Your guide to the best Black Friday and Cyber Monday travel sales, from luxury Caribbean resorts to boutique hotels and unforgettable international getaways.
Black Friday isn't just for shopping anymore. In fact, it might be one of the best times of the year to book your next vacation. Whether you've been dreaming of a beachfront resort in the Caribbean, a boutique hotel in Europe, or a luxurious escape closer to home, some of the biggest names in travel are offering discounts worth looking into.
With Black Friday falling on November 27, 2026, and Cyber Monday following on November 30, travel companies are already beginning to announce their holiday promotions. Even better, many of these deals apply to stays throughout 2027, making this an ideal opportunity to plan next year's vacations.
At The Stay Edit, we're all about finding beautiful places to stay and unforgettable destinations to explore. And while we love a luxury experience, we love finding one at a great price even more.
We've rounded up some of the most exciting Black Friday travel promotions announced so far, including luxury resorts, hotel collections, all-inclusive vacations, and international experiences.
Editor's note: This guide was prepared November 8, 2026, and will be updated as additional sales are announced. Offers are subject to availability, blackout dates, and individual booking terms.
1. Sandals & Beaches Resorts: Up to 65% Off Caribbean Getaways
If an all-inclusive Caribbean vacation has been sitting on your bucket list, this might be your sign to start planning.
Sandals and Beaches Resorts are advertising savings of up to 65% on eligible stays, with additional incentives that may include airfare credits, spa credits, and other booking bonuses.
Sandals is particularly appealing for couples looking for a romantic escape or honeymoon, while Beaches offers a family-friendly alternative with many of the same all-inclusive conveniences.
From the turquoise waters of Jamaica to the beautiful beaches of Saint Lucia, these resorts offer the opportunity to experience some of the Caribbean's most sought-after destinations.
The Deal: Up to 65% off eligible resort stays, with select additional credits.
Booking Window: November 3 – December 1, 2026.
Travel Window: Eligible dates through December 2028.
The Stay Edit's Take: If you're considering a honeymoon, anniversary trip, or luxury Caribbean getaway in 2027, this is one of the first promotions we'd investigate. Just be sure to compare the total package price against regular rates before booking. Some Sandals properties I’d look at:
2. Expedia & Hotels.com: Up to 75% Off Select Hotel Stays
One of the most exciting Black Friday announcements comes from Expedia and Hotels.com, especially for travelers who prefer exploring cities and booking boutique hotels.
Both platforms have announced flash sales offering up to 75% off select stays, along with broader hotel and vacation package promotions.
This could be especially useful if you're planning a European vacation next year. Think charming boutique hotels in Paris, centrally located stays in London, or canal-side accommodations in Amsterdam.
Because Expedia and Hotels.com offer properties across so many destinations, this sale is worth browsing even if you haven't decided exactly where you want to travel.
The Deal: Up to 75% off select flash-sale stays, up to 50% off participating hotels, and 30% or more off select Expedia packages.
Booking Window: Broader promotions begin November 17, with flash deals scheduled for November 27, November 30, and December 1.
The Stay Edit's Take: This is one of our favorite sales to watch for travelers planning multi-city trips. When visiting several destinations, saving on accommodations can free up a significant portion of your budget for dining, activities, and experiences.
3. Islamorada Resorts Collection: Up to 40% Off Florida Keys Stays
Looking for a tropical getaway without leaving the United States? The Florida Keys might be exactly what you need.
The Islamorada Resorts Collection is offering savings of up to 40% at participating properties, including Three Waters Resort & Marina, Amara Cay Resort, and La Siesta Resort & Villas.
Islamorada offers a slightly different vacation experience from the typical beach resort destination. Here, the focus is on beautiful water, boating, waterfront dining, and a relaxed coastal atmosphere.
Spend your days lounging by the pool, exploring the Keys by boat, or enjoying fresh seafood while watching the sunset.
The Deal: Up to 40% off eligible stays.
Booking Deadline: December 5, 2026.
Travel Window: Eligible stays through December 23, 2027.
The Stay Edit's Take: This is a great option for couples or families who want a laid-back waterfront vacation. We especially love the idea of using this sale for a long weekend or a spring getaway.
