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The Big, Beautiful List of Black Friday and Cyber Monday Travel Deals

DATE POSTED:November 19, 2020
Aching to get back to Maui? We don’t blame you. Now’s the time to start planning, thanks to some great Black Friday deals.
Aching to get back to Maui? We don’t blame you. Now’s the time to start planning, thanks to some great Black Friday deals. (Shutterstock /)

If it seems like there are more Black Friday and Cyber Monday travel deals than ever before, that’s probably because our favorite resorts and charters from around the world are as eager to get travelers back out there as travelers themselves. But what sets this year’s long list of deals apart from recent years is how many resorts and hotels are adding flexibility as part of their offers, because they know as well as we do that it’s not as simple as packing a bag and heading to the airport anymore.

The good news is that if you’re hesitant to commit most of these deals were conceived with that in mind. Book now and take months to decide, or see how things progress in the bigger picture, but either way you’ll still have plenty of dates to choose from, as well as the ability to back out if things change. Keep in mind, that’s not the case with every deal, but now more than ever we have choices.

But let’s not waste time. You’re here for deals and we have them. So many, in fact, that we had to give the Caribbean its own article and we’ll still be adding more deals leading up to Black Friday (November 27). Be bold and try a new destination or return to an old favorite to show some love. Whatever you decide will be the right choice.

(Before booking or traveling, please be sure to fully read each resort’s Covid-19 health and safety protocols, as well as the travel updates and restrictions for every island.)

Charters and Adventure

The Company: Aggressor Adventures

The Deal: In honor of the company’s 37th anniversary, guests can enjoy a 37 percent discount on a variety of Aggressor liveaboard experiences, including those on the Bahamas Aggressor, Belize Aggressor III/IV, Cayman Aggressor V, Indo Aggressor, Kona Aggressor II, Okeanos Aggressor I/II, Palau Aggressor II, Roatan Aggressor, Rock Islands Aggressor, Socorro Aggressor (select weeks), Thailand Aggressor, Turks & Caicos Aggressor II, Aggressor Safari Lodges, Sri Lanka and the Aggressor River Cruises, Nile Queen in Egypt. Good luck choosing your own adventure.

Travel Window: Booking is already underway and runs through November 30, 2020, for travel dates between now and November 19, 2021.

How to Book: Visit Aggressor’s specials page for more details and book through the company’s website.

The Company: Abercrombie & Kent

The Deal: Adventure awaits on Abercrombie & Kent’s Private Escapes, which take explorers of all experience levels to places like East Africa, Egypt, Costa Rica, Croatia, Chile and more. The luxury tour operator is welcoming travelers back to the world’s most exciting and unique destinations with as much as 50 percent in savings.

Travel Window: Ever the teases, Abercrombie & Kent revealed this year’s deals earlier in November, but the sale begins on Cyber Monday at 10 a.m. ET and runs until December 4 at 5 p.m. ET.

How to Book: Visit the Abercrombie & Kent deals page to select the adventure of a lifetime and book online.

The Company: The Moorings

The Deal: The popular yacht charter company is taking a different approach this Black Friday, offering to cover personal travel insurance for up to two charter guests per booking for any bookings made in the month of November.

Travel Window: Booking is underway and runs through the end of November. The Moorings is also offering a very flexible booking policy covering all charters booked before December 31, 2021, that depart before November 1 2021. Should anything arise, guests can reschedule at no cost or receive an account credit for a future charter booked within 12 months of the original departure date.

How to Book: Visit The Moorings website for booking.

The Company: Zephyria Yachting

The Deal: The Turkish Riviera awaits. This private yacht charter company is ready to deliver the best of Turkey with a 20 percent discount on select gulets, as the company is currently open to U.S. citizens with no travel restrictions.

Travel Window: Booking is underway and runs through the end of November. Best of all? No blackout dates.

How to Book: Visit Zephyria Yachting’s website for the complete details of this Cyber Monday deal and online booking.

