Southwest Airlines Vacation Packages

Table of Contents

24 April 2025

Book All Inclusive Southwest Airlines Vacation Packages

Travel planning can be hectic. It can take hours to find the right flights, book a hotel and plan out other activities. That is why an increasing number of travelers are looking for vacation packages to simplify things and often save money.
 
One major airline that offers this convenience is Southwest, a carrier known for its no-frills service, free checked bags, and friendly vibe. But what exactly do Southwest Airlines vacation packages offer, and are they worth it? Let’s discuss in this blog and if you come across any questions, reach out to WinkTravelDeals at +1-866-579-8033.
 

Does Southwest Airlines Have All Inclusive Vacation Packages?

Southwest Airlines does offer all-inclusive vacation packages with Southwest Vacations. Such packages typically come with round trip flights and hotel stays. Some packages also cover meals, drinks, airport transfers and other perks, particularly if you opt for an all-inclusive resort in Mexico or the Caribbean.
 
As the airline also debuts Getaways by Southwest — a new vacation package service expected to launch in the second half of 2025—it will add all-inclusive brands at hotels such as Playa Hotels and Sandos Hotels & Resorts to the list of Southwest vacation partners.
 

Will I Save Money By Booking Southwest Airlines Vacation Packages?

In many cases, yes—you can save money by booking a Southwest airlines cheap vacation package. The combined pricing for airfare, hotel, and extras often comes with a discount compared to booking everything separately. Plus, Southwest Vacations runs regular promotions, such as:
 
  • $100–$300 off select packages
  • Bonus points for Rapid Rewards members
  • Exclusive resort perks like free room upgrades, resort credits, or spa discounts
  • Seasonal sales where travelers can save up to $500 on flight and hotel packages for destinations like the U.S., Mexico, Hawaii, and the Caribbean.
  • Another big plus? Southwest provides two free checked bags for each person, potentially saving a whole family hundreds of dollars on a trip. While most airlines add on fees for luggage, Southwest has it included in the package.
Additionally, Southwest’s Lowest Price Promise guarantees a travel credit if you find a lower price on the same package details after booking, adding further value.
 
 

Are Southwest Airlines Vacation Packages Refundable?

Southwest has a mixed refund policy on its vacation packages. The flight portion is typically nonrefundable. In case of cancellation or flight change, you may get travel credits which you can use for future bookings. Certain fare types, like Anytime and Business Select, may be refundable or transferable. There are no change fees, but cancellations must be made at least 10 minutes before departure to avoid forfeiture under the No Show policy.
 
Hotel, rental car, and activity components follow individual supplier policies, often with strict penalties or nonrefundable terms. Many hotel bookings are non transferable and non refundable. Adding optional Travel Protection—though nonrefundable—allows cancellation for any reason, refunding the package price minus the flight cost. To maximize flexibility, review supplier policies and consider Travel Protection.
 
 

Why Should I Choose Southwest Airlines Vacation Packages?

There are several solid reasons to go with Southwest for your next trip:
 
  • Transparency: Southwest won’t hit you with petty expenses. You know what you’re paying for up front, and items like checked bags and changes to your flight come with fewer surprise fees.
  • Bundle and Save: Booking together helps you snag better prices. It’s convenient, and you can often take advantage of promotions you wouldn't get if you booked parts separately.
  • Flexible Payment Options: Southwest Vacations allows you to pay over time with Uplift, a buy-now, pay-later service. This can make a bigger trip more manageable without racking up credit card interest.
  • Rapid Rewards Points: Earn points not just on your flights, but on the entire vacation package if you’re a Rapid Rewards member. That can add up fast if you're planning a longer stay or going with a group.
  • 24/7 Assistance: Travelers have access to 24-hour traveler assistance and in some destinations, local representatives to help with any issues or questions during their vacation.
 

How to Book Southwest Airlines Vacation Packages?

To book your vacation packages with Southwest, you can follow these steps:
 
  • Go to SouthwestVacations.com, it is a subsidiary of Southwest.com which handles only vacation packages.
  • Enter your departure city, destination, and travel dates. 
  • Browse the available Southwest airlines vacation packages. You can filter your search by all-inclusive resorts, theme, price, rating, destination and other amenities.
  • Once you’ve found the right package, choose your flights and room type. 
  • Add extras like airport transfers or travel insurance.
  • Review everything and check out. You can pay in full or set up monthly payments.
For any assistance related to booking vacation packages, you can reach out to us at +1-866-579-8033.
 
 

Featured Destinations for Southwest Airlines Vacation Packages

Here are some touristy destinations where you can get Southwest Airlines cheap vacation packages:
 
  • Cancun, Mexico: One of the most popular destinations for all-inclusive resorts. Think white sand beaches, bottomless margaritas and trips to ancient ruins.
  • Las Vegas, Nevada: Southwest runs tons of daily flights to Vegas. Package deals often include strip hotels and flight discounts.
  • Orlando, Florida: Great for family vacations with theme park access. Many packages include hotels with shuttle service to Disney or Universal.
  • Punta Cana, Dominican Republic: Another prime spot for all-inclusive lovers. Southwest has seasonal service and great resort options here.
  • Los Cabos, Mexico: Perfect for couples or friend getaways—stunning scenery and luxurious resorts.
 

Final Thoughts 

If you’re looking for a convenient, cost-effective and flexible way to travel, all inclusive Southwest Airlines vacation packages are a fantastic choice. Not every resort includes everything, but many do, and the bundling can save you time and money.
 
From their two free checked bags to their lowest price policy, it is easier to book with confidence on Southwest. So if you're ready to trade your daily hustle for palm trees, piña coladas, or poolside cabanas, consider booking an all-inclusive getaway with Southwest Vacations. It’s one less thing to stress over—and that’s what vacations are all about. To know more about vacation packages, call Southwest Vacations Customer care at 1-800-243-8372 or WinkTravelDeals at +1-866-579-8033.

Leave Comments




Comments ...

Our Services

  1. Destinations
    Destinations
  2. Travel tips
    Vacations
  3. Did you know?
    Airlines
  4. Covid-19 Updates
    Deals

Recent Blog Post

popup_winktraveldeals
X