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The ONLY place to search all dates & destinations in one view
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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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SEMI-ANNUAL Sale is here! Get up to $150 Off Sitewide!
It Only Happens Twice a Year!
SEMI-ANNUAL Sale is here! Get up to $150 Off Sitewide!
It Only Happens Twice a Year! -
Save up to 55% at RIU Hotels & Resorts
Plus, resort credits with select vacation packages.
Save up to 55% at RIU Hotels & Resorts
Plus, resort credits with select vacation packages.
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Up to $200 Instant Savings
Plus, savings up to 40% at select Inclusive Collection, Part of World of Hyatt resorts!
Up to $200 Instant Savings
Plus, savings up to 40% at select Inclusive Collection, Part of World of Hyatt resorts! -
$50 Instant Savings
Plus, receive an additional $150 off on select Hyatt resorts.
$50 Instant Savings
Plus, receive an additional $150 off on select Hyatt resorts.
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You CAN Sit with Us!
Celebrate National Mean Girls Day with CheapCaribbean! Book a vacay at Grand Oasis Cancun to unlock $100 instant savings*. Plus, you'll receive VIP seats to a special concert by stars from the Broadway show, Mean Girls the Musical!
You CAN Sit with Us!
Celebrate National Mean Girls Day with CheapCaribbean! Book a vacay at Grand Oasis Cancun to unlock $100 instant savings*. Plus, you'll receive VIP seats to a special concert by stars from the Broadway show, Mean Girls the Musical!
Flight + Hotel Vacation Package Deals*
Flight + Hotel Vacation Package Deals*
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Sunscape Coco Punta Cana - All Inclusive
All-InclusiveDominican Republic, Punta Cana
Best Priced Departure DatesSep 29, 20243 Nights Hotel + Flight From$698 per person Includes Taxes + Fees -
Bahia Principe Grand Jamaica - All Inclusive
All-Inclusive
Jamaica, Montego Bay
Best Priced Departure Dates2024: Oct 27 - Oct 293 Nights Hotel + Flight From$713 per person Includes Taxes + Fees -
Breathless Cancun Soul Resort & Spa - All Inclusive
All-Inclusive
Cancun - Cancun Hotels
Best Priced Departure DatesOct 21, 20243 Nights Hotel + Flight From$851 per person Includes Taxes + Fees -
Riu Palace Kukulkan - Adults Only All Inclusive
All-Inclusive
Cancun - Cancun Hotels
Best Priced Departure Dates2024: Sep 29 - Oct 1, Oct 6, Oct 7, Oct 143 Nights Hotel + Flight From$852 per person Includes Taxes + Fees -
Margaritaville Island Reserve Cap Cana Hammock, by Karisma All Inclusive
All-Inclusive
Dominican Republic, Punta Cana
Best Priced Departure DatesSep 29, 20243 Nights Hotel + Flight From$908 per person Includes Taxes + Fees -
Majestic Elegance Costa Mujeres - All Inclusive
All-Inclusive
Cancun - Cancun Hotels
Best Priced Departure DatesSep 28, 20243 Nights Hotel + Flight From$913 per person Includes Taxes + Fees -
Valentin Imperial Riviera Maya - All Inclusive
All-Inclusive
Cancun - Riviera Maya Hotels
Best Priced Departure DatesSep 23, 20243 Nights Hotel + Flight From$954 per person Includes Taxes + Fees -
Secrets St. James Montego Bay - All Inclusive
All-Inclusive
Jamaica, Montego Bay
Best Priced Departure DatesOct 21, 20243 Nights Hotel + Flight From$972 per person Includes Taxes + Fees -
Secrets Wild Orchid Montego Bay - All Inclusive
All-Inclusive
Jamaica, Montego Bay
Best Priced Departure Dates2024: Oct 28, Oct 293 Nights Hotel + Flight From$998 per person Includes Taxes + Fees -
Breathless Montego Bay Resort & Spa - All Inclusive
All-Inclusive
Jamaica, Montego Bay
Best Priced Departure DatesOct 7, 20243 Nights Hotel + Flight From$1,116 per person Includes Taxes + Fees -
Impression Moxché by Secrets - All Inclusive
All-Inclusive
Cancun - Riviera Maya Hotels
Best Priced Departure Dates2024: Oct 27 - Oct 293 Nights Hotel + Flight From$1,606 per person Includes Taxes + Fees -
Margaritaville Beach Resort, Playa Flamingo - European Plan
Costa Rica, Liberia
Best Priced Departure Dates2024: Sep 12 - Nov 185 Nights Hotel + Flight FromGet Price Includes Taxes + Fees -
Hideaway at Royalton Saint Lucia, An Autograph Collection - All Inclusive
All-Inclusive
St. Lucia
Best Priced Departure Dates2024: Sep 12 - Nov 184 Nights Hotel + Flight FromGet Price Includes Taxes + Fees
MORE Resorts to Explore:
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TripAdvisor Traveler Rating
ReviewsSunscape Coco Punta Cana - All InclusivePunta Cana via Santo Domingo
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TripAdvisor Traveler Rating
ReviewsGrand Decameron Los Cabos, A Trademark All-Inclusive Resort
Los Cabos
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TripAdvisor Traveler Rating
ReviewsRiu Republica Adults Only - All Inclusive
Punta Cana via Santo Domingo
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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Bahia Happiness Sale
Up to $1,055 Resort Credit + First Kid Stays Free.
Bahia Happiness Sale
Up to $1,055 Resort Credit + First Kid Stays Free. -
You Deserve It All
Save up to 60%.
You Deserve It All
Save up to 60%. -
Savings up to 30%
Plus, up to $100 in resort credit at select resorts.
Savings up to 30%
Plus, up to $100 in resort credit at select resorts.
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Feel It For Yourself
Savings up to 30%.
Feel It For Yourself
Savings up to 30%. -
$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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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. -
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. -
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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Travel + Leisure
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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.