Bermuda

The Resort: Newstead Belmont Hills Golf Resort and Spa

The Deal: Golf anyone? The “Suite Deal” package starts with 50 percent off the nightly rate of a one-bedroom suite and includes special perks like a complimentary water shuttle to the city of Hamilton and round of golf at the resort’s 18-hole championship course.

Travel Window: A true Black Friday deal, booking runs November 27-30 while the deal is valid from December 1, 2020, through April 30, 2021.

How to Book: Visit the Newstead Belmont Hills Golf Resort and Spa website and use the booking code THANKS or call 877-706-7801.

California

The Cause: A Wildfire Donation through the Alpha Omega Winery in Napa Valley

The Deal: In response to the California wildfires, the Alpha Omega Fundraiser for the Napa Valley Community Foundation’s Disaster Relief Fund is offering special gifts in exchange for donations. A minimum of $100 pledge is good for a complimentary Signature Selection tasting for two at Alpha Omega Winery, while a minimum of $500 donation will receive an exclusive invitation for two to be Alpha Omega’s guests at a vintner-hosted “Thank You to the Friends of Alpha Omega” party at the estate in Rutherford.

How to Help: Visit the Alpha Omega winery website November 27-30 to donate.

The Resort: Andaz West Hollywood

The Deal: Live like a rock star, or at least vacation like one, at this iconic hotel—formerly known as Riot House—on the Sunset Strip. Hyatt’s new Global Offer is already underway and offers guests 20 percent off their stay, plus enhanced flexibility. World of Hyatt members receive a little extra love with a 22 percent discount at this favorite spot of rock legends like the Rolling Stones, Led Zeppelin and The Who.

Travel Window: Booking is already underway and runs through December 6, while the deal is valid for travel now through April 4, 2021.

How to Book: Visit the Andaz West Hollywood website to book this deal and dream away.

Chile

The Resort: Tierra Hotels

The Deal: If you’ve even seen photos of the three magnificent properties that make up Tierra Hotels in Chile, you’ll know that Tierra Patagonia, Tierra Chiloé and Tierra Atacama should all be at the top of your travel dream list. Now, it’s easier than ever with 30 percent off stays of four nights or more.

Travel Window: This is strictly a Cyber Monday deal, so booking is only available on November 30, but the great news is that travel is valid through April 30, 2022, so you’ll have extra time to choose between the three properties.

How to Book: Visit the Tierra Hotels website to book.

Costa Rica

The Resort: Casa Chameleon Hotels

The Deal: The name of the game is luxurious seclusion, as the Casa Chameleon properties located in Las Catalinas, Nosara, Santa Teresa and Mal Pais use Costa Rica’s incredible natural beauty as a backdrop with everything from lush surroundings to costal views, all enjoyed best from infinity pools. For stays of five nights or longer, guests will receive 50 percent off standard rates.

Travel Window: The deal is available November 27-30 and travel is valid between the date of booking and December 20, 2021.

How to Book: Visit the Casa Chameleon Hotels website, choose the property and book using code THANKYOU.

The Resort: Planet Hollywood Beach Resort Costa Rica

The Deal: Add an element of celebrity history and culture to your tropical getaway by choosing this legendary brand’s Costa Rica property. With an emphasis on Pura Vida, this resort offers gorgeous beaches and creative cuisine, and this Black Friday rooms can be booked for up to 25 percent off best available rates for four nights or more.

Travel Window: Black Friday booking runs from 7:00 a.m. EST on Nov. 27 to 11:59 p.m. on Nov. 29, 2020, while the Cyber Monday deal is available from 7:00 a.m. to 11:59 p.m. EST on Nov. 30, 2020. Travel is valid for both offers from Dec. 1, 2020 through May 30, 2021. (Blackout dates may apply.)

