Retire, Rejoice, and Roam: 18 Ways to Save on Travel

Admin • September 8, 2023

Retirement marks the beginning of a new chapter in life, a time to explore the world without the constraints of work schedules and deadlines. It’s an opportunity to indulge in the joys of travel. Still, concerns about finances can often put a damper on these dreams. 

The good news is that you can embark on incredible journeys without breaking the bank. Consider these 18 friendly and practical tips on how to save on retirement travel while still savoring every moment.

18 Ways to Save on Travel

These tips will help you save money without sacrificing your experiences. You’ve worked long and hard to get to this point, you deserve some well-deserved time off and enjoyment. 

1. Plan Ahead for Affordable Adventures

While spontaneous trips are fun, planning ahead can help you snag the best deals. Start by setting a travel budget to give you a clear picture of what you can afford. Research and choose your destinations well in advance. Good planning allows you to take advantage of early booking discounts and time to research local senior travel discounts and activities. Websites like TripAdvisor, Expedia, and Kayak can be your best friends when hunting for affordable flights, accommodations, and travel packages.

According to Frommer’s , you should consider these time frames when booking your airfare:

  • International: at least 6 weeks ahead
  • Domestic in summer: at least 47 days ahead
  • Domestic in autumn and winter: at least 62-69 days ahead
  • Domestic in spring: at least 90 days ahead

2. Embrace Off-Peak Travel

Retirement comes with the luxury of flexible schedules. Take advantage of this by traveling during off-peak seasons. Not only will you avoid the crowds, but you’ll also find significantly lower prices on flights, accommodations, and attractions. 

Imagine strolling through the charming streets of Europe or lounging on a serene beach without the hustle and bustle of peak-season tourists. Plus, you’ll have a more authentic experience, mingling with locals and enjoying a quieter atmosphere.

3. Hunt for Senior Travel Discounts

One of the perks of reaching your golden years is the abundance of senior discounts available. From transportation to accommodations to attractions, many businesses are eager to cater to the 55+ crowd. Don’t be shy—ask about senior discounts whenever you book anything. 

Some well-known organizations like AARP offer membership benefits that include exclusive travel discounts. Keep an eye out for special deals and promotions tailored to your age group, and carry your ID to take full advantage of these savings.

Did you know the National Park Service offers a lifetime pass for seniors aged 62 and older? The pass can be purchased for $80 and allows you and any companions traveling with you  (regardless of age) to gain entrance to over 2,000 recreation sites.

4. Explore Alternative Accommodations

While luxury hotels are lovely, there’s a world of alternative accommodations that can provide a unique and budget-friendly experience. Consider renting a cozy cottage, booking a stay in a local bed and breakfast, or even trying out a vacation rental through platforms like Airbnb or Vrbo

These options often come with kitchen facilities, allowing you to save on dining costs by preparing your meals with fresh local ingredients. If you are visiting an area where family or friends reside, consider staying with them for a few days.

5. Opt for Slow Travel

Rushing from one destination to another can quickly inflate your travel expenses. Embrace the concept of slow travel, where you spend more time in fewer places. Not only does this allow you to immerse yourself in the local culture entirely, but it also saves money on transportation costs. You’ll have the chance to explore hidden gems, connect with locals, and create memories beyond typical tourist experiences.

6. Consider Alternative Transportation

Renting a car can be expensive. Depending on where you visit, you can go sightseeing without a car. Consider alternative forms of transportation such as renting a bike, walking, ride-share companies, or public transportation.

Public transportation isn’t just cost-effective; it also offers a genuine way to experience a destination like a local. Many cities offer senior discounts on buses, trains, and trams. Instead of shelling out money for a car, hop on a bus and enjoy the scenery. 

7. Embrace Free and Low-Cost Activities

Entertainment and experiences don’t have to come with hefty price tags. Many destinations offer free or low-cost activities that allow you to explore the area without draining your retirement savings. 

