Photo: Mila Supinskaya Glashchenko/Shutterstock

The Best Black Friday and Cyber Monday Travel Deals You Need to Jump On

Insider Guides Budget Travel
by Matthew Meltzer Nov 23, 2018

Once upon a time, the day after Thanksgiving — aka the day no one in the US has a damn thing to do — was known as Black Friday. The day retail outlets went “into the black,” so to speak, as shoppers jammed malls and department stores to get a jump on their Christmas shopping. But as shopping in actual stores has become about as relevant as landlines, the shift in Black Friday madness has turned to Cyber Monday — when online retailers offer huge discounts, minus the elbows to the face over Tickle Me Elmos.

Travel discounts are especially abundant on Cyber Monday, as people start planning their 2019 vacations around who offers the best discount. Whether it’s airfare, cheap hotels, insane cruise discounts, or thousands of dollars off adventure tours, the best Cyber Monday deals are not always easy to find. Fortunately, we sifted through thousands of them to bring the best travel Cyber Monday deals of 2018.


SAS airlines

Photo: TheHighestQualityImages/Shutterstock

The best deal: Scandinavian Airlines — which you might know as SAS — is one-upping its latest insane fare deal and offering flights to Scandinavia and Finland from major US airports for as low as $399 roundtrip. Flights to other European destinations like Amsterdam, Paris, and Barcelona will be $499. These fares run from Tuesday, November 20th to Monday, November 26th, and are valid for travel through May 17th.

Those great purveyors of Icelandic overtourism at WOW Air are offering their own “Purple Friday” sale from November 20th-25th, with $69 one-way flights from Chicago, Boston, St. Louis, Los Angeles, and Pittsburgh to Reykjavik. And $99 flights from all those cities to Amsterdam, Brussels, Dublin, and London. From November 26th-28th, you’ll get 40 percent off all fares everywhere if you join the airline’s loyalty program before you book, and use the code WOWCYBERMONDAY.

Making it even easier on you, Norwegian Air is taking a flat 15 percent off all its fares from the US to Europe, no promo code needed. Highlights include $145 flights from JFK to Paris, and Denver to London Gatwick for $160. You’ll have to travel between December 3rd and March 31st to get the fares, and they’re good through November 26th.

The jaw-droppingly cheapest flights to be found this week are on Irish discount airline Ryanair, who’ll have flights for $5.99 from December to February. The sale runs all week though November 26th. Be forewarned though, those flights are within Europe, so maybe look to use them in conjunction with other transatlantic deals.


Hotel Modera in Portland Oregon

Photo: Hotel Modera/Facebook

The best deal: The Cyber Monday number play award goes to the boutique Hotel Modera in Portland, Oregon, who will give you 99 hours in its hotel for $99. That’s three nights, if you’re doing the math. The deal runs from November 23rd to 26th, for stays through the end of March.

Not that it’ll help you save on food, theatre tickets, or the $20 “out-the-door” charge in New York City, but a couple of hotels are at least slashing your lodging cost in half. The Redbury will take 50 percent off your weekend stays through the end of the month when you enter the promo code “Cyber” online or “DSCYB” over the phone. The James NoMad will also knock 50 percent off stays through September 2nd of next year if you use the promo code CYBER when booking between November 23rd and 26th.

Thompson Hotels is offering half off its swanky suites in cities like Nashville and Seattle (where you’ll be able see the best rooftop bar in Washington). If even a half-priced suite is out of your range, Thompson’s also offering 30 percent off standard rooms. Both deals are good on stays from December 1st, 2018, through December 1st, 2019.

If you want to stay in Richard Branson’s suite at the Virgin Hotel in San Francisco or Chicago, you have to be among the first 10 people to book a stay between January 1st and April 30th of next year, and you’ll be upgraded to Richard’s Penthouse Flat. Even if you don’t get the upgrade, you’ll still get 30 percent off your booking.

If you’re quick on the draw, you can stay at the Hard Rock Hotel San Diego for free. Be among the first five people to book a room on Black Friday using the promo code BF2018, or do it again on Cyber Monday, and you’ll not only get the $99 BF/CM room rate, but also a $100 credit toward food and drink.

Barbados will be terrifyingly cheap in 2019 if you book your hotels this weekend. Elegant Hotels is offering 50-75 percent off all seven of its beachfront properties, including 75 percent off at The House, with rooms starting at $65. Deals are valid through the end of October next year, and run all weekend through Cyber Monday.

