Travel Agency Located in Arlington, VA
travel that marks the moment
From romantic escapes to group celebrations and luxury journeys, we design unforgettable travel experiences tailored to your story.
At Ready, Set, Booked!, we believe every milestone deserves to be celebrated in style. Whether it’s a honeymoon, a milestone birthday, or a well-earned retirement trip, we take the stress out of planning so you can focus on making memories.
Why Choose Us:
- Milestone-focused travel planning
- Personalized itineraries that reflect your unique story
- Exclusive luxury perks and insider access
Celebrate Life’s Milestones with Seamless Travel
Know Where & When You Want To Celebrate?
Milestones We Love to Mark with Travel
Honeymoons
Start your greatest adventure together with a seamless, stress-free honeymoon tailored to your love story. From tropical escapes to romantic European getaways, we’ll handle every detail so you can focus on celebrating.
Our clients love celebrating their honeymoons in Europe and the Caribbean. In the Caribbean, they love all-inclusive resorts!
Retirement
You’ve been waiting for this. Now it’s time to explore the places you’ve always dreamed about without the constraints of a vacation calendar. Let’s plan that bucket-list journey that marks the beginning of your next chapter.
Our clients love traveling with fellow retirees, often enjoying cruises or luxury train journeys with their loved ones. Many also dream of spending a few weeks in a long-awaited destination — whether it’s exploring Tahiti or simply relaxing on a new beach.
Birthdays
Turn a milestone birthday into a trip no one will forget. We handle the logistics of getting everyone there, coordinating schedules, and creating experiences that make the birthday honoree feel truly celebrated.
Our clients love celebrating their birthdays surrounded by friends and family! Some of the most popular ways include gathering everyone at an all-inclusive resort or enjoying a group cruise. Others plan their trips around special events — like Oktoberfest, major sporting events, or concerts abroad.
Destination Weddings
Say “I do” somewhere unforgettable while we manage the details of getting your guests there, housed, and entertained. From welcome dinners to post-wedding brunches, we’ll ensure your celebration feels effortless for everyone.
Our clients love celebrating their destination weddings in the Caribbean at stunning all-inclusive resorts, or opting for a more curated European experience — think a private villa, historic estate, or romantic castle.
Anniversaries
Mark another year together with a getaway that feels as special as the commitment you’re celebrating. Whether it’s your first or your fiftieth, we’ll create an experience that honors your journey and gives you time to reconnect.
Our clients can’t get enough of Europe and the Caribbean for their anniversaries, with many also look at French Polynesia, Fiji, or the Maldives. While honeymoons are often seen as a once-in-a-lifetime trip, we believe there’s something truly special about celebrating love year after year — making time to escape together, not just right after “I do.”
Family Reunions
Bringing the whole family together shouldn’t feel like herding cats. We coordinate accommodations, activities, and dining for groups of all sizes so everyone can actually relax and enjoy the time together.
Our clients love choosing an all-inclusive property where every family member’s preferences are taken care of — no need to manage all the details! Others prefer traveling somewhere meaningful, like a destination tied to their family roots in Europe.
WHY WE EXIST
Our founder, Kara Simmons, has always believed in celebrating life, love, and everything in between. From her own milestones to helping loved ones plan theirs.
Kara discovered that travel has a unique way of turning life’s chapters into unforgettable memories.
Too often, milestones pass by unnoticed or are overshadowed by stress and uncertainty instead of celebration.
That’s why Kara founded Ready, Set, Booked! – to help people celebrate life’s milestones with intention through travel.
“When we rush through our greatest milestones without creating the space to slow down, we do our minds and souls a disservice. In our opinion, there is no better way to cement these core memories than through intentional travel. We don’t just plan trips; we curate the space for you to savor your story.”