Take leisurely walks through parks, attend local markets, visit museums on discounted days, or enjoy a beach day. These activities can provide just as much joy as more expensive options while keeping your budget intact. So before heading out on your trip, research the area you will be visiting to see what it offers.

8. Consider Group Travel

Traveling with a group can lead to significant savings on accommodations, transportation, and tours. Whether you’re exploring with friends, family, or fellow retirees, group travel often comes with bulk discounts that can add up to substantial savings. Additionally, group trips provide opportunities for shared experiences and memories, making your journeys even more special.

9. Be Mindful of Currency Exchange

If you’re traveling internationally, keep an eye on currency exchange rates. Fluctuations can impact the cost of your trip significantly. Consider exchanging money ahead of time or using credit cards that offer favorable exchange rates. It’s also wise to notify your bank of your travel plans to avoid any unexpected issues while using your cards abroad.

11. Use Travel Rewards and Miles

If you’ve been using credit cards that accumulate travel rewards or miles, now is the time to cash in on those benefits. These rewards can significantly reduce your travel expenses, from flights to accommodations. Check with your credit card provider to determine how to redeem your rewards for maximum value. You might even be surprised at how much of your trip can be covered through these rewards.

12. Consider Volunteer, Work Exchange, or Learn Abroad Programs

Retirement doesn’t necessarily mean you have to stop working altogether. Many destinations offer volunteer opportunities or work exchange programs that allow you to contribute your skills in exchange for free or discounted accommodations and meals. Not only can this save you money, but it also gives you a chance to connect with the local community on a deeper level.

Road Scholar offers educational travel programs that allow you to explore while learning. Whether you’re interested in music, art, golf, or birding, Road Scholars offers learning adventures for almost anything you might be interested in.

13. Pack Light and Smart

Packing efficiently can save you from costly baggage fees and the hassle of carrying around excess weight. Most airlines charge for checked bags, so try to fit everything into a carry-on suitcase. Additionally, packing versatile clothing items that can be mixed and matched can help you avoid over-packing. With less luggage, you’ll also find it easier to navigate public transportation and move around comfortably.

14. Use Travel Apps and Websites

Technology has made travel planning and budgeting easier than ever. There are countless travel apps and websites designed to help you find the best deals on flights, accommodations, and activities. 

Skyscanner , Google Flights , and Hopper are great for finding affordable flights, while Booking.com and Hotels.com offer competitive rates on accommodations. For activities and attractions, apps like Viator and GetYourGuide provide a variety of options at different price points.

15. Consider House Sitting

House sitting is another creative way to score free accommodation while traveling. Websites like TrustedHousesitters and HouseCarers connect travelers with homeowners who need someone to look after their property and pets while they’re away. In exchange for your services, you get to stay in a comfortable home without paying for lodging.

16. Research Local Dining Deals

Eating out can be a significant expense while traveling. Research local dining deals and happy hours to save money without sacrificing the culinary experience. Look for restaurants that offer fixed-price menus or lunch specials. Additionally, try street food and local markets, which often provide delicious and budget-friendly options.

17. Reconsider Souvenirs

While bringing back souvenirs can be a cherished part of travel, they can also add up quickly. Instead of spending money on trinkets that might gather dust, consider investing in experiences. Use your money to participate in activities you’ll remember fondly, like taking a local cooking class, going on a guided hike, or attending a cultural performance.

18. Stay Flexible and Open-Minded

Sometimes the best travel experiences come from being flexible and open to new opportunities. If you’re willing to adjust your plans based on last-minute deals, you might find yourself embarking on unexpected adventures that are both affordable and incredibly rewarding. Stay open-minded about destinations, travel dates, and even the type of accommodations you’re willing to try.

Let the Traveling Begin

Traveling in retirement doesn’t have to be a drain on your finances. With careful planning and a willingness to explore alternative options, you can embark on incredible journeys without sacrificing the quality of your experience. 

