Puerto Rico might be a good option - not too long of a flight, nice weather, beautiful beaches and solid hotel or Airbnb options depending on what you’re looking for

Those are really tough ages to go on a trip w/o help — especially around water. We went to Mexico (Mayakoba) when our kids were 5, 2, and 8 months. We had a nanny at the hotel from 10-4 each day for our 8 month old. She quickly overheated at that age and took 2-3 naps.

I’d find a quality resort and get an all day sitter to assist.

I would not go to Hawaii with those ages w/o bringing a nanny for the flight.

Wait one month until baby is six months old and go on a Disney cruise. It was the most relaxing vacation possible with kids those ages. We took one when the kids were 9 months, 2, and 4, and they loved it, and we actually were able to relax and have fun.

Avoid April 12-27th. Those are the two weeks before and after Easter and when most schools have break. Prices and crowds will be insane. Go before or after those dates.

Anonymous wrote:

Anonymous wrote:I know you said no Mexico but it is a short flight, no time change, and very family friendly if you pick the right resort.

+1

Carribean islands are also in the same time zone and relatively short flights.

Direct flights to Jamaica and water is safe to drink . Consider an all-inclusive like Beaches for family friendly fun.

Anonymous wrote:I know you said no Mexico but it is a short flight, no time change, and very family friendly if you pick the right resort.

+1

Anonymous wrote:Where are you starting? With that age group and that many I would be making the transportation as short as possible and avoiding time changes.

+1

And that's a lot of baby gear to schlep with you not to mention juggling naps and short attention spans.

Having said that, dare I recommend a cruise? Food anytime, kid care onsite, lots of options for multi-age fun, pools, beach destination.
It might check-off all your boxes.