By Eileen Ogintz

If you thought you couldn’t afford a vacation in 2020, think again. And mark your calendars for Monday, December 2, 2019 – Cyber Monday.

You can pick and choose from travel deals on Cyber Monday and your vacation dollar will go a lot farther, whether you want to go to Orlando, on a cruise, to an all-inclusive resort, or just enjoy a pre-holiday getaway to see the city lights. Many of these deals are good all or most of next year.

Make sure to read the fine print. There are blackout dates, limited availability and other restrictions. Follow your favorite brands on social media for the latest deals. has become a go-to for flight deals; Price alerts allows travelers to track the cost of a desired flight route and purchase a fare once the price drops while their Everywhere search provides travel inspiration when searching for the cheapest flights, but you don’t know where you want to go. Just type in “Everywhere” into the departure box to search all travel possibilities. will have special coupons on their app so download in advance!

The more flexible you can be, the better luck you will have. And a deal isn’t a deal at all if you will be paying for amenities you won’t use. Make sure to read the fine print!

Here are more than 80 Cyber Monday deals offered for families of all stripes:


Divi Resorts is offering rates as low as $118 per night (room only) and $138 per person, per night (all-inclusive) for travel from April 13-June 26, 2020 and August 20-December 19, 2020. Book from Thursday, November 27 until Monday, December 2 at 11:29 p.m. ET

Iberostar resorts in Punta Cana and Mexico are offering 30% discount—if you register at My Iberostar to gain priority access to the private Black Friday pre-sale, which takes place November 25th – 28th. After the conclusion of the Black Friday pre-sale, the discount will change to 20% off, with promo code FRIDAY19, and will be active from November 29th through Cyber Monday on December 2nd

JAMAICA: Playa Hotels & Resorts is touting up to 70 per cent off its all-inclusive resorts in Mexico and Jamaica as long as you book by November 29-Dec.2. Bahia Principe Hotels & Resorts with over 20 properties across Dominican Republic, Mexico, Jamaica and Spain promises savings up to 60% off as long as you book Nov. 25, 2019 – Dec. 8, 2019. Travel through Dec. 19, 2020. The iconic Round Hill Hotel and Villas will be offering travelers both the Winter Sunshine and Winter Warmth packages, available to book on Friday, November 29, 2019 (Black Friday) and Monday, December 2, 2019 (Cyber Monday). With Round Hill’s Winter Sunshine package, guests receive one free night when booking a 7-night stay between the dates of January 4-31, 2020. Guests booking Round Hill’s Winter Warmth package will receive one free night when booking a 5-night stay between the dates of January 5 and April 8, 2020. Jamaica Inn is offering a Black Friday and Cyber Monday Sale where travelers will be able to enjoy 40% off room rates on trips until February 10, 2020. This deal must be booked by December 2, 2019. Blackout dates apply, and there is a minimum stay requirement of three nights.

Nickelodeon Hotels & Resorts Punta Cana offers up to 69% off stays, including on stays in suites with private swim-ups and the world’s only SpongeBob Villa. Plus, for a limited time, guests will receive up to a $500 resort credit and double upgrade (based on availability). . Book November 11 – December 10, 2019 for stays from November 19, 2019 – December 20, 2020.

SpongeBob greets guests at Nick Punta Cana
SpongeBob greets guests at Nick Punta Cana

Azul Beach Resorts – in Negril and the Riviera Cancun will offer up to 55% off, including on stays in the resorts’ private swim-up suites. Plus, for a limited time, guests will receive up to a $500 resort credit and double upgrade (based on availability). Booking November 11 – December 10, 2019 for stays from November 19, 2019 – December 20, 2020.

Bluefields Bay Villas, just an hour from Montego Bay with a collection of six all-inclusive villas ranging from 2-6 bedrooms with 24/7 butler service, chef, vacation nanny and activities, including a new sailing program. Book five nights, get two free and a 30 per cent discount. Book November 29 through to Cyber Monday, December 2 and travel 5/1/2020 – 10/30/2020. 