How to Book: Visit the Planet Hollywood Beach Resort Costa Rica to book and use the special codes FRIDAY25 and MONDAY25 for their respective deals.

Florida

Your pool selfie smile will be wider than ever when you realize what kind of deal you’re getting from this South Beach hotel.
Your pool selfie smile will be wider than ever when you realize what kind of deal you’re getting from this South Beach hotel. (Shelborne South Beach /)

The Resort: Shelborne South Beach

The Deal: Known for its pool parties and legendary South Beach vibes, this 1940s hotel was recently renovated, adding the new Drawing Room speakeasy-style bar, spacious penthouse suites and an oasis garden. But don’t worry—the elegance is the same as it has ever been. Receive up to 50 percent off best available rates, as well as $50 in food and beverage credits.

Travel Window: Booking is underway and runs through December 7.

How to Book: Use the Shelborne South Beach’s Cyber Week Sale for booking.

The Resort: The Brazilian Court

The Deal: This Palm Bach landmark is the mother of all boutique hotels, from the classically beautiful design and surroundings to Chef Daniel Boulud’s Cafe Boulud, which makes this a popular spot for locals, too. But travelers get the Cyber Monday perks and this time that means up to 25 percent off original rates, plus a complimentary upgrade and a half-day bike rental.

Travel Window: Dates must be booked by midnight on Cyber Monday, while travel is valid from booking through January 31, 2021. (Blackout dates may apply.)

How to Book: Rates are available through online booking at The Brazilian Court website.

The Resort: Hyatt Centric Las Olas Fort Lauderdale

The Deal: This brand-new 238-room property was designed and developed with the region’s culture in mind, and the result is a stylish tribute that reinvigorates the travel scene in this beloved city. From the sky-high pool and private cabanas to the fitness center with Peloton bikes and even a champagne vending machine, this hotel was made for the influencer scene. Guests can receive 20 percent off best available rates, plus a free bottle of Laurent Perrier Champagne and an optional en-suite Peloton session.

Travel Window: Booking is already underway and runs through December 6, with travel valid from now until April 4, 2021.

How to Book: Visit the Hyatt Centric Las Olas Fort Lauderdale website to book online.

The Resort: Hilton Aventura Miami

The Deal: Another new property, this one will bring South Beach vibes and style a little north to Aventura. In addition to offering the best of South Florida, this hotel is packed with perks, from an 8th floor yoga studio and rooftop pool to an executive lounge and dining concepts like MuseBar and Gala. Be among the first to enjoy it all with a 30 percent discount of best available rates.

Travel Window: Booking is available November 27-30 for travel between February 18, 2021, and July 31, 2021.

How to Book: Use the code BFCM2020 to book through the Hilton Aventura Miami website.

The Resort: White Elephant Palm Beach

The Deal: This recently opened, magnificently restored 1920s landmark is guaranteed to have locals buzzing and guests from all over the U.S. and beyond returning year after year. From the Mediterranean-inspired architecture to the wide variety of luxe amenities, this property is the epitome of South Florida sophistication. Visitors can take 20 percent off the best available rate.

Travel Window: Booking is available November 27-30 for travel between booking and December 31, 2021.

How to Book: Use the code “Cyber” when booking online through White Elephant Palm Beach.

The Resort: Copper Door B&B

The Deal: A true hidden gem in Miami’s Historic Overtown, this 22-room bed and breakfast will spoil guests and even possibly make them never consider large hotels again. This year, the soul food-inspired Rosie’s was added, offering an unforgettable Southern-style brunch. Now, visitors can enjoy a six-night stay for as little as $600.

Travel Window: Book between Black Friday and Cyber Monday for travel valid between December 1, 2020, and August 31, 2021.

How to Book: Use the promo code “Week2020” when booking online.

