Deals on vacations and trips to Southwest

Save when you book Southwest package deals

Choose two or more items and save on your trip:

Southwest flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Frederiksted Hotel

The Frederiksted Hotel

3 out of 5
Downtown Frederiksted
Price was $1,553, price is now $1,232 per person
$1,232
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Christiansted (STX)
A rooftop terrace, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
Carina Bay All Inclusive Resort & Casino - Adults Only

Carina Bay All Inclusive Resort & Casino - Adults Only

3.5 out of 5
Price was $2,397, price is now $1,670 per person
$1,670
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Christiansted (STX)
A casino, 2 restaurants, and 2 outdoor pools are all featured at this all-inclusive hotel. Business travelers can take advantage of the free WiFi in public areas. Enjoy the gym and free perks like continental breakfast and free self parking.
Tamarind Reef Resort Spa & Marina

Tamarind Reef Resort Spa & Marina

3.5 out of 5
Price was $1,533, price is now $1,301 per person
$1,301
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Christiansted (STX)
This smoke-free resort features a private beach, a full-service spa, and a marina. Enjoy beachfront dining and relax with free beach cabanas and sun loungers. Enjoy the 4 outdoor tennis courts and perks like free self parking and free WiFi.
Grapetree Bay Hotel & Villas

Grapetree Bay Hotel & Villas

3.5 out of 5
Grapetree
Price was $1,631, price is now $1,388 per person
$1,388
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Christiansted (STX)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 3 conference rooms, along with free WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.
The Waves at Cane Bay

The Waves at Cane Bay

3.5 out of 5
Price was $1,632, price is now $1,394 per person
$1,394
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Christiansted (STX)
This hotel features a restaurant and 2 bars/lounges. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, express check-in, and express check-out are also on offer.

Top Southwest hotels deals

Sand Castle on the Beach - Adults Only

Sand Castle on the Beach - Adults Only

3.5 out of 5
127 Smithfield Frederiksted St. Croix
$217 nightly
The price is $244 total per night
$244 total
Sep 10 - Sep 11
Total with taxes and fees
This hotel features 2 outdoor pools, a restaurant, and a bar/lounge. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at the poolside bar and enjoy free perks like continental breakfast and free self parking.
Pool
Breakfast included
Cottages by the Sea

Cottages by the Sea

3 out of 5
127A Smithfield Rd Frederiksted St. Croix
Get rates
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Enjoy a day at the beach snorkeling, or relax with beach umbrellas. A terrace, a garden, and a library are also on offer.
Parking included
Free WiFi
PARADISE COVE SECLUDED PRISTINE VILLA, "MARGARITA"

PARADISE COVE SECLUDED PRISTINE VILLA, "MARGARITA"

Frederiksted, St. Croix St. Croix Island
Get rates
An outdoor pool is featured at this vacation home, along with a garden and laundry facilities.
Pool
Kitchen
King Christian Hotel

King Christian Hotel

3.5 out of 5
59 King's Wharf Christiansted St. Croix
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $161 total per night
$161 total
Sep 13 - Sep 14
Total with taxes and fees
This smoke-free hotel's 3 restaurants, 4 bars/lounges, and outdoor pool are some of the featured amenities. WiFi in public areas is free. Self parking, a coffee shop, and a terrace are also offered.
Pool
Pet friendly
The Buccaneer Beach & Golf Resort

The Buccaneer Beach & Golf Resort

4 out of 5
Estate Shoys Christiansted St. Croix
Free Cancellation
Reserve now, pay when you stay
$290 nightly
The price is $321 total per night
$321 total
Oct 7 - Oct 8
Total with taxes and fees
A golf course, 3 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Families will appreciate the free kid's club, onsite laundry facilities, and in-room childcare. Enjoy the 8 outdoor tennis courts and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Carina Bay All Inclusive Resort & Casino - Adults Only

Carina Bay All Inclusive Resort & Casino - Adults Only

3.5 out of 5
5025 Turner Hole Christiansted St. Croix
Get rates
A casino, 2 restaurants, and 2 outdoor pools are all featured at this all-inclusive hotel. Business travelers can take advantage of the free WiFi in public areas. Enjoy the gym and free perks like continental breakfast and free self parking.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Southwest
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Southwest attractions

A cruise ship docked at a pier with a red wall and cannons in the foreground.

Fort Frederik

8.2/10 (204 reviews)
Find out about the history of Estate Two Brothers when you spend time at Fort Frederik. Amble around this relaxing area's beautiful beaches, or seek out the snorkeling spots.
See properties

Photos of local treasures

Browse Southwest vacation photos for more inspiration

A turquoise beach with white sand, surrounded by lush greenery and rocky outcrops.
A stone building with a conical roof, green shutters, and a pathway leading to it.
A stone building with green shutters and a sign that reads "Welcome to the Museum Store."
A stone wall with red flowers in the foreground.
A room with wooden furniture, a chair, a table, and a mirror.

Frequently asked questions

How much are vacation packages to Southwest?
Packages, which include hotels and flights in Southwest, start from as little as $1,232. Make your daydreams a reality and begin your booking with Travelocity today.
Where can I get the best vacation package deals for Southwest?
Travelocity is the only place you need to go to score a great Southwest package deal. Take your pick of 400 airlines and 1,000,000 properties around the world and put together a travel itinerary that's right for you. With almost endless choice, you have inspiration galore for your next big adventure.
Why should I purchase my Southwest vacation package with Travelocity?
Whether you're searching for the ultimate unplugged escape or after the fun and excitement that only a big city can provide, booking everything with Travelocity saves you time, hassle and money. No need to scour through countless websites to find the best deal — our Price Match Guarantee ensures you'll never be out of pocket, and our professional customer service experts are available for you round-the-clock.
Can I save money on my Southwest car rental if I combine it with my hotel or flight?
Sure can. And our Southwest vacation packages will help you do it. With just a few clicks you can save cash as well as time by booking everything in one place. Pick up the keys to your rental car then chart your own course. Searching for things to do? Add some tours or experiences to your package and save on those too.
Which airport is best for Southwest?
Cyril E. King Airport (STT), Terrance B. Lettsome Intl. Airport (EIS) and Antonio Rivera Rodriguez Airport (VQS) are the most used airports for those flying in and out of Southwest.

Explore More Ways to Travel with Travelocity