the joy of curating
once-in-a-lifetime vacations

INSPIRED BY

We lean on our lived experience and genuine knowledge about destinations to curate your epic vacation.

Our “sandals on the ground” approach means every aspect of your trip–every hotel, every excursion, every dining experience–gets Pineapple Escapes Travel’s seal of approval.

We only hire people who’ve traveled extensively–that’s how dedicated we are to your vacation fun. When our agents aren’t planning your vacation, they’re on their own travels, knocking destinations off their bucket list and seeing exotic corners of the world.


But that’s not even the best part–the best part is that your trip is planned by someone who genuinely wants your trip to be incredible. Empathy is the key ingredient to a seamless vacation experience.

Not only is our team passionate about travel, but they’re also educated. We’re constantly sending our agents to destination trainings and they’re constantly participating in courses and workshops to broaden their knowledge. Our agents carry many certifications vetted by the travel industry.

You can think of Pineapple Escapes Travel as your Beach Bestie.

Jamie Weitl turned her love for travel into a career as the founder of Pineapple Escapes Travel. With over a decade of experience in planning vacations, a lifelong passion for travel, and a dedicated team of other travel enthusiasts, you can count on her to plan a vacation, corporate group trip, or beach wedding that’s a breeze (the warm kind that rolls off the ocean waves!).

JAMIE WEITL

MEET THE FOUNDER

Hi, I’m Jamie!

Hi, I'm Jamie!

Pineapple Escapes agents

meet the

gold Agent

Alissa MacVey

pineapple agent

Angela Lowery

pineapple agent

April Spoerl

silver agent

Ashley Hunn

pineapple agent

Casey Jent

silver agent

Celina Kocher

bronze agent

Audra Monk

pineapple agent

Christina Lynch

pineapple agent

Diana Fernandez

bronze agent

Erin Shoup

gold agent

Eva Pan

pineapple agent

Courtney Geisel

pineapple agent

Katy Seiber

pineapple agent

Karri Riva

pineapple agent

Kayla Madison

gold agent

jennifer stoll

silver agent

Laura Wright

platinum agent

Lauren Rennier

pineapple agent

Lisa Maffucci

gold agent

Kayla Simons

pineapple agent

Mark Stringer

silver agent

Megan Taylor

pineapple agent

maggie mcknight

pineapple agent

Michelle Breier

Pineapple Agent

PankTi Bhatia

pineapple agent

Samantha Busch

gold agent

Samantha Harris

bronze agent

Sarah Ethier

silver agent

Sarah Kalina

pineapple agent

Shandy Stallard


pineapple agent

Sherri Falconer

pineapple agent

sarah king

pineapple agent

tiffany grove

pineapple agent

Tricia Seibert

pineapple agent

Vanessa Valle jo

Our agents can be found all across the country!

What We Care About

OUR values

We recognize that every client has a unique vision. We’re committed to making your vision a reality and tailoring your getaway to you –whatever that looks like. Through our initial consultation, we’ll take the time to get to know you so you end up with a vacation that feels like you planned it.  

1. Client-centric planning

We’re on a mission to curate unforgettable vacations with lasting memories that you can savor for years to come. That’s why we only send you to destinations we’ve personally vetted and listen attentively to your vacation vision. We understand that a memorable vacation is a delicate balance of relaxation and adventure. 

2. Memorable experiences

Our team of agents are with you every step of the way, handling any last-minute mishaps so you can get back to enjoying your vacation. We’ll handle everything from flights for every member of your group, accommodations, excursions everyone will love, culinary experiences, and everything in between. 

3. Seamless planning

We take the time to get to know you before we book a single flight, hotel, or experience. We recognize that every client has unique desires. No cookie-cutter vacation packages here–every vacation we plan is bespoke, resonating with you on a deeper level so you can enjoy an unforgettable vacation and create memories that’ll last a lifetime.

4. Personalized service

larger than life vacations

Small, caring team,