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Vacation deals from Baltimore to Mexico and the Caribbean

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If you’re looking for a new adventure, Southwest Vacations® has some of the very best vacation deals around. We’re talking about deals on all-inclusive vacations at the best all-inclusive resorts with regular nonstop flights to Mexico and the Caribbean at convenient times. With the Southwest Vacations packages listed below, you’ll find plenty of deals for your next trip when flying out of BWI Airport (pretty sweet, huh?). You can also learn more about all-inclusive vacation packages or destinations like Cancun, Punta Cana, Riviera Maya, Jamaica, and other Caribbean destinations. Plus, when you create your ideal customized vacation package, you can add perks to your trip like airport transfers, attractions, amenities, excursions, tours, and much more.

Nothing strike your fancy? Not a problem. Simply check out vacation deals to any of our Southwest Vacations destinations.

Prices below are only valid when departing from Baltimore/Washington (BWI).

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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 17, 2025
    5 nights hotel + flight from
    $1,312 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 30, 2025
    5 nights hotel + flight from
    $1,269 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: Jun 12 - 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
    $999 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 31, 2025
    5 nights hotel + flight from
    $1,238 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
    $1,212 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 17, 2025
    5 nights hotel + flight from
    $1,342 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
    $1,272 per person
  • 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 AND Riviera Maya

    Best priced departure dates
    Aug 17, 2025
    4 nights hotel + flight from
    $1,133 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: Jun 12 - 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:

  • Round trip flight via Southwest Airlines® from BWI Airport (BWI) to Punta Cana (PUJ), Cancun (CUN), Riviera Maya via Cancun, or Jamaica via Montego Bay (MBJ).
  • Hotel accommodations (including taxes).
  • Packages at these featured hotels include food and beverage, entertainment, activities, and more.
  • Bags fly free®† with Southwest Vacations. Even golf bags fly free®.

Learn more about the benefits of booking with Southwest Vacations.

†First and second checked bags. Weight and size limits apply. A golf bag can be substituted for one checked bag.

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®.​