Best Luxury Travel Insurance Plans in 2025

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: December 2, 2025

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.

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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 in 2025. 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

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  • 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, 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

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  • 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.

Affordable Comprehensive Coverage

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

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

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  • 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.

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.
  • 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?

The cost of luxury travel insurance varies based on factors such as trip length, destination, your age, and your total trip cost.

On average, 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.

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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