Jo Williams

Founder · Carry On Travel LLC

hello@carryontravelclub.com carryontravelclub.com

The luxe trip you’ve been wanting, without the price tag or the planning.

You travel often, you have taste, and you’re tired of being the one who plans everything. That’s where I come in. Couples trips, birthday trips, and group trips that actually make it out of the group chat. I find the perks, better rates, and handle the logistics. You just pack.

What I Do

Trips built around you

Who I plan for, where I send you, and the trips I love designing.

For the Frequent Traveler

You take 3+ trips a year and you’re over doing all the research yourself. I’ll be your go-to for every one, and I’ll remember what you love.

Mexico, Caribbean & Central America

My roots and my favorite places. From Cayman to Cabo to Costa Rica, I know the hotels, the perks, and the spots worth your time.

Couples, Birthday & Group Trips

Baecations, birthdays, and friend trips that finally make it out of the group chat. You bring the occasion. I’ll bring the plan.

How It Works

From “we should go” to wheels up

Four easy steps.

Step 01

Book your session

Reserve your Trip Design Session and fill out a form about your trip: who’s going, when, your budget, and the trip style you’re after.

Step 02

I do my homework

I’ll reach out within 24 hours with any follow-up questions, then research stays, experiences, and perks that fit you.

Step 03

Plan it together, live

On our 1-hour call, I walk you through your options and we fine-tune as we go. You’ll leave with a trip outline and links to book.

Step 04

Book and go

Book with me within 30 days and your $99 is credited toward your trip. I’ll send your full itinerary and handle the details from there. You just pack.

About

Meet the Founder, Jo Williams

I'm Jo, a Fora-certified trip designer and founder of Carry On Travel Club. I'm African American and Panamanian by roots, Jamaican by marriage — and the Caribbean and Central America are my specialty for a reason. My travel style is affordable luxury: I know where to splurge and where to save. Whether you're planning a solo escape, a couples getaway, or coordinating a group trip, I design with intention so you feel like you went all out without going broke. I want you to come home with stories to tell.

CruiseGroupAll-InclusiveSolo TravelCaribbeanCouples

FAQ

Questions, answered

What is a Trip Design Session?

A 1-hour Google Meet where we plan your trip together. Before the call, you fill out a form so I can research options that fit your trip style and spend. On the call, I walk you through stays, experiences, and logistics, and we adjust as we go. Afterward, you get a trip outline with links and next steps to book.

How much does a Trip Design Session cost?

A Trip Design Session costs $99 and includes research, a 1-hour meeting, and trip outline with bookable items. If you book your trip with me within 30 days, the full $99 is credited toward your booking.

Does it cost more to book through you than booking it myself?

Nope, and it’s usually better. At the very least, I can match the rate you see online. On top of that, my travel advisor access often unlocks lower rates and perks you won’t get booking on your own: daily breakfast, hotel or resort credits, early check-in and late checkout, and even room upgrades. Same trip, more for your money.

What do I get after the call?

A trip outline with your recommended stays, experiences, and a rough budget, plus links or a quote to book. Once you book with me, you get your full day-by-day itinerary, and I handle the details from there.

Where do you plan trips?

Mexico, the Caribbean, and Central America are my specialty, and I know them best. But I’ve planned trips everywhere from Paris and Thailand to a snowy cabin in Illinois. So if you have somewhere else in mind, let’s talk.

How far in advance should I book a session?

For the best options and rates, aim for at least 2 to 3 months before you travel, or 4 to 6 months for group trips and holidays. Planning something last minute? Book anyway. I’ll tell you honestly what’s possible.

Get Started

I'm ready when you are

Let's get you one step closer to a trip designed for you.

Recommended

Book a Trip Design Session

1-hour live planning call + a custom trip outline. Book with me within 30 days and your $99 goes toward your trip.

Start the Process

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Got Questions? Let me know!

Not sure if a session is right for you? Send me a quick message and I’ll point you in the right direction.

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Returning Clients

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Already working with Carry On Travel LLC? Enter your email and we'll send your portal link — trip details, documents, and itinerary all in one place.