The Resort: Hotel Effie

The Deal: On February 1, 2021, Florida’s Emerald Coast will welcome this new hotel that boasts 250 guest rooms and suites, a rooftop pool, luxury spa, fitness center and four culinary concepts from Chef Hugh Acheson. Even better, the hotel offers a full complement of Sandestin Golf and Beach Resort amenities, like four championship golf courses, 15 world-class tennis courts and a 123-slip marina. Oh yeah, and more than seven miles of beach and bayfront. Book one night at Hotel Effie and receive 35 percent off the second night for Black Friday, or 50 percent off the second night for Cyber Monday.

Travel Window: The Black Friday deal runs November 27-29 and Cyber Monday is one day only.

How to Book: Visit the Hotel Effie website for online booking.

Florida Keys

The Resort: Bungalows Key Largo

The Deal: The first and only all-inclusive resort in the Florida Keys, the adults-only Bungalows Key Largo manages to deliver the best of this beloved destination while adding an otherworldly tropical feel to any escape. Now, enjoy the private bungalows—each with a bougainvillea-laden veranda, oversized soaking tub and outdoor garden shower—at 10 percent off for a stay of at least two nights in the Garden Bungalows and three nights in the Waterfront Bungalows.

Travel Window: The great news is that travel is good anytime as long as the trip is booked by December 15, 2020.

How to Book: Visit the Bungalows Key Largo website for booking and additional info.

The Resort: Playa Largo Resort & Spa

The Deal: Located about an hour from Miami, this Autograph Collection Hotel sits on 14 beachfront acres and offers a variety of amenities and activities that deliver the complete classic Florida Keys experience. Guests can soak it all in while taking advantage of a variety of deals, including 30 percent off Bungalows, Bay Front Suites, Corner Bay Front Suites and the Presidential Suite, as well as 25 percent off Partial Bay View Rooms and 20 percent off Resort View Rooms.

Travel Window: Booking is available November 27-30 for travel valid between December 1, 2020, and October 31, 2021.

How to Book: Visit the Playa Largo Resort & Spa and use the booking code LPR.

The Resort: Marlin Bay Resort & Marina

The Deal: Boaters rejoice! Head on down to Marathon, where this unique resort made up of rental homes delivers on the concept of “laidback luxury.” Travelers looking for an extended getaway will receive 25 percent off the nightly rate of the private three- and four-bedroom rentals. But that’s not the only deal, as boat owners will get 20 percent off their dockage at the marina for bookings of six nights or longer.

Travel Window: Booking is available between November 30 and December 2.

How to Book: Call 305-731-2207 or book through the Marlin Bay Resort & Marina website using the code CYBER25.

The Resort: Amara Cay Resort

The Deal: Looking to spend your winter holiday (or, if you’re a Floridian, the slightly-cooler-than-summer month) at the beach? Amara Cay Resort’s “12 Ways to Holiday Sale” encourages travelers to ditch their warm clothes and fireplaces for boardshorts and hammocks. Not to mention one of the best burgers in the Keys. Stays of three nights are longer are eligible for savings up to 50 percent off the nightly rate.

Travel Window: Travel must be booked between November 20 and December 1, and stays are valid through February 10, 2021.

How to Book: Visit the Amara Cay Resort website to book any of the various deals.

The Resort: The Marker Key West Harbor Resort

The Deal: Named for Mile Marker 0 and overlooking the historic Key West Harbor, this resort makes for a great alternative location for holiday festivities, what with all the beautiful surroundings, three pools, great food and private balconies that feature soaking tubs. Oh, and 50 percent off the nightly rate is also a pretty great reason.

Travel Window: Available November 23 through December 6, this deal is good for travel between the date of booking and September 30, 2021.

How to Book: Visit the Marker Key West Harbor Resort’s special deal page to book.

The Resort: Hawks Cay Resort

The Deal: Fishing excursions, dolphin encounters, snorkeling—it’s the ultimate Florida Keys adventure, and that’s not even talk about the resort’s amenities, romantic setting and all-ages fun. Guests staying two nights or more will also receive 40 percent off nightly rates, which is almost as nice as lounging poolside and enjoying a Platinum Margarita from the Tiki Grill.

