Our Favorite 2019 Black Friday and Cyber Monday Travel Deals

Pack your bags and call the pet sitter, because these tropical resorts are keeping the holidays warm and affordable.

Waikiki beach shutterstock
Always dreamed of visiting the legendary Waikiki Beach? There’s a Black Friday deal with your name on it.Shutterstock

When Black Friday arrives, you could spend hours in line at a local retail store and ultimately practice your MMA skills when duking it out with hundreds of other bargain hunters over a discounted blender. (I’d go to hell and back to protect my Ninja, so I get it.) Fortunately, most retailers had enough of the senseless violence years ago and made their amazing deals available online, so you can also spend hours watching countdowns and hoping you get a Roomba in your shopping cart faster than anyone else.

Or, hear us out, you can forget about that discounted laptop and focus on our favorite Black Friday and Cyber Monday bargains: travel deals, baby. The Caribbean, Hawaii, Mexico—there’s something for everyone. The hardest part will be choosing, but at least you won’t need to channel your inner Braun Strowman to pry these deals away from the next guy.

(It goes without saying that every deal presented here will include restrictions, with some even featuring blackout dates. Please make sure you read the details before booking. We will also be updating deals throughout the week leading up to Black Friday.)

The Caribbean

Marigot Bay Resort
Stunning view? Check. Private plunge pool? Check. Incredible discount? Marigot Bay Resort & Marina in Saint Lucia checks all the boxes.Marigot Bay Resort & Marina

We love the Caribbean because it is convenient and every island offers a little piece of paradise, as well as something unique and unforgettable. We love Caribbean travel deals because it takes all of the above and makes it much more affordable.

Atlantis Paradise Island, Nassau, Bahamas

The deal: Beginning on 11/28 and running through 12/2, the popular Nassau resort is hosting “Five Days of Savings” and guests will be able to visit the Atlantis website for a daily deal that will include 35 percent discounts on rooms, as much as $600 in resort credits, free nights and even savings on airfare.

Bequia Beach Hotel, St. Vincent and the Grenadines

The deal: Haven’t heard of Bequia? Start reading and then start booking at the Bequia Beach Hotel. (Remember: it’s pronounced “BECK-way.”) Guests who book between 11/29 and 12/2 can receive up to 25 percent off their rooms for trips running from 5/1/2020 through 12/20/2020.

Casa de Campo Resort & Villas, La Romana, Dominican Republic

The deal: A favorite spot of celebrities, including Michael Jordan, J-Lo and the Queen Bey herself, Casa de Campo Resort & Villas exists as if it’s on its own island in another world, and it just doesn’t get much better than that. Well, unless there are discounts. Guests who book between 11/29 and 12/2 will receive 50 percent off rooms and villas, with the latter starting as low as $549 a night.

Even better, the travel window runs from 11/29 all the way through 12/31/2020. Be prepared to book, as the deals will go live at 12 a.m. ET on Black Friday.

Curtain Bluff, Antigua

The deal: What sets Curtain Bluff apart from most Caribbean resorts is the two beaches that offer two different attitudes. Bay Beach is where guests will spend their days enjoying a variety of activities, while Surf Beach is where they’ll go to get some rest. And between 11/29 and 12/2, guests who book at least a five-night stay in a junior suite or higher, for travel running through 3/27/2020, will receive a $300 credit for any in-resort experiences, including gourmet meals and cocktails, spa treatments, tennis lessons, snorkeling and more. Guests can book directly to redeem credit using code GETAWAY300, or call Curtain Bluff (toll-free from US: 888-289-9898 or 268-462-8400) to redeem credit mentioning code GETAWAY300.

Grand Isle Resort & Spa, Exuma, Bahamas

The deal: Located on Great Exuma, this Four Diamond Award, ultra-luxe property boasts stylish, thorough accommodations (full gourmet kitchen, anyone?) in addition to an 18-hole golf course, an infinity pool and the very cool 23° North Beach Club. For Black Friday, the Grand Isle Resort & Spa is offering 30 percent off best available rate and complimentary daily breakfast for two for all guests who book between 11/29 and 12/2 for visits running through 4/30/2020.

Marigot Bay Resort & Marina, Saint Lucia

The deal: Travelers looking to experience the more luxurious side of Saint Lucia—especially those traveling by yacht—can get up to 40 percent off the room rates at Marigot Bay Resort & Marina for bookings between 11/26 and 12/3. The travel windows run from 11/28 to 12/19 in 2019 and also 1/6 through 4/13 in 2020. So, gather the crew and make sure your captain’s hat is clean.

Park Hyatt St. Kitts, St. Kitts/Nevis

The deal: What we love about St. Kitts and Nevis is the appreciation of the regional history and how that shows in the simplest things, like a hotel’s architecture and style. That is certainly on display at Park Hyatt St. Kitts, where guests who book between 11/29 and 12/2 receive 30 percent off any suite (use the code HS30O) for trips running from 11/29 through 3/20/2020.

