My first trip to Puerto Rico with my kids was great — but it could've been even better if we'd avoided these 4 mistakes

Tech Insider : Travel, Travel, Business
Author Jamie Davis Smith smiling on beach with Puerto Rico flag in background
My family had a great trip to Puerto Rico despite making a few simple planning and budgeting mistakes.

Jamie Davis Smith

The US is facing a wrongful-death lawsuit after a lethal strike on a boat it says was smuggling drugs

Tech Insider : Business, Travel
A screenshot from a video of a US strike on a vessel.
The US killed six men when it fired at the vessel off the coast of Venezuela on October 14, 2025.

US President Donald Trump's TruthSocial

'Our 6-day honeymoon turned into a 14-day trip': A week after Venezuela strikes caused travel chaos, some vacationers are still stranded

Tech Insider : Business, Style, Travel
Meghan Lescinskas and her husband
Meghan Lescinskas and her husband

Courtesy of Meghan Lescinskas

My family's been stuck in the Caribbean for days. We spent $10,000 more than we budgeted for, and we're still not home.

Tech Insider : Travel, Business
Author David Morris smiling next to plane
Although we ended up stranded in the Caribbean for a bit, my family had the privilege of being flexible and adjusting our plans.

David Morris

Is it safe to travel to the Caribbean right now? Everything you need to know, according to the US State Department

Tech Insider : Travel, Politics, Travel
Boats in the waters of Nueva Esparta, Venezuela.
The Caribbean offers hundreds of tourist destinations across its many islands and coasts.

Douglas Olivares/Shutterstock

Maps show the scale of the Caribbean air travel chaos — and how airlines are adding extra flights to rescue passengers

Tech Insider : Travel, Business, Style
Boeing 777-300 ER N789AN American Airlines
American Airlines added 43 extra flights, including some on a Boeing 777-300, the largest plane in its fleet.

Massimo Insabato/Archivio Massimo Insabato/Mondadori Portfolio via Getty Images

Thousands of travelers stranded as US strikes on Venezuela push airlines out of Caribbean airspace

Tech Insider : Politics, Travel, Travel
An aerial view of the eastern shore of Puerto Rico.
Puerto Rico has put incentives in place to attract mainland Americans and other foreigners to stay long-term.

Real Living Production

I've been to 20 Caribbean islands. Here are 7 mistakes first-time visitors should avoid making.

Tech Insider : Travel, Travel, Business
Mariette, wearing a red dress and sunglasses, walks along a pier on a cloudy day. The ocean is a beautiful turquoise color.
After visiting 20 Caribbean islands, I've observed some common mistakes from first-time visitors.

Mariette Williams

After over 50 cruises, I no longer book sailings to the Bahamas or the rest of the Caribbean. Here's what I choose instead.

Tech Insider : Travel, Travel
A cruise ship sailing on reflective waters through large mountains dotted with trees
I've been on a lot of cruises but some have been more enjoyable than others.

Reimphoto/Getty Images

I was born and raised in the Caribbean. People are wrong to reduce it to sun, sea, and sand.

Tech Insider : Travel, Travel
tenille clarke carnival
Tenille Clarke, pictured at Trinidad Carnival earlier this year, was born and raised in the Caribbean.

Querine Salandy for Chambers Media Solutions

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