36 Incredible Travel Deals to Book by Cyber Monday

Ah, yes, it’s Thanksgiving once again. And while you’re certain to enjoy the holiday differently this year—perhaps by social-distancing from Memaw’s sugar free pecan pie and grandpap’s halftime snoring show—some things are still the same, like the plethora of Black Friday and Cyber Monday (nay, Cyber Month) deals for travel. We’ve sorted through this year’s crop in search of the best deals. Whether you’re looking for an all-inclusive beach trip, a jaunt to Hollywood or Philly, or maybe even a safari in Tanzania, we’ve got you covered. Here’s the best of the bunch.

Best for the Florida beach trip 

Ocean Key Resort & Spa, Key West: Deals are in store for this oceanfront gem with 100 rooms and suites and home to waterfront dining and the SpaTerre. Book on November 27 or 30 for the beach resort’s holiday packages, like the “We’re Dreaming of a White Sand Christmas!,” for savings on travel valid through March 31, 2021. 

Pelican Grand Beach Resort, Fort Lauderdale: The same deal goes for this beach resort on the Atlantic. Book on November 27 for the “We Need a Little Sunshine, Right This Very Minute” or on November 30 for the “We’re Dreaming of a White Sand Christmas!” to get savings on travel through March 31, 2021. 

Bungalows Key Largo: Book by December 15 to get 10-percent off stays at this lush waterfront compound (think private bungalows, bougainvillea-laden veranda, oversized soaking tubs, outdoor garden showers). Rates start at $899 (based on double occupancy with a two night minimum stay). 

Parrot Key Hotel & Villas, Key West: Book this zen island retreat between November 23–December 3 to save 40 percent on guest rooms and suites for stays until September 6, 2021.  

Best for the Caribbean beach trip

Atlantis Paradise Island, The Bahamas: The exclusive resort will roll out a special for email subscribers (sign up at the website): There will be 2,021 guest rooms available at $202.10, plus taxes and resort fees. But public access rolls out November 25–30 for savings on stays from December 10, 2020, through November 30, 2021, including 21-percent off four-plus nights (i.e., the fourth night free) and experience packages like the Couples Getaway.  

Sugar Beach, Saint Lucia: Located amidst the beachfront and 100 acres of lush rainforest, get up to 40-percent off the 96 rooms, cottages, bungalows, villas, and private residences on stays through December 2021 (blackout dates apply). Images: here.

Curtain Bluff, Antigua: For those booking a minimum of five nights at this all-inclusive five-star sanctuary, you can get a $100 resort credit and upgrade on arrival (if available) with code BLACKFRIDAY during Black Friday weekend—for travel through May 2021. 

Mystique by Royalton, Saint Lucia and Mexico: Get 25-percent off best available rates for stays of four nights or more when you book between November 27–29, 2020, for travel through December 31, 2021. Promo Code: FRIDAY25. Or use code MONDAY25 to get the deal on November 30.

Secret Bay, Domenica: Get 40-percent off best available rates and numerous perks (rum nightcaps, a couples massage, private airport transfers, and more) when you book a seven-night minimum stay from November 27–December 2 for travel from December 2020 to April 2021 (blackout dates apply; you have the option to re-book within 12 months of your original travel dates with some exclusions).

Bahia Principe Hotels & Resorts, Caribbean, Mexico, and Spain: You’ll get a whopping 75-percent off in discounts, to be redeemed via resort credits, when you book November 19–December 3 for travel until December 17, 2021. 

Jamaica Inn, Jamaica: Book here by November 30 for a 40-percent-off discount on stays of three nights or more for travel dates through August 30, 2021. You’ll also get a welcome drink on arrival, a comped daily drink on the beach, free Wi-Fi, and more freebies.

Best for Cabo

Viceroy Los Cabos: Book here from November 21–27, get up to 40-percent off off stays from November 2020–December 2021 (blackout dates apply) Cancel by noon three days before arrival to avoid a penalty.

Solmar Hotels & Resorts: You’ll get fully refundable rates, starting at $142 per night, and up to 62-percent off when you book here from November 23–29—for travel from November 23, 2020 to April 30, 2021.

Best for the sportsmen (and women) among us

Hawks Cay Resort, Florida Keys: Book this Keys resort (known for fishing excursions, dolphin encounters, and snorkeling) between November 23–30 for 40-percent off two nights or more with the promo code BLKFRI—for stays from November 30, 2020, through October 31, 2021. 

Best for old-school grandeur

Cadillac Hotel & Beach Club, Autograph Collection, Miami Beach: Book this Miami Beach institution (open since 1940, and still chic and modern) from November 23–December 3 for savings up to 40-percent off regular rates on stays through September 6, 2021.  

The Brazilian Court, Palm Beach: Book this iconic hotel (built in 1926) by November 30 at midnight for 25-percent off original rates, including a complimentary upgrade, complimentary half day bike rental and free parking—for travel through January 31, 2021 (blackouts may apply). 

The Hollywood Roosevelt, Los Angeles: Book from November 26–30 using code CYBERDEAL for 40-percent off best available rates on rooms and suites for travel through December 2021 (blackout dates apply).

