FAMILY TRAVEL
PLANNING

How We Plan Every Family Trip In Latin America

Planning family travel can feel overwhelming.

When we first started researching long-term travel through Latin America, we made the same mistake many families make.

We tried to plan everything at once.

Flights, accommodation, insurance, destinations, budgets, transport, activities. Every decision felt connected to ten others, and before long we were stuck in research mode instead of actually booking the trip.

Over time we developed a much simpler process.

Now, whenever we’re planning a new destination, whether that’s Peru, Panama, Colombia, Costa Rica or somewhere completely new, we follow the same framework.

This Page walks through the exact process we use, the mistakes we’ve made along the way, and the tools we rely on to make planning family travel easier.

Need help planning your next family journey?

My Go-To Travel Resources (What We Actually Use)

These are the tools we’ve actually used while traveling as a family. Nothing complicated, just what’s worked for us on the road.

  • SafetyWing – This is what we use for travel insurance. It’s simple to set up, flexible if your plans change, and doesn’t lock you into rigid dates. It’s one of those things we didn’t think much about at first… but wouldn’t travel without now.
  • Airalo – This is how we stay connected when we land somewhere new. No hunting for SIM cards, no stress—just data straight away. It’s easily one of the most useful things we’ve used while traveling with kids.
  • Aviasales – This is usually where we start when looking for flights. It pulls in a wide range of options and often finds routes that don’t always show up on the bigger platforms.
  • Booking.com – We use this for most of our accommodation. It’s reliable, flexible with cancellations, and just makes things easy when plans change (which they usually do with kids).
  • Viator – Good for booking activities ahead of time, especially when you want things organised before arriving. We’ve used it a few times when we didn’t want to figure everything out on the ground.
  • GetYourGuide – Similar to Viator, but sometimes with different options or pricing. Worth checking both—especially in popular destinations where tours fill up quickly.
  • DiscoverCars – This is what we use when renting a car. It compares different providers and usually finds better deals than going direct.

Step 1: Choose Your Destination

Every family travel plan starts with one question: where should we go?

When we first started planning long-term family travel, we spent weeks bouncing between destinations. One day it was Costa Rica. The next it was Colombia. Then Panama, Peru, and Ecuador all made the shortlist.

The problem wasn’t a lack of options. It was trying to compare everything at once.

Now we start by narrowing down the type of trip we want first. Are we looking for beaches, wildlife, cities, outdoor adventure, cultural experiences, or somewhere we can slow down for a month or more?

Once we’ve answered that question, destination planning becomes much easier.

The guides below will help you compare destinations, understand costs, discover family-friendly areas, and decide which places best fit your family’s travel style.

Relevant topics:
• Family travel destinations
• Long-term travel destinations
• Family gap year destinations
• Travel planning with kids


Step 2: Decide Where To Stay

Accommodation can make or break a family trip.

We’ve booked places that looked incredible online only to discover they were miles from parks, supermarkets, public transport, or anything remotely useful when travelling with children.

These days we spend almost as much time researching neighbourhoods as we do properties.

We look for walkability, safety, nearby green spaces, reliable internet, family-friendly facilities, and easy access to the things we actually want to do.

Whether you’re planning a short family vacation or a year of slow travel, choosing the right location often matters more than choosing the perfect apartment.

The resources below will help you find family-friendly accommodation, compare neighbourhoods, and avoid some of the mistakes we’ve already made.

Relevant topics:
• Family accommodation
• Where to stay with kids
• Family travel planning tips
• Long-term travel accommodation


Step 3: Book Flights

Flight booking is usually where family travel starts feeling real.

It’s also where many families overspend.

We’ve learned that the cheapest flight isn’t always the best option when travelling with children. Early departures, long layovers, hidden baggage fees, and complicated connections can quickly turn a bargain into a stressful travel day.

Our approach now is simple: balance cost, convenience, and family sanity.

The guides and resources below cover the tools we use to compare routes, track prices, manage baggage costs, and find flights that actually work for families.

Relevant topics:
• Family travel planning
• Cheap family flights
• Family vacation planning
• Long-term travel logistics


Step 4: Get Connected

Getting online is one of those boring travel jobs that becomes very important, very quickly.

Maps, taxis, accommodation messages, translation apps, school work, video calls, banking, restaurant bookings — family travel gets much harder when nobody has signal and everyone is tired.

We usually sort our connection plan before we arrive. Sometimes that means an eSIM. Sometimes a local SIM card works out cheaper. For longer stays, we also check Wi-Fi reviews before booking accommodation, especially if we need to work or plan the next leg of the trip.

The guides below cover the tools we use to stay connected while travelling with kids.

Relevant topics:
Family travel apps
eSIMs for travel
Internet while travelling
Travel planning with kids


Step 5: Get Insured

Travel insurance is easy to ignore until something goes wrong.

With kids, we don’t see insurance as an optional extra. Delayed flights, illness, lost bags, cancelled bookings, and unexpected medical visits can all turn a trip upside down fast.

We don’t just look for the cheapest policy. We check what is actually covered, how long we can travel for, whether children are included properly, and what happens if we need medical care abroad.

The resources below will help you compare family travel insurance options and understand what to look for before you buy.

Relevant topics:
Family travel insurance
Long-term travel insurance
Travel safety with kids
Family vacation planning


Step 6: Get Around

Once you arrive, transport shapes the whole trip.

Some destinations are easy to explore on foot. Others need taxis, buses, boats, domestic flights, rental cars, or a mix of everything. We have learned not to leave this part until the last minute.

Before we book a stay, we check how far it is from the places we actually want to visit, whether rideshares work there, how much short journeys cost, and whether public transport feels realistic with children.

Good transport planning saves money, time, and a lot of tired-parent arguments.

The guides below cover how we get around different destinations as a family.

Relevant topics:
Getting around with kids
Family travel transport
Slow travel planning
Family travel planning.

Step 7: Book Activities

Activities are the part everyone looks forward to, but we try not to overplan them anymore.

In the past, we packed too much into our days and ended up rushing through places we should have enjoyed slowly. With kids, a full itinerary can look good on paper and feel awful by lunchtime.

Now we choose a few experiences that really matter, then leave space around them. Parks, beaches, markets, wildlife, museums, short walks, and unexpected local finds often end up being better than the big-ticket activities anyway.

The guides below cover family-friendly things to do, honest reviews, and activities that are actually worth your time and money.

Relevant topics:
Things to do with kids
Family travel activities
Family-friendly attractions
Family vacation planning

Want my free Family Starter Kit?

Overpacking, airport meltdowns, wasted money, we’ve done it.
Here’s the exact toolkit we use to travel smarter.

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Walk in Puerto Vallarta
Walk in Puerto Vallarta
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