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.
Oaak Tree Hotel

Oaak Tree Hotel

Arcadia Historic District
CA $869
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to President Donald J. Trump Intl. Airport (DJT)
9.6/10 Exceptional! (510 reviews)
What a nice vintage vibe hotel. Needed in a pinch and they could not have been more accommodating. Hospitality top notch.

Reviewed on Aug 23, 2026

Turtle Reef Club

Turtle Reef Club

Hutchinson Island South
CA $1,000
per person
Nov 5 - Nov 8
found 8 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to President Donald J. Trump Intl. Airport (DJT)
8.8/10 Excellent! (266 reviews)
Spacious, clean, and lovely location on the beach. Two bedroom spacious condo with full kitchen facilities & utensils. Screened transparent balcony to prevent insects. Would definitely stay here again. Thanks to the host and Expedia for a smooth process.

Reviewed on Sep 1, 2026

Beach Villas

Beach Villas

CA $1,615
per person
Nov 15 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to President Donald J. Trump Intl. Airport (DJT)
No reviews
voco Sandpiper All-Inclusive Resort by IHG

voco Sandpiper All-Inclusive Resort by IHG

Sandpiper Bay
CA $1,389
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to President Donald J. Trump Intl. Airport (DJT)
8.8/10 Excellent! (521 reviews)
Old Colorado Inn

Old Colorado Inn

Downtown Stuart
CA $1,905
per person
Nov 5 - Nov 8
found 8 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to President Donald J. Trump Intl. Airport (DJT)
9.8/10 Exceptional! (755 reviews)
Loved every second of our stay. They text me room was ready before check in!! Greeted by I believe Christopher. Who took My luggage up the stairs to my beautiful room. I told him it was a birthday getaway for my boyfriend who was meeting me. Never felt more at home. Hospitality A+ That evening we went out got back to a card with a little box of chocolate covered strawberries from the Old Colorado Inn with a birthday hand written card. Nice beautiful comfy bed. Kitchen area living area and bedroom! Clean, cozy lots of windows ! Can’t wait to go back. Nothing like this family owned business!!

Reviewed on Aug 30, 2026

Ready to book your vacation to South Bay?

Choose your dates

South Bay Hotel Deals

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 $227
CA $251 total
Oct 4 - Oct 5
includes taxes & fees
9.4/10 Exceptional! (99 reviews)
"It was a great location. Staff not so friendly but overall good weekend"

Reviewed on Sep 1, 2026

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 $221
CA $244 total
Oct 2 - Oct 3
includes taxes & fees
Holiday Inn Express Hotel & Suites Clewiston by IHG
Best Western Of Clewiston

Best Western Of Clewiston

1020 W Sugarland Highway Clewiston FL
Fully refundableReserve now, pay when you stay
CA $206
CA $228 total
Sep 6 - Sep 7
includes taxes & fees
Best Western Of Clewiston
See all 78 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 $869 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.