If you and your special someone have ever thought of dabbing in the world of clothing optional “lifestyle” resorts, cost is one less excuse you can use for staying vanilla. Desire Riviera Maya and Desire Riviera Maya Pearl will offer half off their regular all-inclusive room rates, including the “Fantasy Menu” with erotic massages and strip seduction. If you’d rather let your freak flag fly in Cancun, Temptation Cancun will have 60 percent off its rooms as well. All require a three-night minimum stay.

What’s better than getting half off your jungle lodge or private island on a trip to Belize? Getting a personal escort through Belize customs and immigration and a welcome cocktail at the airport, obviously. Book a trip to Belize through Muy’Ono Hospitality between Friday and Monday, and travel between January 1st and April 15th, 2019, and you’ll get 50 percent off your booking and that VIP, too-important-for-immigration-lines treatment.

Myrtle Beach, South Carolina might as well be renamed “Cyber Monday City” this weekend, when pretty much the entire place will be offering half off hotels for spring and summer next year. And those exact hotels are on Myrtle Beach’s Black Friday page.

Test your massage-getting limits at the Miraval Arizona, where each three-night stay gets a whopping $825 in resort credit to use on spa treatments, private sessions, and activities. For every night you stay after that, you get another $275 — so you can keep that free massage train rolling as long as you like.

Plan your Key West vacation now and you can stay at the island’s first full-fledged lifestyle hotel at The Perry Hotel for a fraction of what it would normally cost. Use the promo code BLACK when you book between Friday and Monday and you’ll get 40 percent off the regular rate through next September.

Start your Spring Break group chats before the end of the week, because you’ll want to figure out whether next year’s March insanity will be in Puerto Vallarta, where the Hyatt Ziva is offering 65 percent off trips between February and April. Or Playa Del Carmen, where the Hilton Playa del Carmen will have the same deal.

Hollywood Roosevelt hotel

Photo: Hollywood Roosevelt/Murphy O’Brien

This December you can live like 1950s Hollywood royalty for 1950s prices, when the iconic Hollywood Roosevelt in Los Angeles gives you 40 percent off all its rooms for the rest of the year when you book here before November 27th using the promo code CYBER2018. It’ll even throw in a couple of Hollywood Harvest welcome cocktails for you to sip in the ornate lobby.

If you just finished season two of Ozark and were like “Damn, off-season rural Missouri just looks like paradise,” well, you won’t have to launder money to afford it. The Big Cedar Lodge is offering 53 percent off queen guest rooms and 48 percent off two-bedroom log cabins, with a customized welcome wine bottle and an hour of unlimited video game play at Fun Mountain for stays in January and February. Mention code WW018. Maybe don’t mention the TV show.

Elvis Presley would have been 84 this January 8th, and if you were thinking about making the pilgrimage to Graceland this year, your hotel expense can be minimal when you book at the Big Cypress Lodge. It’ll take 68 percent off your room for stays through the end of February when you book between November 23rd-26th using the promo code WBB18. Did we mention you get an hour of bowling at Uncle Buck’s Fishbowl, too? No, it’s not too good to be true.

Booking platforms

The best deal: You might want to subscribe to Priceline’s email since, starting today, it’s sending out Express Deal coupons with 50 percent off hotel bookings and “considerable savings” on flights and rental cars. Then, on Monday, Priceline will send a thousand coupon codes for 99 percent off express deals, meaning you can stay at a $1,000 a night hotel for 10 bucks.

If your family likes to give lotto scratch tickets for Christmas, are your people. It’ll be offering every visitor to the site a virtual scratch coupon between midnight on Friday and 11:59 PM on Monday that’ll have anywhere from seven to 99 percent off a hotel booking, and EVERY TICKET IS A WINNER.

Packages and tours

The best deal: CheapCaribbean becomes even-cheaperCaribbean this weekend, when the discount tropical vacation specialists give up to 70 percent off trips to the Dominican Republic, Jamaica, the Bahamas, Los Cabos, and Cancun/Riviera Maya. The deals are good now through November 26th, with prices as low as $349 with airfare to Oasis Tulum Lite.

Greek islands

Photo: REI

REI Adventures is cutting hundreds of dollars off 2019 trips booked between now and December 2nd. If you’d like to join the renowned outdoor equipment outfitters’ trip to the Greek Islands, the Santorini-Crete trip will be $900 cheaper if you book now. If you’d like to stay closer to home, REI’s Great Smoky Mountains Adventure trip, full of rafting and ziplining, will be $300 off.

