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Vacation Madness Flash Sale

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1 Room, 2 Adults
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Vacation Madness Flash Sale - Extra $50 Off!*

It's time for MADNESS! Score an extra $50 off sitewide —no bracket necessary. Valid on vacation packages traveling between 3/19/25 – 12/15/25. Buzzer beeps at 6 p.m. CST on March 25, 2025. Game on, beaches!

Featured Deals

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  • Riu Santa Fe - All Inclusive
    4.5 Star Hotel
    TripAdvisor Traveler Rating
    Reviews
    All-Inclusive

    Los Cabos

    Best Priced Departure Dates
    May 10, 2025
    4 Nights Hotel + Flight From
    $805 per person Includes Taxes + Fees
  • Riu Montego Bay Adults Only - All Inclusive
    4 Star Hotel
    TripAdvisor Traveler Rating
    Reviews
    All-Inclusive

    Jamaica, Montego Bay

    Best Priced Departure Dates
    May 5, 2025
    4 Nights Hotel + Flight From
    $878 per person Includes Taxes + Fees
  • Grand Oasis Cancun - All Inclusive
    4 Star Hotel
    TripAdvisor Traveler Rating
    Reviews
    All-Inclusive

    Cancun - Cancun AND Riviera Maya

    Best Priced Departure Dates
    Apr 26, 2025
    4 Nights Hotel + Flight From
    $651 per person Includes Taxes + Fees
  • Bahia Principe Grand Tulum - All Inclusive
    5 Star Hotel
    TripAdvisor Traveler Rating
    Reviews
    All-Inclusive

    Cancun - Cancun AND Riviera Maya

    Best Priced Departure Dates
    Apr 26, 2025
    4 Nights Hotel + Flight From
    $784 per person Includes Taxes + Fees
  • Bahia Principe Grand Jamaica - All Inclusive
    4 Star Hotel
    TripAdvisor Traveler Rating
    Reviews
    All-Inclusive

    Jamaica, Montego Bay

    Best Priced Departure Dates
    May 5, 2025
    4 Nights Hotel + Flight From
    $719 per person Includes Taxes + Fees
  • Bahia Principe Luxury Runaway Bay - All Inclusive
    4.5 Star Hotel
    TripAdvisor Traveler Rating
    Reviews
    All-Inclusive

    Jamaica, Montego Bay

    Best Priced Departure Dates
    May 5, 2025
    4 Nights Hotel + Flight From
    $813 per person Includes Taxes + Fees
  • Bahia Principe Luxury Ambar - Adults Only
    5 Star Hotel
    TripAdvisor Traveler Rating
    Reviews
    All-Inclusive

    Dominican Republic, Punta Cana

    Best Priced Departure Dates
    Apr 29, 2025
    4 Nights Hotel + Flight From
    $811 per person Includes Taxes + Fees
  • Riu Reggae Adults Only - All Inclusive
    4 Star Hotel
    TripAdvisor Traveler Rating
    Reviews
    All-Inclusive

    Jamaica, Montego Bay

    Best Priced Departure Dates
    May 5, 2025
    4 Nights Hotel + Flight From
    $958 per person Includes Taxes + Fees
  • Riu Dunamar - All Inclusive
    4 Star Hotel
    TripAdvisor Traveler Rating
    Reviews
    All-Inclusive

    Cancun - Cancun AND Riviera Maya

    Best Priced Departure Dates
    Apr 26, 2025
    4 Nights Hotel + Flight From
    $807 per person Includes Taxes + Fees
  • The Pyramid Cancun - All Inclusive
    4 Star Hotel
    TripAdvisor Traveler Rating
    Reviews
    All-Inclusive

    Cancun - Cancun AND Riviera Maya

    Best Priced Departure Dates
    Apr 26, 2025
    4 Nights Hotel + Flight From
    $712 per person Includes Taxes + Fees
  • Riu Vallarta - All Inclusive
    4.5 Star Hotel
    TripAdvisor Traveler Rating
    Reviews
    All-Inclusive

    Puerto Vallarta - Riviera Nayarit

    Best Priced Departure Dates
    2025: Sep 28, Sep 29, Oct 5, Oct 19, Oct 20
    4 Nights Hotel + Flight From
    $849 per person Includes Taxes + Fees
  • Riu Latino Adults Only - All Inclusive
    5 Star Hotel
    TripAdvisor Traveler Rating
    Reviews
    All-Inclusive

    Cancun - Cancun AND Riviera Maya

    Best Priced Departure Dates
    Apr 15, 2025
    4 Nights Hotel + Flight From
    $820 per person Includes Taxes + Fees
We're sorry; there are no hotels that match the criteria you have selected.
*Promo code MADNESS50 is valid for bookings made 3/18/25-3/25/25 @ 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.