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.
Carina Bay All Inclusive Resort & Casino - Adults Only

Carina Bay All Inclusive Resort & Casino - Adults Only

3.5 out of 5
Price was $1,753, price is now $1,215 per person
$1,215
per person
Jan 4 - Jan 7
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.
Paradise Palms STX

Paradise Palms STX

3 out of 5
Price was $3,205, price is now $2,848 per person
$2,848
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Christiansted (STX)
This villa doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and laundry facilities are also provided.
The Frederiksted Hotel

The Frederiksted Hotel

3 out of 5
Downtown Frederiksted
Price was $1,662, price is now $1,479 per person
$1,479
per person
Dec 27 - Dec 30
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.
Victoria House

Victoria House

3.5 out of 5
Downtown Frederiksted
Price was $1,600, price is now $1,473 per person
$1,473
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Christiansted (STX)
This guesthouse features a restaurant and 2 bars/lounges. Enjoy the outdoor pool and perks like free WiFi. A garden, a picnic area, and laundry facilities are also on offer.
Grapetree Bay Hotel & Villas

Grapetree Bay Hotel & Villas

3.5 out of 5
Grapetree
Price was $1,567, price is now $1,450 per person
$1,450
per person
Jan 1 - Jan 3
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.

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
Oct 24 - Oct 25
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
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
King Christian Hotel

King Christian Hotel

3.5 out of 5
59 King's Wharf Christiansted St. Croix
Free Cancellation
$161 nightly
The price is $181 total per night
$181 total
Oct 25 - Oct 26
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
$346 nightly
The price is $383 total per night
$383 total
Nov 21 - Nov 22
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
Palms Resort and Beach

Palms Resort and Beach

3.5 out of 5
4126 La Grande Princess Christiansted St. Croix
Get rates
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.
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.

Stay near popular Southwest attractions

A red colonial building with arched doorways and a central archway, labeled "1760".

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 $1,215. 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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