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The Best Black Friday and Cyber Monday Travel Deals in the Caribbean

DATE POSTED:November 17, 2020
Dreaming of a Caribbean getaway to somewhere gorgeous and popular, like Montego Bay? There’s a Black Friday deal that will make your dreams come true.
Dreaming of a Caribbean getaway to somewhere gorgeous and popular, like Montego Bay? There’s a Black Friday deal that will make your dreams come true. (Shutterstock /)

Chances are, you spent more time dreaming about traveling in 2020 than actually traveling. We know, that isn’t the boldest bet in the casino, and we also don’t have to charter a yacht to know that we’re all in the same boat. The desire to get back out there is stronger than ever, yet we have to stay vigilant and proactive in ensuring not only our safety on any trips, but also the health and safety of our travel partners, other travelers and the staff of the airlines and resorts.

Let’s talk about the good news, though: it’s time for Black Friday and Cyber Monday travel deals. Now, let’s talk about the great news: not only do these deals offer us arguably the best bargains of the year, but the majority of them are good for months, if not the entire length of 2021. But that leads us to the bad news: like any deal, the chance to book these ends soon.

While you might not be ready to travel anytime soon, you can at least finally act on those daydreams and get back to planning your next big vacation. From Anguilla to Turks and Caicos, your favorite Caribbean destination has a Black Friday or Cyber Monday deal, so the hardest part is simply choosing where to eventually visit.

(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.)

Anguilla

This beloved Anguilla resort will let travelers choose dates well into the future.
This beloved Anguilla resort will let travelers choose dates well into the future. (Frangipani Beach Resort/)

The Resort: Frangipani Beach Resort

The Deal: One of the more unique Black Friday deals, Frangipani’s “Take All the Credit” offer allows travelers to purchase credits from $1,000 up to $12,500 to put toward future stays with the added perk of earning bonus credits as high as 20 percent. This is good for any room category, including the new Deluxe Ocean View Rooms or the Grand Penthouse Suite.

Travel Window: Booking begins on November 23 and runs through November 30, but the credits can be used anytime, including Festive Season, all the way through August 2024. Best of all, they can be used with existing specials.

How to Book: Direct bookings are available by emailing [email protected] or calling +1 264 497 6442. Remember to reference the Black Friday offer.

Antigua

The Resort: Hermitage Bay

The Deal: Pay for six nights and get the seventh night free, plus a free room upgrade. All of this is in addition to the already discounted summer rates, which means savings of as much as 33 percent. For example, the Hillside Pool Suite is normally $2,046, but with this deal it is $1,387 per night.

Travel Window: Valid for travel between June 1 and October 31, 2021. (The resort closes from August 31 through October 9.)

How to Book: The deal is only available by phone or email. Call 1-268-562-5500 or email [email protected] to book.

Aruba

The best and only way to truly enjoy a private island experience in Aruba.
The best and only way to truly enjoy a private island experience in Aruba. (Renaissance Aruba resort and Casino/)

The Resort: Divi and Tamarij Aruba All Inclusives

The Deal: One of our favorite spots in the world for work and play, Divi and Tamarij Aruba All Inclusives is welcoming back longtime guests and inviting anyone who has never had the pleasure of visiting with an offer of 50 percent savings on all-inclusive rates.

Travel Window: Booking begins Sunday, November 29 at midnight and ends Monday, November 30 at 11:59 p.m. ET.

How to Book: No code is necessary, just book online at Divi and Tamarij Aruba All Inclusives. Best of all? Change fees will be waived for travel between April 1 and December 20, 2021.

The Resort: Renaissance Aruba Resort and Casino

The Deal: Well-known for being the only property in Aruba to operate its own private island (love those flamingoes), Renaissance Aruba Resort and Casino offers two experiences: the adult-exclusive Renaissance Marina Hotel and the Renaissance Ocean Suites. Book two nights or more and enjoy 50 percent off standard rates.

Travel Window: The deal runs from November 27, 2020 until November 30, 2020. Valid for travel between the time of booking through the end of 2021.

How to Book: Visit the Renaissance Aruba website and use the booking code BOG.

