Cutler Bay Vacations from $592
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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!
The Latest Cutler Bay vacation packages
Price found within the past 48 hours. Click for updated prices.
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
$10,534
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Boston (BOS) 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
Cavalier Hotel South Beach
South Beach
$723
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (1,004 reviews)
The place was very vintage and staff were friendly but It was cooler in hallway than my room. My only recommendation would be getting a sound machine for the rooms especially for the rooms on the first floor because you can hear literally every sound in the hallway. From staff talking, cleaning ,and other guests throughout the night but other than that I really enjoyed this place and they give you beach supplies. I would stay here again. Hopefully on a more quieter floor.
Reviewed on Sep 26, 2026
Stay near popular Cutler Bay attractions
Regal Southland Mall
This 16-screen theater offers comfortable stadium seating and the latest blockbusters within Southland Mall. Combine your movie experience with shopping and dining options for a complete entertainment outing.
What to do in Cutler Bay
Miami Sunset and City Lights Cocktail Cruise with Open Bar
$69
per adult
92% of travellers recommend
Miami: Off-Road ATV Guided Tour
$15
per adult
72% of travellers recommend
Thrilling Speedboat + Sightseeing Tour of Miami
$52
per adult
94% of travellers recommend
Cutler Bay Hotel Deals
Loews Miami Beach Hotel – South Beach
1601 Collins Ave Miami Beach FL
Fully refundableReserve now, pay when you stay
$399 nightly
$455 total
Oct 7 - Oct 8
Total with taxes and fees
9.4/10 Exceptional! (1,723 reviews)
"Property very nice, pool is crowded but they have chairs all over the place - a little to close but there are plenty. Beach set up with chairs as well. Very clean and attentive staff. Restaraunt pricing didn't feel like your were being gouged. Nice complementary drinks at check in."
Reviewed on Sep 26, 2026
Pullman Miami Airport
5800 Waterford District Drive Miami FL
Fully refundableReserve now, pay when you stay
$106 nightly
$120 total
Sep 30 - Oct 1
Total with taxes and fees
Miami International Airport Hotel
N.W. 20th & Lejeune Road Miami FL
Fully refundableReserve now, pay when you stay
$186 nightly
$210 total
Sep 29 - Sep 30
Total with taxes and fees
8/10 Very Good! (5,677 reviews)
"THE CONVENIENCE OF WALKING WITH YOUR LUGGAGE TO THE HOTEL AND DIRECT ACCESS TO CHECK IN COUNTER NEXT MORNING IS PRICELESS"
Reviewed on Sep 27, 2026
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 Cutler Bay Vacation Packages
Cutler Bay Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Miami Intl. Airport (MIA) |
Population | 18,100 |
Max Temp Winter | 75ºF |
Max Temp Summer | 90ºF |
Top Sights | Zoo Miami, Monkey Jungle and Frost Art Museum |
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Frequently asked questions
How much does a Cutler Bay vacation package cost?
You can snap up a vacation package to this destination from $592 on Expedia. But how much your vacation to Cutler Bay costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Cutler Bay?
You can generally find reduced prices and better availability in June, July and August. Take a look at our cheap Cutler Bay vacation packages and you could get some great off-season deals.
How many days is enough for Cutler Bay?
With a well-planned schedule, you can easily tick off the main Cutler Bay sights in a handful of days. But if you prefer to discover lesser-known spots or go on day trips, consider booking your Cutler Bay vacation for longer.
How to find the best Cutler Bay package deals?
Landing a cheap Cutler Bay package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, add a few filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most affordable Cutler Bay package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Cutler Bay vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking accommodations and flights individually. Better still, you can customize your Cutler Bay escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Cutler Bay?
If you're planning an impromptu Cutler Bay trip, 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 score incredible deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Cutler Bay vacation packages?
Set off on your dream getaway to Cutler Bay with help from Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait until your next payday — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stick to your budget and snap up cheap deals before they sell out.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
