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Discovering Your Dream Retirement: Top 4 International Destinations for Booking Holdings Employees

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Healthcare Provider Update: Healthcare Provider for Booking Holdings Booking Holdings does not operate a single healthcare provider but typically offers its employees access to a variety of healthcare options, including employer-sponsored health plans that may consist of multiple insurers. Their healthcare plans usually allow employees to choose from a network of providers, which may include large insurers like UnitedHealthcare, Anthem, and Aetna, depending on the specific offerings in different locations. Potential Healthcare Cost Increases in 2026 As Booking Holdings prepares for 2026, employees should brace for potentially significant increases in healthcare costs. With anticipated record hikes in Affordable Care Act (ACA) premiums-some states projecting raises of over 60%-financial pressure on employees may surge. The expiration of enhanced federal premium subsidies combined with ongoing medical inflation, particularly in pharmaceuticals and hospital services, could lead to out-of-pocket costs rising dramatically. In this landscape, employees must proactively assess their healthcare options to mitigate these rising expenses. Click here to learn more

Booking Holdings employees planning to retire abroad should also take the time to find out how happy people are and how well they are treated in the healthcare systems of the countries they plan to retire in,' recommends Tyson Mavar, a representative of The Retirement Group, a division of Wealth Enhancement Group.


Wesley Boudreaux from The Retirement Group, a division of Wealth Enhancement Group, recommends that Booking Holdings retirees should look for better opportunities for health and happiness abroad than traditional retirement destinations, especially in Portugal and Spain, which have favorable taxes and climates.

In this article we will discuss:

1. Increase in the Number of U.S. Retirees Leaving the Country: Emphasizing the rising trend of American retirees leaving the country and concentrating on Europe.

2. The Best Countries to Live in Terms of Quality of Life: Why Spain, Portugal, and other countries are chosen for their climate, healthcare, and cost of living.

3. Financial Implications for Retirees: Explains the costs and benefits of retiring abroad in terms of taxes and other factors.

The trend of American retirees exploring the option of international retirement destinations is on the rise. The Social Security Administration reports that the number of U.S.
 retirees collecting benefits from abroad has jumped from 413,000 to 760,000 in the last three years, many of whom have chosen Europe as their destination.

The Booking Holdings retirees may find better healthcare, standard of living and safety in various parts of the world as identified by the recent study by Global Citizen Solutions.
 Among the best places for retirement, Spain and Portugal are the most popular.


The capital of Spain is the city that was ranked highest in the quality of life with a score of 100 based on factors such as wind speed, temperature, and health care.  Researcher Laura Madrid of Global Citizen Solutions argues that the public health sector in Spain and affordable private insurance services are key in enhancing the quality of life of its citizens. Moreover, Booking Holdings retirees who do not want to use their private vehicles as a means of transport during retirement find the Spanish transport system to be very efficient and relatively cheap.

The neighboring country, Portugal comes close behind with a nearly perfect score of 99.79. The climate and low costs of healthcare have attracted an increasing number of American retirees to the region. Both Spain and Portugal are generally cheaper than many European countries and the United States and have good tax exemptions for new exotic residents for the initial years of their stay.


Costa Rica is the third place, Uruguay and Mexico are the second and the first, respectively. That is why Mexico is better than Portugal in terms of the quality of life. In the economic category, Malaysia is the best as there is no tax on income earned outside the country.
 It should be noted that all the citizens of the United States living abroad must meet the tax reporting requirements to the United States.

The average New Zealand is hard to beat when it comes to retirement, especially with regard to social adaptation and the attitude towards immigrants.
 The main criteria that influence the choice of retirees when moving overseas are tax benefits, good healthcare, and affordable housing. This study establishes a pattern of older Americans who are looking for better financial situations, tax exemptions, and cultural experiences through retirement abroad.

For Booking Holdings retirees who are planning to retire abroad, Portugal is a country that deserves attention since this nation offers not only a high standard of living but also some tax benefits. As for International Living, Portugal is one of the best countries for expat retirees due to its beautiful scenery, friendly people, and excellent but affordable healthcare (International Living, 2024).


