Meet Your Travel Advisors

At Now Boarding Travel Co., travel planning is about trust, care, and details that matter. We approach every trip as a partnership—listening first, then building an itinerary that fits your style, pace, and priorities. Whether it’s a family getaway, group adventure, or professional trip, our goal is to take the stress out of planning so you can focus on what matters most: the experience.

Cierra O.

Founder & Principal Travel Advisor

With a background in healthcare leadership and a lifelong love of travel, Cierra created Now Boarding Travel Co. She enjoys exploring the world with her husband and their baby girl, and she brings that same passion into her work with clients. Known for her organization and attention to detail, Cierra designs trips that are seamless, stress-free, and filled with meaningful memories—whether it’s a family getaway, milestone celebration, or professional journey.

Kayla R.

Travel Advisor

Kayla is a Physician Associate (PA-C) who enjoys planning travel for friends and family. She loves traveling with her own family and finding the balance between practicality and adventure. Her thoughtful, family-centered approach ensures every trip feels well-organized and memorable, and she especially values travel as a way to create lasting connections and meaningful experiences.

ravelers on mountain hikes, luxury flights, tropical getaways, European tours, and sailing trips

What We Can Help With

  • Flights + Hotels

    We find and book flight and hotel options that fit your priorities — whether that’s timing, comfort, or convenience — and make sure each piece supports the bigger picture of your trip.



  • Cruises + All-Inclusive Resorts

    Whether you're exploring new ports by sea or unwinding at a resort, we help you choose the experience that fits your pace, preferences, and priorities. From family-friendly fun to adults-only relaxation, we will guide you through cruise lines and resort options so you know exactly what’s included and what fits best.



  • Honeymoons + Romantic Escapes

    For honeymoons, anniversaries, engagements, or simply time away together, I design refined, romantic journeys that balance connection, relaxation, and just the right amount of adventure. From elegant stays to unforgettable settings, every trip is crafted to match the meaning behind the moment.

  • Weddings + Elopements

    Whether you're planning a destination wedding, an elopement, or hosting your celebration close to home, we help manage the travel details for everyone involved. From securing accommodations for family and friends flying in, to organizing group room blocks, logistics, and timelines, we keep everything coordinated and stress-free. You can focus on your day—while we handle the moving pieces.

  • Family + Group Travel

    From magical Disney vacations to sun-filled getaways with friends, I plan trips that bring everyone together — without the chaos. Whether you're coordinating multiple families, celebrating something big, or just making memories with your favorite people, I create experiences with something for everyone, built around fun, ease, and connection.

  • Business + CorporateTravel

    From small business owners to executive teams, we plan efficient, reliable travel that meets professional demands without the usual stress. Whether it’s a solo trip, client meeting, or group conference, we handle the logistics — flights, accommodations, schedules, and preferences — so you can stay focused on your work.


    Learn more about our Business & Corporate Travel services

  • Trips Back Home

    Whether you're traveling to see family and friends, reconnecting with your roots, or managing multi-city routes, we help ensure the journey is smooth from start to finish. With thoughtful coordination and attention to both cultural and logistical details, your travel plans are handled with care.




How It Works

Plan your dream vacation as easy as 1-2-3.

Step 1

Let's Talk Travel

Start your planning in whatever way works best for you:


Once we have your details, we’ll review your goals, preferences, and travel needs, then move forward with creating your trip proposal. Most planning services are complimentary.



→ View full pricing & services

Step 2

Review Your

Trip Proposal

After we gather the details, we’ll put together a clear, personalized proposal. This may include flight options, accommodations, transportation, and recommended experiences based on your travel style and priorities. You’ll have the opportunity to review everything, request adjustments, and make sure the plan fits exactly what you want.

Step 3

Approve, Pay +

Start Packing!

Once your proposal is exactly how you want it, we’ll handle the full booking process and confirm all details. You’ll receive an organized itinerary with everything in one place—plus support before and during travel. Whether it’s a simple question or an unexpected change, you’ll always have someone to reach out to so your trip stays on track.

What People Say About Now Boarding Travel Co.

Trip Inspiration

SEE MORE

Be the First to Know About Exclusive Travel Deals

From dreamy getaways to limited-time cruise offers—get handpicked travel deals delivered straight to your inbox.

Sign Me Up