Tamarind in Barbados is offering 45% off. Additionally, the company will donate $30 from every booking made to the Barbados Sea Turtle Project. Book Nov. 29 – Dec. 6 and travel now through December 1 – October 31, 2020 (black-out dates apply). To book, visit

In Mexico, Velas Resorts’ 2019 Black Friday sale kicks off early on November 27th. Inclusions in 2019 and 2020 stays at the Mexico resorts range from kids and teens stay free, suite upgrades, and complimentary nights to round-trip airport transportation, spa treatments, unlimited access to the resorts’ renowned Water Ceremonies at the spa, and a private oceanfront dinner for two. To achieve all offers, travelers can sign up by Nov 26th for the presale at No blackout dates apply to presale.


Balboa Bay Resort on Newport Beach’s waterfront is having a Cyber Monday flash sale ( from noon- 6:00pm PST) offering guests 15% off the best available rate, $100 resort credit, a waived resort fee, and a waived parking fee –a savings of $315 to $365 for a two-night stay. Stay December 2– April 30, 2020 (subject to availability and blackout dates – booking code: cyber)..

The Mission Inn Hotel & Spa – Riverside, CA. a landmark historic hotel famous for its holiday displays will offer up to 40% off select dates from 1/2/20-7/31/20 with rates starting at $139 (plus tax)

Harvest Inn in St. Helena, CA in the heart of Wine Country is offering up to 30% off – all reservations are final sale for stays between November 28 and March 31, 2019. Must be booked by December 2, 2019. Book online HERE using the code CYBNR. 

Monterey Plaza Hotel & Spa in Monterey, CA on Cannery Row is offering 30% off all rooms, 15% off an 80-minute treatment at Vista Blue Spa and 15% off dining plus a bottle of wine at Schooners Coastal Kitchen.


Aruba Marriott Resort & Stellaris Casino  Palm Beach, Aruba save 30% off the best available rates for any room category starting Black Friday (November 29, 2019) through Cyber Monday (December 2, 2019). Valid for travel from January 2, 2020 through June 30, 2020.

Fort Young Hotel & Dive Resort, Dominica’s landmark, waterfront hotel, is offering 40% off best available rates and daily buffet breakfast. Book November 25, 2019 to December 2, 2019 and travel December 1, 2019 to April 30, 2020

In partnership with AccorHotels, Banyan Tree Mayakoba will offer up to 40% off the best available rate from November 28 to December 2 for stays from January 1, 2020 to March 15, 2020.

Between November 28 – December 2, Atlantis, Paradise Island (Nassau, Bahamas) is touting Five Days of Savings. With different offers including air/hotel deals, 35% room savings, up to $600 resort credit, a complimentary night, 5th night free and more.

Wyndham Grand Rio Mar Puerto Rico Golf & Beach Resort (Puerto Rico) offers 25% off best available rates + $100 F&B credit on stays between January 1 – May 28, 2020. Book Between November 29 – December 2, 2019.

Park Hyatt St. Kitts (St. Kitts/Nevis) 30% off any room with booking code: HS30O . Book between November 29 – December 2, 2019. Must redeem by March 30, 2020.

Solmar Hotels & Resorts in Los Cabos, all-suite properties in Mexico touts more than 60% off nightly rates. Book Dec. 2, 2019 and travel Dec. 2, 2019 to Dec. 20, 2020.

The Fives Beach Hotels & Residences | Riviera Maya, Mexico – offers 55 per cent off, complimentary breakfast and a pass for the family to swim with the dolphins. One two, or three-bedroom suites or s Penthouse Sky Suites complete with a butler. BOOK Dec. 2, 2019 and travel December 2, 2019 – December 19, 2020.

Anse Chastanet / St. Lucia Deal: Up to 40% off Superior and Hillside Deluxe rooms with all-inclusive F&B when guests stay five nights or more.  Book November 26 – December 2, 2019 and travel March 1 – December 19, 2020. Book:

More than a dozen other hotels in Saint Lucia are featuring Cyber Monday deals

The Pitons on St. Lucia
The Pitons on St. Lucia


Red Roof INN  is offering 20-30 per cent off all of its U.S. Locations as long as you book Nov. 29-Dec 5th for a stay 11/29/19 – 2/29/2020 Promo Code: SALE

IN ALEXANDRIA, VA The Alexandrian and Morrison House, are extending 25% off for bookings from Saturday, November 23 until Saturday, November 30, 2019 for stays between Saturday, November 23, 2019 until Monday, March 30, 2020. Black Friday rates will be fully pre-paid and non-refundable.

