Deals on vacations and trips to Southwest

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Southwest flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
King Christian Hotel

King Christian Hotel

3.5 out of 5
Christiansted Historic District
Price was $990, price is now $848 per person
$848
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Christiansted (STX)
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.
Carina Bay Boutique All Inclusive Resort & Casino

Carina Bay Boutique All Inclusive Resort & Casino

3.5 out of 5
Save 100% on your flight
Price was $1,943, price is now $1,324 per person
$1,324
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip non-stop 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.
The Waves at Cane Bay

The Waves at Cane Bay

3.5 out of 5
Price was $1,197, price is now $940 per person
$940
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip non-stop 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.
The Frederiksted Hotel

The Frederiksted Hotel

3 out of 5
Downtown Frederiksted
Price was $1,196, price is now $940 per person
$940
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip non-stop 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.
The Fred - Adults Only

The Fred - Adults Only

3.5 out of 5
Downtown Frederiksted
Price was $1,265, price is now $1,074 per person
$1,074
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Christiansted (STX)
A full-service spa, 2 outdoor pools, and a hot tub are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.

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
$204 nightly
The price is $230 total per night
$230 total
Jul 25 - Jul 26
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.
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.
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.
King Christian Hotel

King Christian Hotel

3.5 out of 5
59 King's Wharf Christiansted St. Croix
Free Cancellation
$156 nightly
The price is $175 total per night
$175 total
Aug 8 - Aug 9
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.
Carina Bay Boutique All Inclusive Resort & Casino

Carina Bay Boutique All Inclusive Resort & Casino

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.
Palms Resort and Beach

Palms Resort and Beach

3.5 out of 5
4126 La Grande Princess Christiansted St. Croix
$114 nightly
The price is $127 total per night
$127 total
Jul 27 - Jul 28
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Relax with a drink at the beach bar and enjoy perks like free self parking and free WiFi. Laundry facilities and wedding services are also provided.
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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.
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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 $848. 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.

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