

James planned a 10 year anniversary itinerary around Italy for me and my husband and it was fabulous. He is extremely knowledgeable about the country and luxury properties across all regions. He designed an itinerary that was a mixture of

  • Adrienne Pankey

I'm never planning a vacation without James again! Who knew you could get WAY better deals and stress less while planning a vacation? I didn't... and I'll never go back. For starters, James is an overall delight AND he works his butt off

  • Jacob Rivers

James was an absolutely amazing resource for planning our honeymoon. He listened to our goals and made them happen, additionally when we weren't sure what we wanted he helped steer us in the direction to make some really great choices on

  • Katherine Penick

James created a beautiful vacation for my husband’s 40th. He not only found us a little hidden gem of a vacation spot and the perfect resort- he also had the patience as we continued to change our plans. He takes so much of the worry and

  • Kara Schrenk

My partner and I decided to plan our elopement abroad and by luck I came across Out & About Holidays. James Lilla helped us curate the most amazing two week vacation around Spain. He was attentive to our wants and needs and knew exactly

  • Rachel Norris

Don't walk, RUN to have James help with planning your trip!! I was hesitant to use a travel agent for our honeymoon because I like to be in full control of planning, but James went above and beyond what I would have been able to do. Not

  • Heidi Esposito

James planned our 50th bday adventures through Italy! Every suggestion he made was tailored to my group! He offered the best ideas, planned everything for us & even had sweet surprises in our rooms upon arrival! There was not one single

  • Laura D

We trusted Out & About Holidays to plan our honeymoon to Costa Rica and it has been the best travel decision we've ever made! Every single detail was considered, transportation was smooth, upgrades were incredible, there were thoughtful

  • Nick Ray

I highly recommend using James to plan your next International trip. We started working with him in Dec 2022 to plan a trip to Paris and Italy (Florence, Tuscany, Cinque Terre, Rome) in Sep 2023. This was our first Europe trip (for fun)

  • Ryan Schermerhorn

James was referred to me by a co-worker, and he did a fantastic job of planning our honeymoon (France and Italy). We had an initial meeting to discuss our goals and then James took it from there. He booked our hotels, airport/train

  • Daniela Ellis

My friend booked a villa in Cabo for her 40th birthday and everything was amazing!!! James had everything organized and top notch! My friend uses James for all her trips, but he has gained a new client in me!

  • Stephanie Cochin

Our stay at the Halekulani was perfection! James had us set up for an upgrade to Oceanview. We also had a bottle of champagne waiting for us along with beautiful snacks and dessert.

  • Maura McKee

James did a fantastic job planning our trip to Barcelona and Seville. We were given great recommendations for dinner, and were at ease with these already being booked for our group.

  • Julia Young

We were lucky enough to have James plan our honeymoon in Greece and his expertise is priceless! My husband and I had the best time! And, most importantly, we didn't have to

  • Alexander Armonta

I’ve always been opposed to using travel planners, however after my experience with James, I’ll never go back to planning my own extended trips again!

  • Justine Wright

James Lilla planed the most amazing Euro-Trip for my fiancé and I! We decided to do a pre-honeymoon multi-countries trip to

  • Mary Kahn

James Lilla opened my eyes to a whole new world!! James helped me plan an EPIC trip for my husband’s 60th Birthday!

  • Jeff Fleitz

James set up an amazing Alaskan cruise on Seabourn for us. It was the trip of a lifetime.

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