Schedule a meeting with Five Pine Wealth Management , and let us help you with your financial goals so you can pursue the retirement you deserve to enjoy. So, gear up, pack your sense of adventure, and get ready to create memories that will last a lifetime—without compromising your financial stability. Email us at info@fivepinewealth.com or give us a call at 877.333.1015. 

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November 21, 2025
Key Takeaways Divorced spouses married 10+ years can claim Social Security benefits based on their ex’s record without reducing anyone else's benefits. Splitting retirement accounts requires specific legal documents (QDROs for 401(k)s) drafted precisely to your plan's requirements. Investment properties and taxable accounts carry hidden tax liabilities that significantly reduce their actual value. No one gets married planning for divorce. Yet here you are, facing a fresh financial start you never wanted. Maybe you’re 43 with two kids and suddenly managing on your own. Or you’re 56, staring down retirement in a decade, wondering how you’ll catch up after splitting assets down the middle. We get it. Divorce is brutal, emotionally and financially. And the financial piece often feels overwhelming when you're still processing everything else. According to research , women's household income drops by an average of 41% after divorce, while men's falls by about 23%. 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Then create a simple inventory: What you have: Bank account balances Investment and retirement accounts Home equity Expected alimony or child support income What you owe: Mortgage or rent obligations Credit card debt Car loans Student loans This baseline gives you something concrete to work with. You can't build a plan without knowing where you're starting from. Social Security Benefits for Divorced Spouses This one surprises people. If you were married for at least 10 years, you may be entitled to benefits based on your ex-spouse's work record, even if they've remarried. You can claim benefits based on your ex’s record if: Your marriage lasted 10+ years You’re currently unmarried You’re 62+ years old Your ex-spouse is eligible for Social Security benefits The benefit you can receive is up to 50% of your ex-spouse’s full retirement benefit if you wait until full retirement age to claim. Importantly, claiming benefits on your ex’s record doesn’t reduce their benefits or their current spouse’s benefits. If you’re eligible for both your own benefits and your ex’s, Social Security will automatically pay whichever amount is higher. What About Splitting Retirement Accounts in Divorce? Retirement accounts often represent one of the largest assets in a divorce settlement. Understanding how to handle the division properly can save you thousands in taxes and penalties. The QDRO Process For 401(k)s and most employer-sponsored retirement plans, you’ll need a Qualified Domestic Relations Order (QDRO). This legal document outlines the plan administrator's instructions for splitting the account without triggering early withdrawal penalties. QDROs must be drafted precisely according to both your divorce decree and the specific plan’s rules and requirements. We’ve seen clients lose thousands of dollars because their QDRO wasn’t accepted and had to be redrafted. Work with an attorney who specializes in QDROs. The upfront cost will be worth it to avoid expensive problems later. What About IRAs? Traditional and Roth IRAs can be split through your divorce decree without a QDRO. The transfer must be made directly from one IRA to another (not withdrawn or deposited) to avoid taxes and penalties. Tax Implications to Consider When you receive retirement assets in a divorce, you’re getting the account value and its future tax liability. A $200k traditional 401(k) isn’t worth the same as $200k in a Roth IRA or home equity, because of the different tax treatments. Many settlements divide assets dollar-for-dollar without considering how those dollars are taxed, so make sure yours addresses these differences. Dividing Investment Properties and Taxable Accounts Retirement accounts aren’t the only assets that require careful handling. If you own real estate investments or taxable brokerage accounts, the way you divide them matters. 