Intrepid Travel, who offer off-the-beaten-path trips all over the world, is taking 20 percent off all its trips, everywhere, for tours starting next year. There are over 1,000 trips to choose from, excluding polar expeditions, if you book before November 28th.

Along the same lines, Trafalgar will be offering 20 percent off selected itineraries through November 30th.

The biggest eye-popping tour discount comes to us from Friendly Planet Travel, who are offering an almost overly friendly $1,900 off its Captivating Cuba package, covering eight days on the island. The sale runs on Monday and Tuesday and includes up to 70 other tours, including $600 off Highlights of Southern Africa, $800 off an Ecuadorian Amazon cruise, and $600 off Discover Israel.

You’re never too young for Cyber Monday, just ask EF Ultimate Break, a company that caters its travel adventures toward 18 to 29-year-olds. For Cyber Monday Week — November 26th to 30th — it’ll be offering insane discounts like $1,150 off the Grand Tour of Europe and $950 off the Australia and New Zealand Adventure. What’s more, you can reserve a spot with just $150 down and an interest-free payment plan, so you can travel without having to give up avocado toast.

Theme parks & activities

Legoland Florida

Photo: LEGOLAND Florida/Facebook

The best deal: Cruise the I-4 corridor and visit the people who literally determine the president, then try and forget about it when you hit both SeaWorld Orlando and Busch Gardens Tampa with a two-day, two-park ticket from, for just the price of a one-day ticket. Use promo code GIFT.

A weekend at Walt Disney World Resort will feel a little less crippling thanks to, where you’ll get $30 per ticket off Flexible Date Disney tickets when you use the promo code GIFT through Tuesday. Stay five days or longer and you’ll get a commemorative Toy Story towel to go with your second mortgage.

If you’re planning to spend a week at Universal Studios, Universal’s Islands of Adventure, and Universal’s Volcano Bay, now is the time to buy your tickets. will throw in an extra two days of two-park tickets when you buy three days of two-park tickets using the promo code GIFT. No towel for this one though.

If one day of Legos just isn’t enough for you, is offering two days for the price of one at LEGOLAND Florida too. If you haven’t figured out the promo code by now, you’ll fit right in in Florida.


Boats in Southeast Asia

Photo: Tonkinphotography/Shutterstock

The best deal: If you’ve got a friend whose first two months of 2019 are wide open, you might want to look at Peregrine Adventures, who’ll let you bring along a buddy absolutely free on selected Southeast Asian cruises through the end of February. But you’ll need to book before November 30th.

The world’s foremost luxury cruise line, Silversea, is letting you get a little more luxurious if you book on Black Friday. It’ll give you $500 off per guest, plus you receive a one-category suite upgrade and enjoy a $1,000 onboard credit on cruises like Singapore to Bangkok, Durban to Maputo, and Yangon to Bali.

U by Uniworld, the European river cruise bent on getting younger people onboard, is offering 30 percent off its newest itinerary, Northern France at a Glance, with $100 onboard credit thrown in.

And finally, while we’re not going to come out and say the Temptation Caribbean Cruise is a swingers cruise, we’ll say that it is a February 2020 excursion through the Western Caribbean with a bunch of people who frequent an “adult” resort. Draw your own conclusions, and save half off your second passenger when you use the promo code SAVE50 at booking. Or you can fuel up for your big night of…whatever…with unlimited access to the ship’s specialty restaurants when you use the code UNLIMITED. All deals are valid November 23rd to 26th.


Glamping tents

Photo: Glamping Hub/Facebook

The best deal: Tazo Tea wouldn’t be the first company you’d expect to have insane Cyber Monday travel deals. But this year the tea makers are offering experiences like a candlelight dinner under St. Patrick’s Cathedral in New York City, a hot air balloon ride and photography class over Miami, and a cocktail-making train ride in Austin for $3.99. You’ll have to book here, beginning November 26th, and you’re limited to two per person while supplies last.

Take a springtime road trip through the American West to start off the new year, because JUCY RV rentals gives you half off January-March bookings out of LA, San Francisco, Vancouver, BC, and Las Vegas. Book on Friday or Monday and you’ll also get kitchen kits, bedding kits, and 100 free miles per night. Use the promo code JUCKBLACK.

Even if you can’t stand the word “glamping,” it’s hard to hate on enjoying the great outdoors with stuff like air conditioning and butler service. You can get a 20 percent bonus on any gift card you buy at Glamping Hub for the full 24 hours of Cyber Monday.

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