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The ONLY place to search all dates & destinations in one view
The ONLY place to search all dates & destinations in one view -
Flexible dates? Find the best time to vacay with our deals calendar
Flexible dates? Find the best time to vacay with our deals calendar -
Find destinations on our deals map with package prices in your price range
Find destinations on our deals map with package prices in your price range
Top Deals and Promotions
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Beachtoberfest!
Fall beach deals up to 60% OFF! Vacay in the fall for MORE deals!
Beachtoberfest!
Fall beach deals up to 60% OFF! Vacay in the fall for MORE deals! -
$200 Instant Savings
Plus, up to 40% off on Inclusive Collection, Part of World of Hyatt resorts.
$200 Instant Savings
Plus, up to 40% off on Inclusive Collection, Part of World of Hyatt resorts. -
Up to $400 Instant Savings
Plus, receive 50% off on your Puerto Vallarta vacation.
Up to $400 Instant Savings
Plus, receive 50% off on your Puerto Vallarta vacation.
Flight + Hotel Vacation Package Deals*
Flight + Hotel Vacation Package Deals*
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Grand Decameron Los Cabos, A Trademark All-Inclusive Resort
TripAdvisor Traveler Rating
ReviewsAll-InclusiveLos Cabos
Best Priced Departure Dates2024: Oct 27 - Oct 30, Nov 1 - Nov 5, Nov 9 - Nov 13, Nov 15 - Nov 17, Dec 3, Dec 8 - Dec 10, Dec 15, Dec 163 Nights Hotel + Flight From$650 per person Includes Taxes + Fees -
Includes savings up to 53%Limited time steal of a dealSunscape Coco Punta Cana - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Dominican Republic, Punta Cana
Best Priced Departure DatesNov 9, 20244 Nights Hotel + Flight From$737 per person Includes Taxes + Fees -
Includes savings up to 64%Limited time steal of a dealGrand Oasis Cancun - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Cancun - Cancun AND Riviera Maya
Best Priced Departure Dates2024: Nov 3, Nov 175 Nights Hotel + Flight From$803 per person Includes Taxes + Fees -
Margaritaville Island Reserve Cap Cana Hammock, by Karisma All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Dominican Republic, Punta Cana
Best Priced Departure DatesNov 30, 20243 Nights Hotel + Flight From$810 per person Includes Taxes + Fees -
Includes savings up to 31%Limited time steal of a dealOcean Riviera Paradise - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-InclusiveCancun - Cancun AND Riviera Maya
Best Priced Departure DatesDec 8, 20245 Nights Hotel + Flight From$925 per person Includes Taxes + Fees -
Secrets St. James Montego Bay - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Jamaica, Montego Bay
Best Priced Departure Dates2024: Oct 28, Oct 293 Nights Hotel + Flight From$944 per person Includes Taxes + Fees -
Includes savings up to 50%Limited time steal of a dealBreathless Montego Bay Resort & Spa - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Jamaica, Montego Bay
Best Priced Departure DatesNov 18, 20243 Nights Hotel + Flight From$1,049 per person Includes Taxes + Fees -
Includes savings up to 77%Limited time steal of a dealHyatt Vivid Grand Island - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Cancun - Cancun AND Riviera Maya
Best Priced Departure DatesOct 27, 20245 Nights Hotel + Flight From$1,080 per person Includes Taxes + Fees -
Exclusive savingsEl Dorado Seaside Palms, a Spa Resort - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Cancun - Cancun AND Riviera Maya
Best Priced Departure DatesNov 20, 20245 Nights Hotel + Flight From$1,203 per person Includes Taxes + Fees -
Includes savings up to 50%Limited time steal of a dealBreathless Cancun Soul Resort & Spa - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Cancun - Cancun AND Riviera Maya
Best Priced Departure DatesNov 17, 20245 Nights Hotel + Flight From$1,212 per person Includes Taxes + Fees -
Valentin Imperial Riviera Maya - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Cancun - Cancun AND Riviera Maya
Best Priced Departure DatesOct 28, 20245 Nights Hotel + Flight From$1,494 per person Includes Taxes + Fees -
Includes savings up to 65%Includes up to $200 in resort couponsSecrets Moxche Playa del Carmen - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Cancun - Cancun AND Riviera Maya
Best Priced Departure DatesDec 17, 20245 Nights Hotel + Flight From$1,921 per person Includes Taxes + Fees -
Includes savings up to 65%Includes up to $200 in resort couponsImpression Moxché by Secrets - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Cancun - Cancun AND Riviera Maya
Best Priced Departure DatesOct 26, 20245 Nights Hotel + Flight From$2,546 per person Includes Taxes + Fees -
Secrets Wild Orchid Montego Bay - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Jamaica, Montego Bay
Best Priced Departure Dates2024: Oct 25 - Dec 31 2025: Jan 1 - Jan 174 Nights Hotel + Flight FromGet Price Includes Taxes + Fees -
Majestic Elegance Costa Mujeres - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Cancun - Cancun AND Riviera Maya
