Best Luxury Travel Insurance Plans for 2026

James Clark Written By James Clark Author
James Clark
Written By James Clark
Author
| Steven Benna Reviewed By Steven Benna Editor
Steven Benna
Reviewed By Steven Benna
Editor
| Arielle Turriff Reviewed By Arielle Turriff Product Specialist
Arielle Turriff
Reviewed By Arielle Turriff
Product Specialist

Last Updated: January 20, 2026

Key Takeaways

  • We analyzed 100+ policies and found the best luxury travel insurance plans are offered by Travel Insurance International, Generali, and Tin Leg.

  • Luxury travel insurance plans feature high Trip Cancellation coverage limits to protect your prepaid, non-refundable trip expenses if you’re forced to cancel your travel plans for a covered reason.

  • Many luxury plans include unique benefits like concierge services and identity theft protection, providing premium support and peace of mind while you travel.

  • Most single-trip luxury travel insurance policies are comprehensive, and typically cost 4–10% of your total trip expenses.

  • Try our online travel insurance comparison tool to compare multiple luxury travel insurance quotes at once. For personal assistance, call our award-winning agents at 1-800-240-0369.

Quote and Compare Travel Insurance Policies
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The Most Popular Luxury Travel Insurance Plans

Travel Insured International
FlexiPAX

Travel Insured International Get Prices

Generali
Standard


Generali Travel Insurance Get Prices

Tin Leg
Gold


Tin Leg Get Prices

After analyzing all 20+ providers and 100+ plans featured on the Squaremouth marketplace, we have selected Travel Insured International as the top luxury travel insurance company for 2026. Our full list of policy recommendations is listed below:

  1. Travel Insured International – FlexiPAX
  2. Generali – Standard
  3. Tin Leg – Gold

To ensure transparency and independence in selecting our travel insurance award winners, we base our decisions solely on Squaremouth marketplace sales data from the previous month, without any influence from insurance companies, business relationships, affiliates, or other external parties. Each award is given to the top-selling plans that meet the specific criteria outlined below.

  • Best Luxury Travel Insurance Plans: The top 3 plans with over 250 plans sold, trip costs greater than or equal to $15,000, sorted by the highest to lowest number of policies sold.
Couple relaxes on lounge chairs by an infinity pool at sunset, and watches the sunset over the ocean at an all-inclusive resort

The Best Luxury Travel Insurance Plans in Detail

Highest Overall Coverage Limits

  • Medical / Med Evac Coverage
    $100,000 / $500,000

  • Cancellation / Interruption Limits
    100% / 150% of trip cost

Check Prices
  • The most popular travel insurance policy among luxury travelers, covering more than 35% of trips over $15,000

  • Great for high-cost vacations, covering up to $100,000 in travel expenses per insured traveler in the event of a cancellation

  • Provides the most possible flexibility for travelers, with the ability to add Cancel For Any Reason (CFAR), Interruption For Any Reason (IFAR), and various other upgrades

  • Includes concierge services at no additional cost, which can assist in making dinner reservations, purchasing event tickets, booking golf tee times, and more

Higher-cost vacations often require specialized protection. We chose Travel Insured International’s FlexiPAX plan as our pick for the best overall luxury travel insurance plan because it’s able to insure up to $100,000 in prepaid travel expenses per traveler. FlexiPAX offers more upgrades and add-ons than most policies on the market today, allowing customers to customize their coverage based on their unique adventure. The policy’s benefits, coverage limits, and customization capabilities resonate with travelers taking expensive trips, as FlexiPAX accounts for more than 35% of all luxury travel insurance sales.

FlexiPAX also features additional benefits like Identity Theft and Concierge Services to add an extra layer of support to customers seeking a more luxurious travel experience.

Great for Domestic Trips

  • Medical / Med Evac Coverage
    $50,000 / $250,000

  • Cancellation / Interruption Limits
    100% / 125% of trip cost

Check Prices
  • One of the most affordable travel insurance policies for luxury trips, with an average premium that’s 30% lower than the average luxury plan

  • Protects 100% of your prepaid, non-refundable trip payments, which include large expenses like airfare, hotel stays, and cruise bookings

  • One of five travel insurance providers to offer Identity Theft coverage, which can assist you in recovering stolen identity, reporting fraud, and restoring credit

Purchasing comprehensive coverage for a luxury vacation can be costly, but it is highly recommended. To keep insurance expenses to a minimum, many luxury travelers opt for the Standard plan by Generali Global Assistance, one of the world’s most recognizable providers. We chose to highlight this policy because it provides financial coverage for high-cost trips without the sizable price tag that typically comes with luxury travel protection plans. Despite a lower average premium, the Standard plan still includes sought-after benefits like $250,000 in Medical Evacuation coverage and $1,000 in Travel Delay reimbursement.

