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About itsTripEasy

Easy, well-planned trips for people with full lives

Because life's too short to spend it planning the trip instead of living it.

itsTripEasy is for travelers who would rather spend their time living a trip than planning it. Busy working women, families, couples and friends from across the US share where they're dreaming of going, and every hotel, experience, transfer, tour and private guide is planned and booked around the way they like to travel. Less time in browser tabs, more time looking forward to going.

Two travelers walking down an open road in Iceland toward the mountains
The travelers

Who travels with itsTripEasy

People who love to travel but don't have the hours to research every hotel, tour and transfer.

Laptop on a round wooden table, ready for trip planning

Busy working women

Limited time off and full calendars. The planning is handled, so your days away actually feel like a break.

Family holding hands at the edge of the ocean

Families

Big families and small ones, with a plan that keeps the pace right for everyone who's coming.

Friends gathered around a beach campfire at sunset

Friends

Getaways that come together without a group chat full of spreadsheets and endless back-and-forth.

Couple silhouetted against a golden sunset

Couples & milestones

Honeymoons, anniversaries and big birthdays, planned around what you're celebrating.

What you get

What every trip includes

Each trip starts with you, not a template: how you like to spend your days, what you're celebrating and what would make it feel like a win.

HotelsPicked to fit your style and budget
ExperiencesChosen for your pace and interests
TransfersGetting around on the ground
ToursThe highlights, without the guesswork
Private guidesWhere they make the trip
One point of contactFrom first idea to final booking

Flights & rental cars

You book your flights, plus a rental car if it isn't part of your trip. We sometimes book rental cars; your trip page says when one is included. Your pre-trip guide includes timing tips.

Cancellations

Cancellations are handled as trip credit, not cash refunds. Read the FAQ

The process

How a trip comes together

From "we should go" to "we're going" in four easy steps.

1

Share your trip

Tell itsTripEasy where you're dreaming of going, when, who's coming, your budget range and what you love. Nothing is set in stone yet.

2

Talk it through

Mary gets back to you personally to go over your ideas, ask a few questions and learn what a great trip looks like for you.

3

Review your plan

You get a custom plan: where you'll stay, what you'll do and how you'll get around. It's adjusted until it feels just right.

4

Go and enjoy it

Everything you agreed on is booked, and your hotels, experiences and day-by-day itinerary arrive in one place. Then comes the fun part.

Reviews

What travelers are saying

Real words from real trips.

★★★★★
“Mary made this feel like a once-in-a-lifetime experience thoughtfully designed just for our family.”
Katherine H.
★★★★★
“Having all the heavy lifting done for us on the trips made them super relaxing and not stressful at all!”
Abigail A.
★★★★★
“She can help you break down each step such as WHAT, WHEN, and then the big one HOW(money) into winnable situations.”
Joseph P.

Ready when you are

Share a little about your trip, and the planning and booking are taken from there.

Hi, I'm Mary.

I plan trips so you can spend your time living them.

Mary, founder of itsTripEasy

How itsTripEasy started

[Mary: add your first travel memory, or the trip that got you hooked.]

[Mary: add the moment you realized you loved planning trips for other people.]

[Mary: add why you started itsTripEasy and when.]

Here's what I kept noticing: planning a trip can take as long as the trip itself. The research, the tabs, the second-guessing. I'd rather you spend that energy looking forward to going. Because life's too short to spend it planning the trip instead of living it.

Mary Allen on a beach on a trip

What planning with me feels like

I start with you, not a template. I want to know how you like to spend your days, what you're celebrating, and what would make this trip feel like a win. Then I plan and book your hotels, experiences, transfers, tours and private guides, and I stay your one point of contact the whole way through. You handle your flights and any rental car, and I'll share timing tips so everything fits together.

A few things about me

  • I plan and book hotels, experiences, transfers, tours and private guides.

  • I've planned trips to Glacier National Park, Lake Louise in Canada, and Asheville, North Carolina.

  • My first Signature Trips are in Iceland.

Mary Allen walking on the beach
Mary Allen walking on the beach
Mary Allen sitting on the beach

Where my Signature Trips start: Iceland

My first two Signature Trips are in Iceland: Iceland Highlights, six days from one easy base near Keflavík Airport, and the Ring Road, a ten-day loop around the whole island. Both are self-drive trips, with your hotels and experiences booked for you.

eland waterfall landscape

Come say hi

I share travel ideas on Instagram and Facebook, and in my Thursday newsletter.

Let's plan something you'll love.

Tell me a little about your trip and I'll take it from there.