Putting together a travel itinerary is the part of the travel hacking hobby that I love the most. I love trying to maximize our points and miles to get us to some of the most amazing locations on Earth. I’m constantly tweaking our itinerary, trying to get the best deal, and maybe trying to get a fun stopover in another country or city as part of the trip.
Below are some of the trips that we’ve booked. Hopefully, they provide some ideas on how you can book a trip of your own.
How American Airlines Turned a Simple Request into a Giant Headache
The planned trip to Tenerife encountered significant challenges due to a snowstorm affecting flights from Moline. Despite initial booking hurdles with American Airlines, Singapore Airlines, and United Airlines, strategic adjustments and use of multiple loyalty programs ultimately allowed the family to secure new flights, avoiding delays and ensuring a successful vacation.
Forget Destin – We’re Going to the Canary Islands for Spring Break
The Canary Islands are an unusual choice for a Spring Break destination, but with low prices and a lack of crowds. It might just be ideal. Getting to the Canary Islands can be difficult, but if you add in stops in European cities, it can be even more rewarding.
Singapore Krisflyer Saves Points on United Airlines Flights to Europe
In what is becoming a new family tradition, to celebrate our niece, Zoey graduating from high school, we are going to Europe to celebrate. Well, not really we, since I’m not going, but Jenn and her sister Misty are taking Zoey and our daughter Emma to Europe this summer. It is, however, my responsibility to…
Transferring Amex Membership Rewards Points to Alaska Airlines
The merger between Alaska Airlines and Hawaiian Airlines has opened up the possibility to transfer points from American Express Rewards to Alaska, which didn’t exist before. I took advantage of this new arrangement to rebook a positioning flight previously booked with American Airlines.
Flying Blue Free Stopover Isn’t Really Free
Traveling with companions that were booking other flights left us with a unique challenge for coordinating our landing times. Using an almost free stopover in Amsterdam with Flying Blue not only made it possible, but better.
We Booked A Trip to Costa Rica on American Airlines Miles
Flying to Costa Rica for spring break seems a little unorthodox, but the lure of this tropical paradise was too much to pass up. Even though it’s in the middle of high season, we were still able to book an affordable vacation using AAdvantage Miles.
Girls’ Trip booked to Playa Del Carmen (I Guess I’ll Stay Home With The Kids)
Flexibility and a decent points and miles balance allowed for a very nice trip booked to Mexico at a great redemption value.
Should we keep Vacasa a secret?
Using Wyndham points on a Vacasa vacation rental can be such a crazy good deal, that maybe we should keep this quiet?
Newby to Expert Traveler 