3 Best Luxury Travel Insurance Companies of 2025
Luxury travel allows you to enjoy the finest services, destinations, and experiences the world has to offer. These extravagant escapes are often associated with first-class flights, elegant accommodations, gourmet dining, private excursions, and so much more.
While luxury trips are usually meticulously planned, even the most seamless trips can encounter unexpected disruptions. That’s where travel insurance comes in.
Luxury travel insurance provides VIP-level protection, ensuring peace of mind with benefits like concierge services, emergency medical coverage, trip cancellation for high-end bookings, and even private evacuation options.
We’ve compiled a list of the top-selling luxury travel insurance companies to help you find the best protection for your upcoming getaway.
Key Takeaways
After evaluating all 19 providers and 100+ plans available in the Squaremouth marketplace, we have selected Travel Insured International as the top company for luxury travel insurance in 2025. Below are our best luxury travel insurance plan recommendations:
What Factors We Considered
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.
The Best Luxury Travel Insurance Companies of 2025
Travel Insured International
- Best Plan: FlexiPAX
- The most popular travel insurance policy among luxury travelers, covering more than 35% of trips over $15,000
- Great for high-cost vacations, with Trip Cancellation covering trips up to $100,000 per insured traveler
- Provides the most possible flexibility for travelers, with the ability to add Cancel For Any Reason, Interruption For Any Reason, and increase medical coverage amounts
- Includes concierge services at no additional cost, which can help make dinner reservations, purchase event tickets, and book 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 seem to resonate with travelers with expensive trips, as FlexiPAX accounts for more than 35% of all luxury travel insurance sales.
The plan also features additional benefits like Identity Theft and Concierge Services to add an extra layer of support to customers seeking superior experiences.
Tin Leg
- Best Plan: Gold
- Covers up to $30,000 in travel expenses 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 listed on Squaremouth
- Provides medical coverage for over 250 unique sports and activities, making 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 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. Tin Leg also features among the best coverage for adventure sports and activities.
Generali Global Assistance
- Best Plan: Standard
- One of the most affordable travel insurance policies for luxury trips, with an average premium 30% less than the average luxury plan
- Protects 100% of your prepaid, non-refundable trip costs, which includes expenses like airfare, hotel stays, and cruise bookings
- One of five providers to offer Identity Theft coverage to assist you in recovering stolen identity, reporting fraud, and restoring credit
Purchasing comprehensive coverage for a luxury vacation can be a costly, but often necessary, endeavor. 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 protection for high cost trips for less than most other policies with similar trip cost maximums. Despite a lower price tag, the Standard plan still includes great 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.
What to Look For When Insuring a High-Cost Trip?
With so many travel insurance policies currently on the market, it can be challenging to identify the best possible protection for your trip. Fortunately, many luxury plans come with specific features that make them easy to find.
When selecting a luxury travel insurance policy, keep an eye out for the following:
- High Trip Cost Coverage Limits: Many travel insurance companies restrict the maximum amount of travel expenses you can insure. Make sure to find a policy that covers all your prepaid, non-refundable trip costs.
- Comprehensive Medical Coverage: Look for policies that include access to private hospitals, medical evacuations, and 24/7 assistance tailored to your destination.
- Concierge & VIP Services: Premium policies often include concierge assistance for rebooking flights, arranging private transport, and securing exclusive reservations.
- Lost or Stolen Valuables: Ensure coverage for high-end belongings such as designer luggage, luxury watches, and tech gadgets.
- Cancel For Any Reason (CFAR) Option: 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.
High-end policies with additional benefits like CFAR or private medical transport may push costs toward the higher end of the range. For example, insuring a $50,000 luxury trip could cost anywhere from $2,000 to $6,000, depending on the level of coverage chosen.
Is Travel Insurance Worth It for an Expensive Trip?
For luxury travelers, insurance is not just an added expense—it’s an essential safeguard. With premium trips often involving substantial non-refundable costs, unexpected disruptions could result in significant financial loss.
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.
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