Southwest Holidays

Book a Hotel + Flight or Car together to unlock savings

Top Southwest Flight + Hotel Deals

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

Save 100% on your flight
£1,904
per person
21 Oct - 31 Oct
found 4 hours ago
Return direct flight included
London (LON) to Christiansted (STX)
7.4/10 Good! (757 reviews)
The resort is nice, however they could use more on-site activities. The food in the restaurant was okay but the food at the pool bar was phenomenal along with the staff. You will need a vehicle if you plan on leaving the resort and be comfortable driving on the left side of the road. All the staff were friendly with three providing exceptional service the bartender in the main lobby who does the mixologist class, the bartender at the pool atec

Reviewed on 30 Aug 2026

Southwest Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Henry E. Rohlsen Airport (STX)

Top hotels in Southwest

Sand Castle on the Beach - Adults Only

Sand Castle on the Beach - Adults Only

127 Smithfield Frederiksted St. Croix
£180
6 Sept - 7 Sept
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
"Went here for my Wedding Anniversary everything was amazing. If I come back to the island I will visit here again."

Reviewed on 5 Sept 2026

Sand Castle on the Beach - Adults Only
Cottages by the Sea

Cottages by the Sea

127A Smithfield Rd Frederiksted St. Croix
Cottages by the Sea
PARADISE COVE SECLUDED PRISTINE VILLA, "MARGARITA"

PARADISE COVE SECLUDED PRISTINE VILLA, "MARGARITA"

Frederiksted, St. Croix St. Croix Island
9.8/10 Exceptional! (53 reviews)
"It was excellent and will stay again."

Reviewed on 11 Aug 2026

Get rates
PARADISE COVE SECLUDED PRISTINE VILLA, "MARGARITA"
See all 916 properties in Southwest
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.

Frequently asked questions

How much does a Southwest travel package cost?
Custom build your Southwest travel package from just £1,904. Choose from any combination of hotels, flights and rental cars to craft the escape you've been dreaming of. Don't forget to add on a few experiences or activities!
If I'm not able to travel, can I cancel my Southwest travel package?
Yes, you can. We realise life doesn't always go to plan, so we're here to help if you have to make changes to your Southwest travel package. You may be able to cancel or change your itinerary at no cost if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Head to our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.
How do I get a cheap travel package to Southwest?
Bundle your flights and hotels, throw in extras such as activities or a rental car, and save with a Southwest travel package. You won't just score impressive discounts on your trip — you'll have plenty of choice within your reach too. When you book with Expedia, you can choose from more than 550 partner airlines and 1,000,000 hotels globally. Your dream holiday starts right here, right now!
Does Expedia offer Book Now, Pay Later Southwest holidays?
Expedia has partnered with online lender Klarna to make booking your next getaway a little easier on the wallet. Paying in instalments means you can spread the costs of your dream holiday, leaving you with more money to spend while you're away. Klarna has several payment plans to pick from, so you're sure to find something that works with your budget. Check out these flexible payment options:
  • Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna can help. Paying in convenient monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your holiday over multiple transactions.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to hit that "book now" button, choose a low deposit holiday payment plan with Klarna.
How far in advance should I book my Southwest holiday?
While not all air carriers advertise tickets early, you can normally look up international fares on Expedia up to a year in advance. This is when you'll score some incredible bargains. If you've left things to the last minute, you could still be in luck. Discounted prices occasionally emerge only weeks prior to departure.
What does an Expedia Southwest travel package include?
Select from any combination of hotels, rental cars and flights. Once you've made your booking, you can add the fun stuff like activities and tours. Want to pick your airfare class? That's easily done too. The choice is all yours when it comes to creating your ideal Southwest trip.
What should I know before booking a Southwest travel package?
Booking all the parts of your escape together is an excellent way to save. Combine your car rentals, airfares and hotels into a tidy little package. But you're not restricted to hotels. Expedia offers all sorts of properties, including holiday rentals like beachside villas and serviced residences. Your choices are almost endless!
Can I choose my airline with a Southwest Expedia travel package?
Yes — that's one of the best things about an Expedia travel package. You're in charge! We have access to more than 550 airline partners around the world, so you have options galore when arranging your Southwest adventure.

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)
Once an important defensive stronghold, this atmospheric fort now houses a museum dedicated to the island’s enthralling history.
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A stone building with green shutters and a sign that reads "Welcome to the Museum Store."

Estate Whim Museum

8.6/10 (43 reviews)
Explore this serene, tropical plantation and imagine what life was like here in the days when sugar cane production thrived in the Caribbean.
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Carambola Golf Club

8.4/10 (25 reviews)
Play a round of golf at Carambola Golf Club and enjoy other activities in Estate Whim such as snorkelling. Wander through the beautiful beaches and seaside in this relaxing area.
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Carlton Beach

8.8/10 (8 reviews)
Why not spend a lazy afternoon at Carlton Beach during your trip to Frederiksted? Wander the beautiful beaches in this romantic area.
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Caribbean Museum Center for the Arts

Enjoy an outing to Caribbean Museum Center for the Arts during your stay in Estate Two Brothers.
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Old Danish School

7.8/10 (23 reviews)
You can learn about the history of Estate Two Brothers when you stop by Old Danish School. Wander through the beautiful beaches and seaside in this relaxing area.
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St Paul's Episcopal Anglican Church

8.2/10 (30 reviews)
St Paul's Episcopal Anglican Church is just one of the places to see in Estate Two Brothers, so why not enjoy the other things to explore during your travels? Wander through the beautiful beaches and seaside in this relaxing area.
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Carmbola Tide Pools

8.6/10 (40 reviews)
Enjoy a trip to Carmbola Tide Pools and popular activities such as snorkelling in Estate Whim. Wander through the beautiful beaches and seaside in this relaxing area.
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What to do in Southwest

Festival Head Piece

Deh HeadPiece & Tings

£29
per adult
Deh HeadPiece & Tings
Snorkeling with Sea Turtles

Snorkeling with Sea Turtles

£48
per adult
96% of travellers recommend
Snorkeling with Sea Turtles
Sea Turtle Snorkel Tour

Sea Turtle Snorkel Tour

£43
per adult
Sea Turtle Snorkel Tour
See all activities in Southwest

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.