Best for wellness 

L’Auberge de Sedona, Arizona: From November 23–December 3, get 30-percent off best available rates on select cottages, plus a daily resort credit of $50 for a two-night minimum through November 29, 2021. Then bask in the beauty of Red Rock country and the resort’s array of outdoor wellness experiences and services at the L’Apothecary Spa.

The Retreat Costa Rica: From November 27–30, this idyllic wellness boutique offers a 35-percent discount on one of The Retreat’s Wellness Packages, including complimentary SJO airport pick-up and a $100 spa certificate per reservation for bookings from December 2020 to January 2021 (some blackout dates apply).

CIVANA Wellness Resort & Spa, Arizona: Book here between November 23–December 1 for up to 50-percent off—redeemed with up to a $600 nightly resort credit (based on double occupancy) to use on spa services, wellness sessions, and activities—at this refuge of all things healthy cuisine, yoga, meditation, and hiking. For stays through December 2021.  

Collective Retreats, Vail, Colorado; Governors Island, New York; and Hill Country, Texas: From November 27–30, save 40-percent on these outdoor luxury retreats—dates for travel range, but most stretch well into 2021.

Best for gambling

Renaissance Aruba Resort & Casino: The resort is the only property on Aruba to operate its own private island, a 40-acre atoll exclusive to guests. Book here from November 27–30 to get 50-percent off standard rates for two nights or more with code “BOG.”

Harrah’s Resort Southern California: Book from November 23–December 7 for 20-percent off select dates through November 23, 2021, and you’ll be able to hit the resort’s 1600 slots and 50 gaming tables. Scope out the resort’s lazy river too. 

Best for ski season

Camelback Resort, The Poconos, Pennsylvania: From November 27-30, get up to 50-percent savings on certain weekends, for travel from December 1, 2020, through April 30, 2021 (not valid over holiday weekends and blackout dates may apply). Based on availability, and bookings must be prepaid and are non-refundable.

Vail Resorts, Colorado: From November 24–December 1, get up to 40-percent off hotel rooms, condos, and chalets across its portfolio (Park City, Breckenridge, Beaver Creek, Vail, and Keystone). Epic Pass holders get early access on November 19 and an additional 20-percent off the Cyber Sale.

Best for Wine Country

The Duchamp, Healdsburg, California: Book this wine-country favorite from November 27–30 for 30-percent off stays from January 3–March 4, 2021. Enter the promo code “2021,” and the deal will be automatically applied. 

Cambria Hotel Sonoma Wine Country, California: From Black Friday through Cyber Monday, travelers get 30-percent off weekday and weekend stays for travel through June 2021. 

The Flamingo Resort, Santa Rosa, California: Book here from November 27–30 for 50–60-percent off, with rates starting at $99/night for travel through September, 12, 2021 (blackouts may apply).

Carter Hospitality Group Winery Resorts, Temecula, California, and Texas Hill Country: From November 23–December 1, get 20-percent off accommodations (and a welcome bottle of wine) at Texas’s award-winning Carter Creek Winery Resort & Spa and in California, the Carter Estate Winery Resort and South Coast Winery Resort & Spa.

Best for that quick New Orleans trip 

The Eliza Jane: Book until December 6 for up to 22-percent off stays at this boutique hotel with 196 guest rooms, 50 suites, and 12 signature suites—for travel between November 2020, and April 4, 2021. 

Best for a Hawaiian retreat

Kaimana Beach Hotel, Waikiki: From November 26–30, use promo code BLACKFRIDAY to get 30-percent off Panoramic Ocean Front Rooms for travel dates fro December 2020–November 2021 (blackout dates apply). These rooms feature sweeping corner views of Waikiki Beach and private, wraparound balconies.

Best for an urban adventure

The London West Hollywood at Beverly Hills, West Hollywood: From November 27–30, enjoy 30-percent savings, a one-time $100 F&B credit, and complimentary daily breakfast when you book a minimum two-night stay for travel December 15, 2020, through March 2021. 

The Rittenhouse Hotel, Philadelphia: From November 23–December 3, save up to 40-percent off guest rooms and suites, including the executive and Presidential suites, for stays between November 19, 2020, and September 6, 2021.

The Whitney Hotel, Boston: From November 23–December 3, save up to 40-percent off guest rooms and suites for stays between November 19, 2020, and September 6, 2021.

Best for the bucket list

Rockliffe Hall, County Durham, England: A stay in an 18th-century red brick mansion set amongst 375 acres of stunning parkland, a complete spa, golf course, and more amenities? Yes, please. It’s especially enticing when booking on Black Friday weekend for bed and breakfast getaway packages ranging from £189–269. 

Nomad Tanzania:  Book by December 4 to save up to 44-percent off a Northern Tanzania safari—for travel from December 21, 2020, through March 15, 2021. Immersed in the country’s UNESCO World Heritage Sites, the eight-night safari traverses the Ngorongoro Highlands before heading to the southern plains of the Serengeti ecosystem—all teeming with impressive wildlife and birds.