Southwest Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Southwest

Price found within the past 48 hours. Click for updated prices.
Inn On The Drive (Adults Only)

Inn On The Drive (Adults Only)

2 out of 5
Price was CA $2,140, price is now CA $1,228 per person
CA $1,228
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Lauderdale (FLL)
9.2/10 Wonderful! (841 reviews)

Hotel AKA West Palm

Hotel AKA West Palm

4 out of 5
Downtown West Palm Beach
Price was CA $2,427, price is now CA $1,438 per person
CA $1,438
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Lauderdale (FLL)
9.4/10 Exceptional! (1,353 reviews)
all in all a great place with attentive staff, comfortable accommodation, great area and beautiful surroundings.

Reviewed on Nov 10, 2026

Amrit Ocean Resort and Residences - Singer Island

Amrit Ocean Resort and Residences - Singer Island

5 out of 5
Price was CA $3,605, price is now CA $2,262 per person
CA $2,262
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Lauderdale (FLL)
8.8/10 Excellent! (391 reviews)
Spa is phenomenal. Staff was excellent, very friendly, pleasant to assist you with anything. There seems to be a lack of umbrellas at the resort, but it was sorted out for us. Great time.

Reviewed on Nov 9, 2026

The Colony Hotel Palm Beach

The Colony Hotel Palm Beach

4 out of 5
Price was CA $6,839, price is now CA $4,656 per person
CA $4,656
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Lauderdale (FLL)
9.4/10 Exceptional! (987 reviews)

Hyatt Place West Palm Beach/Downtown

Hyatt Place West Palm Beach/Downtown

3.5 out of 5
Downtown West Palm Beach
Price was CA $2,105, price is now CA $1,480 per person
CA $1,480
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Lauderdale (FLL)
9/10 Wonderful! (1,025 reviews)
Loved the Hotel and everything was great until we tried to stay an extra night and the price almost doubled and the hotel was totally not helpful in honoring the the price we had initially paid. Very frustrating and had to book at another hotel for the extra night. Just not very accommodating!!

Reviewed on Nov 10, 2026

Where to stay in Southwest

Find the best Southwest areas and neighborhoods for the activities you enjoy most. Learn more about Southwest
A theater with a clock, palm trees, and a fountain.

Downtown West Palm Beach

2 out of top 10 points of interest in this area

Travelers come to Downtown West Palm Beach for its beaches, and you can see top attractions like CityPlace and Kravis Center For The Performing Arts while you're in town.

Find hotels in Downtown West Palm Beach

Southwest Hotel Deals

Hotel AKA West Palm

Hotel AKA West Palm

4 out of 5
695 S Olive Ave West Palm Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $292 per night from Nov 22 to Nov 23
CA $292
CA $385 total
Nov 22 - Nov 23
includes taxes & fees
9.4/10 Exceptional! (1,393 reviews)
"all in all a great place with attentive staff, comfortable accommodation, great area and beautiful surroundings."

Reviewed on Nov 10, 2026

Hotel AKA West Palm
The Breakers Palm Beach

The Breakers Palm Beach

5 out of 5
One South County Road Palm Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $1,680 per night from Nov 14 to Nov 15
CA $1,680
CA $1,890 total
Nov 14 - Nov 15
includes taxes & fees
The Breakers Palm Beach
The Singer Oceanfront Resort, Curio Collection by Hilton

The Singer Oceanfront Resort, Curio Collection by Hilton

4 out of 5
3700 N Ocean Dr Singer Island FL
Fully refundableReserve now, pay when you stay
The price is CA $281 per night from Dec 1 to Dec 2
CA $281
CA $375 total
Dec 1 - Dec 2
includes taxes & fees
8.8/10 Excellent! (1,626 reviews)
"Hotel was okay."

Reviewed on Nov 10, 2026

The Singer Oceanfront Resort, Curio Collection by Hilton
See all 4,788 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Southwest vacation package cost?
Starting from a low CA $1,228, a package is your gateway to low-cost travel. Custom build your Southwest getaway by selecting from our comprehensive range of flights, hotels and rental cars.
How do I get a cheap travel package to Southwest?
If you love scoring a bargain, combine your bookings into a Southwest vacation package. Whether you're looking for hotels, flights, rental cars or activities, you can book everything in one place. You'll have plenty of choice at your fingertips as well. Expedia has over 550 air carriers and 1,000,000 hotel options across the globe to select from. Fly with who you prefer, find a room where you like and save a packet — now that's the ideal vacation!
Where should I stay in Southwest?
Most travelers who visit Southwest put both Rapids Water Park and The Square on their to-do lists. Why not reserve a hotel near these iconic attractions?
What are the top hotels in Southwest?
If it's your first time in Southwest, book a room at Heated Private Pool, Walk To Zoo or Open Concept Sunset Galore In West Palm Beach. Both offer comfy beds and are favorites among many travelers.
How far in advance should I book my Southwest vacation?
It depends on the air carrier, but you can generally look up international flights on Expedia nearly a year in advance. While it's generally a good idea to book ahead of time, lucky travelers will occasionally nab a cheaper seat just weeks before the date of departure.
What does an Expedia Southwest travel package include?
That depends on what you're after. If you're traveling alone, you might decide to combine flights and hotels. Bringing the whole family to Southwest? A travel package that includes hotels, rental cars and flights might be a better fit. Expedia gives you the flexibility and freedom to build your own travel package.
What should I know before booking a Southwest travel package?
A travel package can be customized for your circumstances and is an easy way to stretch your dollars further. How much you include is your call. Rental cars, hotels and flights — choose any combination that suits your plans.
Can I choose my airline with a Southwest Expedia vacation package?
Yes, definitely. Expedia has more than 550 partner airlines to choose from around the world. With such a huge range of choice, finding the ideal carrier to whisk you off to Southwest will be a snap.
If I'm not able to travel, can I cancel my Southwest vacation package?
Because we know life can be unpredictable, the answer is yes. To find out more, head to our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to change or cancel it with no penalties. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.

Stay near popular Southwest attractions

Palm Beach Zoo & Conservation Society

8.6/10 (472 reviews)
Why not visit the native and exotic animals who call Palm Beach Zoo & Conservation Society home during your trip to West Palm Beach? Wander the beautiful beaches and seaside in the area.
See properties

Things to do

Palm Beach: Sightseeing Catamaran Cruise

Palm Beach: Sightseeing Catamaran Cruise

CA $86
per adult
92% of travellers recommend
Palm Beach: Sightseeing Catamaran Cruise
Craft Beer and Wine Sunset Cruise in Palm Beach

Craft Beer and Wine Sunset Cruise in Palm Beach

CA $83
per adult
100% of travellers recommend
Craft Beer and Wine Sunset Cruise in Palm Beach
Clear Kayak Eco Tour in Jupiter, Florida

Clear Kayak Eco Tour in Jupiter Florida

CA $120
per adult
Clear Kayak Eco Tour in Jupiter Florida
See all activities in West Palm Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.