Retiring from Booking Holdings abroad can be a bit like finding a secret paradise after a long journey: walking into a country with sun, healthcare, low taxes, and so many new experiences. Just as travelers look for comfortable and interesting places to visit, seniors choose countries like Spain and Portugal for their decent public healthcare, affordable living, and special tax benefits.
 It is a chance to enjoy life’s good things in an environment which is designed for peace, relaxation, and community.

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Disclosure:

This information is not intended as recommendation. The opinions are subject to change at any time and no forecasts can be guaranteed.  Investment decisions should always be made based on investor's specific circumstances. Investing involves risk, including possible loss of principal.

Sources:

1. Social Security Administration.
SSA Payments Outside US | International Programs,' Social Security Administration, 2025, https://www.ssa.gov/international/payments_outsideUS.html

2. Rader, Jameson.
Social Security Abroad for U.S.
 Expats and Retirees [Guide].'' Savvy Nomad, 2024, https://blog.savvynomad.io/social-security-abroad-for-us-expats-and-retirees-guide

3. 'How to Retire Abroad as a US Citizen: The Complete Guide.' ExpatDen, 2024, https://www.expatden.com/us/how-to-retire-abroad-as-a-us-citizen-the-complete-guide.

4. Behrens, Frederic.
American Expat Social Security and Retiring Abroad.' Cerity Partners, 2024, https://www.ceritypartners.com/american-expat-social-security-and-retiring-abroad

5. 'Expat Retiring Abroad? Rules on Taxes, Social Security, and Benefits.' PlanWell Financial Planners, 2024, https://www.planwellfp.com/expat-retiring-abroad-rules-on-taxes-social-security-and-benefits.

What type of retirement plan does Booking Holdings offer to its employees?

Booking Holdings offers a 401(k) retirement savings plan to its employees.

Does Booking Holdings provide matching contributions for its 401(k) plan?

Yes, Booking Holdings provides matching contributions to eligible employees participating in the 401(k) plan.

What is the eligibility requirement for Booking Holdings employees to participate in the 401(k) plan?

Employees of Booking Holdings are typically eligible to participate in the 401(k) plan after completing a specified period of employment.

Can employees at Booking Holdings choose how their 401(k) contributions are invested?

Yes, employees at Booking Holdings can choose from a variety of investment options for their 401(k) contributions.

What is the maximum contribution limit for employees participating in Booking Holdings' 401(k) plan?

The maximum contribution limit for employees in Booking Holdings' 401(k) plan is determined by IRS guidelines, which can change annually.

How often can employees at Booking Holdings change their 401(k) contribution amounts?

Employees at Booking Holdings can typically change their 401(k) contribution amounts on a quarterly basis or as specified in the plan details.

Is there a vesting schedule for the employer match in Booking Holdings' 401(k) plan?

Yes, Booking Holdings has a vesting schedule for the employer match, which determines when employees fully own the matched contributions.

Can employees take loans against their 401(k) savings at Booking Holdings?

Yes, Booking Holdings allows employees to take loans against their 401(k) savings, subject to specific terms and conditions.

What happens to my 401(k) savings if I leave Booking Holdings?

If you leave Booking Holdings, you have several options regarding your 401(k) savings, including rolling it over into another retirement account or cashing it out, subject to taxes and penalties.

Does Booking Holdings allow for after-tax contributions to the 401(k) plan?

Yes, Booking Holdings allows for after-tax contributions in addition to pre-tax contributions within the 401(k) plan.

With the current political climate we are in it is important to keep up with current news and remain knowledgeable about your benefits.
Booking Holdings announced a restructuring plan that includes significant layoffs. The company is streamlining its operations to reduce costs amid a challenging economic environment.
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For more information you can reach the plan administrator for Booking Holdings at 800 Connecticut Ave Norwalk, CT 6854; or by calling them at +1 203-299-8000.

*Please see disclaimer for more information

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