IN AUSTIN, TX AT&T Hotel and Conference Center on the University of Texas campus is offering 40% off. Book direct from Friday, November 29 through Monday, December 2.

IN BOSTON The Godfrey Hotel Boston (Boston, MA) Beginning at 12 a.m. on Friday, November 29, travelers can book at 30% off the best available rate. This special rate will be available through 11:59 pm on Monday, December 2, with travel dates spanning from December 9, 2019 through March 10, 2020 – allowing guests to experience the beauty of Boston in bloom. use the booking code BFCM on

IN CHARLESTON, the HarbourView Inn, the only waterfront hotel in Charleston’s Historic District, is offering guests 25% off their stay when booking on Cyber Monday and can be booked online through 12/6. Valid for travel dates in 2020, though blackout dates apply.

IN CHICAGO Located near Millennium Park, Hotel Julian is offering 25% off the hotel’s best available rate. The offer is available for guests who book on Monday, December 2 starting at 12 a.m. through 12 a.m. on Tuesday, December 3.

IN DENVER The Gaylord Rockies Resort & Convention Center close to Denver International Airport and with indoor and outdoor year-round pools, with a seasonal lazy river and winding waterways; and mini golf. The property hosts thematic season-long SummerFest and Christmas at Gaylord Rockies celebrations with festive events, pop-up experiences, and live theatrical performances from Cirque Dreams Holidaze and an immersive winter wonderland journey through two million pounds of sculpted ICE!30% off best available rates, including on bundled packages that include Get two tickets for ICE!. Advance purchase, bookable online only. Just the room, no inclusions. ICE! Ticket Only: Buy 1 Get 1 ICE! Ticket (value days) : Valid for booking from Nov. 25 –Nov. 27, 2019 at 11:59 PM CST for stays on select dates between Nov. 29 through Jan. 30, 2020. ICE! Tickets Only: Valid for visits between Nov. 29 – Dec. 3, 2019.

Gaylord of the Rockies in Denver
Gaylord of the Rockies in Denver

The Curtis is touting rates in Denver for more than 50 per cent off, just $52.80 a night Book Nov. 29 – Monday, Dec. 2. Available for stays on select dates between December 1, 2018 and February 29, 2019.

The Fontaine in Kansas City, Missouri, a boutiq1ue, pet friendly hotel close to the landmark Country Club Plaza district is offering 40% off stays, pet-friendly accommodations, complimentary car service in a Tesla Model X within a five-mile radius, and a 24-hour fitness center. Book direct on Monday, December 2 through Sunday, December 8. Stay between December 2-September 20, 2020. Use the promo code CYBER when making a reservation.

IN MIAMI AND NEW YORK Nautilus by Arlo – Miami Beach, Florida will have a “Deal of the Decade” package giving travelers 50% off room rates, bookable Black Friday through Travel Tuesday with no blackout dates, and a two-night minimum. Available for bookings through Labor Day 2020 (September 7th). This is valid at Arlo NoMad, Arlo SoHo and Nautilus by Arlo (New York and Miami locations).

AT THE MALL OF AMERICA Radisson Blu Mall of America will make holiday shopping easier with 25% off a superior guest room. Reservations can be made directly on the hotel’s website. Blackout dates will apply.

IN NEW ORLEANS NOPSI Hotel — New Orleans, LA in the heart of the Central Business District, is offering up to 50% off original rates on rooms and suites, available for booking Nov. 29 – Dec. 2 for travel Nov. 29, 2019 – Dec. 31, 2020. available HERE and HERE.

IN NEWPORT (RI) Hotel Viking atop Newport’s Historic Hill neighborhood offers 40% off stays. Book direct on Monday, December 2 through Sunday, December 8 for rates starting at $99, for stays between December 2-September 20, 2020. Use the promo code CYBER


The Redbury New York (NYC) Receive up to 40% off with rates starting at $149. Link here to book. Code: CYBER20; Booking window: November 27 – December 3; must stay by Sept 7, 2020 1 night 20%, 2 nights 30%, 4 nights 40%

The Dominick (NYC) 30% off for suite bookings made from November 29 – December 2. Promo code: ESCAPE For travel through December 31, 2020; blackout dates apply 

Hotel Pennsylvania across from Madison Square Garden. Book your New York escape for December 15 – March 31 and skip out on the $40 facility fee while still receiving all the perks, with family rooms starting from $100 per night. Use code “NOFEE” through December 2nd.

