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Tailor-made travel planning · Washington, DC

Trips worth talking about.

Custom vacations, celebration trips and our signature TME Takeovers, planned end to end by a team that lives to travel. You bring the occasion. We build everything around it.

Custom trips for one to fifty3 TME Takeovers hostedCabo · Juneteenth 2027 now booking
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What we do

You tell us the moment. We plan the whole trip.

Tailor-Made Escapades is a full-service travel planning agency. We research the destination, compare options across hundreds of vendors, line up the activities, and hand you one clean itinerary. That works for a couple's getaway, a solo adventure or a 40-person birthday trip.

  • Flights + hotels
  • All-inclusive resorts
  • Villas
  • Excursions
  • Boat days
  • Dining + nightlife
  • Group coordination
Experiences

Pick the occasion.

Every trip starts from a reason to go. Here's where most of ours begin.

Real TME Takeovers
A host speaking at the TME Honors awards evening on the beach in JamaicaTME Honors · Jamaica
Takeover V
Cabo 2027
Signature experience

The TME Takeover.

Twice a year we take over a destination with a group of travelers who came for a good time and leave as friends. We handle the resort, the excursions, the events and the transport to them. You just show up. The crew keeps growing: 40 travelers are booked for Costa Rica.

12travelers · Aruba
23travelers · Panamá
38travelers · Jamaica
  • Cabo San LucasJun 16–20, 2027 · Juneteenth weekend
  • From $1,181per person · $100 deposit holds your spot
Why plan with us

Less group chat.
More vacation.

Planning a trip well takes hours of research, comparing and coordinating. That's our job. Here's what you get.

01

Built around you

We start with a consultation about your budget, your people and your style, then plan to fit it.

02

Options, compared

Three real options for your trip, with prices compared across 700+ vendors.

03

One itinerary

Flights, stays and activities in one shared itinerary in the Travefy app.

04

Group-trip pros

We've hosted three Takeovers. We know how to keep a crowd moving and having fun.

How it works

Four steps to wheels up.

Professional planning, transparent fees. No surprises.

Tell us the trip

Fill out the inquiry form: where, when, who's coming, your budget and what you love to do.

About 5 minutes

Consultation

We talk it through, clarify must-haves and set the plan.

Planning fee

After the consultation, a non-refundable fee of $100 (one destination) or $200 (three destinations) starts the work.

Credited to your deposit, limited time

Options + itinerary

You get three options, curated activities and a full itinerary. Pick one and we book it.

Where to next

Places we love.

From all-inclusive Caribbean resorts to cities on the bucket list. If you can name it, we can plan it.

Real trips, real people

Shot on our trips.

No stock models here. Every photo in this strip is from a TME Takeover.

Travelers lounging on catamaran nets in Panamá
Boat dayPanamá · Takeover II
Red UTVs lined up before an off-road tour in Aruba
UTV adventureAruba · Takeover I
A host raising a glass at the TME Honors beach event in Jamaica
The TME HonorsJamaica · Takeover III
Cliff jumping into a natural pool in Aruba
Cliff jumpAruba · Takeover I
Engraved flask gift set presented at the TME Honors
Engraved giftsJamaica · TME Honors
A traveler singing karaoke at a TME welcome night in Panamá
Welcome nightPanamá · Takeover II
Group celebrating on a catamaran in Jamaica
Catamaran dayJamaica · Takeover III
Steel drum band performing at the TME dinner in Panamá
Dinner affairPanamá · Takeover II
A host welcoming guests at the TME Honors on the beach in Jamaica
Who we are

Three friends who couldn't stop traveling.

Tailor-Made Escapades was founded by Robert Ginyard, Nathan Brown and Kenneth Rocker Jr. Between them they've lived, studied and played across Europe, New Zealand, Fiji and the Caribbean. They started TME so more people could travel the way they do: well planned, with good people and zero stress.

Meet the founders →
Your next chapter

Your next story starts here.

Tell us where, when and who's coming. We'll take it from there.

Plan My Escape