Lower Keys Vacation Packages

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Your Lower Keys Vacation

Make planning your next big getaway quick and easy with a Lower Keys vacation package. Whether it's history, nature or something else entirely that brings you here, our package deals will help you discover the best of it. A trip to Lower Keys wouldn't be complete without spending a day or two in Cudjoe Key. This city is one of the most well-known places to visit here. When you're ready to stop dreaming and start packing, Expedia will help turn your Lower Keys vacation into reality.

Top Lower Keys Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Northside Resort
Price was CA $2,380, price is now CA $1,338 per person
CA $1,338
per person
Aug 10 - Aug 17
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
8/10 Very good! (2,313 reviews)
Breakfast needs improvement because it lacks variety.

Reviewed on Jun 24, 2026

The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Price was CA $4,643, price is now CA $3,426 per person
CA $3,426
per person
Aug 10 - Aug 17
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
9.2/10 Wonderful! (559 reviews)
We loved staying here and highly recommended it. Only thing that people might not like is the solo musicians play till 11pm every night. We didn’t mind it since we are not early birds.

Reviewed on Jun 7, 2026

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
Old Town Key West
Price was CA $2,644, price is now CA $2,065 per person
CA $2,065
per person
Aug 10 - Aug 17
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
9/10 Wonderful! (951 reviews)
Staff is friendly, attentive and helpful. Continental Breakfast is fresh and the perfect start for a day of adventure. We were there for a destination wedding at the Hemingway House that is right across the street. Location could not have been any better.

Reviewed on Jun 1, 2026

Coconut Beach Resort

Coconut Beach Resort

2.5 out of 5
Old Town Key West
Price was CA $3,767, price is now CA $2,975 per person
CA $2,975
per person
Aug 10 - Aug 17
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
8.8/10 Excellent! (195 reviews)
Clean room, helpful staff, good suggestions about local restaurants and areas to visit that you may not find on regular trip forums or AI. Beach view was not pretty due to sea weed deposits and smell of dead seaweed, but that’s seasonal.

Reviewed on Jun 22, 2026

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was CA $1,858, price is now CA $1,485 per person
CA $1,485
per person
Sep 5 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
9.4/10 Exceptional! (1,282 reviews)
Nice hotel. 5 days/4 nights stay. Free parking, but no free breakfast The room came with a fridge and a coffee maker, no microwave. 2 Restaurants in the property, but food is very expensive. Staff at check in don’t even smile at you, when they do it feels forced. Concierges were very nice. The shuttle to Key West is a great feature. One of the two pools was closed. The one pool was packed full every day. Room was great. Tile on the floors, hubby found bed uncomfortable. Our room had one King bed and a coffee table. It felt unfinished. It needs a small sofa or something, so you don’t have to use the bed to sit to eat or work on your laptop. Every room has a very spacious balcony. The gym is very well equipped.

Reviewed on Jun 22, 2026

Where to stay in Lower Keys

Find the best Lower Keys areas and neighborhoods for the activities you enjoy most. Learn more about Lower Keys
A calm lake with several white birds, including herons and pelicans, on the water's edge.

Cutthroat Harbor Estates

While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Upper Sugarloaf Key are some notable places to visit nearby.

Find hotels in Cutthroat Harbor Estates

Ready to book your vacation to Lower Keys?

 

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Lower Keys Hotel Deals

Parmer's Resort

Parmer's Resort

2.5 out of 5
565 Barry Avenue Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Jul 6 to Jul 7
CA $203
CA $275 total
Jul 6 - Jul 7
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Great experience!"

Reviewed on Jun 24, 2026

Parmer's Resort
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive Big Pine Key FL
The price is CA $169 per night from Jul 7 to Jul 8
CA $169
CA $390 total
Jul 7 - Jul 8
includes taxes & fees
8.6/10 Excellent! (349 reviews)
"A Down-to-Realism Vacation Stay: Highly Recommended! ​My stay here was absolutely Excellent and I enjoyed every SINGLE DAY of it. Old Wooden Bridge Cottages & Marina (listed as a Resort on some websites) is the perfect spot if y'all are looking for a decently priced stay. To be realistic, it is not ..."

