Ashley Burns | Islands
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.
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.
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.
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.
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.
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.
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.