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Otherwise, you’re leaving free money on the table. If you’re over 50, take advantage of catch-up contributions. For 2025, you can contribute up to $23,500 to a 401(k), plus an additional $7,500 in catch-up contributions. If you're between 60-63, that catch-up increases to $11,250. Address Debt Strategically Post-divorce debt looks different for everyone. If you accumulated credit card debt while covering legal fees or temporary living expenses during divorce proceedings, prioritize paying these off once your settlement funds are available. Updating Your Estate Documents Updating beneficiaries and estate documents, a critical step, is sometimes overlooked. Check beneficiaries on: Life insurance policies Retirement accounts Bank accounts with payable-on-death designations Investment accounts Beneficiary designations override what’s in your will. We’ve seen ex-spouses receive retirement assets years after a divorce simply because the account owner failed to update beneficiaries. Address your will, healthcare power of attorney, and financial power of attorney, too. You're Not Starting from Zero Rebuilding wealth after divorce is about creating a financial foundation that supports the life you want to build moving forward. You have experience, earning potential, and time. It’s not a matter of if you can rebuild, but how efficiently you’ll do it. If you’re navigating financial planning after divorce, we can help. At Five Pine Wealth Management, we work with clients through major life transitions, creating practical strategies tailored to your specific situation. Call us at 877.333.1015 or email info@fivepinewealth.com to schedule a conversation. Frequently Asked Questions (FAQs) Q: Will I lose my ex-spouse's Social Security benefits if I remarry? A: Yes. Once you remarry, you can no longer collect your ex-spouse’s benefits. However, if your new marriage ends, you may claim benefits based on whichever ex-spouse's record is higher. Q: How long after divorce should I wait before making major financial decisions? A: Most advisors recommend waiting 6-12 months before making irreversible decisions like selling your home or making large investments. Focus first on understanding your new financial situation and letting the emotional dust settle. Q: Should I keep the house or take more retirement assets in the settlement?  A: This depends on your specific situation, but remember: houses have ongoing costs like property taxes, insurance, maintenance, and utilities that retirement accounts don't. We help clients run scenarios comparing both options, factoring in everything from cash flow needs to long-term growth potential, before deciding what makes sense for their situation.
October 17, 2025
Key Takeaways Maxing out your employer match provides an immediate 50-100% return and is the easiest way to accelerate your 401(k) growth. Reaching $1 million in your 401(k) depends more on consistent contributions over time than on being the highest earner or picking winning investments. High earners can potentially contribute up to $70,000 annually through a mega backdoor Roth conversion if their employer plan allows after-tax contributions. Hitting seven figures in your 401(k) might sound like a pipe dream, but it's more achievable than you think. With the right 401(k) investment strategies and a disciplined approach, becoming a 401(k) millionaire is within reach for many mid-career professionals. Let's walk through exactly how you can get there. The Math Behind Becoming a 401(k) Millionaire Before we discuss strategies, let's look at the numbers. Understanding the math helps you see that reaching $1 million isn't about getting lucky — it's about time, consistency, and thoughtful planning. Starting Age Annual Contribution Balance at 65* 30 $15,000 $1.5 million 30 $20,000 $2 million 40 $25,000 $1.3 million *Assumes 7% average annual return Time matters, but it's never too late to build substantial wealth if you're willing to prioritize your retirement savings. 7 Steps to Build Your 401(k) to Seven Figures Now that you understand the math, let's break down the specific strategies that will get you there. Step 1: Max Out Your Employer Match (The Easiest Money You'll Ever Make) If your employer offers a 401(k) match, contributing enough to capture it fully is the absolute first step: it’s free money that provides an immediate 50-100% return on your investment. Let's say your employer matches 50% of your contributions up to 6% of your salary. If you earn $150,000 and contribute $9,000 (6% of your salary), your employer adds $4,500. That's a guaranteed 50% return before your money even hits the market. Not taking full advantage of an employer match is like turning down a raise. Make sure you're contributing at least enough to capture every dollar your employer offers. Step 2: Gradually Increase Your Contribution Rate Once you've secured your employer match, the next step is increasing your personal contribution rate over time. For 2025, the 401(k) contribution limit is $23,500 (or $31,000 if you're 50 or older with catch-up contributions). Here's a practical approach: Every time you get a raise or bonus, direct at least half toward your 401(k). If you get a 4% raise, bump your contribution by 2%. Many plans now offer automatic annual increases. If yours does, set it to increase your contribution by 1-2% annually until you hit the maximum. You'll barely notice the change, but your future self will thank you. 