Renaissance Island at Renaissance Aruba Resort & Casino

All deals are not created equal and that could not be more true than it is this year. Whether you choose to travel or not is a decision everyone needs to make for themselves, but if you think you may be ready in 2021…KEEP READING. Many of this year’s Cyber Week deals are for travel throughout 2021 and with very attractive cancellation policies.

Remember when your biggest concern was purchasing a travel deal and worrying how to to ask your boss for the days off? Ahh the good old days of praying for your PTO to be approved. Now we have to worry if the borders will be open, if we can come back and even worse, will City MD have the rapid test that gives me the green light to be a human. Fear not my friends! I think you’ve earned a little something to look forward to and these deals can help you do it.

I have reviewed almost every deal I could find and the following list is my recommendation of what I think is the most bang for your buck without having to worry (or at least worry for the foreseeable future). All deals below are AT LEAST 40% off…but first my tips for planning your Black Friday/Cyber Monday buys:

  • Travel brands need your help and this year many companies have already had to reduce prices. Don’t waste your time with any deals offering less than 40% off!
  • Pick the place you want to travel to or the experience first (if possible) and then find the deal from there. It’s likely going to be your first trip in over a year. Make it count!
  • Read the fine print!!! Flexible cancellation policies are key this year!
  • Check the current travel policies of the location you’re looking to go to. Yes, they will likely change between now and your trip (maybe even daily), but to the best of your ability – find out what you will be required to do (COVID test, insurance, quarantine, etc.)

Now let’s get to the fun part…


Casa Chameleon Hotels – Casa Chameleon at Las Catalinas

Casa Chameleon Hotels, Costa Rica

Costa Rica’s Casa Chameleon Hotels operates properties in Las Catalinas, Nosara, Santa Teresa and Mal Pais—from jungle villas and ocean-view suites to a private clifftop estate. Accommodations feature eco-friendly designs and infinity plunge pools. The Deal: 50% standard rates for five nights or more. The Details: The deal goes on sale on Friday, Nov. 27 through the end of Monday, Nov. 30 for travel now through Dec. 20, 2021. Book here and use booking code THANKYOU. 

Gurney’s Resorts

Gurney’s Resorts operates two luxury hotels in Montauk, New York (including the original on a cliff overlooking the Atlantic) and Newport, Rhode Island (on a small island in Narragansett Bay with water views in every direction). The Deal: Up to 50% off through the end of 2021: 30% off standard rooms, 40% off suites, 50% off cottages. The Details: Launching early on Nov. 16, 2020 through Nov. 30, 2020 with “final sale extension” through Dec. 1, 2020.

Melía Hotels International

Meliá Hotels International

This Spanish hotel company owns and operates 390 hotels around the world, with presence in key markets such as China, the Arabian Gulf and the United States. The Deal: Up to 50% off at various hotels and Kids Stay Free at select hotels. The Details: Sale begins Nov. 22 and ends at midnight EST on November 29th for stay through Dec. 2021.

Provenance Hotels

These art-filled boutique hotels with locations across the country is offering up to 50 percent off room rates, with rooms starting at $59 per night, depending on the hotel. The deal is good at The Revolution Hotel in Boston, Hotel Max and Hotel Theodore in Seattle, Old No. 77 in New Orleans, Hotel Preston in Nashville, Villa Royale in Palm Springs, Hotel Murano in Tacoma, Washington, and Heathman Hotel, Woodlark, Sentinel, Hotel Lucia, Hotel deLuxe, and Dossier, all in Portland, Oregon. Book this deal between Wednesday, Nov. 25 and Monday, Nov. 30, for stays between Dec. 1, 2020 and Dec. 31, 2021. Reservations are prepaid and non-refundable but there are no change fees or rate adjustments.

Zion National Park Lodge – Xanterra


This brand operates hotels and resorts inside many of the U.S. National Parks. It’s offering discounts of up to 40 percent off best available room rates, including 40 percent off at Kachina Lodge and Bright Angel Lodge and 20 percent off El Tovar in the Grand Canyon South Rim; 33 percent off the recently renovated Oasis at Death Valley; 30 percent off Zion National Park Lodge; and 25 percent off Canyon Lodge and Cabins in Yellowstone National Park. Book this deal from Tuesday, Nov. 24 through Tuesday, Dec. 1, for travel on select dates.


