The biggest trip we took/will take in 2026 is our family of 4 trip to Paris and Switzerland in July! With flights and 11 nights of accommodations, we would have spent well over $47,000... and let's be honest:
1. We don't have that kind of money to spend
2. The majority of that cost comes from flying 4 people in business class to and from Europe; again something we would never pay cash to do, but is possible only because of points and miles!
Here's an overview of our trip. For each booking I made, I include: which points I used, how many points I used, cash paid for taxes/fees/upgrades, and equally important: when and how I booked.
At the bottom, you'll see which points/miles programs I used (yes, more than one!) and how many points and how much cash we spent out of pocket for flights and accommodations, during peak travel season (July 2026).
Paris/Switzerland Trip Overview
- Flight to Paris
- 3 nights in Paris
- Train to Switzerland
- 7 nights in Switzerland
- Flight to Boston
- 1 night in Boston
- SW flight home
Booked originally 9mo in advance; but altered 3mo in advance and 24 hours before the flight.
192,000 pts + $1300 (a combination of Chase, American Express, and Capital One points; with Chase and Amex points transferred directly to Air France to book and Capital One points used for Travel eraser)
Cash Value: $20,000 (CPP*: 9.74)
Booked 8mo in advance by transferring Chase points to Hyatt to book direct on Hyatt (only Chase and Bilt are direct partners of Hyatt)
I booked a standard king room at 20K points per night, but I had seen that the standard Regency Suite was available, so I contacted the hotel directly via email (reception@etoile.hyatt.com and parisetoile.regency@hyatt.com) to request using a Suite Upgrade Award I had to change from the standard room (occupancy 2) to the Regency Suite (occupancy 4, plus club access for free breakfast, snacks, and happy hour).
: I emailed the hotel again after booking was confirmed and asked to secure an Eiffel Tower view. I was offered a cash upgrade option (and given that it was peak travel season, I decided to take it, instead of gambling if I could get a free upgrade at check-in). I paid $276 in advance and the room type was changed to Eiffel Tower Suite (included club access for free breakfast/lounge access)
Cash Value: $2,900 (CPP: 4.37)
Booked 4mo in advance (First Class can sell out)
Purchased the week before departure
$372.46 for 2 adult half fare cards; purchased with my Chase Sapphire Reserve to use $300 travel credit. I purchased via Get Your Guide for Shopping portal points; at the time I booked, Southwest Rapid Rewards Shopping had a promo; so I earned 2k pts for the purchase and because of using my CSR Travel Credit, we paid $72 out of pocket.
Booked 5mo in advance (this was late! There were limited options (maybe 4 or 5) left at the price point of under $300/night)
Paid cash ($2,100) using the card we were working on a signup bonus for at the time. I booked via VRBO for 5% back on Rakuten. I had intended to pay the final payment with my Capital One Venture Card to use points for a partial credit to reduce our out of pocket costs, but there was a miscommunication and this didn’t work out
. (Which in the end is okay, since I used Capital One points for our red-eye business class upgrade instead!)- Room 1: I did book in the Chase Travel Portal. I paid the cash price of $213 with my Chase Sapphire Preferred, that way I could utilize the annual $100 hotel credit. Our out of pocket cost was $113.
- Room 2: I booked direct with Hyatt and paid cash, using my Capital One Venture card, for $193. This gave me the qualifying night credit I needed with Hyatt and allowed me to use to use points to "erase" the travel purchase (after I couldn’t use on our rental). Final cost: 19,300pts +$0
Booked the week before! Lol
19,300 pts + $113
Cash Value: $406
Booked 8mo in advance
240,000 pts + $546
Cash Value: $20,000 (CCP: 8.11)
8mo in advance; booked direct with Hyatt by transferring Chase points to Hyatt
15,000 pts + $0
Cash Value: $369 (CCP: 2.46)
Booked 8mo in advance (using points we already had in our Southwest accounts) and rebooked a few times to drop the price
46,000 pts + $22
Cash Value: $1,334 - Chase: 192,000 points
I really usually try to save Chase points for Hyatt explicitly, but I couldn't pass up the Flying Blue Transfer Bonus, which got us premium seats on the red-eye flight to Europe)
- Southwest: 46,000 points
Again, companion passes came in handy as part of my booking strategy. They saved us another 46,000 points and "allowed" us to fly the international flight in business class
- American Express: 275,000 points
Typically I find these are the easiest points to earn, so they are the first points I try to use; especially on flights
- Capital One: 59,000 points
I could have saved these points and paid $590 cash, instead of using the travel eraser option; but we have enough of these points that it was worth redeeming at 1:1 for what I did
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