Travel Advisor

Alaina Gallagher
She/Her
Expertise
- Europe,
- Mexico,
- Continental US,
- Travel at All Budgets,
- City Travel,
- Couples Travel
Based in
The Second City — Chicago, Illinois
Profile details
About
Chicago-based advisor with too many tabs open planning trips, getting my heart set on adoptable dogs I don't have room for and keeping up with restaurant openings across the city.
Travel style
Moving from budget adventures to more indulgent luxuries, I have loved exploring new cities and cultures. Finding the perfect balance between adventure, leisure and culture is my driving focus that has been tested from India to Europe to the Caribbean and beyond. We can find the perfect trip for your solo, couples' or group travel at any budget!
Alaina 's travel guides & trip reports

Aruba Travel Guide: Sun, Sea & Desert Beauty on One Happy Island

Four-Day Aruba Itinerary: Paradise Perfected

Discover France: The Ultimate Paris to Nice 8-Day Journey

Drift Nashville: 3 Day Stay & Inspection

Discovering Eleuthera: Your Ultimate Bahamas Escape

Seasonal Splendor: A Traveler's Guide to the Vibrant Japan Seasons

7 Days Visiting Paris & Amsterdam
Favorite hotels
Alaina 's travel photos




Alaina 's reviews
Working with Alaina was first rate! She listened well and planned logistics that perfectly reflected and exceeded our expectations. She prepared an itinerary for us that was well paced and clearly communicated, adding in travel tips that really made navigation easier. She created our trip timeline that was professional, user friendly and extremely easy to follow. Museum tickets and tours she arranged for us were perfect, on budget, and really helped us navigate lines.
Alaina was an integral part of planning our trip to France, and we truly couldn't have done it without her help and support. We will most definitely use her again for our next trip! Thanks, Alaina!
- Stephanie G.
Booked travel to Paris
- April 2025
Booking with Alaina was a breeze - she found a hotel that wasn't even on my radar that was so cool and really perfect for our time in Edinburgh. So grateful!
- Shelly M.
Booked travel to Edinburgh
- December 2024
Alaina made the entire experience worry-free. Her advice was spot on.
- William G.
Booked travel to New Orleans
- November 2024
Overall we had a great time! I think leading up to the trip it would have been helpful for us to have a call or run through of the final itinerary before we left. More communication back and forth would have been great so we were left with less “is everything good to go?” leading up to the trip. Holland was easy to navigate and was really small so it was totally okay, but if we were traveling internationally I wouldn’t have felt as confident going into the trip. Overall though we had a great time and all the reservations and recommendations were great!
- Derek S.
Booked travel to Michigan
- July 2024

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