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Lindsay O'Connor
Jacksonville, FL Travel Agent· 4 Years of Experience
Travelmation LLC - Lindsay O'Connor, an independent agent with Travelmation, a Travel Leaders Network Affiliate Agency
5.0
(17)
100% Recommended
Lindsay helped us plan and execute our recent trip to Disney World/Universal and she could not have been more helpful! From the very beginning of planning,... Read More >
Areas of expertise
Destinations:
Walt Disney World, Europe, Disneyland, Asia, JamaicaInterests:
Accessible Travel, Adult Only, Disney Vacations, European Culture, All InclusiveSuppliers:
Disney, Avalon Waterways, Virgin Voyages, Sandals and Beaches Resorts, Universal Parks & Resorts VacationsAbout Me
Family travel, adventure, & romantic getaways
Hi, I’m Lindsay—a travel advisor who turns dream vacations into stress-free realities! I specialize in family travel, romantic getaways, and international adventures that create unforgettable memories. Whether you're planning a magical trip with the kids, a honeymoon in paradise, or a bucket-list journey abroad, I’m here to handle every detail. From resort bookings and custom itineraries to insider tips and hidden gems, I’ll make sure your trip is seamless, personal, and full of joy. Let’s plan something amazing together!
Areas of expertise
Destinations:
Walt Disney World, Europe, Disneyland, Asia, JamaicaInterests:
Accessible Travel, Adult Only, Disney Vacations, European Culture, All InclusiveSuppliers:
Disney, Avalon Waterways, Virgin Voyages, Sandals and Beaches Resorts, Universal Parks & Resorts VacationsMy Travel Specialties
International Adventures
▶International Adventures
Ready to explore the world without the planning stress? I specialize in international adventures across Europe, South America, Asia, and beyond. Whether you're dreaming of a guided tour through Italy, a food-filled escape to Southeast Asia, a river cruise down the Danube, or a bucket-list journey...Read More ▶
Romance Travel
▶Romance Travel
Love is in the air—and I’m here to turn that into a trip you’ll never forget. I specialize in romance travel, including dreamy honeymoons, anniversary escapes, destination weddings, vow renewals, and just-because getaways. Whether you're sipping wine in Europe, saying "I do" on the beach, or cele...Read More ▶
Stress-free family vacations
▶Stress-free family vacations
Planning a family vacation should be exciting—not overwhelming. I specialize in stress-free family travel that’s packed with fun, not frustration. From magical theme park adventures (yes, I know all the tips for Disney and Universal!) to relaxing all-inclusive resorts where everyone actually gets...Read More ▶
Family Travel, Romance Travel & Europe
▶Family Travel, Romance Travel & Europe
Helping Families, Couples, and Explorers Travel Better—One Dream Trip at a Time
As a travel advisor specializing in family vacations, romantic getaways, and international adventures, I help my clients take the stress out of planning and turn their dream trips into reality....Read More ▶
REVIEWS
Rating: 5.0
17 reviews
100% Recommended
Your trust is our priority. Every review is submitted by verified travelers after they have booked and completed their trips. Learn more about our review guidelines.
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Showing 17 reviews
Greatest Disney World/Universal Trip!
Reviewed By Becky - Dallas, TX | Traveled to Orlando ~ Florida ~ USA
Lindsay helped us plan and execute our recent trip to Disney World/Universal and she could not have been more helpful! From the very beginning of planning, she shared ideas but did not push her own agenda. She listened to everything we ran past her and diligently followed through on every item in a very timely manner. Lindsay was always quick to respond and vastly knowledgeable about all things Disney (and Universal)! There was never a question she wasn't willing to answer or a task she wasn't willing to help with. Her help didn't stop once we left on our trip. She checked in daily, helped with meal reservations and cancellations and was genuinely interested in how our trip was going. We were there during hurricane Ian and she was in constant touch with us to see how she could help. Lindsay is amazing and our trip was so much better and worry-free than it would have been had we not enlisted her help!
