Question 1

How much does a Southwest vacation package cost?

Accepted Answer

Maybe less than you imagined — from a tempting CA $1,517, actually! By combining flights, hotels and car rentals into a custom-built package, your Southwest escape is just a few clicks away.

Question 2

How do I get a cheap travel package to Southwest?

Accepted Answer

You'll save loads of cash if you bundle your hotels, car rentals and flights into a Southwest travel package. Sometimes cheap means fewer options. But not with Expedia. We offer over 550 partner airlines and 1,000,000 properties across the globe, so you'll always have plenty of variety to choose from. Like to save even more? Add some interesting activities to your package deal to unlock even bigger bargains! After all, travel is about more than just getting to your destination.

Question 3

How far in advance should I book my Southwest vacation?

Accepted Answer

Reward yourself with the biggest variety and the lowest prices by booking your trip to Southwest early. Air carriers typically publish flights anywhere up to 12 months before departure, so secure your spot as soon as possible. Having said that, Expedia is committed to giving you the best bargains around, so there's never a bad time to book your dream vacation!

Question 4

What does an Expedia Southwest travel package include?

Accepted Answer

Hotels, flights and a reliable car for your road trip adventures. Simply pick and choose your preferred bundle and get access to great discounts. Once you've made your booking, add on a couple of activities and tours and watch your savings grow. When it comes to creating your Southwest escape, you're in charge!

Question 5

What should I know before booking a Southwest travel package?

Accepted Answer

You can save big by combining your airfares, hotels and rental cars. Once you've created your package, you can add on things like activities or tours. Your next unforgettable vacation is only a few clicks away.

Question 6

Can I choose my airline with a Southwest Expedia vacation package?

Accepted Answer

Definitely. Expedia has over 550 partner airlines to select from all over the world. With all that choice at your fingertips, finding the ideal carrier to take you to Southwest will be a cinch.

Question 7

If I'm not able to travel, can I cancel my Southwest vacation package?

Accepted Answer

It's impossible to predict what the future holds, so it's comforting to know that you can change or cancel your Southwest vacation package. If your booking was made in the last 24 hours, you may be eligible for a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to find out more.

Southwest Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Room 1

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Top Southwest Vacation Deals

Tamarind Reef Resort Spa & Marina

Carina Bay All Inclusive Resort & Casino - Adults Only

The Frederiksted Hotel

Hotel on the Cay

The Buccaneer Beach & Golf Resort

Southwest Hotel Deals

Sand Castle on the Beach - Adults Only

Cottages by the Sea

Carina Bay All Inclusive Resort & Casino - Adults Only

Frequently asked questions

Stay near popular Southwest attractions

Fort Frederik

Estate Whim Museum

Carambola Golf Club

Carlton Beach

Caribbean Museum Center for the Arts

Old Danish School

St. Patrick's Catholic Church

Carmbola Tide Pools

What to do in Southwest

Snorkeling with Sea Turtles

Sea Turtle Snorkel Tour

Island Chocolate Experience with Tasting

Go further with the Expedia app