Playa Cativo Lodge, Costa Rica

The deal: If you’re torn between a vacation that provides pristine beaches and one that offers access to lush rainforests full of wonder and beauty, don’t lose any more sleep. Enjoy both by taking advantage of Playa Cativo Lodge’s 30 percent off deal for bookings between 11/29 and 12/2, for trips of three or more nights taking place between 1/10/2020 and 10/1/2020. Complimentary upgrades are also available, but they’re based on availability so don’t slack in the check-in line like Monica and Chandler.

Serenity at Coconut Bay, Saint Lucia

The deal: Looking for a perfect spot for a romantic getaway? Look no further than Serenity at Coconut Bay in Saint Lucia, where guests can book a stay of five nights or longer and receive up to 60 percent off normal rates. Even more, for guests booking seven nights or more, the resort is offering a $1,000 discount on the Unlimited All-inclusive, Butler Plunge Pool Suite (use the code CYBERDEAL). Romantic adventures include an in-suite couple’s massage, a champagne and jazz catamaran cruise, private chauffeured island tour, and more. The booking window is 11/28 through 12/3, with the travel window beginning on 12/14 and running through 4/19/2020.

Wyndham Grand Rio Mar Puerto Rico Golf & Beach Resort, Puerto Rico

The deal: Having just concluded the incredible Taste of Rio Mar culinary experience, the Wyndham Grand Rio Mar Puerto Rico Golf & Beach Resort is generating a lot of buzz throughout the Caribbean. Guests who book between 11/28 and 12/2 will receive 25 percent off the best available rates, and guests who visit between 1/1/2020 and 5/1/2020 will receive a $100 food and beverage credit.

Margaritaville Beach Resort, Grand Cayman

The deal: This popular resort’s “Savings Sunday” program already launched this past weekend, giving chillaxing travelers a head start on everyone else, but the deals are still running through “Finish-Up-Your-Shopping-Friday” on December 13. Guests can take advantage of rate discounts as generous as 50 percent off, and then start planning for dinner(s) at Chef Roy Yamaguchi’s Eating House 1503.

Rosalie Bay Eco-Resort, Dominica

The deal: The upcoming new year will be an exciting one for this eco-adventure resort, as it will reopen in February 2020 for the first time since the devastation of the 2017 hurricane season. Rosalie Bay is now celebrating the appropriately named Black “Sand” Friday, which offers guests 50 percent off stays of two or more nights. Visitors will be thrilled with the black sand beach and its resident sea turtles, as well as the surrounding nature (and especially the waterfalls).

The Somerset on Grace Bay, Turks and Caicos

The deal: You don’t ever need a reason to plan a trip to Turks and Caicos, because “It’s Turks and Caicos” does just fine. But who are we to turn down an awesome deal? The Somerset on Grace Bay is offering 25 percent off accommodations, in addition to $100 credits for the spa and new Barbetta restaurant, among other perks. The booking window is open and runs through 12/6 for a travel window that runs from 12/1 to 10/31/2020.

Colony Club, Barbados

The deal: Guests who book through December 6 will not only receive 45 percent off best available rates at this 96-room plantation style resort, but they’ll also feel good knowing $30 per night will be donated to the Barbados Sea Turtle Project. Then, of course, guests will feel great once they’ve arrived at Colony Club and experience the property’s amenities, including lagoon pools, a turtle swim and a unique chef-led culinary tour. There’s also the Rum Vault, which is exclusive to just 10 guests per night. The travel window is 12/4/2019 through 10/20/2020.

Turtle Beach, Barbados

The deal: Like Colony Club, guests at Turtle Beach will be happy knowing $30 of each night goes to the Barbados Sea Turtle Project, but they’ll be even happier saving 50 percent on best available rates. Turtle Beach’s offer runs through December 6 and is for a travel window running from 12/9/2019 to 10/20/2020.

The Landings Resort and Spa, Saint Lucia

The deal: Guests who book through Dec. 6 will enjoy 50 percent off best available rates for travel between 1/5/2020 and 10/31/2020. Boasting a private marina and luxurious 7,000 sq.-ft. spa, The Landings sits on the shores of Rodney Bay and offers access to the region’s culture and nightlife.

Aruba Marriott Resort and Stellaris Casino, Palm Beach, Aruba

The deal: Guests who book through Dec. 2 will receive 30 percent off best available rate for travel between 1/2/2020 and 6/30/2020 (use the code LPR when booking). As any visitor of One Happy Island knows, Palm Beach is a perfect location for enjoying frozen cocktails under the Caribbean sun, but Aruba Marriott Resort is also a prime property for adults-only fun, with the H20asis pool and the exclusive Tradewinds Club.