 LUMA Hotel Times Square. is offering travelers 35% off room nights for stays between January 1, 2020 and October 31, 2020 Book from November 22, 2019 through December 3, 2019.

The Library Hotel Collection (hotels in NYC, Toronto and Budapest) are all offering 25% off Best Available Rates during their Black Friday / Cyber Monday sales. Book at the individual property’s booking site between Nov. 25 – Dec. 2, 2019 for 25 percent off the Best Flexible Rate along with a property-specific special amenity.

IN PORTLAND, ORE From November 29 to December 2, The Hotel Zags Portland is offering a 40% off discount on stay dates from November 29, 2019 through March 31, 2020. The deal will bookable directly on

IN SAN FRANCISCO Tilden Hotel, a boutique pet friendly Union Square hotel is 15% off with a waived amenity fee (a total savings around $80 per night DEAL: Book direct at from Friday, November 29 through Monday, December 2 for stays between November 29 and March 31, 2020.

IN VEGAS guestrooms start at just $35 a night at the Hard Rock Hotel & Casino Las Vegas for a two night stay (Use code HHBF19P at ) Book two tickets for $99 to the Blue Man Group .

The Venetian Resort Las Vegas – 25% off + bonus experiences with a rotating schedule of exclusive offers this month for 2020. Cyber Sale offer, available Monday, Nov. 25 through Dec. 3, will be the first opportunity for guests to book dates into next summer at a discount.


Playa Cativo Lodge (Costa Rica) Receive 30% off your stay when booking 3 or more nights between January 10 – October 1, 2020. Complimentary upgrades available upon arrival (based on availability). CODE: PARADISE20 Direct Bookings only.

Muy’Ono Belize resorts will offer 50% off accommodations at any Muy’Ono Resort. Use promo code CYBER to book Nov 28, 2019 – Dec 2, 2019 and Travel from Dec 2, 2019 – Nov 15, 2020.


With MSC Cruises’ Black Friday and Cyber Monday deal travelers will save more than $700 on weeklong Caribbean cruises. Book between November 26 and December 4 and get complimentary extras including free drinks, Wi-Fi and gratuities on any of MSC Cruises Caribbean-bound ships.

Gather the grandkids on an Alaska cruise on Holland America , honored this year by 2019 Cruise Critic’s Cruisers’ Destination Awards as the number one cruise line in Alaska. You only need a $25 deposit and will also get free gratuities on Verandah cabins during the Cyber Sale Nov. 27-Dec. 3.

Celestyal Cruises, the preeminent line serving the Greek Islands and Mediterranean, a Black Friday and Cyber Monday “BOGO,” or buy-one-get-one free offer – now expanded to include new itineraries. The all-inclusive, five-night, seven-night or fourteen-day cruises start as low as $490 for two guests, with the second guest sailing for free. This offer is for new bookings made from November 28 through December 8, 2019 for qualifying 2020 and 2021 sailings.

Celestyal Cruise in the Greek Isles
Celestyal Cruise in the Greek Isles

Sail your own Yacht with The Moorings 20% off all destinations, excluding Italy and Tonga. Mention code CYBER and must book during business hours on December 2, 2019 for charters departing by October 31, Applies to bareboat sailing and power charters only,


IN AMSTERDAM Pulitzer Amsterdam is offering 25% off nightly rates for guests traveling between January 1 and February 29, 2020 including daily breakfast at the hotel’s restaurant, Jansz, and one complimentary cocktail per person at Pulitzer’s Bar. Book starting Black Friday to December 5, 2019 and with minimum of two nights. Blackout dates are February 11 to 13. Booking code: BLACKFRIDAY

IN TUSCANY Renaissance Tuscany Il Ciocco Resort & Spa / Tuscany, Italy offers a fourth night free, plus a wine tasting per person. Valid for travel through February 29, 2020 (blackout dates apply). Booking window is November 28 – December 2, 2019.

