Southwest Vacations from $495
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Your Southwest Vacation
Whether you're coming for its families or walking, the neighborhood of Southwest has plenty to keep you entertained. Experience all of this and more with ease by locking in a Southwest vacation package. Not sure what to do and see during your trip to Southwest? Nearby attractions like The Square, Palm Beach Zoo & Conservation Society and Clematis Street are good places to start. Don't just dream it — turn it into a reality! Lock in your perfect Southwest vacation with Expedia and enjoy traveling your way.
The Latest Southwest Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Marriott Hutchinson Island Resort & Beach Villas, Golf & Marina
Price was $735, price is now $495 per person
$495
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to West Palm Beach (PBI)
8.4/10 Very Good! (535 reviews)
It was our one year anniversary and we had a wonderful time. Property was immaculate and every staff member was super friendly and helpful.
Reviewed on Jun 8, 2026
Tideline Palm Beach Ocean Resort and Spa
Save 100% on your flight
Price was $1,235, price is now $755 per person
$755
per person
Jul 21 - Jul 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Lauderdale (FLL)
7.8/10 Good! (356 reviews)
No fue lo q imaginaba en cuanto al desayuno y restaurante ,pero el personal fue muy atento.
Reviewed on Jun 9, 2026
Amrit Ocean Resort and Residences - Singer Island
Save 100% on your flight
Price was $1,916, price is now $1,186 per person
$1,186
per person
Jul 21 - Jul 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Lauderdale (FLL)
8.8/10 Excellent! (298 reviews)
Very clean hotel, with amazing ocean views. Recommending that when you book, call hotel to ask for rooms closest to ocean.
Spa was amazing. Very very pricey though, but, expected it to be pricey.
I ate at Tula. Really amazing wine options! Only thing I would like to see would be more seafood options but the food was high quality.
Overall, amazing stay and would highly suggest staying here !!!
Reviewed on Jun 7, 2026
The Brazilian Court Hotel
Save 100% on your flight
Price was $1,621, price is now $1,084 per person
$1,084
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Lauderdale (FLL)
9/10 Wonderful! (700 reviews)
Amazing staff and a great bar. Really sweet place to visit.
Reviewed on May 25, 2026
Hyatt Place West Palm Beach/Downtown
Downtown West Palm Beach
Save 100% on your flight
Price was $810, price is now $549 per person
$549
per person
Jul 21 - Jul 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Lauderdale (FLL)
8.8/10 Excellent! (1,008 reviews)
Room is big and nicely set up.
Reviewed on Jun 11, 2026
Where to stay in Southwest
Find the best Southwest areas and neighborhoods for the activities you enjoy most. Learn more about Southwest
Downtown West Palm Beach
1 out of top 10 points of interest in this area
4.5/5(289 area reviews)
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.
Southwest Hotel Deals
Hotel AKA West Palm
695 S Olive Ave West Palm Beach FL
Fully refundableReserve now, pay when you stay
$190 nightly
The price is $214 total per night from Jun 28 to Jun 29
$214 total
Jun 28 - Jun 29
Total with taxes and fees
9.2/10 Wonderful! (1,094 reviews)
"Good price, cleaness and staff"
Reviewed on Jun 12, 2026
The Singer Oceanfront Resort, Curio Collection by Hilton
3700 N Ocean Dr Singer Island FL
Fully refundableReserve now, pay when you stay
$233 nightly
The price is $262 total per night from Jun 23 to Jun 24
$262 total
Jun 23 - Jun 24
Total with taxes and fees
8.8/10 Excellent! (1,296 reviews)
"The Ocean front view was lovely & the Hotel well kept. The staff was mostly friendly only one bar attendant did not seem to be a good fit for that job. She was just okay. The only drawbacks were, we paid for parking as separate from the hotel, check in took over an hour and as travellers who was ..."
Reviewed on Jun 13, 2026
The Breakers Palm Beach
One South County Road Palm Beach FL
Fully refundableReserve now, pay when you stay
$626 nightly
The price is $704 total per night from Jul 7 to Jul 8
$704 total
Jul 7 - Jul 8
Total with taxes and fees
9.6/10 Exceptional! (1,011 reviews)
"It was a beautiful hotel."
Reviewed on Jun 11, 2026
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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.