South Bay Vacations from $401

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 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

The Latest South Bay vacation packages

Price found within the past 48 hours. Click for updated prices.
Oak Tree Hotel

Oak Tree Hotel

2.5 out of 5
Arcadia Historic District
Save 100% on your flight
Price was $574, price is now $401 per person
$401
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip flight included
New York (NYC) to West Palm Beach (PBI)
9.6/10 Exceptional! (452 reviews)
We really enjoyed our stay at the Oak Tree Hotel. The location is excellent. The staff and and amenities are exceptional. We do plan on staying again.

Reviewed on Nov 1, 2025

402 On Hutchinson Island

402 On Hutchinson Island

4.5 out of 5
Hutchinson Island South
Save 100% on your flight
Price was $1,648, price is now $1,088 per person
$1,088
per person
Dec 22 - Dec 27
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to West Palm Beach (PBI)
No reviews
Sebastian Saltwater Lodge

Sebastian Saltwater Lodge

2 out of 5
Price was $644, price is now $429 per person
$429
per person
Dec 11 - Dec 14
found 1 hour ago
Roundtrip non-stop flight included
New York (JFK) to West Palm Beach (PBI)
9.8/10 Exceptional! (78 reviews)
It was perfect for my needs.

Reviewed on Oct 29, 2025

408 On Hutchinson Island

408 On Hutchinson Island

3 out of 5
Hutchinson Island South
Save 100% on your flight
Price was $1,575, price is now $1,061 per person
$1,061
per person
Dec 22 - Dec 27
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to West Palm Beach (PBI)
10/10 Exceptional! (2 reviews)
I’m so glad we found this place. Everything went smoothly. Location was great , there were a lot of very stormy nights so the water got really churned but as few days later when it calmed down we could see the expected aqua ocean. The place had anything you need. Best day was on Sunday when we went to down town Stuart. Band plays every Sunday and there is good marketplace . Lots of restaurants and shuckers came in handy .

Reviewed on Oct 30, 2025

Palm Breeze Lux Stay - Port St. Lucie

Palm Breeze Lux Stay - Port St. Lucie

2 out of 5
Cashmere Cove
Save 100% on your flight
Price was $1,356, price is now $945 per person
$945
per person
Dec 22 - Dec 27
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to West Palm Beach (PBI)
No reviews
Don't see what you're looking for?
See all available trips from Columbus to South Bay
View all trips

South Bay Hotel Deals

Holiday Inn Express Hotel & Suites Clewiston by IHG

Holiday Inn Express Hotel & Suites Clewiston by IHG

2.5 out of 5
1024 W Sugarland Hwy, Clewiston, FL
Fully refundable
$128 nightly
The price is $141 total per night from Nov 23 to Nov 24
$141 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (588 reviews)
No

Reviewed on Oct 12, 2025

Holiday Inn Express Hotel & Suites Clewiston by IHG
Americas Best Value Inn Historic Clewiston Inn

Americas Best Value Inn Historic Clewiston Inn

2.5 out of 5
108 Royal Palm Avenue, Clewiston, FL
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $94 total per night from Nov 16 to Nov 17
$94 total
Nov 16 - Nov 17
Total with taxes and fees
6.2/10 (997 reviews)
Love this historic building! The staff were super helpful and friendly!

Reviewed on Sep 23, 2025

Americas Best Value Inn Historic Clewiston Inn
Hampton Inn Clewiston

Hampton Inn Clewiston

2.5 out of 5
305 West Sugarland Highway, Clewiston, FL
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $131 total per night from Nov 23 to Nov 24
$131 total
Nov 23 - Nov 24
Total with taxes and fees
9/10 Wonderful! (297 reviews)
Everything was good

Reviewed on Nov 2, 2025

Hampton Inn Clewiston
See all 67 properties in South Bay
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.

Find the Best South Bay Vacation Packages

South Bay Essential Information

Language
English
Currency
U.S dollars
Population
5,100
Max Temp Winter
75ºF
Max Temp Summer
90ºF

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a South Bay vacation package cost?
You'll find cheap prices from $401 on Expedia for your South Bay break. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to South Bay costs.
What are the cheapest months to go to South Bay?
You can generally find reduced prices and better availability in April, June and December. Check out our cheap South Bay vacation packages and you could get some excellent off-season deals.
How many days is enough for South Bay?
The ideal length of your South Bay vacation depends on what you'd like to see and do. Usually, a few days to a week will give you plenty of time to hit all the major sights and discover some hidden treasures along the way.
How to find the best South Bay package deals?
Begin your search for a South Bay package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect South Bay package deal straight away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your South Bay getaway off to a flying start.
Is it cheaper to book a South Bay vacation as a package?
You can enjoy significant savings on your next South Bay escape by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to see some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to South Bay?
If you have your South Bay travel dates finalized, book as early as you can to score some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for impromptu escapes.
Does Expedia offer Book Now, Pay Later South Bay vacation packages?
Your South Bay getaway should be an escape from your daily routine, not a source of money worries. So to give you a bit more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.