Modern Luxury, Authentic Adventures 

You desire travel that seamlessly blends luxury and authenticity — an experience offering cultural richness while embracing the comforts of a luxurious escape.

The world is vast, offering diverse cultural experiences waiting to be embraced. From the gentle touch of pristine sands and the vibrant hues of local markets; every adventure at Callie Bailie Travel is curated to fit your unique style. Immerse yourself in local cuisines, relax in modern luxury spaces — it's the heartbeat of our mission: blending modern luxury with cultural authenticity to create unforgettable travel moments. With each journey, we aim to leave a positive impact, supporting local communities and preserving the beauty of the destinations we explore.

Travel Planning Services

  • Embark on personalized journeys with curated itineraries, tailored trips, handpicked accommodations, and private excursions. We handle logistics, offer dining guides, and ensure you're well-prepared with our 'Know Before You Go' guide. Enjoy a pre-departure call for a seamless experience.

  • Simplify your resort and cruise selection with curated options. Sun and Sand collection is based on genuine merit, so no more relying on inconsistent online reviews. Compare side-by-side with our concierge service for dining, spa, and activities. We've can book flights and private transfers. Your sunny getaway, stress-free!

  • Enhance your stay when booking through Callie Bailie Travel at SELECT 4 * & 5 * hotels. Benefits vary by hotel partnership and can include VIP amenity valued at $100, complimentary breakfast for two daily, upgrade upon availability, early check-in and late check-out upon availability, complimentary Wi-Fi, welcome gift, and more.

  • Enjoy complimentary concierge services for Walt Disney World and Universal Theme Parks, covering proposal options, package pricing, hotel and ticket bookings, dining reservations, Genie+ and Express Pass guidance, and direct customer service assistance – saving you valuable time.

  • Step 1

    Start the planning process by completing the trip request form. As a follow up, we will schedule a Discovery Call to hear more about your trip preferences.

    If we are a good match, an agreement will be made to move forward to curating the trip of your dreams.

  • Step 2

    In this exciting step, we will begin the design process of the trip by connecting with our local partnerships and planning the perfect trip tailored to your travel style. In this stage, we will carefully curate the propsoal outlining the specifics of your travel itinerary and hotel/flight accommodations.

  • Step 3

    This is the part of the process where we present our proposal to you and eagerly await your feedback. We will continue to customize your itinerary and accommodations until you are ready to secure the booking with the deposit. During this phase, we will provide you with everything you need to know before your travel date arrives.

  • Step 4

    Bon Voyage! You will be on your way to enjoying the cultural embrace and exquisite luxury escape. While in destination, we will provide assistance as you may need. Upon your return, we would love to hear the highlights of your trip and how we can better serve our clients in the future.

  • Breathe.

  • Savor.

  • Explore.

  • Bond.

  • Wander.

  • Enjoy.

  • Learn.

Client Testimonials

  • "Callie was wonderful to work with in the planning and preparation for our trip to Arizona! She helped me with booking the entire trip (flights, stay, rental car, excursions) and it was one of the best trips we’ve ever taken. The process was smooth and she worked closely with me to understand my family’s needs/wants for this trip. She curated a perfect adventure for us. She comes highly recommended!

    Carmen G.

  • "Travel Made Easy! We contacted Callie to help us with our 10 Year Anniversary plans. I'm very frugal, so I tried to book everything myself, and it still came in over $750 more expensive than what Callie could get for us! She found a fantastic 7-day vacation in St. Lucia with direct flights and multiple excursions. The process was seamless, easy, and pressure-free. We traveled with peace of mind and can't wait to work with Callie on our next trip!"

    Chris V.

  • "Working with Callie was the best! She booked our trip promptly, then followed up regularly and was even able to secure us an amazing upgrade at our hotel. She was quick to answer questions, made sure we had everything the week of and then at check-in, and helped to make it an easy and amazing week for our family."

    Leslie D.

  • "Our babymoon was exactly what we needed ahead of our new busy season! Callie was able to find us a hotel within our preferred distance with exactly what we were looking for - clean rooms, beautiful shaded pool, outdoor patio for drinks after dinner - and it was right on the beach. She also worked with them to squeeze me into a prenatal massage last minute - one of the best I’ve ever had. The hotel greeted us with a sweet welcome gift. Callie let them know in advance it was our babymoon. Very thoughtful!"

    Cheryl G.

  • "Callie was amazing at helping us book our Disney trip! We will absolutely use her for our family trips from now on!"

    Alex B.

  • "Partnering with Callie Bailie Travel Services was so helpful during the planning process which can be overwhelming when you are visiting a new place. She listened to our needs and booked us the perfect spot for our Florida family vacation. The vacation was enjoyable with all the details taken care of by Callie."

    Kim G.

  • We took a trip to Jackson, WY & Yellowstone! 3 weeks before we left I was overwhelmed on what prepping for the trip! I had NO clue what hotel to book, what part of town to stay in, what experiences we want to book or where to eat. Then I found Callie! She listened to what we wanted & worked with our budget! She went to work researching & booking for us! She sent me 2-3 potential itineraries & recommendations until we made the final one! We had zero hiccups the entire 7 days we were there! She was incredible!

    Tersea C.

Contact us.

Callie Bailie - Travelmation
calliebailie@travelmation.com