Travel Window: Three days? Try a week. Booking is good November 23-30 for travel valid between November 30 and October 31, 2021.

How to Book: Visit Hawks Cay Resort to book.

Mexico

Live like a president in this exceptional suite at a brand-new resort that will soon be the buzz of Mayakoba.
Live like a president in this exceptional suite at a brand-new resort that will soon be the buzz of Mayakoba. (Hyatt /)

The Resort: Andaz Mayakoba Resort Riviera Maya

The Deal: The newest resort in Mayakoba, this is a beautiful tribute to the native Mayan culture, from the design of the 214 guestrooms (including 41 luxury suites) to the 10,000-square-foot Naum Wellness and Spa. Hyatt’s Global Offer gives guests 20 percent off their stays, while World of Hyatt members receive a little extra love with a 22 percent discount.

Travel Window: Booking is underway and runs through December 6, while the deal is valid for travel now through April 4, 2021.

How to Book: Visit the Andaz Mayakoba Resort Riviera Maya website for online booking.

The Resort: JW Marriott Cancun Resort & Spa

The Deal: With a lobby bar featuring more than 150 margaritas, this is certainly a resort that should be on every influencer’s travel list. Obviously, there’s more here than just the must-have Margarita Cadillac, especially with the $40 million worth of renovations that were recently unveiled, so once you have your favorite cocktail be sure to head out to the free-form pools and beachfront cabanas to get the best of Cancun. And keep a huge smile on your face so everyone knows you saved 30 percent off the best available rate and received a $50 daily resort credit.

Travel Window: A minimum of three nights is required, with booking already underway for travel valid through May 31, 2021.

How to Book: Use the code D3Q when booking online at the JW Marriott Cancun Resort & Spa website.

The Resort: Marriott Cancun Resort

The Deal: Known for its great food and amazing stretch of beach, this Marriott property is fantastic for a weekend getaway, be it for romance or giving the kids a break from their hectic homeschooling routine (okay, their teachers have earned a break, too). Bombard your friends’ Instagram feeds with selfies and food shots from the super cool SacBe Beach Shack and beachfront palapas. Be sure to mention that you enjoyed 30 percent off the best available rate and received a $50 daily resort credit.

Travel Window: Booking is already underway for travel valid through May 31, 2021. A minimum stay of three nights is required.

How to Book: Use the code D3Q when booking online at the Marriott Cancun Resort website.

The Resort: Royalton Luxury Resorts

The Deal: With three Mexico properties to choose from— Royalton CHIC Suites Cancun, Royalton Riviera Cancun and Hideaway at Royalton Riviera Cancun—the most difficult decision will be choosing where to stay. World-class amenities, amazing pools and beaches, food and drink that are Insta-ready—your best bet might be flipping a coin. But the good news is you won’t need to spend every last coin since Royalton is offering 25 percent off best available rates at all resorts.

Travel Window: Booking runs November 27-29 and then again on November 30 (but with a different discount code) for travel valid between December 1, 2020, and May 30, 2021.

How to Book: Select your resort of choice on the Royalton Luxury Resorts website and use the promo code FRIDAY25 for the Black Friday deal and MONDAY25 for Cyber Monday.

The Resort: Mystique by Royalton

The Deal: For those who want to experience the natural beauty of Mexico and avoid the busier tourist hubs like Cancun, there’s Isla Holbox. This Royalton resort pays tribute to this small island with eco-friendly rooms and amenities and restaurants that use the view as living art. This deal gives travelers 25 percent off the best available rate with a minimum four-night stay.

Travel Window: Booking runs November 27-29 and then again on November 30 (but with a different discount code) for travel valid between December 1, 2020, and May 30, 2021.

How to Book: Visit the Mystique by Royalton website to book online, using the codes FRIDAY25 or MONDAY25.

