South Bay 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 South Bay Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Royal Inn Beach Hotel Hutchinson Island

The Royal Inn Beach Hotel Hutchinson Island

CA $1,048
per person
Dec 7 - Dec 14
found 14 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to President Donald J. Trump Intl. Airport (DJT)
7.2/10 Good! (1,003 reviews)
voco Sandpiper All-Inclusive Resort by IHG

voco Sandpiper All-Inclusive Resort by IHG

Sandpiper Bay
Save 100% on your flight
CA $2,494
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to President Donald J. Trump Intl. Airport (DJT)
8.8/10 Excellent! (672 reviews)
Turtle Reef Club

Turtle Reef Club

Hutchinson Island South
Save 100% on your flight
CA $1,344
per person
Jan 1 - Jan 7
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to President Donald J. Trump Intl. Airport (DJT)
9/10 Wonderful! (277 reviews)
This pkace was

Reviewed on Oct 8, 2026

Sebastian Saltwater Lodge

Sebastian Saltwater Lodge

Save 100% on your flight
CA $1,164
per person
Jan 1 - Jan 7
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to President Donald J. Trump Intl. Airport (DJT)
10/10 Exceptional! (111 reviews)
Capt Hiram's Resort

Capt Hiram's Resort

CA $1,557
per person
Dec 28 - Jan 2
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to President Donald J. Trump Intl. Airport (DJT)
9.2/10 Wonderful! (1,013 reviews)
Great place to get away and relax got a lot of amazing things to do. They even have a scavenger hunt for kids a wonderful outside dining experience.

Reviewed on Oct 12, 2026

Ready to book your vacation to South Bay?

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South Bay Hotel Deals

Americas Best Value Inn Historic Clewiston Inn

Americas Best Value Inn Historic Clewiston Inn

108 Royal Palm Avenue Clewiston FL
Fully refundableReserve now, pay when you stay
CA $120
CA $133 total
Oct 24 - Oct 25
includes taxes & fees
6.2/10 (1,001 reviews)
"You have to really appreciate historical buildings and how the staff here does absolutely the best they can with what they have. I love the energy, I appreciate how clean they keep it and make us feel so welcome. Not all places with 5 stars have the best service. This place is well rounded. Thank ..."

Reviewed on Oct 16, 2026

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

Roland Martin Marina and Resort

920 E Del Monte Ave Clewiston FL
Fully refundableReserve now, pay when you stay
CA $249
CA $276 total
Oct 19 - Oct 20
includes taxes & fees
Roland Martin Marina and Resort
Holiday Inn Express Hotel & Suites Clewiston by IHG

Holiday Inn Express Hotel & Suites Clewiston by IHG

1024 W Sugarland Hwy Clewiston FL
Fully refundable
CA $197
CA $217 total
Nov 15 - Nov 16
includes taxes & fees
9/10 Wonderful! (689 reviews)
"Did not like not having a coffee pot in the room at all.Did not like the shower and liquids to wash with hanging on the walls,yuk."

Reviewed on Oct 14, 2026

Holiday Inn Express Hotel & Suites Clewiston by IHG
See all 81 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.

Frequently asked questions

How much does a South Bay vacation package cost?
Offering great value package deals from CA $1,048 on Expedia, you'll be surprised at how little a vacation to South Bay costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to South Bay?
If you're hoping to book a cheap South Bay vacation package, consider planning a trip in January, February and September. You'll generally find better prices on airfares and hotels during these quieter months — perfect for budget-conscious travellers.
How many days is enough for South Bay?
With a well-organized itinerary, you can easily tick off the top South Bay attractions in a few days. But if you'd like to discover lesser-known spots or take day trips, consider booking your South Bay vacation for longer.
How to find the best South Bay package deals?
Finding a cheap South Bay package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply a few filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most pocket-friendly South Bay package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a South Bay vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored South Bay vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to South Bay?
If you're planning an impromptu South Bay getaway, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find awesome deals on your hotels and flights by booking ahead.
How to plan a trip to South Bay?
  1. Choose when to travel: Check your calendar and pack your bags. Your preferred time of year and the activities available will also help you decide when to vacation in South Bay.
  2. Budget wisely: Besides the cost of your accommodations, you should factor in other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected expenses that could arise during your trip to South Bay.
  3. Decide how long to go for: Now that you're more familiar with South Bay, you can figure out the perfect length of your break. Pull together a draft plan and give yourself enough time for all the things you want to do.
  4. Bundle your accommodations and airfare: After you've nailed down your travel dates and duration, book the ideal South Bay vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.