Extra $50 Off!*
Score an extra $50 off sitewide —no bracket necessary.
Book: 3/28/2025–4/8/2025 by 6:00 p.m. CT
Travel: 3/29/2025–12/15/2025
Valid on 3 night stays only.
Featured Deals
ALL FILTERS
ALL FILTERS
ALL FILTERS
All-Inclusive Only
Destination
Number of Nights
Sort by
All-Inclusive Only
Number of Nights
Destination
-
Riu Santa Fe - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-InclusiveLos Cabos
Best Priced Departure DatesJun 17, 20254 Nights Hotel + Flight From$688 per person Includes Taxes + Fees -
Sunscape Curacao Resort, Spa & Casino - All Inclusive
TripAdvisor Traveler Rating
Reviews
Curacao
Best Priced Departure DatesDec 3, 20254 Nights Hotel + Flight From$1,084 per person Includes Taxes + Fees -
Riu Montego Bay Adults Only - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Jamaica, Montego Bay
Best Priced Departure DatesSep 23, 20254 Nights Hotel + Flight From$818 per person Includes Taxes + Fees -
Grand Oasis Cancun - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Cancun - Cancun AND Riviera Maya
Best Priced Departure Dates2025: May 30, May 31, Jun 284 Nights Hotel + Flight From$768 per person Includes Taxes + Fees -
Bahia Principe Grand Tulum - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Cancun - Cancun AND Riviera Maya
Best Priced Departure DatesSep 7, 20254 Nights Hotel + Flight From$657 per person Includes Taxes + Fees -
Sunscape Sabor Cozumel - All Inclusive
TripAdvisor Traveler Rating
Reviews
Cozumel
Best Priced Departure DatesSep 27, 20254 Nights Hotel + Flight From$866 per person Includes Taxes + Fees -
Bahia Principe Grand Jamaica - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Jamaica, Montego Bay
Best Priced Departure DatesSep 13, 20254 Nights Hotel + Flight From$703 per person Includes Taxes + Fees -
Sunscape Puerto Vallarta Resort & Spa - All Inclusive
TripAdvisor Traveler Rating
Reviews
Puerto Vallarta - Riviera Nayarit
Best Priced Departure Dates2025: Aug 31, Sep 14 Nights Hotel + Flight From$821 per person Includes Taxes + Fees -
Bahia Principe Luxury Runaway Bay - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Jamaica, Montego Bay
Best Priced Departure Dates2025: Sep 13, Sep 20, Sep 274 Nights Hotel + Flight From$797 per person Includes Taxes + Fees -
Bahia Principe Luxury Ambar - Adults Only
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Dominican Republic, Punta Cana
Best Priced Departure DatesMay 12, 20254 Nights Hotel + Flight From$842 per person Includes Taxes + Fees -
Riu Reggae Adults Only - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Jamaica, Montego Bay
Best Priced Departure DatesSep 23, 20254 Nights Hotel + Flight From$830 per person Includes Taxes + Fees -
Bahia Principe Luxury Esmeralda - All Inclusive
TripAdvisor Traveler Rating
ReviewsAll-Inclusive
Dominican Republic, Punta Cana
Best Priced Departure Dates2025: Sep 20, Oct 44 Nights Hotel + Flight From$804 per person Includes Taxes + Fees
*Promo code MADNESS50 is valid for bookings made 3/18/25-4/8/25 @ 6PM CST and includes savings of $50 per reservation on vacation package bookings that include hotel + air. 3-night minimum stay required. The discount MADNESS50 is valid from all origins for new air and hotel bookings for travel 3/19/25 - 12/15/25.