How We Use Points and Miles to Travel More for Less
Over the past few years, we have taken trips to Italy, France, Thailand, the Bahamas, New Zealand, the Netherlands, Spain, Bonaire, Brazil, and more. A significant portion of those flights and hotels were covered by credit card points and airline miles. This is not about gaming the system or churning cards irresponsibly — it is about being strategic with spending you are already doing and making sure every dollar works toward your next trip.
Here is the exact framework we use.
The Core Principle: Earn Points on Everything, Redeem Them Strategically
The math is simple. If you are spending money on groceries, gas, dining, and bills anyway, you should be earning points on all of it. The difference between using a debit card (which earns nothing) and a good points card (which earns 1-5x points per dollar) adds up to thousands of dollars in free travel every year.
The key is having the right cards for the right spending categories, and knowing when to redeem points for maximum value versus just paying cash.
Our Card Setup
We organize our cards into three tiers:
Tier 1: The Anchor Card
An anchor card earns flexible points that can transfer to multiple airline and hotel programs. This is the card you put everyday spending on. The major options are:
- Chase Sapphire Reserve / Preferred: Earns Chase Ultimate Rewards, which transfer to United, Hyatt, Southwest, British Airways, and more
- Amex Platinum / Gold: Earns Membership Rewards, which transfer to Delta, ANA, Singapore, Hilton, Marriott, and more
- Capital One Venture X: Earns Capital One miles, transferable to a growing list of partners
We use the Amex Gold as our primary everyday card. It earns 4x on dining and groceries (our two biggest spending categories), which adds up fast. The annual fee is offset by the dining and Uber credits.
Tier 2: The Airline Card
We fly American Airlines almost exclusively (Executive Platinum status helps), so we carry the Citi AAdvantage Executive World Elite card. It earns AAdvantage miles on every purchase, gives Admirals Club lounge access, and the miles go directly into our AA account for award flights.
If you fly a different airline, the equivalent cards are the United Explorer/Club, Delta SkyMiles cards, or the Alaska Airlines Visa.
Tier 3: The Hotel Card
Hotel points are where we get the most value per point. We split between two programs:
- Marriott Bonvoy Boundless: Earns Marriott points, which we have used at AC Hotels in Florence, Milan, and Venice, plus Courtyards and Moxy properties across Europe and Asia. The free night certificate alone covers the annual fee
- World of Hyatt card: Hyatt points are the most valuable hotel currency — averaging 2+ cents per point. We have used these for Park Hyatts and Hyatt Regency properties that would otherwise cost 300-500 USD per night
How the Points Add Up
Here is a realistic example of annual earning based on normal household spending:
- Groceries: 800/month x 4x (Amex Gold) = 38,400 points/year
- Dining: 500/month x 4x (Amex Gold) = 24,000 points/year
- Flights: 300/month x 5x (airline card) = 18,000 miles/year
- Hotels: 200/month x 6x (hotel card) = 14,400 points/year
- Everything else: 2,000/month x 1.5x (various) = 36,000 points/year
- Sign-up bonuses: 1-2 new cards per year = 60,000-150,000 points/year
Total: roughly 190,000-280,000 points per year — enough for several round-trip flights and 5-10 free hotel nights.
When to Use Points vs. Cash
Not all point redemptions are created equal. The general rule:
Use points when:
- Cash prices are high (peak season flights, premium hotels during events like F1 weekends)
- You can get 1.5+ cents per point in value
- Award availability exists for the dates you need
- Business or first class is available for a reasonable points price (this is where points shine — a 5,000 USD business class ticket for 70,000 miles is incredible value)
Use cash when:
- Cash prices are low (budget airlines, off-season hotels)
- Points redemption rates are poor (less than 1 cent per point)
- You need to earn status credits (paid flights earn elite qualifying miles, award flights usually do not)
Our Best Redemptions
Some of the trips where points made the biggest difference:
- New Zealand flights: Round trip in economy for 75,000 AA miles per person — cash price was over 1,800 USD
- Thailand flights: Round trip to Phuket for 70,000 miles per person — cash price over 1,500 USD
- Marriott hotels in Italy: Multiple nights at AC Hotels in Florence and Venice for 25,000-35,000 points per night — rooms were running 200-300 EUR in cash
- Hyatt in Bahamas: Baha Mar resort for 25,000 Hyatt points per night — cash rate was 450+ USD
- European flights: Round trip to Barcelona, Amsterdam, and various European cities for 45,000-60,000 miles — cash prices 600-1,200 USD depending on timing
The Sign-Up Bonus Strategy
Sign-up bonuses are the fastest way to accumulate points. Most premium travel cards offer 50,000-100,000 points after meeting a spending requirement (usually 3,000-5,000 USD in the first 3 months). Here is how we approach it:
- Open 1-2 new cards per year, timed around large planned purchases (new furniture, annual insurance payments, etc.)
- Never spend more than you normally would just to hit a bonus. If you cannot meet the minimum spend organically, the card is not right for you right now
- Keep cards open for at least a year to avoid clawback issues, then downgrade to no-fee versions if the annual fee is not worth it
- Check your credit score before applying — most premium cards want 720+
Airline Status: Is It Worth Chasing?
We fly enough for work and personal travel that American Airlines Executive Platinum status happened somewhat naturally. The benefits are real: free upgrades to business/first on domestic flights, priority boarding, extra baggage, and lounge access.
But here is the honest truth: do not manufacture status. If you are flying 50,000+ miles per year already, pick an airline and be loyal. If you are flying 20,000 miles per year, your time is better spent optimizing credit card points than chasing airline status. The benefits of status mostly help frequent flyers, not occasional travelers.
Common Mistakes to Avoid
- Carrying a balance: This is the cardinal rule. If you carry a balance and pay interest, no amount of points will offset the cost. Pay your cards in full every month, no exceptions
- Earning points in the wrong categories: Using a 1x card for dining when you have a 4x dining card in your wallet is leaving money on the table
- Hoarding points indefinitely: Points devalue over time as programs adjust their charts. Use them within 1-2 years of earning them
- Ignoring transfer partners: Booking travel through a card’s portal (like Chase Travel) usually gives you 1-1.5 cents per point. Transferring to partners (like Hyatt or airlines) can get you 2-3+ cents per point
- Too many cards too fast: Each application is a hard pull on your credit. Space applications out and only get cards that fit your actual spending patterns
- Paying annual fees for cards you do not use: Review your card lineup annually. If a card’s benefits do not justify its fee, downgrade or cancel it
Getting Started
If you are starting from zero, here is the order we recommend:
- Get one good anchor card (Chase Sapphire Preferred or Amex Gold) and put all spending on it for 3 months to earn the sign-up bonus
- Add an airline card for whichever airline has the most routes from your home airport
- Add a hotel card (Hyatt for luxury value, Marriott for the broadest network)
- Learn your transfer partners and start booking award travel instead of using the card portal
- Set a travel goal — having a specific trip in mind (like an F1 race in Europe or two weeks in Southeast Asia) makes the earning and planning much more motivating
The points game rewards consistency more than complexity. Pick your programs, be disciplined about which card goes where, and let the points accumulate. Within a year, you will be booking flights and hotels that would have cost thousands of dollars — for free.
