Curated Travel for Women Who Crave More

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Jaime Crosthwait, CTA, Travel Agent in Middletown, MD

Jaime Crosthwait, CTA

Middletown, MD Travel Agent
Super Agent

Jaime Crosthwait, CTA

Middletown, MD · 3 Years of Experience

Jaime Crosthwait- Terrapin Travel, an independent agent with KHM Travel Group, a Travel Leaders Network Affiliate Agency
5.0
(31)
100% Recommended
I get overwhelmed when traveling and I am not good with apps. Jaime send me color coded copies of everything so I would have all... Read More >
About
Reviews
Certificates & Awards
My Places
Travel Stories & Media
Itineraries
Client Testimonials

Areas of expertise

Destinations:

Europe, Bermuda, Puerto Rico, Punta Cana, USA

Interests:

Outdoor Activities & Sports, Water Sports, Adventure, Solo Travel, European Culture

Suppliers:

Backroads, Intrepid Travel, Virgin Voyages, Inclusive Collection – World of Hyatt, Azamara

About Me

Mother-daughter magic in the Valley of Fire
Mother-daughter magic in the Valley of Fire

I plan travel experiences for women who live—and explore—with purpose. My clients are spirited, curious, and grounded in both grit and grace. They don’t believe adventure has an age limit and aren’t afraid to get their boots dusty or their hair salty, as long as the journey is worth it.Whether it’s a coastal hike followed by a seaside spa, a cruise that blends cultural immersion with elegant ease, or a luxe all-inclusive retreat that still leaves room for exploration, I create trips that balance activity and rest, connection and independence.My itineraries are ideal for women traveling solo, with their best friends, or side-by-side with their daughters—each one thoughtfully designed to inspire, energize, and empower. Every detail is taken care of, so you can focus on what matters most: meaningful moments, bold discoveries, and time well spent.

Additional Languages
Signed English

REVIEWS

Rating: 5.0
31 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 31 reviews

Stress-free travel
Reviewed By Reluctant traveler - Myrtle beach, sc | Traveled to Bermuda ~ Caribbean
I get overwhelmed when traveling and I am not good with apps. Jaime send me color coded copies of everything so I would have all info and know what to expect. She is very organized and communicates well. She even had my favorite wine waiting for me in my room so that I was sure to have a relaxed, stress free trip.
I would recommend this agent to my family and friends.
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Amazing Getaway thanks to Jaime!
Reviewed By Jennie M. - New York, NY | Traveled to Bermuda ~ Caribbean
The best in thoroughness, communication, and professionalism - would not plan a trip through anyone else! Jaime planned a beautiful trip for myself and my mother and I couldn’t be more thankful for her attention to detail, reminders, and overall thoughtfulness. I’ve never met a travel agent who takes it to the next level like Jaime does. Moving forward I will ONLY book trips through her! Truly setting the bar and made our trip beyond enjoyable and seamless. Thank you Jaime! Can’t wait for the next one :) I would absolutely recommend Jaime to anyone looking to plan a trip without hesitation.
I would recommend this agent to my family and friends.
1 of 1 people found this review helpful. Was this review helpful to you?YES|NO
Best and most carefree trip I’ve ever taken
Reviewed By Happy traveler - Frederick md | Traveled to Bermuda ~ Caribbean
She made the entire booking and travel process easy
I would recommend this agent to my family and friends.
1 of 1 people found this review helpful. Was this review helpful to you?YES|NO
Great Experiences
Reviewed By Jack Putnam - Frederick, MD | Traveled to Europe
I went on two trips with Jaime. She was organized and we were able to see a lot of sites I would not have seen otherwise. She was thorough with planning and communication. I would highly recommend using Jaime to organize any trip.
Jaime Crosthwait, CTA responded
"Thanks Jack- Let me know anytime you are ready to cross something else off your bucket list."
I would recommend this agent to my family and friends.
1 of 1 people found this review helpful. Was this review helpful to you?YES|NO
Great trip and money SAVED!
Reviewed By Papa Bruce - Houston, TX | Traveled to Nashville ~ Tennessee ~ USA
Jaime handled every aspect of my travel exceptionally. From airline flight, to rental car, to hotel, she made everything EASY for me. Her suggestions were right on as she listened to all my concerns and delivered across the board.
Jaime Crosthwait, CTA responded
"Thanks so much Bruce- it was a pleasure to work with you."
I would recommend this agent to my family and friends.
1 of 1 people found this review helpful. Was this review helpful to you?YES|NO

Certifications & Awards

ASTA is the leading global advocate for travel agents, the travel industry and the traveling public.It is the world's largest association of travel professionals.Our members include travel agents and the companies whose products they sell such as tours, cruises, hotels, car rentals, etc.Expand your world. Go with the pros.
Certified Active & Adventure Travel Specialist: During this certification program Travel Agents study several components including: Understanding the Active & Adventure Travel Customer, Destination Knowledge, Active & Adventure Travel Experiences, ATTA Travel Resources, Active & Adventure Preferred Suppliers, Case Studies and a Marketing Plan. This is a two-year study program.
Trusted Travel Advisor: A Trusted Travel Advisor credentials, resources and global connections translates to today’s consumer in respectful interactions, confidentiality, knowledge, and client advocacy of travel services provided in parallel with building long lasting client relationships that builds with each interaction.  A Trusted Travel Advisor knows their client better than the client may know themselves and puts those polishing touches on each travel collaboration.
Backroads Certified Specialist
Virgin Voyages- Gold Tier First Mate
Intrepid Certified Specialist
Croatia Specialist

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.

My Photo Albums and Videos

Specialist Certificates
View Album

    My Travel Stories

    Hiking the Quiet Trails to Find Peace and Solitude

    Adventure Meets Intention-a Travel Style

    Travel isn’t just about the destination—it’s about how you move through the world. It’s about seeking experiences that challenge you physically and mentally, while also honoring your need for comfort, connection, and reflection. Whether you’re hiking rugged trails, exploring cultural gems, or simply savoring a quiet moment by the sea, this style...
    Read more

    Client Testimonials

    The BEST trip EVER!!
    Knowledgeable, detail oriented, great communication, all around amazing experience!
    Kristie F- Frederick, MD
    Best and most carefree trip I’ve ever taken!
    She made the entire booking and travel process easy.
    Marion C- Frederick, MD
    Amazing Getaway
    The best in thoroughness, communication, and professionalism - would not plan a trip through anyone else! Jaime planned a beautiful trip for myself and my mother and I couldn’t be more thankful for her attention to detail, reminders, and overall thoughtfulness. I’ve never met a travel agent who takes it to the next level like Jaime does. Moving forward I will ONLY book trips through her! Truly setting the bar and made our trip beyond enjoyable and seamless. Thank you Jaime! Can’t wait for the next one :) I would absolutely recommend Jaime to anyone looking to plan a trip without hesitation.
    Jennie M- New York
    BESbswy