Similar to other Generali plans, Standard also provides Identity Theft protection and Concierge Services at no additional cost to customers.

Best Value Comprehensive Coverage

  • Medical / Med Evac Coverage
    $500,000 / $500,000

  • Cancellation / Interruption Limits
    100% / 150% of trip cost

Check Prices
  • Covers up to $30,000 in trip costs per insured traveler in the event you’re forced to cancel your plans due to a covered reason, such as an unexpected illness or injury

  • Offers up to $500,000 in Emergency Medical and Medical Evacuation coverage, more than almost all other comprehensive plans found on Squaremouth

  • Provides medical coverage for over 250 unique sports and activities, making it a great option for thrill-seekers planning a bucket list trip

Tin Leg uses industry-leading data and insights to build policies that address the ever-changing needs of today’s travelers. They offer a wide range of plans that target different demographics, including a Gold policy that caters to the unique needs of high-end travelers. This specific offering covers trips up to $30,000, and offers generous coverage limits for key medical benefits, with $500,000 in Emergency Medical and $500,000 in Medical Evacuation & Repatriation coverage.

Tin Leg also features among the best coverage for adventure sports and activities, making it a great option for travelers who plan to participate in high-risk activities while away from home.

Compare Costs for the Best Luxury Travel Insurance Plans

One of the major determining factors when it comes to travel insurance premiums is the amount of prepaid, non-refundable trip costs you choose to insure. This includes expenses like first-class airfare, 5-star hotel accommodations, and private excursions.

Since luxury travel includes high upfront costs, the price of travel insurance is generally much higher than average.

The table below outlines estimated costs for a two-week luxury trip to Bora Bora, broken down by traveler type.

Plan

Couple
Age(s): 55, 54
Trip Cost: $18,000

Family
Age(s): 45, 45, 12, 10
Trip Cost: $30,000

$716.00

$544.00

Get Quotes

$650.00

$939.00

Get Quotes

$886.00

$1,442.00

Get Quotes

The above prices are examples of a sample quote for a generic traveler profile and destination. The actual price you pay will vary based on your age, trip length, trip cost, destination, state of residence, and more. We provide these prices for example purposes only. For exact pricing, get a quote using your unique trip details.

Luxury travel insurance premiums can differ dramatically from one provider to the next. As the table shows, these plans can cost hundreds, and sometimes thousands, of dollars.

If you’re traveling without young children, Generali Standard is a great, affordable option. Not only is it backed by one of the most recognizable providers in the world, but it also includes strong coverage for your travel expenses and health while you’re away from home.

Travel Insured International, however, is a great option if you’re a parent and traveling with children under the age of 18. Since this plan offers free coverage for kids, it becomes a great way for families to protect their trip without breaking the bank. It also provides a wide range of upgrades and opportunities to customize your coverage, which is possible given the cost savings you receive by not having to pay to protect your children.

While Tin Leg Gold is the most expensive option out of the plans featured, it is not the most expensive plan available on our platform. In fact, it is one of the most popular options on Squaremouth due to its generous medical coverage and broad trip cancellation protection. Despite costing more than competing plans, it still offers extraordinary value if you are planning a luxury trip.


If you’re spending hundreds of dollars on travel protection, it’s important to find a plan that fits your specific coverage needs. If you’re traveling to an international destination that doesn’t accept U.S. health insurance, it’s essential to pay close attention to the medical coverage a policy provides.

Because your luxury trip likely involves a high amount of prepaid, non-refundable travel expenses, Trip Cancellation and Trip Interruption coverage is also essential. Plans with great cancellation protection can save you thousands in the event you’re forced to unexpectedly cancel your trip or end it early.

