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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December 22, 2025
Key Takeaways Your guaranteed income sources (pensions, Social Security) matter more than your age when deciding allocation. Retiring at 65 doesn't mean your timeline ends. You likely have 20-30 years of investing ahead. Think in time buckets: near-term stability, mid-term balance, long-term growth. You're 55 years old with over a million dollars saved for retirement. Your 401(k) statements arrive each month, and you find yourself questioning whether your current allocation still makes sense. Should you be moving everything to bonds? Keeping it all in stocks? Something in between? There's no single "correct" asset allocation for everyone in this position. What works for you depends on factors unique to your situation: your retirement income sources, spending needs, and risk tolerance. Let's look at what matters most as you approach this major life transition. Why Asset Allocation Changes as Retirement Approaches When you’re 30 or 40, your investment timeline stretches decades into the future. When you’re 55 and looking to retire at 65, that equation changes because you’re no longer just building wealth: you’re preparing to start spending it. You need enough growth to keep pace with inflation and fund decades of retirement, but you also need stability to avoid the need to sell investments during market downturns. At this point, asset allocation 10 years before retirement is more nuanced than a simple “more conservative” approach. Understanding Your Actual Time Horizon Hitting retirement age doesn't make your investment timeline shrink to zero. If you retire at 65 and live to 90, that's a 25-year investment horizon. Think about your money in buckets based on when you'll need it: Time Horizon Investment Approach Example Needs Short-Term (Years 1-5 of Retirement) Stable & accessible funds Monthly living expenses, healthcare costs, and early travel plans Medium-Term (Years 6-15) Moderate risk; balanced growth Home repairs, care and income replacement, and helping grandchildren with college Long-Term (Years 16+) Growth-oriented with a Long-term care expenses, decades-long timeline legacy planning, and extended longevity needs This bucket approach helps you think beyond simple stock-versus-bond percentages. Asset Allocation 10 Years Before Retirement: Starting Points While there's no one-size-fits-all answer, here are some reasonable starting frameworks: Conservative Approach (60% stocks / 40% bonds) : Makes sense if you have minimal guaranteed income or plan to begin drawing heavily from your portfolio upon retirement. Moderate Approach (70% stocks / 30% bonds) : Works well for those with some guaranteed income sources, moderate risk tolerance, and a flexible withdrawal strategy. Growth-Oriented Approach (80% stocks / 20% bonds) : Can be appropriate if you have substantial guaranteed income covering basic expenses and the flexibility to reduce spending temporarily as needed. Remember, these are starting points for discussion, not recommendations. 3 Steps to Evaluate Your Current Allocation Ready to see if your current allocation still makes sense? Here's how to start: Step 1: Calculate your current stock/bond split. Pull your recent statements and add up everything in stocks (including mutual funds and ETFs) versus bonds. Divide each by your total portfolio to get percentages. Step 2: List your guaranteed retirement income. Write down income sources that aren't portfolio-dependent: Social Security (estimate at ssa.gov), pensions, annuities, rental income, or planned part-time work. Total the monthly amount. Step 3: Calculate your coverage gap. Estimate monthly retirement expenses, then subtract your guaranteed income. If guaranteed income covers 70-80%+ of expenses, you can be more growth-oriented. Under 50% coverage means you'll need a more balanced approach. When to Adjust Your Allocation Here are specific triggers that signal it's time to review and potentially adjust: Your allocation has drifted more than 5% from target. If you started at 70/30 stocks to bonds and market movements have pushed you to 77/23, it's time to rebalance back to your target. Your retirement timeline changes significantly. Planning to retire at 60 instead of 65? That's a trigger. Every two years of timeline shift warrants a fresh look at your allocation. Major health changes occur. A serious diagnosis that changes your life expectancy or healthcare costs should prompt an allocation review. You gain or lose a guaranteed income source. Inheriting a pension through remarriage, losing expected Social Security benefits through divorce, or discovering your pension is underfunded. Market volatility affects your sleep. If you're checking your portfolio daily and feeling genuine anxiety about normal market movements, your allocation might be too aggressive for your comfort, and that's a valid reason to adjust. Beyond Stocks and Bonds Modern retirement planning involves more than just deciding your stock-to-bond ratio. Consider international diversification (20-30% of your stock allocation), real estate exposure through REITs, cash reserves covering 1-2 years of spending, and income-producing investments such as dividend-paying stocks. The Biggest Mistake: Becoming Too