Southwest Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

Top Southwest Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Sand Castle on the Beach - Adults Only

Sand Castle on the Beach - Adults Only

3.5 out of 5
Price was £1,075, price is now £865 per person
£865
per person
8 Sept - 13 Sept
found 15 hours ago
Return flight included
London (LON) to Christiansted (STX)
9.4/10 Exceptional! (978 reviews)

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 £1,727, price is now £1,170 per person
£1,170
per person
8 Sept - 13 Sept
found 15 hours ago
Return flight included
London (LON) to Christiansted (STX)
7.6/10 Good! (716 reviews)

The Waves at Cane Bay

The Waves at Cane Bay

3.5 out of 5
Price was £1,101, price is now £866 per person
£866
per person
8 Sept - 13 Sept
found 15 hours ago
Return flight included
London (LON) to Christiansted (STX)
9.4/10 Exceptional! (358 reviews)
The location was EXCELLENT and made the stay one of the BEST we have ever experienced! We were on a 10 day anniversary trip and stayed several others places in other islands. This by far was our FAVORITE. The view from our room was breathtaking watching the sunset every night. The room was decorated so cute and modern. The housekeepers were very friendly and put together rose petal hearts on our bed and iced down some wine on our Anniversary day. The restaurant on the property had excellent service and the food was absolutely amazing! Talk about the view and atmosphere...it so relaxing and romantic hearing the sound of the waves crash on the rocks below us. The staff was so nice and accommodating to our requests. The property had a bar and the drinks were so good and the bartender was friendly to everyone. We will definitely be coming back to St Criox next year and this will be our stay every time we travel to the Virgin Islands.

Reviewed on 20 Jul 2026

Grapetree Bay Hotel & Villas

Grapetree Bay Hotel & Villas

3.5 out of 5
Grapetree
Price was £1,011, price is now £865 per person
£865
per person
8 Sept - 13 Sept
found 15 hours ago
Return flight included
London (LON) to Christiansted (STX)
8.8/10 Excellent! (197 reviews)
The only accurate comments to most of the other reviews was the clean room and good food. Not what I was looking for specially based on the excellent rating. Two restaurants and bars but only one opened at a time. The beach was not able to enter due to the fact that it is all rocks no sand really. The pool was nice but after 3pm you had to o to the lobby for food and drinks. There is nothing available after 10pm when the bar closes and the front desk closes. The convenience store really is only useful for some water and soda. The property is waterfront but the swimmable each not that easy of access. The better beach is on the other side of the Island. No elevator, so it was difficult with my luggage on the steps. Not a pretty place.

Reviewed on 18 Jul 2026

The Fred - Adults Only

The Fred - Adults Only

3.5 out of 5
Downtown Frederiksted
Price was £1,103, price is now £949 per person
£949
per person
8 Sept - 13 Sept
found 15 hours ago
Return flight included
London (LON) to Christiansted (STX)
8.4/10 Very good! (401 reviews)
Should have a way to keep the front entrance available to guest at all hours or disclose an alternate way is access prior.

Reviewed on 10 Jul 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

3.5 out of 5
127 Smithfield Frederiksted St. Croix
The price is £230 per night from 24 Jul to 25 Jul
£230
24 Jul - 25 Jul
includes taxes & fees
Sand Castle on the Beach - Adults Only
Cottages by the Sea

Cottages by the Sea

3 out of 5
127A Smithfield Rd Frederiksted St. Croix
9.6/10 Exceptional! (323 reviews)
"By far the best beach on the island. The property has everything you need. Cute. Modest. Steps from the beach. Perfect for a short term or long term stay! I would not hesitate to recommend to my friends and family, or book again! Cottages by the Sea is my new Happy Place!!!!!"

Reviewed on 6 Jul 2026

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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! (51 reviews)
"This place was amazing! The views from this home were breathtaking! Spending mornings drinking coffee on the back porch and looking at the ocean was priceless. The bedrooms were huge and perfect for our party. Great kitchen to cook in. Relaxing in the pool and looking at the views was great. Host ..."

Reviewed on 14 Jul 2026

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PARADISE COVE SECLUDED PRISTINE VILLA, "MARGARITA"
See all 910 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Southwest travel package cost?
Custom build your Southwest travel package from just £865. 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.
See properties

What to do in Southwest

Festival Head Piece

Deh HeadPiece & Tings

£19
per adult
Deh HeadPiece & Tings
Snorkeling with Sea Turtles

Snorkeling with Sea Turtles

£49
per adult
96% of travellers recommend
Snorkeling with Sea Turtles
Sea Turtle Snorkel Tour

Sea Turtle Snorkel Tour

£45
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.