RomeBettoja Hotels (Hotel Mediterraneo, Hotel Massimo D’Azeglio, Hotel Atlantico) offers a 35% discount by directly through the website as long as you book November 29th through December 2 for 2020 travel.Room rates start as low as 69 euros per night, double occupancy and include breakfast, free welcome drink and free Wi-Fi included 10% off on menu a la carte at the Roof Garden Restaurant and Bar at Hotel Mediterraneo.


Sandpearl Resort / Clearwater Beach, FL on the famous white sand beach Deal: Enjoy up to 50% off best available rates. Book from Dec. 2-4 for travel from Dec. 2, 2019 to Feb. 6 and May 1 to June 30, 2020.

The Palms Hotel & Spa / Miami Beach, FL Take up to 25% off Oceanfront rooms, with $25 per booking going to Blue Water Taskforce by Surfrider Foundation when you book from Thanksgiving Day, Thursday, November 28th to Thursday, December 7th. Valid for travel from December 1, 2019 to December 1, 2020.

Jupiter Beach Resort / Jupiter Beach, FL the area’s only waterfront hotel Save up to 50% off select room categories when you book December 2 – December 4, 2019. Valid for travel December 3 to February 13, 2020.

The Don CeSar and the in St. Pete, Florida will be offering 40 per cent off with rates as low as $169/night! Book Dec. 2- Dec.8 and stay Dec. 2-Sept. 30, 2020. Use code CYBER

Lido Beach Resort (Sarasota, FL) on its own stretch of secluded, white sand beach, Lido Beach Resort and recently renovated is offering savings up to 30% off select room types for bookings of three nights or more. Book December 2- December 4. Valid for travel December 2 to February 13, 2020.

The Resort at Longboat Key Club (Sarasota, FL) on a barrier island on the Gulf of Mexico promises up to 40% off select room types for bookings of three nights or more. Book December 2- December 4 and travel December 2 to February 13, 2020;. promo code OPALFLASH 

The Atlantic Hotel & Spa: in Fort Lauderdale is offering 35 per cent off best available rates as long as you book from Dec. 2-9 valid for a stay at the Hotel from December 2, 2019 through December 31, 2020. Book with promo code.

B Hotels & Resorts is offering their biggest sale of the year – up to 50% off their hotels B Ocean Resort Fort Lauderdale, B Resort & Spa in Orlando and Banana Bay Resort & Marina Marathon, Florida Keys. November 28, 2019 through Cyber Monday, December 2, 2019 for travel December 1, 2019 – December 30, 2020 Use Code CYBER

 The 24 North Hotel When booking from November 22 to November 29, receive up to 50 percent off, half off daily resort fee and a $25 gift card . The pool boasts an underwater library that houses waterproof books including Shakespeare’s Macbeth, W. B. Yeats’ Cloths of Heaven and Mark Twain short stories. Booking link here

Located on a quarter-mile of Atlantic shoreline, the DoubleTree Resort by Hilton, Myrtle Beach Oceanfront rests at the south end of Ocean Boulevard, adjacent to Myrtle Beach State Park and just minutes away from more than 100 golf courses and the nearby Market Commons. Starting at 12:01 a.m. on Friday, Nov. 29, guests can book rooms starting at just $59 per night which includes a free upgrade to a premium ocean view room and reduced resort fee to just $11. Book through 12/2/19 for stays from Nov 29, 2019 to March 31, 2020. Booking code: 0BF. (

Located amidst a 2,300-acre luxury complex and minutes from the top theme parks of Central Florida, Reunion Resort & Golf Club has multi-room villas to private three- to 13-bedroom vacation homes. Friday, Nov. 29-Monday, Dec. 2, all three-bedroom villas are 50 percent off mid-week and 30 percent off all week stays, while select four- to six-bedroom homes are 20 percent off all week getaways through Dec. 20, 2020. In addition, 15 percent off one- and two-bedroom villas will also be included in the special offer.


