Lower Sugarloaf Key Vacation Packages

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Top Lower Sugarloaf Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Lime Tree Bay Resort

Lime Tree Bay Resort

3.5 out of 5
Price was CA $1,777, price is now CA $1,088 per person
CA $1,088
per person
Jul 9 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
9.2/10 Wonderful! (1,288 reviews)
Very clean, great staff. The room was small and bathroom door doesn't close all the way. Overall very nice.

Reviewed on May 30, 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 $16,806, price is now CA $8,738 per person
CA $8,738
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8/10 Very Good! (1 review)
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was CA $2,326, price is now CA $1,395 per person
CA $1,395
per person
Jul 13 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8.6/10 Excellent! (1,002 reviews)
Over was what I was loôking an hôtel you full like home by the beach and the ciné on South Beach

Reviewed on May 30, 2026

The Avenue Hotel Coral Gables

The Avenue Hotel Coral Gables

2.5 out of 5
Industrial Section
Price was CA $2,832, price is now CA $1,714 per person
CA $1,714
per person
Jul 9 - Jul 16
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Miami (MIA)
9.4/10 Exceptional! (24 reviews)
Recently rented 3 rooms for my Dad's 80th birthday. Overall, everyone had a great experience. Check in was easy, hotel/condo is brand new, very clean, and stay went well. It's a newer build, so the walls are a little thin, but it didn't cause any problems during the stay. Everyone was very friendly. Next time we're back in the area, this property will be on our list for consideration. Special thanks to Rebecca, Liza, Johvanne (maintenance), and the rest of the team! If you're looking for a room in Coral Gables, I highly recommend checking them out!

Reviewed on May 9, 2026

The W - Bayshore Unit 1003

The W - Bayshore Unit 1003

3 out of 5
East Fort Lauderdale
Price was CA $2,561, price is now CA $1,577 per person
CA $1,577
per person
Jul 31 - Aug 7
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
7.4/10 Good! (3 reviews)
I thoroughly enjoyed my stay at this hotel. The host was incredibly friendly and attentive, and the communication was prompt and efficient. The hotel itself was beautiful, and the staff was incredibly kind and helpful.

Reviewed on May 20, 2026

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Lower Sugarloaf Key Hotel Deals

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Jun 1 to Jun 2
CA $197
CA $300 total
Jun 1 - Jun 2
includes taxes & fees
8.4/10 Very Good! (2,315 reviews)
"Enjoying fun outdoor games, lounging in a mini cabana by the sparkling pool, with a refreshing frozen Miami Vice in hand, and you all set to relax in Key West. We enjoyed this as a staycation and will definitely do so again. Thanks for the memories!"

Reviewed on May 31, 2026

Blue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $278 per night from Jun 8 to Jun 9
CA $278
CA $414 total
Jun 8 - Jun 9
includes taxes & fees
8.8/10 Excellent! (3,341 reviews)
"The property we stayed at was nice. They got us into the room right away and it was conveniently located to Duvall Street. However, the room attendant did not come every day and our shower door would not close all the way which we told them the first day we got there and they never came to fix it. ..."

Reviewed on May 30, 2026

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $316 per night from Jun 1 to Jun 2
CA $316
CA $443 total
Jun 1 - Jun 2
includes taxes & fees
8.8/10 Excellent! (1,805 reviews)
"Very friendly, clean shuttle to town."

Reviewed on May 30, 2026

Margaritaville Beach House Key West
See all 3,452 properties in Lower Sugarloaf Key
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Frequently asked questions

Can I cancel my flight booking to Lower Sugarloaf Key due to COVID-19?
Head to our handy Customer Service Portal for important info about changing your flights because of COVID-19. Also, check the terms and conditions of your chosen carrier before booking your trip to Lower Sugarloaf Key.
What's the best way to find cheap flights to Lower Sugarloaf Key that have flexible change policies?
Search for cheap flights to Lower Sugarloaf Key, then select "No change fee" directly under the "Flexible change policies" filter. It's as simple as that. We understand that travel plans can change and flexibility matters, so book with confidence with Expedia.
What are some of the general tips for travelers to Lower Sugarloaf Key during the COVID-19 outbreak?
COVID-19 may have changed the way we travel, but it hasn't halted our eagerness for exploring. Here are a few tips on how to tackle the new challenges of traveling:
  • Before locking in your flight, find out if any travel restrictions or bans apply — in both your origin and destination. Keep informed with the latest updates by reviewing government websites.
  • Wear a face mask even during airport screening. A TSA officer will require you to temporarily lower your mask to verify your identity.
  • Avoid handing your boarding pass (electronic or paper) directly to a TSA officer. Instead, position your pass on the scanner and then hold it up for the agent to visually inspect it.
  • One container of liquid hand sanitizer is now allowed in your carry-on bag. It must be no bigger than 12 oz (350 ml), and you'll have to take it out of your bag at the X-ray machine for screening.
  • Place any personal items (phone, wallet and keys) in your carry-on instead of a bin to reduce handling during screening.
  • If you want to take food through the security checkpoint, place it in a clear plastic bag and then into a scanning bin. This lessens the likelihood that a TSA employee will need to touch your carry-on bag or food container for closer inspection.

Which airlines fly to Lower Sugarloaf Key?
Let American Airlines take you there. This widely known carrier operates 8565 services each month to Miami Intl. Airport (MIA), a Lower Sugarloaf Key gateway.
How can I find cheap tickets to Lower Sugarloaf Key?
You'll always walk away with an awesome deal with Expedia, but our "flexible dates" feature makes it even easier. Enter your preferred travel date, then click on the flexible dates box above to see a list of prices for nearby days. was the lowest price for a flight to Lower Sugarloaf Key in the last seven days.
How much is a flight to Lower Sugarloaf Key?
You could have locked in a return flight to Lower Sugarloaf Key from anywhere between and in the last seven days. For one-way trips leaving from (), the lowest price during this period was just .
What are the most popular airports to fly into in Lower Sugarloaf Key?
Jet into Miami Intl. Airport (MIA) and experience everything that Lower Sugarloaf Key has to offer. As the region's main entry point, about 13184 flights touch down here each month.
When is the cheapest time to fly to Lower Sugarloaf Key?
If you'd rather spend your hard-earned vacation dollars exploring Lower Sugarloaf Key rather than on your trip there, take off earlier in the week. The most affordable day to travel is usually Tuesday, with Monday close behind. With many people keeping their travel to weekends, Saturday typically has the most expensive fares.
How much is a plane ticket to Lower Sugarloaf Key?
Plane fares ranged anywhere from to over the last seven days. When you're ready to book, we'll be ready to help you lock in the best deal to Lower Sugarloaf Key.
Which airlines with flights to Lower Sugarloaf Key employ COVID-19 cleanliness policies?
As countries begin to lift travel restrictions, many airlines have resumed business with new measures including physical distancing and an increased supply of sanitizer and face masks. Here's what multiple carriers are doing to help combat COVID-19:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • Frontier Airlines - this airline is known for electrostatic cleaning and conducting passenger temperature checks.

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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.