Conservative Too Soon Moving everything to bonds at 55 might feel safer, but it creates two significant problems. First, you're almost guaranteeing that inflation will outpace your returns over a 30-year retirement. Second, you're missing a decade of potential growth during your peak earning and saving years. The difference between 60% and 80% stock allocation over 10 years can mean hundreds of thousands of dollars in portfolio value. Being too conservative can be just as risky as being too aggressive, just in different ways. Questions to Ask Yourself As you think about your asset allocation for the next 10 years: What percentage of my retirement spending will be covered by Social Security, pensions, or other guaranteed income? How flexible is my retirement budget? Could I reduce spending by 10-20% during a market downturn? What's my emotional reaction to seeing my portfolio drop 20% or more? Do I plan to leave money to heirs, or is my goal to spend most of it during retirement? Your honest answers to these questions matter more than your age or any generic allocation rule. Work With Professionals Who Understand Your Complete Picture At Five Pine Wealth Management, we help clients work through these decisions by looking at their complete financial picture. We stress-test different allocation strategies against various market scenarios, coordinate withdrawal strategies with tax planning, and help clients understand the trade-offs between different approaches. If you're within 10 years of retirement and wondering whether your current allocation still makes sense, let's talk. Email us at info@fivepinewealth.com or call 877.333.1015 to schedule a conversation. Frequently Asked Questions (FAQs) Q: What is the rule of thumb for asset allocation by age? A: Traditional rules like "subtract your age from 100" are oversimplified. Your allocation should be based on your guaranteed income sources, spending flexibility, and risk tolerance; not just your age. Q: Should I move my 401(k) to bonds before retirement? A: Not entirely. You still need growth to outpace inflation. Gradually shift toward a balanced allocation (60-80% stocks, depending on your situation) and keep 1-2 years of expenses in stable investments. Q: What's the difference between stocks and bonds in a retirement portfolio?  A: Stocks provide growth potential to keep pace with inflation but come with volatility. Bonds offer stability and income but typically don't grow as much.
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%. Those aren't just statistics. They're the reality many of our clients face when they first come to us. But here's something we've seen time and again: While you can't control what happened, you absolutely can control what happens next. Financial planning after divorce isn't just damage control. With the right approach, it can be the beginning of a more intentional and empowered relationship with your money. Here’s how to get there: First, Understand What You’re Working With Before you can move forward, you need a clear picture of your current financial situation. Start by gathering every financial document related to your divorce settlement: property division agreements, retirement account splits, alimony or child support arrangements, and any debt you’re responsible for. 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. The Capital Gains Dilemma Let’s say you own a rental property purchased for $200k and is now worth $400k. Selling it as part of the divorce triggers capital gains tax on that gain, potentially $30,000-$60,000, depending on your tax bracket. Some couples avoid this by having one spouse keep the property and buy out the other’s share. This defers the tax hit, but you’ll want to ensure the buyout price accounts for future tax liability. Taxable Investment Accounts Brokerage accounts can be divided without triggering taxes if you transfer shares directly rather than selling and splitting proceeds. However, not all shares are equal from a tax perspective. Smart divorce settlements account for the cost basis of investments. These decisions require coordination between your divorce attorney, a CPA who understands divorce taxation, and a financial advisor who can model different scenarios. We remember a client whose settlement gave her a rental property “worth” $350,000. But the $80,000 in deferred capital gains owed when selling wasn’t accounted for. She effectively received $270,000 in value, not $350,000, a massive difference in her actual financial position. Building Your New Budget and Savings Strategy Living on one income after years of two requires adjustment. Start with your new essential expenses: housing, utilities, groceries, transportation, insurance, and any child-related costs. Then look at what’s left: this is where you begin rebuilding your financial cushion. Rebuilding Your Emergency Fund If you had to split or use your emergency savings during the divorce, rebuilding should be your first priority. Aim for at least three months of expenses, then work toward six months. Even $100 a month adds up to $1,200 each year. Maximize Retirement Contributions This feels counterintuitive when money is tight, but if your employer offers a 401(k) match, contribute at least enough to get a full match. 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.