The first thing to do is find the sites where the deals line up with
what you want to do. If you live in Sydney, for example, you’d probably
want to go to CheapFlights and get on their list for deals from there.
You can sign up for flights, hotels, cruises, or holiday packages and
exclude the other categories that don’t interest you. Then you’ll get
alerts for last-minute deals like a flight from there to London for
AUD$750 or a 3-night trip to Melbourne with flights and hotel for
AUD$479 per person.
In the USA there are a zillion online travel agencies and deal
aggregators to choose from, which can get overwhelming, so the best
places to start are the places you go already to find deals. If you
regularly use a specific booking service or regularly search a content
site like BudgetTravel, Booking Buddy,
or Airfare Watchdog, then sign up for their deal alerts since you are
already familiar with their interface. Naturally sign up with your
favorite airline too, the one you already use the most.
What about “flash sale” sites? These don’t get the media attention
they did four or five years ago (and some have gone under), but often
the best last-minute deals come from these inventory-clearing sites that
are trying to fill up empty rooms and plane seats. They go from
high-end resorts from the likes of LuxuryLink down to the site you
normally visit for half-price pizza: Groupon.
Rental Deals for Cars and Apartments
Think beyond the flights and hotels too when you’re looking for deep
discounts. Your favorite rental car company runs flash sales when there
are too many cars sitting unreserved. If you don’t have any company
loyalty, prices will be even less in alerts from the opaque booking
sites like Hotwire and Priceline.
If it’s low season in that resort area down the road from you, it’s a
sure thing that apartment rental sites will have plenty of owners
offering limited time discounts. When I used to have a Mexican beach
house listed on an international rental site, there was a function as an
owner where I could put in as big a discount as I wanted and anyone who
had showed interest in that area would see the deal pop up on their
home screen or in an e-mail.
“Dynamic pricing” isn’t just for airlines either. Cheap bus companies
and train lines frequently run sale rates when capacity is looking low.
Trolling for Loyalty Point Discounts
Naturally if you’re signed up for a frequent flyer or hotel points
program, you’ll get e-mails from that company, maybe far more often than
you would like. Don’t automatically delete them though because
sometimes hidden in the stack is a great points discount that’s worth
shouting about. As this post goes up I’m in Peru on a hiking adventure
in the Sacred Valley. I got a round-trip flight from Mexico for just
30,000 miles because of a discount deal United was running and on the long leg back I’ll be sitting in business class on Avianca even.
For 30K miles total!
Four times now I’ve taken advantage of Point Breaks run by the
Intercontinental Hotels Group where specific hotels that are running at
low capacity go on sale for just 5,000 points. I’ve used these
promotions to stay in a nice hotel for close to nothing in Managua,
Mexico City, Atlanta, and a town in South Carolina.
Yeah I know, we’re all suffering from e-mail overload, but an extra
few minutes a week deleting some targeted newsletters when you’re not
traveling can result in hundreds or thousands of dollars shaved off your
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