What You Need to Know About Southwest Vacation Packages

You can sometimes save money by booking your flight, hotel, rental car and activities through the airline.

Many or all of the products featured here are from our partners who compensate us. This may influence which products we write about and where and how the product appears on a page. However, this does not influence our evaluations. Our opinions are our own. Here is a list of our partners and here's how we make money.

Booking vacation packages can be a great way to cut down on trip planning stress. Instead of spending weeks trying to sort out all of the details of a trip, you can book transportation and accommodations together. Plus, doing it this way can even save you money.

If you’re looking at Southwest and are thinking of booking a trip, you may have some questions about the process. Here’s what you need to know about Southwest vacation packages:

What are Southwest vacation packages?

Southwest Vacations packages offer travelers the chance to book hotels, flights, rental cars and activities together. Doing this can make it possible to trim trip expenses, and it allows travelers to book their whole trip all at once, rather than having to spend time booking flights and hotels separately. All you do is search and book.

Southwest all-inclusive vacations are available, too

Southwest also offers all-inclusive vacation packages in Mexico and the Caribbean. All-inclusive stays will offer drinks, dining, entertainment and various activities included at no additional cost. If you’re the type of traveler who likes to stay in all-inclusive resorts, see if you can save money by booking through Southwest’s portal.

What are the benefits of booking a vacation package?

When you book Southwest Airlines vacation packages and add extras like hotels and rental cars, you can save money on the total trip, which could mean a bigger spending budget to use at your destination.

Another benefit is that you can take advantage of Southwest’s Lowest Price Promise. This means if you see a lower price on SouthwestVacations.com for the same trip that you’ve booked, you're eligible for a travel credit for the price difference. To get this credit, all trip details must be exactly the same — for example, hotel, room type, trip dates, flight fare types and flight number.

Will I save money by booking Southwest Airlines vacation packages?

Yes, you can save money. In some cases, the savings might be minimal (or nonexistent), but often, it can make good financial sense. Be sure to compare the details of your trip as individual components before booking a Southwest Vacations package.

Here’s an example of trip savings that are possible:

For this long-weekend couples’ trip to Chicago, the Southwest Vacations total is $598.87 or $299.44 per person.

To check if this is a better deal than making reservations separately, here's a look at the reservation prices: The total flight price is $355.92 for two people.

The hotel reservation total is $349.82. This price also includes a discount because of a promotion that the hotel is running.

When booking separately, the cost of the hotel and flight is $705.74 vs. $598.87 if you booked the trip as a vacation package. As you can see, the Southwest Vacations package total is a better deal, with a savings of $106.87.

Nerdy tip: To verify if you’re getting a great deal, be sure to check the limitations when booking your hotel room directly with the hotel. For example, there may be a promotion that offers a cheaper room rate, but it could have a less flexible cancellation policy.

Can you save even more money with Southwest Vacations Deals?

If you want to save as much as possible when booking a Southwest vacation package, be sure to check out Southwest Vacations Deals. This section of the SouthwestVacations.com website lists discounts and savings opportunities, and these deals change over time. If you book a qualifying trip, you may be able to cut the trip cost even further or may be eligible for resort coupons and credits.

Will my booking earn Southwest Rapid Rewards?

Yes. When booking Southwest Vacations, you’ll be eligible to earn Southwest Rapid Rewards points on the flight portion of the package. Additionally, Southwest sometimes runs promos where you can earn Rapid Rewards points on the land portion of packages.

Can I use Rapid Rewards points to book Southwest vacation packages?

No. While you have the opportunity to earn Rapid Rewards points on Southwest Vacations, you’re unable to use your points toward the purchase price of a vacation package.

Are Southwest Vacations packages refundable?

Before booking any vacation package, it’s a smart idea to review the cancellation terms. Southwest doesn’t charge cancellation fees for the air portion of a vacation package. But hotel, rental car or excursion modification or cancellation fees are subject to supplier penalties, which means there's always a risk of fees for these items if you make changes after booking.

One way to avoid this is to purchase Southwest Vacations Travel Protection — an optional add-on available before completing your transaction. This protection provides a full refund on your vacation package; you’ll be eligible for an air credit for the flight portions of the package and a refund to the original form of payment for other elements in the package.

Nerdy tip: If you choose not to buy Southwest Vacations Travel Protection, you’ll still have flexibility when it comes to the air portion of your trip. If you cancel at least 10 minutes before a flight for a Wanna Get Away fare, the air portion of your booking will be refunded in the form of a travel credit. Anytime and Business Select fare fees can be refunded back to the original form of payment or converted to a travel credit if canceled at least 60 minutes before flight departure.

How do I reach Southwest vacations customer service?

You can reach Southwest vacations customer service by email, phone, or regular mail.

Email: If you have questions before or during your trip, email [email protected] After your trip, you’ll want to email [email protected]

Phone: If you need to get in touch before your vacation, call 1-800-243-8372. If you’re outside the U.S., the number is 1-414-934-3017. Phone support is available:

  • Monday-Friday: 8:00 a.m. - 9:00 p.m. CT.

  • Saturday-Sunday: 10:00 a.m. - 6:00 p.m. CT.

If you’re calling during your trip, the number is 1-800-775-7105, and support is available 24 hours per day.

Mail: If you’d rather send a letter, the address is: Southwest Vacations, Attn: Customer Service, 8969 N. Port Washington Road, Milwaukee, WI, 53217.

If you want to understand the basics of Southwest vacation packages …

Southwest Vacations can be a great way to get a deal on your next trip. Before finalizing a Southwest vacation package booking:

  1. Compare the price of all of the elements of your trip to the bundled price offered by Southwest Vacations.

  2. Enter your Rapid Rewards account number during checkout to maximize your points-earning potential.

  3. Check out Southwest Vacations Deals to find special discounts and savings opportunities. Consider buying Southwest Vacations Travel Protection for greater flexibility.

How to maximize your rewards

You want a travel credit card that prioritizes what’s important to you. Here are our picks for the best travel credit cards of 2022, including those best for:

Get more smart money moves – straight to your inbox
Sign up and we’ll send you Nerdy articles about the money topics that matter most to you along with other ways to help you get more from your money.