Cheap Caribbean Vacations

CheapCaribbean is a US-based online travel aggregator specialising in vacation packages, all-inclusive resort stays, and cruise bookings across the Caribbean, Mexico, Central America, and select Atlantic destinations. It bundles airfare, hotel, and transfers into single-price packages sold direct to consumers. Book via cheapcaribbean.com and activate ShopBack via the ShopBack CheapCaribbean merchant page to earn cashback on eligible bookings at the current published rate.

CheapCaribbean does not operate a standalone loyalty programme. As an aggregator, points and elite credit accrue through the underlying hotel brand (Marriott Bonvoy, Hilton Honors, World of Hyatt, ALL Accor) or airline programme (Delta, American, JetBlue, Southwest) tied to your booking, provided the fare is a scheduled carrier ticket and the property recognises third-party OTA stays for points. Verify per property since some Marriott and Hilton programmes exclude OTA bookings from elite credit. Stack ShopBack cashback on top of any hotel or airline earnings that do post.

CheapCaribbean runs promo windows around Black Friday (November 27, 2026) and Cyber Monday (November 30, 2026) with sitewide savings codes on packages that include hotel and air. Additional windows include Memorial Day (May 25, 2026), Fourth of July, Labor Day (September 7, 2026), and Wave Season (January to March). Prior years have run BFCM promos with $500 sitewide savings and Summer 2026 offered a $200 promo code for hotel-plus-air bookings with a 4-night minimum. Verify current codes and eligibility on cheapcaribbean.com before booking.

CheapCaribbean packages a single price from an airline seat plus a resort night contract negotiated directly with the property or through a wholesale supplier. The all-in price often prices below the sum of separately-booked components, especially at branded all-inclusive resorts (Sandals, Iberostar, Riu, Barcelo, Palladium, Hard Rock, RIU). Air is ticketed as a scheduled carrier flight (Delta, American, United, JetBlue, Frontier, Spirit, Southwest depending on route), so airline mileage typically posts. Transfers may be included or sold as an add-on depending on the destination.

CheapCaribbean typically ticketed as scheduled carrier flights across all major US departure cities, which gives more schedule flexibility and airline mileage earning across Delta, American, United, JetBlue, Southwest, Frontier, and Spirit. Apple Vacations bundles charter flights into many packages out of Northeast and Mid-Atlantic hubs, which often produces the lowest total package price on Cancun and Punta Cana for those specific routings. For flexible dates or non-major-hub departures, CheapCaribbean often has broader inventory. For fixed-date charter routings out of EWR, BOS, or PHL, Apple often wins on total price. Cross-check both. Both are cashback-eligible via ShopBack where applicable.

Expedia has broader global inventory, including Europe, Asia, and domestic US, plus stronger Marriott and Hilton brand coverage on hotel-only bookings, and its own points programme (One Key). CheapCaribbean is narrower but often deeper on Caribbean and Mexico all-inclusive resort inventory (Sandals, Beaches, Riu, Iberostar, Barcelo, Palladium, Hard Rock) with negotiated package pricing that can undercut Expedia on identical resort and dates. For a Caribbean or Mexico all-inclusive, CheapCaribbean is worth checking first. For any other destination or a hotel-only booking, Expedia wins on breadth. Both are cashback-eligible via ShopBack where applicable.

True all-inclusive resorts (Sandals, Beaches, Riu, Iberostar, Barcelo, Palladium, Hard Rock, RIU) bundle meals, drinks, non-motorised watersports, entertainment, and standard gratuities into the package price with no separate mandatory resort fee. Some non-all-inclusive Caribbean and Mexico properties (Miami, Fort Lauderdale, non-inclusive Riviera Maya hotels) do charge a nightly resort fee on top of the package price, payable at check-out. Verify at booking. Motorised watersports, spa, premium dining, and off-property excursions are typically not included even at true all-inclusive resorts.

CheapCaribbean ticketed as scheduled carrier flights on Delta, American, United, JetBlue, Southwest, Frontier, and Spirit, giving effective coverage from any major US metro. Miami (MIA), Fort Lauderdale (FLL), New York (JFK, EWR, LGA), Atlanta (ATL), Charlotte (CLT), Dallas (DFW), Chicago (ORD), and Houston (IAH) typically offer the lowest package prices to Cancun, Punta Cana, Montego Bay, Nassau, and Aruba because of nonstop routing. Secondary metros ticket with one connection at slightly higher package cost. Verify routing at booking.

Empty any pending CheapCaribbean booking cart, then click through fresh from the ShopBack CheapCaribbean merchant page to cheapcaribbean.com. Complete the booking in the same browser session and confirm the reservation email. Avoid pasting unofficial third-party promo codes at checkout since they can break cashback tracking. Cashback tracks on the paid package total (excluding taxes, fees, and travel insurance in most cases). Rates and eligible booking types vary; see the current published rate on the ShopBack CheapCaribbean merchant page.

Yes. Any cancelled or refunded portion of a CheapCaribbean booking is voided from the ShopBack cashback total, since CheapCaribbean only pays commission on completed travel. If you cancel within the free-cancellation window or the trip does not depart, pending cashback will not confirm.

Yes, as long as the code is a public or official CheapCaribbean Vacations code listed on the ShopBack CheapCaribbean Vacations merchant page or announced by CheapCaribbean Vacations itself. Apply the code AFTER you click through from ShopBack, in the same browser session, so that ShopBack's click is the last referral before checkout. Avoid unlisted third party or influencer codes since they often break cashback tracking. Public promo, sale, and member codes typically stack cleanly with ShopBack cashback at the current published rate.