EAST Miami: A Trendy New Boutique Hotel in Miami — No Destinations
EAST Miami

EAST Miami, Miami, Florida

EAST Miami is a posh hotel located on top of Brickell City Centre and is offering 40 percent off all rooms and suites. Book this deal from Thursday, Nov. 19through Tuesday, Dec. 1, for stays between Nov. 20, 2020, and Sept. 30, 2021.
*24-hour cancellation policy without penalty

Hotel Viking, Newport, Rhode Island

Perched atop Newport’s Historic Hill neighborhood the historic luxury Hotel Viking, which just complete a renovation, is offering 40 percent off best available rates. Rates start at $109 per night. Book this deal using the promo code CYBER from Friday, Nov. 30 through Sunday, Dec. 6, for stays between Nov. 30, 2020 and May 31, 2021. Blackout dates apply.Rooms are prepaid, non-refundable, and non-cancelable.

Lotte Hotel Seattle

Lotte Hotel Seattle, Seattle, Washington

The newest luxury hotel from the Lotte Hotels brand, this posh hotel is offering 50 percent off its Premier Suites, 25 percent off Premier Rooms, and 10 percent off Superior King City View rooms. Book this deal from Friday, Nov. 27 through Tuesday, Dec. 1, for stays through March 31, 2021.

Prince Waikiki, Honolulu, Hawaii

Offering a front row seat to the ocean on the northern tip of Waikiki, Prince Waikiki resort 40 percent off best available rates for suites, 35 percent off best available rates for standard rooms, 20 percent off Prince Club Lounge Access, and waived resort fees. Book this deal from Friday, Nov. 20 through Friday, Dec. 4, for stays between Nov. 20 and Dec. 21, 2021. Blackout dates include Dec. 22, 2020 to Jan. 2, 2021 and July 2 to 5, 2021. 
*24-hour cancellation policy without penalty

SHELBORNE SOUTH BEACH $90 ($̶1̶4̶4̶) - Updated 2020 Prices & Hotel Reviews  - Miami Beach, FL - Tripadvisor
Shelborne South Beach

Shelborne South Beach, Miami, Florida

This recently renovated Art Deco classic is offering up to 50 percent off best available rates and up to $50 in food and beverage credits, depending on the length of stay. Book this deal from Monday, Nov. 16, through Monday, Dec. 7. for stays between now and Sept. 30, 2021.

Terranea Resort, Rancho Palos Verdes, California

A luxury resort perched on a cliff overlooking the Pacific Ocean 17 miles south of LAX, Terranea is offering up to 50 percent off purchases of a digital getaway certificate for future stays at the resort. Book this deal using the promo code CYBERMONDAY on Monday, Nov. 30, 2020, for travel between Dec. 1, 2020, and Nov. 30, 2021.Once purchased, the certificate may be redeemed for a stay within the next year and includes resort fees and taxes. Based on availability, restrictions may apply.

The Asbury Hotel | PICS
The Asbury Hotel

The Asbury Hotel, Asbury Park, New Jersey

A funky hotel on the Jersey Shore in Bruce Springsteen’s favorite haunt, The Asbury Hotel is offering 20 percent off one-night stays, 30 percent off two-night stays, 40 percent off three-night stays, and 50 percent off stays of four nights or longer. Book this deal using the code MERRIER onFriday, Nov. 27, 2020, for travel between Nov. 27, 2020, and April 30, 2021. Blackout dates apply.

The James New York – NoMad, New York City, New York

This chic New York hotel in the heart of Manhattan’s NoMad neighborhood is offering up to 50 percent off rates. Book this deal from Monday, Nov. 23 through Monday, Dec. 7, for travel between Nov. 23 and Dec. 31, 2021. Blackout dates apply.

