South Bay Vacations from $358

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The Latest South Bay vacation packages

Price found within the past 48 hours. Click for updated prices.
Roland Martin Marina and Resort

Roland Martin Marina and Resort

3 out of 5
Price was $451, price is now $358 per person
$358
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to West Palm Beach (PBI)
10/10 Exceptional! (5 reviews)
Had a fishing trip planned for the morning! Everyone was kind and helpful. It was a perfect atmosphere for the occasion. Had early breakfast before our trip in the morning. If you are going to fish on the lake you have to stay here, it’s perfect.

Reviewed on Sep 7, 2025

Palm Breeze Lux Stay - Port St. Lucie

Palm Breeze Lux Stay - Port St. Lucie

2 out of 5
Save 100% on your flight
Price was $1,069, price is now $749 per person
$749
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to West Palm Beach (PBI)
No reviews
SEVEN Sebring Raceway Hotel

SEVEN Sebring Raceway Hotel

3 out of 5
Price was $737, price is now $567 per person
$567
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
New York (JFK) to West Palm Beach (PBI)
9/10 Wonderful! (1,017 reviews)
My son stayed here for a local race. It was convenient being along side of the track.

Reviewed on Sep 5, 2025

Oak Tree Hotel

Oak Tree Hotel

2.5 out of 5
Price was $945, price is now $728 per person
$728
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to West Palm Beach (PBI)
9.6/10 Exceptional! (443 reviews)
A Charming Stay in the Heart of Arcadia We had a wonderful experience at the Oak Park Inn. The location is perfect—right in the historic district and walking distance to all the antique shops and restaurants. The inn itself is full of charm, character, and comfort. One of our favorite touches was the 24/7 access to complimentary refreshments and snacks—it made us feel right at home. The staff was friendly, the rooms were spotless, and the atmosphere was peaceful. Highly recommend if you’re visiting Arcadia!

Reviewed on Sep 2, 2025

Capt Hiram's Resort

Capt Hiram's Resort

3 out of 5
Save 100% on your flight
Price was $720, price is now $555 per person
$555
per person
Nov 5 - Nov 10
found 8 hours ago
Roundtrip flight included
New York (JFK) to West Palm Beach (PBI)
9/10 Wonderful! (1,011 reviews)
Wasn't aware that dining areas were being remodel with limited menu stuff was great

Reviewed on Sep 6, 2025

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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
$137 nightly
The price is $151 total per night from Sep 21 to Sep 22
$151 total
Sep 21 - Sep 22
Total with taxes and fees
8.8/10 Excellent! (575 reviews)
"It was a great 👍 stay...everyone was very nice and considerate 👌"

Reviewed on Aug 31, 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
$81 nightly
The price is $90 total per night from Sep 17 to Sep 18
$90 total
Sep 17 - Sep 18
Total with taxes and fees
6.2/10 (983 reviews)
"Perfect"

Reviewed on Jul 19, 2025

Americas Best Value Inn Historic Clewiston Inn
Roland Martin Marina and Resort

Roland Martin Marina and Resort

3 out of 5
920 E Del Monte Ave, Clewiston, FL
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $173 total per night from Sep 16 to Sep 17
$173 total
Sep 16 - Sep 17
Total with taxes and fees
10/10 Exceptional! (6 reviews)
"Had a fishing trip planned for the morning! Everyone was kind and helpful. It was a perfect atmosphere for the occasion. Had early breakfast before our trip in the morning. If you are going to fish on the lake you have to stay here, it’s perfect."

Reviewed on Sep 7, 2025

Roland Martin Marina and Resort
See all 56 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.

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Frequently asked questions

How much does a South Bay vacation package cost?
You'll find cheap prices from $358 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.

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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.