Best Priced Departure Dates2024: Oct 25 - Dec 31 2025: Jan 1 - Jan 173 Nights Hotel + Flight FromGet Price Includes Taxes + Fees -
El Dorado Royale, a Spa Resort - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Cancun - Cancun AND Riviera Maya
Best Priced Departure Dates2024: Oct 25 - Dec 31 2025: Jan 1 - Jan 173 Nights Hotel + Flight FromGet Price Includes Taxes + Fees -
Exclusive savingsEl Dorado Maroma, a Spa Resort - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Cancun - Cancun AND Riviera Maya
Best Priced Departure Dates2024: Oct 25 - Dec 31 2025: Jan 1 - Jan 163 Nights Hotel + Flight FromGet Price Includes Taxes + Fees
MORE Resorts to Explore:
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TripAdvisor Traveler Rating
ReviewsSecrets St. James Montego Bay - All InclusiveMontego Bay
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TripAdvisor Traveler Rating
ReviewsHilton Cancun, an All-Inclusive ResortCancun
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TripAdvisor Traveler Rating
ReviewsRiu Montego Bay Adults Only - All Inclusive
Montego Bay
Get MORE Beach for LESS Money
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MORE All-Inclusive Vacations
We offer thousands of deals to all-inclusive resorts in the Caribbean, Mexico, Central and South America.MORE All-Inclusive Vacations
We offer thousands of deals to all-inclusive resorts in the Caribbean, Mexico, Central and South America. -
Exclusive Hero Discounts
Sign up for our hero clubs for teachers, healthcare workers, first responders and military for exclusive discounts and early access deals.Exclusive Hero Discounts
Sign up for our hero clubs for teachers, healthcare workers, first responders and military for exclusive discounts and early access deals. -
LESS Stress. MORE Ways to Pay.
You have a few ways to pay for your dream vacay, including an option that lets you travel now and pay monthly installments, even after returning from your getaway!LESS Stress. MORE Ways to Pay.
You have a few ways to pay for your dream vacay, including an option that lets you travel now and pay monthly installments, even after returning from your getaway!
MORE Offers
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Savings up to 40%
All-inclusive vacations in Jamaica.
Savings up to 40%
All-inclusive vacations in Jamaica. -
Fly Away
Discover the Bahamas multi-island destination experience.
Fly Away
Discover the Bahamas multi-island destination experience. -
Discover the Aruba Effect
Save up to $200 instantly when you visit sunny Aruba.
Discover the Aruba Effect
Save up to $200 instantly when you visit sunny Aruba.
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$100 Instant Savings
For a limited time, only at Sunscape Coco Punta Cana!
$100 Instant Savings
For a limited time, only at Sunscape Coco Punta Cana! -
Caribbean Deals
Explore exclusive resort and destination deals to the Caribbean.
Caribbean Deals
Explore exclusive resort and destination deals to the Caribbean. -
Last Minute Deals
Pack your bags tonight and head to the beach with deals up to 65% off.
Last Minute Deals
Pack your bags tonight and head to the beach with deals up to 65% off.
Trending Destinations
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Cancun
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Dominican Republic
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Jamaica
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Los Cabos
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Aruba
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Puerto Rico
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Bahamas
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Costa Rica
Your 2024 Noble Beach Prize Winners
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Dreamiest 'I Do'
Zoëtry Marigot Bay St. Lucia is our 2024 winner for Dreamiest “I Do”! Couples fall in love with this resort for its secluded romance and fabulous all-inclusive service.
Dreamiest 'I Do'
Zoëtry Marigot Bay St. Lucia is our 2024 winner for Dreamiest “I Do”! Couples fall in love with this resort for its secluded romance and fabulous all-inclusive service. -
The Bombest Bar
ME Cabo was dubbed the winner for The Bombest Bar! Los Cabos is already the bomb but throw in a breathtaking rooftop bar and you’ve got a boozy beach paradise.
The Bombest Bar
ME Cabo was dubbed the winner for The Bombest Bar! Los Cabos is already the bomb but throw in a breathtaking rooftop bar and you’ve got a boozy beach paradise. -
Best Beach-O-Tainment
The Pyramid Cancun & Grand Oasis Cancun are our winners for Best Beach-O-Tainment! Guests can expect Vegas-style entertainment at these two next-door-neighbor resorts.
Best Beach-O-Tainment
The Pyramid Cancun & Grand Oasis Cancun are our winners for Best Beach-O-Tainment! Guests can expect Vegas-style entertainment at these two next-door-neighbor resorts. -
Most Picture-Perfect Paradise
Majestic Mirage Punta Cana was crowned as the winner for Most Picture-Perfect Paradise! Your Instagram feed isn’t ready for this beach beauty.
