Caribbean travel insurance can help protect you — and your finances — during your island getaway, from medical emergencies to unexpected delays.
Caribbean travel insurance can help protect you — and your finances — during your island getaway, from medical emergencies to unexpected delays.
How our travel insurance in
the Caribbean can help you
From beachside resorts to cruise ports, even the most relaxing Caribbean trips can come with surprises. Our travel insurance for the Caribbean can help protect your finances if travel delays, medical emergencies, or trip cancellations disrupt your plans.
Here's what you get with our
comprehensive travel insurance for the Caribbean
Looking for our best travel insurance for Caribbean cruises and island stays? Meet our comprehensive plans. They offer robust protection for your trip — from medical emergencies and delays to baggage issues and more.
Check out the table below to see what's eligible for coverage, what's not, and the benefit limits.
Before you buy: Planning to rent a car or try adventure activities in the Caribbean? Our comprehensive plans offer optional upgrades for things like rental car damage and scuba diving beyond 75 feet.
Important:
*This coverage only applies to emergency medical expenses that first arise during your trip. You’ll have a $50 deductible if your primary residence is in Connecticut, Indiana, Kansas, Missouri, Montana, Vermont, or Washington. Residents of New Hampshire are eligible for up to $50,000 emergency medical and dental coverage with the Ultimate plan.
Here's what you get with our
on-trip Caribbean travel insurance plan
If you're looking for cheap travel insurance to the Caribbean, Travel Med Go may be a great fit! It offers many of the same benefits as our comprehensive plans — like emergency medical coverage, trip interruption, travel delay, and baggage protection — just without trip cancellation.
Check out the details below to see what's eligible for coverage, what's not, and the benefit limits.
Before you buy: While Travel Med Go may be a good fit for last-minute buyers or those looking for cheap travel insurance to the Caribbean, you may still want to consider one of our comprehensive plans — Ultimate, Advantage, or Essential — if you have time before your departure. Life, much like the Caribbean, can be unpredictable, and these plans include trip cancellation coverage along with additional upgrade options.
Important:
*This coverage only applies to emergency medical expenses that first arise during your trip. You’ll have a $50 deductible if your primary residence is in Connecticut, Indiana, Kansas, Missouri, Montana, Vermont, or Washington. Residents of New Hampshire are eligible for up to $50,000 emergency medical and dental coverage with the Ultimate plan.
Here's what you get with our
flight travel insurance to the Caribbean
Flying to the Caribbean? Our flight insurance plans offer air protection. Flight Insure Plus offers additional benefits, including emergency medical, missed connection, and baggage coverage.
Check out the table below to see what's eligible for coverage, what's not, and the benefit limits for our Caribbean travel insurance plans focused on air travel.
Before you buy: Our flight insurance plans are a great fit for air travel disruptions — but they don't include optional upgrades like adventure activities, rental car damage, or cancel for any reason coverage. If your trip includes scuba diving, driving on the islands, or you want more flexibility, consider one of our comprehensive plans: Ultimate, Advantage, or Essential.
Important:
*This coverage only applies to emergency medical expenses that first arise during your trip. You’ll have a $50 deductible if your primary residence is in Connecticut, Indiana, Kansas, Missouri, Montana, Vermont, or Washington. Residents of New Hampshire are eligible for up to $50,000 emergency medical and dental coverage with the Ultimate plan.
Why vacation with our
travel insurance for the Caribbean?
You can match your coverage to your trip and move forward with a team that understands the ups, downs, and surprises of travel.
Personalize your policy
From cancel for any reason to rental car damage to adventure activity protection, our optional upgrades let you tailor your plan for beach days, island hopping, and everything in between.
25+ years' experience
We've been helping travelers explore destinations like the Caribbean with confidence — backed by decades of experience and tools designed to help keep you protected from airport to shoreline.
24/7 travel support
Lost a passport in San Juan? Need medical help in Barbados? Our emergency assistance provider is here for you with real-time support across the islands.
Get to know our
coverage a little bit more
Our benefits and optional upgrades help you shape your policy around your Caribbean getaway — whether you're cruising, exploring, or relaxing beachside.
Unpack our benefits
From flight delays to medical emergencies, the right protections can make all the difference. Our travel insurance to the Caribbean comes with built-in benefits to help keep your trip on track.
Discover our upgrades
Every island trip is different — and our best travel insurance for Caribbean cruises and island stays can match the way you travel. Our base plans offer up to nine optional upgrades, from adventure activity protection to rental car damage and cancel for any reason, so you can tailor your policy to your itinerary.
From beaches to cruises —
your Caribbean trip starts here
Heading to the Caribbean? Read these tips before you go.
Want to know more about
our Caribbean travel insurance?
These FAQs are here to help you understand what travel insurance to the Caribbean includes — from our coverage to how each plan works for your trip.
Our travel insurance can provide coverage for many Caribbean countries. But if you're thinking about getting coverage for a trip to Cuba, you'll need to get our approval first. You can call our award-winning customer service team at 1-800-228-9792 to speak with us about your trip to Cuba.
Please note: We can't provide coverage for any Caribbean country that's been sanctioned by the Office of Foreign Assets Control (OFAC). So, before you plan your trip to the Caribbean, it's a good idea to check the OFAC website to see if there are any sanctions against the country you're planning to visit.
When planning a journey to the Caribbean, it's crucial to keep an eye on the U.S. Department of State's travel advisories website for any travel warnings.
Travel advisories that can impact your Travelex travel insurance policy may be listed on our travel alerts page. If you have a policy with Travelex, you also get access to our Travel On app, which can provide real-time security alerts while you're traveling in the Caribbean.