Hawaii’s largest hospitality group, Aqua-Aston Hospitality’s Cyber Monday deal will include 20% off all its 40 properties across the Hawaii Islands, along with a number of mainland and Costa Rica Resorts. . Book Dec. 2-Dec. 9

Andaz Maui at Wailea Resort (Maui, HI) Book Between November 29 – December 15, 2019, receive 25% off best available rates and 50% off resort fees (which include complimentary outrigger canoeing excursions, GoPro Hero 6 rentals, 30-minute photoshoot and more). Valid on stays November 29, 2019 – November 20, 2020 CODE: SAVOR

Sheraton Kauai Coconut Beach Resort on Kauai, Hawaii has 40% off stays. Centrally located on Kauai’s East Side. Book direct on Monday, December 2 through Sunday, December 8 and stay between December 2-September 20, 2020promo code CYBER when making a reservation.


The YMCA of the Rockies in Estes Park or Snow Mountain Ranch​ ​(near Winter Park) in CO offer 25% off lodging from December 3, 2019 – March 31, 2020 as long as you book Cyber Monday. with code CYBER. Lots of activities including snowshoe hikes through Rocky Mountain National Park are included.

Winter at YMCA of the Rockies
Winter at YMCA of the Rockies

Save up to 40 per cent off Benchmark Resorts & Hotels’ across the country, including Vermont, Lake Geneva, IL and Jackson Wyoming. Bookings must be made when the links go live between midnight of November 29 through midnight, December 2.

Omni Mount Washington Resort, NH offers our lift tickets for any day/non-holiday lift tickets for just $289—a savings of $127—for the 2019-2020 season, though there are holiday blackout days. Offer available online only 11/29/20–12/2/20.

Pocono Mountains of Pennsylvania, Woodloch Pines all-inclusive resort offers guests 40% off our American Plan packages from February 28 – April 3 with the promo code “Fam40.

Mohonk Mountain House in New York State, the Hudson Valley’s historic resort, will offer two spectacular promotions this year: Stay two nights on select weekends between 12/13/19 – 4/17/20 to receive a 25% discount. Stay on select midweek days (Sunday – Thursday) from 12/2/19 – 4/30/20 to receive a 40% discount.


LEGOLAND fans won’t T want to miss the more than half off deal on the parks’ annual Gold Pass. Only from Black Friday through Cyber Monday, buy the pass for an unprecedented $99.99 and use for admission at 30+ Merlin Entertainment attractions. No blackout dates, Free standard parking, dining and retail discount. 

ORLANDO. Save big time with Orlando hotel and ticket deals as long as you book by Dec. 8. Come for the holidays or give the kids a 2020 trip as their holiday gift!

SeaWorld is offering Black Friday and Cyber Monday discounts with presale beginning on Nov. 15, on tickets and admission to parks. A visit to these parks is the perfect way to get into the holiday giving spirit, as all ticket sales support SeaWorld rescue missions

 Go City is offering up to $230 off their city attraction passes using the code CYBERMONDAY. The discount code will be available to use on starting Saturday, November 30th until Monday, December 2nd.With a Go City pass, travelers have the flexibility to explore cities at their own pace, and on their own terms, while saving on popular attractions such as The Empire State Building, San Diego Zoo, The Sistine Chapel and The Freedom Trail as well as other tours around the world.


CELEBRATE A SPECIAL BIRTHDAY OR ANNIVERSARY in Paris or on Safari, among other places, on a luxe private family tour with Abercrombie & Kent at savings up to 44 per cent. ( Book from Dec. 2 at 8 am to Dec 6 at 4 pm.)

TAKE THE FOODIES on a small; group Access Culinary Trip to explore culture through food with the Buy Three Get One Free group trips in 2020—a 25 per cent savings for a family of four. Book Nov. 28-Dec.2.

GetYourGuide will offer a special deal available on Black Friday only: 15% off site-wide, or 25% off any GetYourGuide Originals tours (these are best-in-class tours with perks like guaranteed small groups and complimentary rescheduling). To redeem the deal, just visit www.getyourguide any time before 11:59pm PST on Black Friday. 

Naya Traveler welcomes everyone to explore new heights with one of their tailored journeys at a discounted rate of 20% off. Offer applies to all tailor-made journeys booked on Black Friday, for trips departing January – March 2020.