Wymara Resort and Villas, Turks + Caicos

The deal: This boutique resort that overlooks Grace Bay has added a special twist to its Black Friday and Cyber Monday offerings, with the “Save it Forward” special. Guests who book a stay at Wymara Resort and Villas through Dec. 2 for travel between now and 9/29/2020 will receive a 50 percent discount on the fifth night of their stay, with all revenue being donated to either Potcake Place or Reef RESCQ’s Adopt-a-Coral program (guest’s choice). To book, call 1-844-207-8139 or email reservations@wymararesortandvillas.com.

Jade Mountain, Saint Lucia

The deal: Another resort offering guests the chance to Save it Forward is Jade Mountain, which has a reputation unlike any other (it’s a favorite of ours, to put it mildly). This haven for romance set in one of the most breathtaking locations in the Caribbean is offering 25 percent off the Star and Moon Sanctuaries, plus all-inclusive food and beverage for stays of four nights or more. A portion of the proceeds will go to the local animal organization Helpaws. Guests can book through Dec. 2 for travel windows that run from 3/1/2020 to 7/14/2020 and 10/16/2020 to 12/19/2020.

Mexico

Mahekal Beach Resort
Get lost in this view at Mahekal Beach Resort and don’t stress about the bill.Mahekal Beach Resort

Margaritas, anyone? At our favorite Mexican resorts, the weather is almost always perfect, and the crowds and pool traffic are rarely bad (probably because we know when to visit). And now with Black Friday comes our other favorite part—even better rates.

Mahekal Beach Resort, Playa del Carmen

The deal: There’s always something exciting happening in Playa del Carmen, as this coastal spot is like one big party that never ends. And if you do want to occasionally tune out the fiesta, there’s more than enough beach to keep you busy, not to mention the jungles and excursions to the incredible Mayan sites.

Mahekal Beach Resort’s Cyber Monday sale allows guests who book between 11/25 and 12/6 (beware: there was also a pre-sale, so availability is limited) to enjoy up to 50 percent off rates for travel through 12/19/2020. Guests staying five nights or longer will receive a $200 food and beverage credit as well. As an added bonus, 10 percent of all bookings on 11/27 will be donated to local schools, and if you still need one more bonus, and if you somehow miss this generous booking window, the resort will still offer 40 percent off between 12/6 and 12/13.

Hawaii

Sheraton Kauai Coconut Beach
A million-dollar view at the new and improved Sheraton Kauai Coconut Beach, and you get it with a 40 percent discount.Sheraton Kauai Coconut Beach

For most people, Hawaii is the vacation of a lifetime. We save and save and save—and then save a little more—and when it’s time to come home we pray to every god that it never has to end. These Black Friday and Cyber Monday deals go a long way in making this dream destination a reality for everyone.

Plantation Hale Suites, Kapa’a, Kauai

The deal: Adventurous travelers seeking to explore and appreciate the best the Garden Isle can find this boutique hotel on the Royal Coconut Coast, which is, of course, home to popular beaches, but also the amazing Wailua River region. From 11/27 to 12/3, Plantation Hale Suites is offering 30 percent off best available rate for trips between 11/27 and 5/31/2020. Make sure to take advantage of the hotel’s day trip to Waimea Canyon.

Renew, Waikiki

The deal: The stylish boutique hotel Renew was recently renovated and is better than ever. Travelers itching to visit Oahu can book between 11/27 and 12/3 to take advantage of a 30 percent discount off the best available rate. The travel window is 11/27 through 5/31/2020.

Royal Grove Hotel, Waikiki

The deal: Another boutique property in the heart of Waikiki, the Royal Grove Hotel also offers travelers 30 percent off the best available rate, with booking between 11/27 and 12/3. The travel window is also 11/27 through 5/31/2020, so you’ll need to decide when is the best time to take that five-minute walk to Waikiki Beach.

Sheraton Kauai Coconut Beach Resort, Kauai

The deal: Having recently undergone an incredible property-wide transformation, the Sheraton Kauai Coconut Beach Resort is ready to show off. With 314 redesigned guest rooms, a new-look bar and restaurants and pools and public spaces that will provide stunning selfies galore, this Kauai property is the perfect home base for island adventure. Guests who book between 12/2 and 12/8 will receive 40 percent off the best available rate on trips running from 12/2 to 11/20/2020.

Volcano House at Hawaii Volcanoes National Park

The deal: Some people want beaches, others want adventure. For the latter, the Volcano House is the place to stay, especially with a 20 percent discount on the best available rate for bookings between 11/27 and 12/3. The only hotel and restaurant located in Hawaii Volcanoes National Park, Volcano House welcomes guests to Kīlauea, an active volcano, and there’s no shortage of areas to explore. The travel window runs from 11/27 through 5/31/2020.

White Sands, Waikiki

The deal: For those who just want beaches, White Sands offers the best of Waikiki—both past and present. This property embraces and celebrates its “pleasantly inauthentic” mantra, serving as a “proud mishmash of all things Pacific” with a look that takes us back to classic movies. Guests will receive 30 percent off the best available rate between 11/27 and 12/3 for bookings that run from 11/27 through 5/31/2020.