The Resort: Hyatt Regency Aruba Resort Spa and Casino

The Deal: The Hyatt Global Offer is already underway and offers guests 20 percent off their stay, plus enhanced flexibility. With a new adults-only pool, 10 private cabanas, a transformed spa and more updates, this Aruba resort is great for a last second workation or a well-deserved wellness sabbatical.

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 Hyatt Regency Aruba Resort, Spa and Casino website to claim this deal.

The Resort: Hilton Aruba Caribbean Resort and Casino

The Deal: As part of both Giving Tuesday and Travel Tuesday, Hilton Aruba’s Give Back Aruba deal allows guests who book five nights or more to choose the local charity—Fundacion Pa Nos Comunidad (FPNC) which is the official Food Bank in Aruba, or Scrubble Bubbles, a youth-oriented conservation effort—that will receive $25 per night for the entire length of the stay.

Travel Window: Booking is already underway and runs through June 30, 2021, and the deal is valid for the same time period.

How to Book: Booking must be done at least 14 days in advance and is available on the Hilton Aruba Caribbean Resort and Casino website.

The Resort: Aruba Marriott Resort and Stellaris Casino

The Deal: Guests who book three nights will receive 30 percent off the best available rates, but bump that up to a four-night stay or longer and the discount is 35 percent. And four nights of course means more time physical distancing at the adults-only H2Oasis pool.

Travel Window: A true Black Friday deal, this offer is redeemable between November 27 and 30, while it is valid from November 27, 2020, to October 31, 2021 (some blackout dates apply).

How to Book: Visit the Aruba Marriott website and use code L9Z.

Bahamas

The Resort: Atlantis Paradise Island

The Deal: Reopening on December 10 with renovations to the Royal East Tower and new health and safety protocols, Atlantis Paradise Island has a variety of Black Friday deals for guests to pick and choose from. For starters, stays of four nights or longer will be discounted 21 percent (or fourth night free), and there is also a 21 percent discount on experiences like the Royal Family Package, Couples Getaway, Golf Package, Suite Package and Air + Hotel. Also, purchase $100 in resort credits and get a bonus of $21.

Travel Window: A private sale and early access is available to the resort’s email subscribers beginning on November 23 (everyone else has to wait until November 25) and booking runs through November 30. Travel is valid beginning on December 10, 2020, and runs through November 30, 2021.

How to Book: Visit the Atlantis Paradise Island website or call 1-800-ATLANTIS.

The Resort: Caerula Mar Club

The Deal: The resort so nice it had its own HGTV series, Caerula Mar is offering guests an extra day of luxury and fun in the sun—book five days and pay for four. On top of that, visitors will receive a $200 resort credit, and book direct service with Tropic Ocean Airways and receive up to 10 percent off the base fare.

Travel Window: Booking is underway and runs through November 30 for travel between December 1, 2020, and February 28, 2021.

How to Book: Call 800-790-6845 or email [email protected] for booking, and be sure to mention the Black Friday sale. For booking flights, email [email protected] and mention Black Friday as well.

Curaçao

The Resort: Oasis Coral Estate Beach, Dive & Wellness Resort

The Deal: This secluded retreat on Curaçao’s southern shores offers villa-style accommodations and a heavy emphasis on wellness (it’s in the name, after all). Guests will receive 25 percent off their stay, and that’s just the tip of the tranquil iceberg when the days are spent relaxing in the experiential spa’s open-air treatment rooms and enjoying the views from the cliffside Jacuzzis.

Travel Window: Booking runs November 27-30 and is valid for travel between December 1, 2020, and May 30, 2021 (some blackout days apply).

How to Book: Visit the Oasis Coral Estate Beach website and book through the Black Friday offer.

The Resort: Renaissance Curaçao Resort & Casino

The Deal: Newly renovated and set on its own private beach, this resort is offering guests 25 percent off bookings, leaving room in the budget for extra shopping and dining in Rif Fort. That is, if they can pry themselves away from the infinity pool and the on-site restaurant Nautilis.

Travel Window: Booking runs November 27 through December 1, and travel is valid from November 27, 2020, until December 21, 2021 (some blackout days apply).

How to Book: Visit the Renaissance Curaçao Resort & Casino to book.