Lindsay O'Connor responded
"Becky, thanks so much for trusting me to plan your Disney/Universal trip with you! Your patience and understanding even while you were there during a hurricane was astounding, and I am truly so thankful to have wonderful clients like you. I'm so happy that you and your family had an amazing time in Orlando, even it did have to be cut a little short!"
✓ I would recommend this agent to my family and friends.
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Stress free Honeymoon!
Reviewed By KP - Cancun, Mexico | Traveled to Cancun | Quintana Roo | Mexico
Lindsay did a wonderful job helping us plan our honeymoon! We even had to switch locations 3 weeks before due to a hurricane and the whole process was easy and stress free! I highly recommend.
✓ I would recommend this agent to my family and friends.
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The Best Trip Ever
Reviewed By Traveler13 - Dallas, TX | Traveled to Rome | Italy | Europe
My trip to Rome was absolutely incredible! From the moment I arrived, the city’s charm, history, and energy were captivating. Everywhere you turn, there’s something breathtaking — from the grandeur of the Colosseum to the timeless beauty of the Vatican and St. Peter’s Basilica.
The food was out of this world — every meal felt like a masterpiece! Fresh pasta, authentic pizza, and the best gelato I’ve ever had.
I especially loved wandering through Trastevere in the evening, where the narrow cobblestone streets came alive with music, laughter, and the smell of delicious Italian cuisine. Whether you’re a history lover, foodie, or just looking for a beautiful European getaway, Rome is the perfect destination.
Lindsay O’Connor was so helpful every step of the way, she was able to answer any questions I had, and even got to notify me that my flight was delayed before my app. She is the absolute best!
Lindsay O'Connor responded
"I am so glad that you all had a memorable trip to the Eternal City!! It was truly a pleasure working with you to plan out all of the details, and I'm glad I was able to be a support system while you were traveling. Can't wait to help you plan another international adventure in the future!"
✓ I would recommend this agent to my family and friends.
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Adult DIsney World Trip
Reviewed By Naturelover - Arkansas | Traveled to Orlando | Florida | USA
Lindsay made our adults only trip to Disney World amazing! We had been to DW in the past and found it to be stressful and overwhelming. Lindsay assured us that it didn’t have to be that way and she was right. Our trip was seamless and stress free. She booked our park hotel, made our dinner reservations, introduced us to lightening lanes and made sure we got into a few whimsical bars for adult beverages. We just showed up! She proved to us that DW is a great location for children and adults alike. I’ve recommended her to all my friends! Thanks Lindsay for an unforgettable vacation.
Lindsay O'Connor responded
"Yes! Disney can definitely be just as much fun for adults as it is for kids. Thanks for letting me handle all of the nitty gritty details so you could have a stress-free Disney trip this time around! "
✓ I would recommend this agent to my family and friends.
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Magical Memories
Reviewed By TakeMeWithYouPlease - Nashville, TN | Traveled to Walt Disney World | Florida | USA
Lindsay planned my birthday trip to Disney World this Spring, and it was nothing short of magical. I was so impressed with how much thought she put into planning an itinerary that covered everything on my priority list and then some! Between the resort choice, dining recommendations, and tips and tricks for making it to all the best attractions, Lindsay knows it all. 10/10, would recommend letting her plan your next vacation. (I already am!)
Lindsay O'Connor responded
"I'm so glad that you had a magical birthday trip! I know that some Mickey beignets were even better than a birthday cake. Can't wait to get that next trip booked for you! "
✓ I would recommend this agent to my family and friends.
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Certifications & Awards


AmaWaterways Specialist

Seacademy - Gold Certification
College of Disney Knowledge
Royal Caribbean University
Member of Cruise Lines International Association
Luxury Travel Certified
Group Travel Certified
My Places
When it comes to travel planning, real-world experience makes a huge difference. Check out the map below to see all the places I have personally visited or booked for my clients. I know these destinations well and can give you reliable guidance.