Cutler Bay Vacation Packages

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Your Cutler Bay Vacation

With one of our vacation packages to Cutler Bay, you'll find infinite opportunities for fun and excitement. There's so much to enjoy, including its relaxed vibe and coastal scenery. Fill your itinerary with visits to Zoo Miami, Monkey Jungle and The Falls, some of the top attractions you really should see during a trip to Cutler Bay. Stop daydreaming and start doing. Browse the broad range of options on Expedia today and put your Cutler Bay vacation plans into gear!

Top Cutler Bay Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Creekside Inn

Creekside Inn

2.5 out of 5
Price was CA $1,133, price is now CA $657 per person
CA $657
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
7.8/10 Good! (1,025 reviews)
nice place....

Reviewed on Oct 26, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was CA $77,019, price is now CA $38,869 per person
CA $38,869
per person
Jan 1 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

Avi Lux Stay

Avi Lux Stay

4.5 out of 5
East Fort Lauderdale
Save 100% on your flight
Price was CA $2,433, price is now CA $1,315 per person
CA $1,315
per person
Jan 4 - Jan 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
7.6/10 Good! (10 reviews)
If you are looking for a quiet place to stay this suite is NOT recommended. You can hear motorcycles and racing cars at all hours of the night. Valet is $60 per night mandatory payment required upon check in for the entire length of your stay tips not included. This is not stated in the description prior to booking. BEWARE.

Reviewed on Aug 28, 2025

Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

4 out of 5
Mid Beach
Save 100% on your flight
Price was CA $1,931, price is now CA $1,137 per person
CA $1,137
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8.2/10 Very good! (1,220 reviews)
The property is a great view but the toilet in my beachfront view room did not work, Elevator was not working, Staff member who was also waiting for elevator said the elevators has been a issue for months.Having to use stairs with travel luggage is bad

Reviewed on Oct 28, 2026

Miami Vacation Rentals - Downtown

Miami Vacation Rentals - Downtown

5 out of 5
Downtown Miami
Price was CA $4,854, price is now CA $2,917 per person
CA $2,917
per person
Jan 1 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
9/10 Wonderful! (111 reviews)
Great place. I would definitely come again!

Reviewed on Oct 29, 2026

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Cutler Bay Hotel Deals

Private Villa • Pool & Waterfall

Private Villa • Pool & Waterfall

Cutler Bay FL
9.6/10 Exceptional! (22 reviews)
"Absolutely Beautiful home, very clean and fit our family perfectly, kids enjoyed the pool.. Our host Alejandro was excellent with communication making sure we were doing well. we definitely would stay here again and recommend this home…"

Reviewed on Oct 16, 2026

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Private Villa • Pool & Waterfall
Hyatt Regency Miami

Hyatt Regency Miami

4 out of 5
400 Se 2nd Ave Miami FL
Fully refundableReserve now, pay when you stay
The price is CA $260 per night from Nov 23 to Nov 24
CA $260
CA $294 total
Nov 23 - Nov 24
includes taxes & fees
Hyatt Regency Miami
Kompose Boutique Hotel Miami Airport

Kompose Boutique Hotel Miami Airport

3 out of 5
3401 NW 25th St Miami FL
The price is CA $86 per night from Nov 2 to Nov 3
CA $86
CA $114 total
Nov 2 - Nov 3
includes taxes & fees
Kompose Boutique Hotel Miami Airport
See all 10,638 properties in Cutler 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.
All Inclusive Vacations
All Inclusive Vacations
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Beach Vacations
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Family Vacations

Stay near popular Cutler Bay attractions

Regal Southland Mall

You can take time to visit Regal Southland Mall during your travels to Cutler Bay. Visit the shops in this family-friendly area, or simply enjoy its restaurants.
See properties

What to do in Cutler Bay

12 hours Day at Key West With Boat Tour and Snorkeling

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

CA $46
per adult
82% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Thriller Speedboat Ride

Thrilling Speedboat + Sightseeing Tour of Miami

CA $74
per adult
94% of travellers recommend
Thrilling Speedboat + Sightseeing Tour of Miami
Miami Boat Tour

Miami Boat Tour

CA $36
per adult
86% of travellers recommend
Miami Boat Tour
See all activities in Cutler Bay

Frequently asked questions

How much does a Cutler Bay vacation package cost?
You can grab a vacation package to this popular destination from CA $657 on Expedia. However, how much your vacation to Cutler Bay costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Cutler Bay?
June, August and September are great times to search for cheap Cutler Bay vacation packages. Opting to travel in quieter months means you'll typically find better prices on hotels and flights.
How many days is enough for Cutler Bay?
Allow at least 2 days for your Cutler Bay vacation to discover everything that makes this destination special. Stroll around popular areas, including Three Lakes and Palmetto Bay. Then tick off top attractions such as The Falls and Southland Mall. With a well-organized itinerary, you'll be kept busy with room for some rest and relaxation too. Want to venture beyond Cutler Bay? Consider an excursion or two.
How to find the best Cutler Bay package deals?
Use Expedia's filter tool to find some great Cutler Bay package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Cutler Bay package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Cutler Bay vacation as a package?
You can enjoy significant savings on your next Cutler Bay retreat by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to see some great hotel and flight 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 Cutler Bay?
Enjoy amazing discounts by reserving your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Cutler Bay vacation.
How to plan a trip to Cutler Bay?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to Cutler Bay.
  2. Set a budget: Consider costs like food, flights and transportation when working out how much to put aside for your trip to Cutler Bay. Then, choose a hotel that suits your budget, whether that's a low-cost option or a deluxe retreat.
  3. Decide how long to go away for: Now that you're up to speed on Cutler Bay, you can figure out the ideal length of your break. Create a draft itinerary and give yourself enough time for all the things you want to do.
  4. Combine your airfare and accommodations: After you've settled on your dates and duration, lock in the ideal Cutler 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.