Tackle your trip planning overwhelm with

Mango Tree's
2025 Spring Break Challenge

cut through the research and get it booked - the easy way.

 Planning a family spring break can feel like a full-time job, but it doesn’t have to. Take our 2025 Spring Break Challenge to tap into our Caribbean trip planning expertise—from brainstorming your dream destination to building the perfect itinerary, we’ll guide you each step of the way. 

We’ve broken down the process into four easy-to-follow daily tasks so you can find a trip you’ll love without endless research or second-guessing. By the end of the week, you’ll be booking your Caribbean family trip with confidence.

What to Expect from the Spring Break Challenge

a daily video straight to your inbox to guide your planning

Day 1  

Brainstorm

We’ll kick off the week with a Caribbean island overview to brainstorm the right destination for your family based on your travel style and your kids’ ages. By the end of Day 1, you’ll have a list of possible destinations tailored to your needs.

Day 2

Flights

Learn how to use Google Flights like a pro! On Tuesday, we’ll show you how to efficiently narrow down flight options and find the best routes and prices for your family’s trip.

Day 3  

Find Your Hotel

Choosing the right hotel is key to a successful family vacation. On Wednesday, we’ll give you our best tips for selecting family-friendly hotels and show you how we choose the properties we love.

Day 4

Itinerary

Create a balanced itinerary that mixes adventure and downtime. On Thursday, you’ll learn how to save time and organize your plans using Google Maps, ensuring you won’t miss any must-see spots.

Bonus!

Ask Me Anything Session

On Friday Oct 4 at 12pm EST, you’ll get unfettered zoom access to our Founder & Caribbean Expert, Lee Friedman, to ask all the questions that came up during the challenge. 

Travel can recharge us. But not if the planning is stressful. You don’t have to do it all yourself.

Not feeling the challenge vibe?

Leave The Planning To Us.

Be honest: If the idea of a “challenge” sounds like just another thing on your never-ending to-do list (we get it), maybe it’s time to admit you need a little extra help. That’s okay! You’re busy, and planning a vacation shouldn’t feel like a second job.

Let us handle the details for you with our custom trip planning service. We’ll take care of everything, from finding a great destination and flights to curating an itinerary that works for your family. You just show up and enjoy the trip.