4. Hyatt Regency Grand Reserve Puerto Rico: 25% Off Plus Resort Credit
Puerto Rico is one of those destinations that offers a little bit of everything: beautiful beaches, tropical scenery, incredible food, and plenty of opportunities to explore.
Hyatt Regency Grand Reserve Puerto Rico is offering 25% off eligible stays, along with a $100 resort credit when booking a qualifying four-night stay.
Located in Río Grande, the resort offers an upscale tropical setting within reach of San Juan and some of Puerto Rico's most beautiful natural attractions.
Whether you want to spend your vacation relaxing by the water or exploring the island, Puerto Rico makes a wonderful destination for both.
The Deal: 25% off eligible stays plus a $100 resort credit with a qualifying four-night reservation.
Booking Window: November 1–30, 2026.
Travel Window: Eligible dates through June 30, 2027.
The Stay Edit's Take: This is a particularly appealing option for travelers wanting a Caribbean-style vacation without international travel logistics. U.S. citizens traveling directly from the mainland do not need a passport to visit Puerto Rico.
5. Velas Resorts: Up to 30% Off Luxury Mexico Vacations
Mexico has no shortage of beautiful resorts, but Velas Resorts is particularly well known for its upscale accommodations, elevated dining, and luxury-focused hospitality.
For Black Friday, the collection is advertising savings of up to 30% at participating resorts in destinations including Riviera Maya, Riviera Nayarit, Puerto Vallarta, and Los Cabos.
These destinations offer very different experiences.
Riviera Maya is ideal for travelers wanting turquoise water, white-sand beaches, and access to cenotes and Mayan ruins. Los Cabos offers dramatic desert-meets-ocean scenery, while Puerto Vallarta and Riviera Nayarit are excellent choices for those who love beautiful coastal settings and vibrant dining scenes.
The Deal: Up to 30% off participating resort stays.
Booking Window: November 17 – December 3, 2026.
Travel Window: Varies by resort and promotion.
The Stay Edit's Take: If you're looking for a luxury Mexico vacation, this is definitely a sale worth comparing. We would especially consider these resorts for honeymoons, milestone celebrations, or a relaxing getaway.
6. Intrepid Travel: Up to 20% Off International Adventures
Not every great travel deal involves a hotel or resort.
For travelers who prefer an itinerary packed with exploration, Intrepid Travel is offering up to 20% off hundreds of eligible small-group tours.
Intrepid specializes in experiences around the world, making it an interesting option for travelers who want to see multiple destinations without planning every detail themselves.
Whether you're interested in exploring Europe, discovering new destinations in Asia, or planning an adventure somewhere completely different, guided travel can take much of the stress out of organizing an international trip.
The Deal: Up to 20% off eligible tours.
Booking Window: November 12 – December 4, 2026.
The Stay Edit's Take: This is a great promotion to explore if you're planning a destination you've never visited before or prefer having transportation and activities arranged for you.
7. Noble House Hotels & Resorts: Up to 30% Off Boutique and Luxury Stays
If you prefer boutique hotels over large chain properties, Noble House Hotels & Resorts is another collection worth keeping on your radar.
Known for its collection of distinctive hotels and resorts, Noble House offers accommodations that often feel more personal and destination-focused than traditional hotel brands.
The company has announced savings of up to 30% for its Black Friday promotion.
The Deal: Up to 30% off eligible stays.
Booking Window: November 17 – December 3, 2026.
The Stay Edit's Take: We love a hotel that feels like part of the destination rather than simply somewhere to sleep. This is one of the sales we'd recommend browsing if you're looking for a memorable boutique stay. Some of their best properties include:
8. Trafalgar & Brendan Vacations: Savings on Guided European Trips
If you've been dreaming of Europe but aren't interested in coordinating every train, hotel, and excursion yourself, Black Friday could be an excellent time to consider a guided vacation.
Trafalgar has announced promotions including a buy-one-get-one-50%-off offer on select tours, along with savings of up to 20% on other eligible itineraries.
Brendan Vacations is also advertising savings of up to $3,400 per couple on qualifying guided trips, with a particular focus on Ireland and Scotland.
These promotions could be especially attractive for travelers who want to visit multiple destinations during one vacation.
The Deal: Select Trafalgar tours feature buy-one-get-one-50%-off pricing or up to 20% off. Brendan Vacations offers savings of up to $3,400 per couple on qualifying trips.