Reviewed on Jun 25, 2026

Old Wooden Bridge Resort and Marina
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

3 out of 5
251 Co Rd 939 Summerland Key FL
9.8/10 Exceptional! (590 reviews)
"Very nice and clean"

Reviewed on Jun 21, 2026

Get rates
Sugarloaf Key Hotel at KOA Resort
See all 824 properties in Lower Keys
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.
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Stay near popular Lower Keys attractions

A beach with clear turquoise water, a sandy shore, palm trees, and a steel bridge over the water.

Bahia Honda State Park

9.4/5 (50 reviews)
You can take time to visit Bahia Honda State Park during your travels to Big Pine Key. While you're in the area, wander around the natural setting.
See properties

What to do in Lower Keys

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

CA $62
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

CA $36
per child
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Snorkler waving underwater in Key West

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

CA $76
per adult
86% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
See all activities in Lower Keys

Frequently asked questions

Can I cancel my flight booking to Lower Keys due to COVID-19?
Check out our Customer Service Portal for information about canceling or changing your flight due to COVID-19. Make sure you also look over the terms and conditions of the carrier you're considering before booking your trip to Lower Keys.
What's the best way to find cheap flights to Lower Keys that have flexible change policies?
At Expedia, we've been channeling our inner contortionist to give you the most flexible airfares around town. Simply click on "No change fee" directly beneath the "Flexible change policies" subheading to find your dream flight to Lower Keys.
What are some of the general tips for travelers to Lower Keys during the COVID-19 outbreak?
COVID-19 may have changed how we travel, but it hasn't dampened our appetite for exploring. Here are a few tips on how to navigate travel's new challenges:
  • Research if any travel restrictions apply to your destination and origin before booking. Also check if there are any requirements you'll need to follow on arrival, such as mandatory quarantining.
  • Wear a face mask during airport screening. A TSA officer will require you to temporarily lower your mask for identification purposes.
  • Do not hand your boarding pass (paper or electronic) directly to a TSA employee. Instead, place your pass on the scanner and then hold it up so the agent can inspect it.
  • TSA is now permitting passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on luggage. This will need to be removed from your bag for X-ray screening.
  • Put any personal items (like your phone, wallet and keys) in your carry-on instead of a bin to reduce handling during screening.
  • Separate any food you have for X-ray scanning. Food items often trigger the alarm. Putting them in a clear plastic bag and into a bin reduces the need for a TSA employee to touch and inspect your belongings.

Which airlines fly to Lower Keys?
Delta is a well-known carrier servicing Lower Keys. Search for airfares to Key West Intl. Airport (EYW) and you'll have 191 Delta flights each month to select from.
How can I find cheap tickets to Lower Keys?
Book well ahead, travel on a cheaper day, avoid vacation periods — there are lots of ways! One more is to use Expedia's "flexible dates" feature. Search for a Lower Keys flight, then compare the cheapest prices for nearby dates. In the last seven days, the lowest price for a flight to Lower Keys was .
How much is a flight to Lower Keys?
If you were traveling one way from (), you could've snapped up a cheap seat for in the last seven days. Round-trip flights to Lower Keys ranged from only to during this same period.
What are the most popular airports to fly into in Lower Keys?
Start organizing your Lower Keys getaway by booking a fare on one of the 1119 flights each month to Key West Intl. Airport (EYW). This is the region's principal gateway.
When is the cheapest time to fly to Lower Keys?
Taking off on a Tuesday, followed by a Monday, is usually the best way to score the cheapest deal. Stay away from the weekends if possible, because Saturday is typically the costliest day. Spend the dollars you saved living it up in Lower Keys instead!
How much is a plane ticket to Lower Keys?
Fares to Lower Keys varied from to in the last seven days. Normally, the earlier you book the better the deal.
Which airlines with flights to Lower Keys employ COVID-19 cleanliness policies?
As people begin traveling again, most popular airlines have implemented social distancing and other vital actions to help combat COVID-19. Here are some good examples:
  • 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.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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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.