No matter how laid-back your itinerary is on your all-inclusive vacation, it's still wise to consider travel insurance for your Caribbean trip. Travel insurance isn't just about protecting against unexpected illnesses or injuries when you're on a trip: It can also offer protection for unexpected situations like travel delays and lost baggage.
Just like with any trip, anything can happen while you're on a Caribbean cruise. If a situation arises — like a canceled cruise because of a named storm in Bermuda or a fall on the stairs heading to the pool deck — cruise travel insurance can help protect your finances by reimbursing costs you didn't expect, including unused non-refundable payments for eligible reasons. Travel insurance can also provide necessary support even if you start your cruise in the United States.
Thinking about going on a Caribbean cruise? Compare our travel insurance plans now and check out our cruise safety guide.
If you want the flexible transportation that a rental car provides, we can help. Our travel insurance for Caribbean trips can assist with unforeseen costs associated with rental car damage, including collision and vandalism.
Whether you choose our Ultimate, Advantage, Essential, or Travel Med Go plan, you can include our rental car damage upgrade for up to $50,000 coverage with a $100 deductible.
Please note: Our rental car damage upgrade is not available in Jamaica.
If you're planning to go scuba diving in St. Lucia or deep-sea fishing in Jamaica, your travel insurance plan should help protect all the adventures on your itinerary while you're in the Caribbean.
From horseback riding and hiking to kayaking and snorkeling, you can get important protection for some activities with our base plans.
However, if you're looking to take part in more thrilling activities like scuba diving deeper than 75 feet or bungee jumping, you may want to consider our adventure activities upgrade, which can be added to our Ultimate, Advantage, Essential, and Travel Med Go plans.
If you have more questions or want to see if the adventure activities you have in mind are eligible for coverage by your travel insurance plan before buying, contact our customer service team at 1-800-228-9792.
A trip can be a big investment, and it can be stressful if something unexpected comes up and you need to cancel your vacation.
Our base plans with trip cancellation coverage can reimburse you for certain eligible reasons. But for more flexibility ahead of your Caribbean vacation, it might be smart to add our cancel for any reason upgrade* to our Ultimate travel insurance plan.
This upgrade means you can call off your trip for whatever reason you like, as long as it's at least 48 hours before you're supposed to leave. This way, you won't lose all your vacation spendings if something comes up, because we can give you back 75% of the cost of your insured trip (up to a maximum of $7,500).
If you want to get your Caribbean trip investment back with this upgrade, all the following must apply:
*Subsequent arrangements must be insured within 14 days of booking those arrangements. Cancel for any fortuitous reason for NY residents.
It's very common for travelers to visit multiple Caribbean countries on one trip, particularly while on a cruise. When getting a Travelex quote, label your destination as the Caribbean. This will mean your whole trip will be eligible for coverage unless you visit a sanctioned or blocked destination that we don't include in coverage.
If you're only visiting one country in the Caribbean, such as the Dominican Republic or Curacao, you can enter that specific country as your destination. If you're visiting Mexico and the Caribbean on your trip, enter your destination as the place you'll be spending the most time on your trip.
Visiting Puerto Rico or the U.S. Virgin Islands? All our plans can provide coverage for these destinations. To learn more about our plans and the coverage they offer, compare our plans now.
A lot of credit cards come with travel insurance, but these plans might not offer comprehensive benefits and usually have certain rules you need to follow to use them.
If you want more thorough protection, you should think about getting travel insurance from a specialist like Travelex. When you purchase a policy directly from a travel insurance provider, you may also have coverage for pre-existing medical conditions and other important benefits, which can help you feel safer when you travel.
It's a good idea — and here's why. Most U.S. health insurance plans, including Medicare, don't cover medical care outside the U.S. That means if you need treatment in the Caribbean, you could be responsible for the full cost.
Travel insurance helps fill that gap with emergency medical coverage, evacuation support, and 24/7 assistance — so you have someone to call if the unexpected happens while you're away.
Hurricane season in the Caribbean typically runs from June through November, and storms can impact flights, accommodations, and cruise itineraries.
To help protect your trip, consider purchasing travel insurance early — before a storm is named — so you're eligible for benefits like trip cancellation, interruption, or delay coverage because of severe weather. These are all benefits of our Ultimate, Advantage, and Essential plans.
You'll also want to keep an eye on local forecasts and stay flexible with your plans. Travel insurance for the Caribbean won't prevent the weather, but it can help you recover costs if it throws your trip off course.
You may still be eligible for coverage. With our Ultimate plan, you can qualify for a pre-existing condition exclusion waiver as long as you:
That way, if you're managing a condition like asthma, diabetes, or high blood pressure, you can still get protection while enjoying your time in the Caribbean.
It depends. If you miss your cruise departure because of a covered reason — like a flight delay, bad weather, or an accident on the way to the port — your plan may help reimburse additional costs under trip interruption benefits.
Be sure to review the Description of Coverage (DoC) for your selected plan to see what's included and what qualifies as a covered event. Not all disruptions are eligible, so purchasing your plan early and understanding the details is key.
It depends on a few factors — like your trip length, total cost, traveler ages, and the type of coverage you choose.
If you're looking for cheap travel insurance to the Caribbean, our Travel Med Go plan is often a great fit for last-minute or budget-conscious travelers. But if you're after our best travel insurance for Caribbean cruises, our Ultimate plan offers broader protection — including trip cancellation and more upgrade options. Of course, it's a bit more expensive.
Get a quick quote online to see your options and choose a plan that fits your trip.
Ready to get travel insurance for the Caribbean?