The Resort: Curaçao Marriott Beach Resort

The Deal: Travelers looking for Old Amsterdam charm and the overall beauty of Piscadera Bay will enjoy the newly renovated guest rooms, two swimming pools and six restaurants here. Also enjoyable? A 25 percent discount on the best available rates for stays of four nights or longer. Such a deal pairs nicely with the premium whiskies and rums at Zala Gastro Bar.

Travel Window: Booking begins on November 27 and runs through December 11, while travel is valid between November 27, 2020, and December 19, 2021.

How to Book: Visit the Curaçao Marriott Beach Resort website and use the booking code BOG.

The Resort: Papagayo Beach Curaçao

The Deal: You have a choice to make—private villas or a beachfront hotel? Either way, you can’t lose at this contemporary, luxurious resort located in the Jan Thiel neighborhood. Bookings for both the resort villas and hotel will be discounted 30 percent, which means extra cocktails and dessert at the Papagayo Plaza’s restaurants or another session or three at the resort’s full-service spa.

Travel Window: Book November 27-30 for travel valid between January 6, 2021, and December 18, 2021.

How to Book: The deal will be live on the Papagayo Beach Curaçao website on Black Friday and can be booked through the special deal link.

Dominican Republic

The Resort: Excellence El Carmen and Excellence Punta Cana

The Deal: The epitome of luxury in the Dominican Republic, these sister properties are welcoming guests back with BIG deals. Enjoy up to 55 percent off rack rates at Excellence Punta Cana and 57 percent off at Excellence El Carmen. Can’t decide between the properties? Book two trips, because these unique resorts exceed expectations.

Travel Window: Booking runs November 27-30 for travel between January 3, 2021, and December 23, 2021.

How to Book: Visit Excellence Resorts online for booking. Similar deals are expected for the brand’s other Caribbean and Mexican properties as well.

The Resort: Bahia Principe Hotels and Resorts

The Deal: With 14 properties to choose from, Bahia Principe Hotels and Resorts offers no shortage of romance, luxury and fun in the Dominican Republic’s sun. So, once you know which property is right for you, take advantage of up to 75 percent in discounts, as well as the Trip Enhancer plan, which rewards guests with resort credits that can be put toward spa services, shopping, room upgrades, food and beverage, golf, professional photos and much, much more.

Travel Window: Booking begins on November 19 and runs through December 3 for travel valid between the date of booking and December 17, 2021. There are also no fees for reservation changes or cancellation.

How to Book: Visit the Bahia Principe Hotels and Resorts website and book through the preferred property.

Jamaica

The Resort: Half Moon

The Deal: One of the most beloved resorts in the Caribbean, Montego Bay’s Half Moon is three resorts in one: Founders Cove, Rose Hall Villas and the brand-new luxury experience, Eclipse by Half Moon. Guests can take advantage of savings as high as 50 percent off, in addition to a resort credit of $25, for stays four nights or longer.

Travel Window: Booking is already underway and will continue through December 1 for travel valid through April 2021 (blackout dates apply).

How to Book: Online booking is available only during sale hours through the Salamander Hotels website.

The Resorts: Strawberry Hill and The Caves

The Deal: Both Island Outpost properties are offering 30 percent off all bookings of two or more nights. This includes complimentary breakfast at Strawberry Hill and all-inclusive rates at The Caves, and guests will also enjoy a flask of Island Outpost owner Chris Blackwell’s Blackwell Rum. Best of all, a donation of $10 per night will be made to local charities, including the Town-Redlight-Middleton Citizens Association Limited to support the elderly for Strawberry Hill and The Ironshore Kindergarten on the West End of Negril for The Caves.

Travel Window: Valid for travel between January 4 and December 19, 2021, excluding April 1-4, July 1-4 and November 24-28.

How to Book: Book online at Strawberry Hill and The Caves.

The Resort: Couples Resorts

The Deal: Book a stay of seven nights or longer at any of the four adults-only Couples Resorts in Jamaica—Couples Negril, Couples Swept Away, Couples Tower Isle and Couples San Souci—and get the seventh night free, plus a $250 resort credit.

Travel Window: Booking runs from November 18 through November 30, and the deal is valid for stays between December 25, 2020, and December 24, 2021. There is also a 14-day cancellation period.

How to Book: Visit the Couples Resorts website to book.

