For those who are lucky enough to travel, a trip to the Caribbean is for many, a luxury trip to take. While it’s often a trip taken by couples, both young and mature, it’s also a great place to take the family.

Of course, any family trip is going to cost money and when it comes to a family trip to the Caribbean, it’s not likely to be the most budget-friendly excursion.

However, there are certainly plenty of tips that can be utilized to help plan a luxury family trip to the Caribbean this year or next. If the Caribbean has always been a place that has been on the family bucket list, then there are a few tips for planning a luxury family vacation to this beautiful part of the world.

What is the best time to visit the Caribbean?How To Plan A Luxury Family Trip To The Caribbean

There are always good times to travel to a location in the sun and other occasions where it might be best to avoid the area. For the Caribbean, it does tend to have a majority where there’s good weather but of course, it still has its rainy seasons too.

The best times to travel to the Caribbean during the year would be May, June, and November. These fall just outside the rainy season and are likely to be less expensive as a result. The peak winter months and school vacations are when the Caribbean is likely to be the most expensive.

It’s important to pick the right time of year to make the most of the beautiful weather available. At the same time, it’s good to find an ideal time that won’t make the trip too expensive and outprice those who are looking to visit with family.

Budget for a luxury trip

Any trip like this one is for some, a once-in-a-lifetime opportunity and as such, can cost a lot more than the average family holiday. However, if it’s a special trip that warrants the expenditure, then it’s something that can still be budgeted for.

Be realistic with the daily spending that the family is likely to have as a whole. Going to an all-inclusive resort may be the best option for families that are looking to limit the cost of dining out as a family.

Think about the currency used over there too and depending on the conversion, it might end up benefiting the budget available – or it could mean that the family needs to save more. It’s important that the trip is a memorable one so bringing together enough funds should be done before traveling.

Use our Vacation Budget Calculator to help you plan your entire budget.

Find the right accommodation

There are some incredible spots to take advantage of when it comes to accommodation. The beach resort community is one that many families will enjoy because of its peaceful nature and tranquil settings.

Think about the needs a family will have when it comes to accommodation. Depending on the children’s ages, a kids club might be needed to keep them entertained. Some hotels and resorts might offer plenty of activities for the whole family to enjoy or they may just offer the bare bones of a room and food.

Make sure to shop around for accommodation, especially as there are plenty of spots out in the Caribbean that is worth exploring. Of course, where the family goes in the Caribbean, can also have an influence on what accommodation is available.

Get clued up on family safety

Family safety is a must whenever a vacation spot is picked for the whole family to travel to. The Caribbean when it comes to its safety. Just like any area in the world, there are going to be some places that are recommended moreso than others.

Barbados, for example, is one of the most child-friendly islands and many family vacations find themselves in this area of the Caribbean. It’s got a big tourist industry so visitors of all ages tend to flock to Barbados as a result.

There are some more dangerous places in the Caribbean that may be worth avoiding as a family. However, it’s worth doing the research to understand what those safety concerns are exactly and whether it’s worth the risk.

Take a look at available tour opportunities

Tulum Mayan city ruins in Riviera Maya at the Caribbean of Mayan

Tulum Mayan city ruins in Riviera Maya at the Caribbean of Mayan Mexico

With the Caribbean, there’s so much to see and do, that it could warrant a tour guide being organized. There are lots of pre-organized tours available too on the islands which may be worth seeking out as a family. Sometimes, being ferried around from one place to another can be a lot easier for a family to manage than doing it all themselves.

Packing for a Caribbean trip

When it comes to packing, make sure that all of the appropriate attire has been purchased. This isn’t just the clothes being worn day in and day out but any clothing that might be needed for the activities and excursions that the family will partake in during their stay.

In order to pack smartly for a family trip, spread the clothes equally across all luggage. That way, if one of those luggage items goes missing, at least each family member has a number of outfits in the other luggage.

Ultimate Packing List for All-Inclusive Beach Vacation

Explore the wealth of activities available 

There are some incredible activities to be enjoyed when traveling over to the Caribbean as a family. Here are a few suggestions of what can be done as a family over in this tropical paradise:

  • Go on a zip line tour.
  • Explore local wildlife.
  • Visit one of the Caribbean’s amusement parks.
  • Charter a sailboat.

It’s worth doing the research to find out what these activities are and how to book them in advance. 

Do any last-minute checks before traveling

When traveling to an incredible place like the Caribbean, it’s important to ensure nothing goes wrong. With that in mind, do any last-minute checks before traveling just in case. It’s always good to help provide peace of mind, knowing everything is sorted ahead of time.

Planning a luxury family trip to the Caribbean is an experience that all the household will remember for a lifetime.

Read Next:

5 Best Caribbean Islands for Kids

Best Caribbean Countries to Visit?

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Get Travel Insurance

Unfortunately, there are a lot of things that can go wrong on any trip. Be prepared for the worst with travel insurance. We use Travelex or Safety Wing (often cheaper).

Book Flights

I use Skyscanner to find flights. I use it so much, I wrote an entire guide to finding cheap flights with Skyscanner!

Book a Place to Stay

I recommend using or for most hotel bookings. I prefer to book directly with Marriott when I stay there because of their excellent military discount.

If you prefer staying in a vacation rental instead, I recommend VRBO.

Rent Clothes

Rent clothes for your trip with Travel Style Expert for only $50 a month! The first 30 days are free!

Choose Activities and Tours

To find great activities in any area I use Get Your Guide and Viator. If we are visiting a city with lots of popular attractions I always check CityPass and GoCard to see if they have discount cards available. Groupon also tends to have a lot of local travel deals.

When I want to book a full-on multi-day tour I use TourRadar. They’ve got fantastic weekly deals. If I am going somewhere in Mexico or the Caribbean I use Apple Vacations.

Rent a Car or Take a Lyft

More often than not Lyft is cheaper than Uber. Use my Lyft link for an $18 credit! For a car rental in any country, I recommend Hertz or Discover Cars.

Save Money on Gas

Upside, a free app gets you cash back on gas! Use promo code RV2Q2 to get an extra 15¢/gal bonus on your first purchase.

Get a Visa

I use iVisa to get all of my Visas.

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