THE SCOTT RESORT & SPA $181 ($̶3̶4̶3̶) - Updated 2020 Prices & Reviews -  Scottsdale, AZ - Tripadvisor
The Scott Resort & Spa

The Scott Resort & Spa, Scottsdale, Arizona

This amenity-filled resort near Old Town Scottsdale is offering up to 50 percent off room rates. Book this deal using the promo code TRIPFRIDAY from now through Dec. 1, for stays between now and Mar. 31, 2021. Blackout dates apply. Full deposit required at time of booking; fully refundable up to seven days before arrival date.

THēsis Hotel Miami, Miami, Florida

THēsis Hotel Miami, the newest hotel in Coral Gables is located across from the University of Miami and is home to the already famed Mamey by Chef Niven Patel, one of Food & Wine magazine’s Best New Chefs of 2020 as well as a double James Beard Award nominee (recently featured in The New York Times). Travelers who book this deal by December 3rd can enjoy up to 40% off their best available rates plus a special welcome gift for stays between now and September 6, 2021.
*24-hour cancellation policy without penalty

Viceroy taking over two Kimpton hotels in D.C.: Travel Weekly
Viceroy Washington DC

Viceroy Washington DC, and Hotel Zena, Washington, D.C. 

Travelers who have joined Viceroy’s Discover loyalty program by Nov. 12 will gain access to up to 40 percent off stays in a Viceroy Studio King with a late 2 p.m. checkout. Sales from rooms booked with Viceroy’s Cyber Monday deals will be contributed to a healthcare worker’s future stay as part of the brand’s Contribution Without Compromise initiative to support hospitals and healthcare workers affected by the pandemic. Book this deal from Saturday, Nov. 21 through Monday, Dec. 7 at noon, for stays between now and Dec. 30, 2021


Pool Areas and Poolside Services | Casa de Campo
Casa de Campo Resort and Villas

Casa de Campo Resort and Villas, Dominican Republic

Nestled in the Dominican Republic countryside, this plush resort is offering guests who book an ocean front villa for three nights or longer the following exclusive amenities: A $1,000 resort gift card; a private dinner prepared by Casa de Campo’s chef in your villa for up to 10 people; a private golf lesson with the resort’s head golf instructor at the Trackman Golf Learning Center; a round of golf for two people, along with the instructor, on the award-winning Teeth of the Dog course; and a private shooting lesson for two at the Purdey 5 Stand with the resort’s head shooting director. Another offer is 50 percent off rooms and villas with a $100 resort credit on stays of three nights or more. Book this deal from Friday, Nov. 27 through Wednesday, Dec. 2, for stays between Nov. 28, 2020 and Dec. 20, 2021 

Renaissance Island, Flamingo Beach at Renaissance Aruba Resort & Casino

Renaissance Aruba Resort & Casino, Aruba 

This resort has two experiences, the adult-exclusive Renaissance Marina Hotel and the Renaissance Ocean Suites, and it’s the only property on Aruba to operate its own private island, a 40-acre atoll exclusive to guests. It’s offering 50 percent off standard room rates. Book this deal using promo code BOG from Friday, Nov. 27 through Monday, Nov. 30, for travel through the end of 2021. Two-night minimum.
*24-hour cancellation policy without penalty

Seven Stars Resort & Spa, Turks & Caicos

Located on the white powder sand of Grace Bay, this luxury resort is offering 55 percent off all room types. Book this deal from Friday, Nov. 27, through Tuesday, Dec. 1, for stays between Jan. 3, 2021, and Dec. 23, 2021.

Sugar Beach, a Viceroy Resort hotel | St Lucia | Smith Hotels
Sugar Beach

Sugar Beach, St. Lucia

This Viceroy Hotels luxury resort hotel on St. Lucia’s famed white sand beach Sugar Beach is offering 40 percent off best available room rates. Book this deal from Friday, Nov. 27 through Friday, Dec. 4 for stays between Nov. 10, 2020 and Dec. 18, 2021. Blackout dates apply. 

Editor’s Notes: Deals have come from various sources including Forbes, TripSavvy and Clark’s Deals. While some deals listed are clients, The Tipsy Traveler does not receive any monetary compensation or commission for any deals booked at any time.

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