Your PTO Doesn’t Belong to Your Company. 

It Belongs Somewhere With Ocean Views.


You worked for those days off.
So why are you still at your desk while your dream trip waits?
Planning feels overwhelming
—we get it. That’s exactly why we exist.

You’re not indecisive.
You’re just too busy leading everything else.
Let us lead this one—for once.

Before Another Year Slips Away.

Luxury Travel Shouldn’t Feel Like a Second Job.

Curated Cruise Itineraries
Sunset-drenched decks. Stress-free ports. We match you to the perfect cruise—so you stop scrolling and finally sail.

Immersive Land Tours—Handled
You show up. We’ve already booked the views, the culture, the magic. Every detail is handled, down to the wine pairings.

Personalized Getaways That Feel Like You
We craft every trip around how you like to travel—your pace, your preferences, your version of paradise.




Here’s How We Make It Effortless:



This Isn’t Just Vacation Planning.

You’ve got unused PTO, sky-high standards, and zero time to figure out flights, tours, or cruise cabins.

That’s where we come in.

We build luxury cruise escapes and land-based getaways that feel like you—intentional, indulgent, and completely stress-free.

You lead at work. Let us lead the trip.
Less research. More rosé.
You book the call. We’ll book the rest.

Meet the Sisters

Work With Us

It’s a PTO Rebellion.

Cruises

Tailored Trips

Land Tours

We’re sisters, cruise fanatics, and your go-to PTO strategists.

What started as family getaways turned into a full-blown mission: helping high-achievers trade burnout for bucket lists.

From sunset sails to city-hopping escapes, we plan every trip like it’s our own—high-touch, low-stress, and 100% your vibe.
You’ve earned this time off. We’ll make sure it’s unforgettable.

You pack. We’ll handle the rest.

our approach

We’re Not Travel Agents.
We’re Leading a Travel Revolution.



You’ve spent years earning your time off.
We’re here to make sure you actually use it—with style, ease, and zero spreadsheets.

At Sunset Chasers, we plan cruise escapes and high-touch getaways that feel like freedom—because they are.
No templates. No tourist traps. No settling.

This is the travel revolution.
Your only job? Say yes.
We’ll take care of the rest.


This isn’t just a vacation plan.
It’s your rebellion against burnout—and your entry into the PTO elite.


Love the podcast?
Want to talk travel, burnout recovery, and actually use your time off —with women who get it?

Inside the PTO Diaries Facebook Group, you’ll find real conversations, spicy takes, trip inspo, and behind-the-scenes banter from Allison, Mallory, and the guests who made you laugh, cry, and finally book the damn trip.





Join us inside of our private Facebook Community

Because this movement isn’t just something you listen to.
It’s something you live.

Tagline: We saved you a seat on the sun deck.

What Our Travelers Say

“We hired Roselyn to shoot our latest campaign and were honestly blown away by what she delivered. Easily the best money we’ve spent!”

Kind words from

Lisa, brand director, Harper's Bazaar


 with Sunset Chasers Sisters

This isn’t travel that fades when you unpack.
This is the kind that lingers—on your camera roll, in your group texts, and in the way you start prioritizing living over working.

From oceanview suites to secret side streets, we craft trips that feel effortless, elevated, and totally you.



Explore

Read Our Blog

LET’S BE HONEST:

You’ve been thinking about this trip for months.

We only take on a handful of custom trips each month.

Why? Because you deserve full attention, flawless planning, and no last-minute chaos.

Let’s turn your unused PTO into something unforgettable.

Time to Pack Your Bags! \ Time to Pack Your


USE YOUR VACATION  DAYS

START MY TRIP