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.
The Fred - Adults Only

The Fred - Adults Only

3.5 out of 5
Downtown Frederiksted
per person
Aug 15 - Aug 18
found 1 day ago
Roundtrip non-stop 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. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.
Divi Carina Bay All Inclusive Beach Resort & Casino

Divi Carina Bay All Inclusive Beach Resort & Casino

3.5 out of 5
Save 100% on your flight
per person
Jul 29 - Aug 5
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. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and free self parking.
Oceans at Divi Carina Bay Adults Only

Oceans at Divi Carina Bay Adults Only

4 out of 5
Save 100% on your flight
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Christiansted (STX)
A casino, 3 restaurants, and 2 outdoor pools are all featured at this all-inclusive hotel. Dine at the beachfront restaurant and relax with beach umbrellas. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like buffet breakfast and free self parking.
The Waves at Cane Bay

The Waves at Cane Bay

3.5 out of 5
per person
Aug 15 - Aug 18
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 Palms at Pelican Cove

The Palms at Pelican Cove

3.5 out of 5
per person
Aug 15 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Christiansted (STX)
This resort features an outdoor pool, an outdoor tennis court, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. There's a beach bar on site, and laundry facilities and wedding services are also provided.

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
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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
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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.
Kitchen
Parking included
PARADISE COVE SECLUDED PRISTINE VILLA, "MARGARITA"

PARADISE COVE SECLUDED PRISTINE VILLA, "MARGARITA"

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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
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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
Divi Carina Bay All Inclusive Beach Resort & Casino

Divi Carina Bay All Inclusive Beach Resort & Casino

3.5 out of 5
5025 Turner Hole, Christiansted, St. Croix
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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. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and free self parking.
Pool
Breakfast included
Carambola Beach Resort St. Croix, US Virgin Islands

Carambola Beach Resort St. Croix, US Virgin Islands

4 out of 5
Estate Davis Bay, Kingshill, St. Croix
Free Cancellation
Reserve now, pay when you stay
Get rates
This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 4 conference rooms, free WiFi in public areas, and laundry service. Relax with a drink at the poolside bar and enjoy perks like free self parking.
Pool
Parking included
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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.

Photos of local treasures

Browse Southwest vacation photos for more inspiration

Whim Plantation Museum
Whim Plantation Museum
Whim Plantation Museum showing heritage elements
Whim Plantation Museum featuring heritage elements and flowers
Whim Plantation Museum showing interior views and heritage elements

Frequently asked questions

How much are vacation packages to Southwest?
Packages, which include hotels and flights in Southwest, start from as little as $517. 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.