The table below highlights how the top luxury travel insurance plans compare across the most popular benefits:

Travel Insurance Benefit Travel Insured International
FlexiPAX
Generali
Standard
Tin Leg
Gold
Emergency Medical Up to $100,000 per person Up to $50,000 per person Up to $500,000 per person
Medical Evacuation Up to $500,000 per person Up to $250,000 per person Up to $500,000 per person
Trip Cancellation 100% of trip cost (up to $100,000 per person) 100% of trip cost (up to $50,000 per person) 100% of trip cost (up to $30,000 per person)
Cancel For Any Reason Available Upgrade No Coverage Available Upgrade
Trip Interruption 150% of trip cost (up to $150,000 per person) 150% of trip cost (up to $75,000 per person) 150% of trip cost (up to $45,000 per person)
Travel Delay $1,000 per person after a 6-hour delay $1,000 per person after a 12-hour delay $500 per person after a 6-hour delay
Missed Connection $500 per person after a 3-hour delay (Cruise and tour only) $500 per person after a 3-hour delay $500 per person after a 3-hour delay/td>
Baggage Loss $1,000 per person $1,000 per person $500 per person
Baggage Delay $300 per person after a 6-hour delay $200 per person after a 24-hour delay $200 per person after a 24-hour delay

Luxury trips deserve great coverage. The plans listed in the table above all feature high trip cost protection, medical coverage, and exceptional customer support to ensure you’re protected every step of the way.

When protecting a high-cost trip, you may want additional flexibility. Cancel For Any Reason (CFAR) coverage can partially reimburse your travel expenses if you cancel your trip for a reason that isn’t otherwise covered, such as a conflicting schedule or a sudden change of heart. For luxury trips, this can amount to tens of thousands of dollars in reimbursement. Both FlexiPAX and Tin Leg Gold offer the option to add CFAR to your coverage for a fee.

While all plans offer adequate Emergency Medical coverage, Tin Leg Gold is a clear standout in this department. It offers up to $500,000 in Emergency Medical protection per person, enough to cover high medical costs at private hospitals around the world.

If you’re traveling with high-cost items, we recommend purchasing FlexiPAX. It offers up to $1,000 in Baggage Loss coverage, which can be upgraded to $2,500 for a small fee at checkout. This is one of the few policies on our platform that allows you to improve coverage limits through policy upgrades. Other benefits that can be updated include Emergency Medical, Medical Evacuation, and Baggage Delay.


Compare Customer Satisfaction Ratings

When taking a luxury trip, it helps to know you’re protected every step of the way. Outside of cost and coverage limits, customer satisfaction is another factor to consider when comparing policies from different providers.

Squaremouth is home to over 180,000 travel insurance provider reviews and ratings. The table below shows how customers rate the provider’s level of service before, during, and after a trip.

Customer Satisfaction Travel Insured International Generali Tin Leg
Overall Rating 4.41 / 5 4.32 / 5 4.53 / 5
Customer Service Before a Trip 4.48 / 5 4.41 / 5 4.63 / 5
Customer Service During a Trip 4.08 / 5 3.88 / 5 4.08 / 5
Customer Service After a Trip 3.73 / 5 3.9 / 5 3.08 / 5

We based the ratings in the above chart on verified customer reviews and rounded them to the nearest decimal. All ratings were valid when we published them, but they may change as new reviews come in.

As you can tell from the ratings above, Tin Leg has a reputation for delivering superior customer service across the board. Having a provider that offers top-notch support at every stage of your journey can give you additional peace of mind and can make a huge difference when problems arise.

Both Travel Insured International and Generali provide great pre-trip customer assistance, as well as solid customer service while policyholders are traveling. Both of these providers offer concierge services to customers, which can assist in making dinner reservations, booking golf tee times, and purchasing event tickets. This can be a great perk if you’re taking a luxury trip and want above-and-beyond service during your trip.


How Reliable Are the Best Luxury Travel Insurance Providers?

Our experienced product team carefully reviews and vets every single travel insurance company on Squaremouth to ensure they meet our quality standards. Each policy on our site is also backed by our Zero Complaint Guarantee to make sure all customer claims are handled with honesty and integrity.

We only offer policies on our site that come from reputable, financially strong travel insurance providers.A.M. Best ratings and Better Business Bureau scores help judge the financial strength and reliability of insurance companies. You can compare these scores for each luxury travel insurance plan below

Reliability Travel Insured International
FlexiPAX
Generali
Standard
Tin Leg
Gold
A.M. Best Rating A (Excellent) A++ (Superior) A++ (Superior)
BBB Rating A+ A A++

As you can see, all of the luxury travel insurance plans on Squaremouth are backed by reputable, reliable providers. You can purchase coverage from these companies with confidence, knowing they handle claims fairly and will respond to your concerns with care.


Which Luxury Travel Insurance Plan is Right for Me?

The best way to find the perfect plan for your luxury trip is to compare options, paying close attention to the benefits that matter most for you. If you need personalized assistance, we recommend contacting our award-winning customer service team.

