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Vacation deals from Houston to Mexico and the Caribbean.

Southwest Vacations® has some of the very best vacation deals available when traveling from Houston (Hobby). With plenty of amazing hotel and resort choices, plus great flight options, you’ll find the vacation that fits your style and budget.

Book any of the great packages listed below when traveling from Houston (Hobby), and get great savings on your next exciting vacation.

Plus, learn a little more about all-inclusive vacation packages or terrific tropical destinations like Aruba, Cabo San Lucas/Los Cabos, Cancun, Jamaica via Montego Bay, or Puerto Vallarta. When you create your ideal customized vacation package, you can add airport transfers, excursions, tours, and much more to create the trip of a lifetime.

Not finding what you are looking for?
Find additional vacation deals to any of Southwest Vacations' many destinations, or build your own vacation today.

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  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Breathless Cancun Soul Resort & Spa - All Inclusive

    5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive
    Cancun - Cancun Hotels
    Best priced departure dates
    Aug 31, 2025
    5 nights hotel + flight from
    $1,077 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Dreams Sands Cancun Resort & Spa - All Inclusive

    5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive
    Cancun - Cancun Hotels
    Best priced departure dates
    Aug 31, 2025
    5 nights hotel + flight from
    $952 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Riu Palace Las Americas Adults Only - All Inclusive

    4.5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive
    Cancun - Cancun Hotels
    Best priced departure dates
    2025: Jul 16 - Aug 31
    7 nights hotel + flight from
    Get Price
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Breathless Punta Cana Resort & Spa - All Inclusive

    5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive
    Dominican Republic, Punta Cana
    Best priced departure dates
    Aug 31, 2025
    4 nights hotel + flight from
    $1,142 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Royalton CHIC Cancun, An Autograph Collection - All Inclusive

    5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive
    Cancun - Cancun Hotels
    Best priced departure dates
    Aug 24, 2025
    5 nights hotel + flight from
    $960 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Planet Hollywood Cancun, An Autograph Collection - All Inclusive

    5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive
    Cancun - Cancun Hotels
    Best priced departure dates
    Aug 31, 2025
    5 nights hotel + flight from
    $996 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Grand Park Royal Luxury Resort Cancun - All Inclusive

    5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive
    Cancun - Cancun Hotels
    Best priced departure dates
    Aug 31, 2025
    5 nights hotel + flight from
    $770 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Riu Palace Kukulkan Adults Only - All Inclusive

    5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive
    Cancun - Cancun Hotels
    Best priced departure dates
    Aug 24, 2025
    5 nights hotel + flight from
    $999 per person
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Grand Oasis Cancun - All Inclusive

    4 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive
    Cancun - Cancun Hotels
    Best priced departure dates
    2025: Jul 16 - Aug 31
    3 nights hotel + flight from
    Get Price
  • TripAdvisor traveler rating
    based on TripAdvisor reviews

    Dreams Vista Cancun Golf & Spa Resort - All Inclusive

    5 star hotel
    TripAdvisor traveler rating
    based on TripAdvisor reviews
    All-inclusive
    Cancun - Cancun Hotels
    Best priced departure dates
    2025: Jul 16 - Aug 31
    3 nights hotel + flight from
    Get Price
Not seeing deals? Modify your travel preferences, change your destination, or select new dates.

Customized vacation packages include:

  • Roundtrip flight via Southwest Airlines® from Houston (Hobby).
  • Hotel accommodations (including taxes).
  • Packages at these featured hotels include food and beverage, entertainment, activities, and more.

Learn more about the benefits of booking with Southwest Vacations.

Seats are limited and may not be available on some flights that operate during peak travel times and holiday periods. Flight and hotel rates may vary by day of week. Hotel surcharges may apply to weekends, holidays, and convention periods. Flights available on published, scheduled service only. Rates may be subject to change until purchased. Discounts are valid per reservation before taxes are applied. Offer not valid on existing reservations and may not be combined with any other offer. Subject to availability. Restrictions apply. ALG Vacations Corp. is the tour operator for Southwest Vacations®.​