Most Picture-Perfect Paradise
Majestic Mirage Punta Cana was crowned as the winner for Most Picture-Perfect Paradise! Your Instagram feed isn’t ready for this beach beauty. -
The Pool That Rules
Hotel Xcaret Mexico stands as our winner for The Pool That Rules! Not only does this pool rule, but it doubles as an amazing bridge with 360° views!
The Pool That Rules
Hotel Xcaret Mexico stands as our winner for The Pool That Rules! Not only does this pool rule, but it doubles as an amazing bridge with 360° views! -
Most Totally Over-the-Top
Fairmont El San Juan Hotel stole the show as this year’s winner for Most Totally Over the Top! Being extra at this rockin’ beach resort is not only encouraged but appreciated.
Most Totally Over-the-Top
Fairmont El San Juan Hotel stole the show as this year’s winner for Most Totally Over the Top! Being extra at this rockin’ beach resort is not only encouraged but appreciated. -
The View–Priceless
Calabash Cove Resort & Spa Saint Lucia is our 2024 winner for The View–Priceless! Around every corner is a vista worth MORE than a thousand words.
The View–Priceless
Calabash Cove Resort & Spa Saint Lucia is our 2024 winner for The View–Priceless! Around every corner is a vista worth MORE than a thousand words. -
Best Kid-Tivities
Hard Rock Hotel & Casino Punta Cana is dubbed our winner for Best Kid-Tivities! Think twisting water slides, endless games and interactive family activities.
Best Kid-Tivities
Hard Rock Hotel & Casino Punta Cana is dubbed our winner for Best Kid-Tivities! Think twisting water slides, endless games and interactive family activities. -
Most SPAwesome Experience
Majestic Elegance Costa Mujeres is our 2024 winner for Most SPAwesome Experience! Pamper yourself with the relaxing vacay of your dreams.
Most SPAwesome Experience
Majestic Elegance Costa Mujeres is our 2024 winner for Most SPAwesome Experience! Pamper yourself with the relaxing vacay of your dreams. -
The Sweetest Suite
Secrets Tulum Resort & Beach Club is the winner of The Sweetest Suite! It uses natural design to create a luxurious resort experience unlike any other.
The Sweetest Suite
Secrets Tulum Resort & Beach Club is the winner of The Sweetest Suite! It uses natural design to create a luxurious resort experience unlike any other. -
Most Divine Dining
Dreams Tulum Resort & Spa was crowned the winner of Most Divine Dining! Prepare to dig into all-inclusive deliciousness with a side of stellar service.
Most Divine Dining
Dreams Tulum Resort & Spa was crowned the winner of Most Divine Dining! Prepare to dig into all-inclusive deliciousness with a side of stellar service. -
Best Beach Bliss
The Westin Grand Cayman Seven Mile Beach Resort & Spa is the winner of Best Beach Bliss! Pull up a beach chair, this luxury resort’s got the best seat in the house.
Best Beach Bliss
The Westin Grand Cayman Seven Mile Beach Resort & Spa is the winner of Best Beach Bliss! Pull up a beach chair, this luxury resort’s got the best seat in the house.
Featured In
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People Magazine
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Good Morning America
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Forbes
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Cosmopolitan
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Delish
What's New on Stories by CheapCaribbean
^Get $500 instant savings for flight + hotel vacation packages when you stay 5 or more nights in Jamaica at select resorts; Ocean Eden Bay, Ocean Coral Spring, Azul Beach Resort Negril by Karisma – AI, Secrets St. James, Secrets Wild Orchid, Breathless Montego Bay, and Zoetry Montego Bay. Get $250 instant savings for flight + hotel vacation packages when you stay 3 or 4 nights in Jamaica at select resorts; Ocean Eden Bay, Ocean Coral Spring, Azul Beach Resort Negril by Karisma – AI, Secrets St. James, Secrets Wild Orchid, Breathless Montego Bay, and Zoetry Montego Bay. Valid for bookings made 7/23/24-8/23/24 @ 6pm CST for travel 7/24/24-12/15/24. Blackout dates may apply. Instant savings is included in price and automatically applied at checkout.
**Buy $50 Amstar Excursion Voucher, get $75 Amstar Excursion Voucher. One promotional voucher per booking. Not applicable to Golf and Club Mobay excursions. Excursion Voucher is valid only for excursions, no transportation services. Valid for new bookings to Jamaica made at select resorts; Ocean Eden Bay, Ocean Coral Spring, Azul Beach Resort Negril by Karisma – AI, Secrets St. James, Secrets Wild Orchid, Breathless Montego Bay, and Zoetry Montego Bay. Booking window: 7/23/24-8/23/24 for travel window: 7/24/24-12/15/24.Package prices shown are the lowest found within the past 24-hours. Prices and availability subject to change. Additional terms may apply.