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Set a reminder once a year to review and rebalance your portfolio back to your target allocation. Avoid the temptation to chase performance . Last year's top-performing fund is rarely this year's winner. Stick with broadly diversified, low-cost options. Step 5: Consider a Mega Backdoor Roth Conversion If you're a high earner who's already maxing out regular 401(k) contributions, a mega backdoor Roth conversion can accelerate your retirement savings. Here's how it works: Some employer plans allow after-tax contributions beyond the standard $23,500 limit. The total contribution limit for 2025 (including employer contributions and after-tax contributions) is $70,000 ($77,500 if you're 50+). If your plan permits, you can make after-tax contributions up to that limit, then immediately convert those contributions to a Roth 401(k) or roll them into a Roth IRA. This gives you tax-free growth on substantially more money than the regular contribution limits allow. Not all plans offer this option, and the rules can be complex. Check with your HR department to see if your plan allows after-tax contributions and in-plan Roth conversions or rollovers. Step 6: Avoid These Common 401(k) Mistakes Even with great 401(k) investment strategies, mistakes can derail your progress toward seven figures. Avoid: Taking loans from your 401(k) . While it might seem convenient, you're robbing yourself of compound growth. The money you borrow stops working for you, and you're paying yourself back with after-tax dollars. Cashing out when changing jobs . Rolling over your 401(k) to your new employer's plan or an IRA allows your money to continue growing tax-deferred. Cashing out triggers taxes and penalties that can set you back years. Panic selling during market downturns . Market volatility is normal. The clients who reach $1 million are those who stay invested through ups and downs, not those who try to time the market. Step 7: Stay Consistent (Even When It's Boring) The path to becoming a 401(k) millionaire isn't exciting (and that’s a good thing!). The most successful savers aren't those who constantly tweak their strategy or chase the latest investment trend. They're the ones who set up automatic contributions, review their allocation once a year, and otherwise leave their 401(k) alone. Let Five Pine Help You Build Your Million-Dollar Plan Reaching $1 million in your 401(k) is absolutely achievable with the right strategy and discipline. Whether you're just starting your career or playing catch-up in your 40s and 50s, the steps remain the same: maximize contributions, optimize your investments, take advantage of tax-advantaged retirement accounts, and stay consistent. At Five Pine Wealth Management , we help clients build comprehensive retirement strategies that go beyond just their 401(k). We can analyze your current contributions, recommend optimal allocation strategies, and help you coordinate your employer plan with other retirement accounts. Want to see what your path to seven figures looks like? We help clients build these roadmaps every day. Email us at info@fivepinewealth.com or give us a call at 877.333.1015. Let's talk about your specific situation. Frequently Asked Questions (FAQs) Q: Should I prioritize maxing out my 401(k) or paying off debt first? A: Start by contributing enough to capture your full employer match — that's an immediate 50-100% return you can't get anywhere else. Beyond that, prioritize high-interest debt (credit cards, personal loans) since those interest rates typically exceed investment returns. Q: Should I stop contributing during market downturns to avoid losses? A: No — continuing to contribute during downturns is actually one of the best strategies for building wealth. When prices are lower, your contributions buy more shares, setting you up for greater gains when the market recovers. Q: I'm 55 with only $300K saved. Is it too late to reach $1 million?  A : While reaching exactly $1 million by 65 might be challenging, you can still build substantial wealth. Maxing out contributions, including catch-up ($31,000/year), could get you to $750K-$850K depending on returns. Disclaimer: This is not tax or investment advice. Individuals should consult with a qualified professional for recommendations appropriate to their specific situation.