The Resort: Grand Residences Riviera Cancun

The Deal: Located along a private beach in the secluded town of Puerto Morelos, this all-suite resort is breaking down the walls of the traditional Black Friday deal. The “All-in Grand Offer” is a monthlong affair that allows travelers to take advantage of discounts as high as 46 percent off their stays, with bookings available for all-inclusive or room-only, and children under 12 staying free.

Travel Window: Bookings can be made through December 7 for travel valid all the way through January 14, 2022. (Blackout dates apply.)

How to Book: The promotional offer can be booked through the Grand Residences Riviera Cancun website or the reservations line at 1-855-381-4340. Use promo code ZW-20-17.

The Resort: Velas Resorts

The Deal: Home to some of our favorite recipes and cocktails, the Grand Velas properties in Los Cabos, Riviera Maya and Riviera Nayarit are offering up to 10 percent off nightly rates, and the same goes for the Baja California boutique hotel Mar del Cabo and the family-friendly Velas Vallarta. Casa Velas, the luxury boutique hotel and beach club in Puerto Vallarta, is offering 20 percent off nightly rates. Kids under 12 stay free at all locations, while teens enjoy 50 percent off at Velas Vallarta as well.

How to Book: To get the rest of the details and access to book come Black Friday, guests must sign up for VIP access from Velas Resorts. The chance to book is limited to 1,000 people.

Hawaii

The Resort: Hilton Hawaiian Village and Hilton Waikoloa Village

The Deal: These sprawling resorts boast more beach and oceanfront majesty than just about any property in Hawaii, as Hilton Hawaiian Village offers access to Waikiki’s widest stretch of beach and Hilton Waikoloa Village delivers unspeakable beauty with an ocean-fed saltwater lagoon and beach, expansive pools, lush outdoor areas and much more. Hilton’s Dream Away deal offers rates discounted as much as 30 percent (only 28 percent for non-Honors members) and the special perk of free reservation changes and cancellations.

Travel Window: This deal runs November 20 through December 1, 2020, and is valid for travel until December 31, 2021.

How to Book: To book online, visit Hilton Hawaiian Village or Hilton Waikoloa Village, and for the full 30 percent deal join Hilton Honors for free.

The Resort: Hyatt Regency Maui Resort and Spa

The Deal: Hyatt’s Global Offer is a worldwide affair, but this Maui spot should be at the top of the list when it comes to taking fullest advantage of this deal. Set on 40 stunning oceanfront acres, with a three-mile stretch of Ka’anapali Beach, this resort is the real deal when it comes to the Hawaiian experience, and it’s only getting better with a massive renovation that will soon be unveiled. The offer is good for 20 percent off the entire stay, but that bumps up to 22 percent for World of Hyatt members.

Travel Window: Booking is underway and runs through December 6 for travel valid between booking and April 4, 2021.

How to Book: Book online through the Hyatt Regency Maui Resort and Spa website.

U.S. Islands

The Resort: Ocean House

The Deal: This iconic, beloved Rhode Island coastal resort is welcoming guests with a deal that only gets better the longer they stay. One night is 10 percent off, but why stay one night when you can get 20 percent off two nights? But what’s your rush to get home? Work for your TitoRitas three days or longer and get 30 percent off the entire stay.

Travel Window: Booking runs between Nov 27-30 for stays between December 2020 and March 2021 (blackout dates apply).

How to Book: Visit the Ocean House website for online booking.

The Resort: Weekapaug Inn

The Deal: This classic New England that sits on the Rhode Island shoreline offers unparalleled views of Quonochontaug Pond, which is even better when enjoying a dinner for two at the exclusive Pondhouse dining experience. Enjoy it all for 25 percent off, too.

Travel Window: Booking runs November 27-30 for stays between December 2020 and March 2021 (blackout dates apply).

How to Book: Visit the Weekapaug Inn for online booking.