Booking Window: November 5 – December 3, 2026.
The Stay Edit's Take: For first-time visitors to Europe, guided trips can be a convenient way to experience several destinations. We would compare the included hotels, transportation, meals, and excursions before deciding whether the package offers better value than booking independently.
What About Black Friday Airline Deals?
If you're hoping to save on flights for your next vacation, don't overlook Black Friday and Travel Tuesday.
Airlines have offered holiday travel promotions in previous years, but the best discounts often depend heavily on your departure city, travel dates, and destination.
As of November 8, we're still waiting for more confirmed airline-specific Black Friday offers for 2026.
In the meantime, we'd recommend keeping an eye on major carriers such as American Airlines, Delta, United, and international airlines serving destinations on your travel list.
For travelers planning Europe in 2027, it's worth comparing round-trip tickets against multi-city itineraries. Sometimes flying into one city and returning from another can make a trip much more convenient, even when the airfare is slightly higher.
The Stay Edit's Tip: Set up Google Flights price alerts for your preferred routes before the sales begin. That way, you'll have a better idea of whether an advertised Black Friday fare is actually a good deal.
When Is the Best Time to Book Black Friday Travel Deals?
Although Black Friday officially falls on November 27 this year, many travel companies are starting their promotions earlier.
Here are the key dates to keep in mind:
DateWhat to WatchNovember 12Intrepid Travel public sale beginsNovember 17Expedia's broader sale and several hotel promotions beginNovember 27Black FridayNovember 30Cyber MondayDecember 1Travel Tuesday and select final-day promotionsDecember 3–5Several resort and tour promotions end
Travel Tuesday has become another important date for travelers to watch, with some companies extending or introducing promotions after Cyber Monday.
Our advice? Don't wait until the final day if you find an excellent rate at a property you've already been considering. Popular room categories and desirable travel dates can sell out before a promotion ends.
How to Know If a Black Friday Travel Deal Is Actually Worth It
A large advertised discount doesn't necessarily mean you're getting the best possible price.
Before booking, there are a few things we always recommend checking.
Compare the total cost. A resort advertising 50% off might still charge resort fees, taxes, parking, or additional expenses. Always look at the final price rather than the advertised nightly rate.
Check cancellation policies. Some of the biggest discounts are offered on nonrefundable reservations. If you're planning a trip several months in advance, flexibility can be worth paying a little more.
Pay attention to blackout dates. Travel promotions often exclude major holidays, spring break, and other popular vacation periods.
Compare directly with the hotel. Before booking through a third-party platform, check the property's official website. Sometimes booking directly includes additional benefits such as breakfast, credits, or more flexible cancellation policies.
Know your travel dates. The best deals are usually easier to find when you have some flexibility. Moving your vacation by even a few days can make a difference.
Ultimately, the best Black Friday travel deal isn't necessarily the one with the highest percentage off. It's the one that gives you the best value for a trip you actually want to take.
Our Final Thoughts: Is Black Friday a Good Time to Book Travel?
Absolutely, especially if you're already planning a vacation for 2027.
Between luxury Caribbean resorts, boutique hotel collections, all-inclusive Mexico getaways, and discounted international tours, there are some exciting opportunities to save this year.
For travelers looking for a tropical escape, we'd start by comparing Sandals, Velas Resorts, and the Hyatt Regency Grand Reserve Puerto Rico.
If Europe is on your calendar, Expedia and Hotels.com are worth watching for hotel discounts, while Trafalgar and Brendan Vacations offer alternatives for travelers interested in guided itineraries.
And if you're simply looking for somewhere beautiful to escape for a few days, the Florida Keys and Noble House hotel collections are excellent places to begin your search.
At The Stay Edit, we believe memorable travel doesn't always have to come with the highest price tag. Sometimes the key is knowing where to look and when to book.
We'll continue watching for new Black Friday and Cyber Monday travel promotions as more hotels, airlines, and resorts announce their offers.
In the meantime, start making that travel wish list. Your next favorite destination might be more affordable than you think.
Happy travels,
The Stay Edit
Disclosure: Promotional details are based on announced offers as of November 8, 2026. Discounts, availability, travel dates, and booking terms may change. Always confirm pricing and restrictions directly with the travel provider before making a reservation.