  • For the most flexibility, we recommend Travel Insured International’s FlexiPAX plan. It offers ample ways for you to enhance your coverage, which can be great if you want the maximum amount of peace of mind heading into your trip. For example, FlexiPAX offers a wide range of optional add-ons like CFAR, Interruption for Any Reason (IFAR), and Rental Car Damage protection that can be added to your coverage at checkout. FlexiPAX is also one of the only plans on our platform that allows you to increase coverage limits for select benefits, such as Emergency Medical, Medical Evacuation, Baggage Delay, and Baggage Loss, through policy upgrades.
  • For a great, budget-friendly option, consider Generali’s Standard policy. This plan is particularly popular among luxury travelers because it offers all the benefits you’d expect from a luxury travel insurance policy without the high price tag. Some coverage highlights include up to $250,000 in reimbursement for medical evacuations and up to $1,000 in baggage loss protection. This plan is also backed by Generali, which is one of the world’s largest and most trusted insurance brands.
  • The Gold policy from Tin Leg is a great choice if you want well-rounded protection, with an emphasis on medical coverage, from a highly rated company. This policy comes standard with up to $500,000 in Emergency Medical and Medical Evacuation coverage, more than any other policy featured on this page. It also covers pre-existing health conditions if you meet the plan’s eligibility requirements, such as purchasing your plan within 14 days of your initial trip deposit. Tin Leg Gold is consistently the top-selling plan on Squaremouth, and the provider is among the highest-rated insurers on our platform.



FAQs: Best Luxury Travel Insurance Plans

What to Look For When Insuring a High-Cost Trip?

When taking an expensive trip, it’s important to find a policy that can cover all of your travel costs. With so many comprehensive trip insurance plans currently on the market, it can be challenging to identify the perfect coverage for your trip.

When selecting a luxury travel insurance policy, keep an eye out for the following:

  • High Trip Cost Coverage Limits: Choose a policy that covers all your insured trip costs, such as airfare, accommodations, tours, and transportation expenses. Ideally, your plan will cover 100% of your travel expenses for cancellations and 150% of your travel expenses for trip interruptions.
  • Comprehensive Medical Coverage: Look for policies that include access to private hospitals, medical evacuations, and 24/7 emergency assistance services. This protection is especially important if you’re traveling overseas to a country that does not accept U.S. health insurance.
  • Concierge & VIP Benefits: Premium policies often include complimentary concierge services that can assist in rebooking flights, arranging private transport, and securing exclusive reservations.
  • Lost or Stolen Valuables: Ensure coverage for high-end personal effects such as luggage, jewelry, and electronics.
  • Optional CFAR Coverage: This optional add-on can add flexibility to your trip, allowing you to cancel plans without needing a specific covered reason.
  • Sports Activity Coverage: If your trip includes sports or activities, such as golf and skiing, travel insurance can provide specific coverage for related fees and personal equipment.

How Much Does Luxury Travel Insurance Cost?

As a rule of thumb, expect to pay between 4% to 10% of your total trip expenses for a comprehensive policy. For example, insuring a $50,000 luxury trip could cost anywhere from $2,000 to $6,000, depending on the level of coverage chosen.

Other factors that impact the cost of luxury travel insurance include your trip length, destination, age, and state of residence. Enhancing your travel insurance coverage through add-ons and policy upgrades can increase the cost of your policy.

Is Travel Insurance Worth It for an Expensive Trip?

For luxury travelers, insurance is not just an added expense; it’s an essential safeguard against the unexpected. With premium trips often involving substantial non-refundable costs, unforeseen events can result in significant financial loss if you’re not properly protected.

Beyond monetary protection, luxury policies ensure access to elite medical care, personalized support, and seamless trip adjustments, allowing you to travel with complete peace of mind.

Whether you’re booking a once-in-a-lifetime safari, a private yacht charter, or a five-star European getaway, luxury travel insurance ensures your experience remains stress-free, no matter what happens.

Meet Our Team

About James Clark is an in-house Senior Copywriter at Squaremouth with over a decade of writing experience across industries like travel, hospitality, and FinTech.
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About Steven Benna is the Senior Marketing Manager at Squaremouth, where he oversees the production, review, and editing of the company’s travel insurance content.
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About Arielle is the Product Development Manager at Squaremouth, where she is responsible for evaluating and selecting the travel insurance plans offered on Squaremouth’s marketplace.
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