The Resort: Bahia Principe Luxury Runaway Bay and Bahia Principe Grand Jamaica

The Deal: Not only will guests at either of Jamaica’s all-inclusive Bahia Principe properties (Luxury Runaway Bay is the adults-only option) enjoy up to 75 percent in booking discounts, but the new Trip Enhancer offer gives back as much as $1,200 in resort credits for a four-night stay or $1,630 on a seven-night booking. All credits can be put toward spa treatments, golf, food and beverage, and more.

Travel Window: Booking begins on November 19 and runs through December 3 for travel valid between the booking date and December 17, 2021.

How to Book: Visiting the Bahia Principe website to book is the easy part. The hard part is choosing the destination.

The Resort: Hedonism II

The Deal: Pack less and save more, as this legendary “anything goes” clothing-optional resort in Negril has launched the “Wild All Week” promotion to welcome guests back to Seven Mile Beach’s most exclusive party. Save up to 57 percent off and receive a $100 resort credit to use toward the spa, water sports and more. Topping it all off is a $750 credit for a future stay.

Travel Window: Booking is already underway and runs through December 3 for an offering of select travel dates.

How to Book: Visit the deal page at the Hedonism II website for the specific dates and book online.

Puerto Rico

The Resort: Caribe Hilton

The Deal: The home of the original Piña Colada, Caribe Hilton is one of the most iconic resorts in the Caribbean, Black Friday deal or not. Guests who book the “Dream Away” offer will enjoy up to 20 percent off the best available rate, as well as early check-in, which means you’ll be able to order the Piña Colada French toast when you arrive.

Travel Window: Booking is already underway and is valid for travel between now and October 31, 2021 (some blackout dates apply).

How to Book: Visit the Caribe Hilton website’s offers page and choose book now under “Dream Away,” but don’t forget to check the other offers.

Saint Lucia

The Resort: There are plenty to choose from, actually.

The Deal: The Saint Lucia Tourism Authority created a webpage that essentially serves as a one-stop shop for this romantic, breathtaking destination’s Cyber Monday deals. If a resort is offering a discount, it is included here. The Bay Gardens offerings, for example, boast 50 percent off plus free room upgrades, while the incredible Ladera Resort has locked in 2020 rates for all of 2021, with the signature “open wall” suites beginning at $575 per night. Those are just the tip of the peton, because there are plenty of deals to choose from.

Travel Window: Varies by resort, but many are valid throughout 2021. Treat the booking with urgency, though.

How to Book: Visit the Saint Lucia Tourism Authority’s Cyber Monday page and pick and choose from 17 resorts to book at

St. Vincent and the Grenadines

The Resort: Mandarin Oriental, Canouan

The Deal: Godahl Beach is calling and this resort’s one-bedroom oceanfront and beachfront suites are the answer. These rooms are available for 35 percent off the best available rates, which makes this incredibly beautiful and peaceful destination an even easier choice.

Travel Window: Booking is available between November 27 and December 1 for travel valid through October 26, 2021.

How to Book: Visit the Mandarin Oriental, Canouan website to book.

Turks and Caicos

The Resorts: Alexandra Resort and Blue Haven Resort

The Deal: Both Turks and Caicos Collection properties are offering savings of up to 65 percent on select room categories. At Alexandra, the Studio Garden View and one-bedroom Garden View start at $543 per night (including discount and all-inclusive), while Blue Haven’s Studio Ocean Front, one-bedroom Ocean Front and two-bedroom Garden View rooms start at $613 per night (also including discount and all-inclusive). And if you’re staying at Blue Haven, make sure to get the calzone at Salt.

Travel Window: Booking for this deal begins on November 19 and runs through December 1, and the travel window is January 2-31, 2021.

How to Book: The deal goes live on the Alexandra and Blue Haven websites on November 19.

The Resort: Beach Enclave Turks and Caicos

The Deal: All three Beach Enclave locations—Long Bay, North Shore and Grace Bay—are offering 20 percent off nightly rates for the incredible beachfront and ocean view villas, which offer four- to seven-bedrooms, making these properties ideal for group and family getaways. Private butlers, on-call chefs and a concierge to help with scheduling spa treatments groceries and just about anything else are all available.

Travel Window: Booking is already underway and runs through November 30 for travel valid between January 6, 2021, and February 28, 2021.

How to Book: North Shore reservations can be made here; Long Bay here; and Grace Bay here.