Lower Keys Holidays

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Our guide on 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
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Cutthroat Harbor Estates

While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Upper Sugarloaf Key.

Find hotels in Cutthroat Harbor Estates

Lower Keys Holiday

Our pick of the best 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 NZ$261 per night from 24 Sept to 25 Sept
NZ$261
24 Sept - 25 Sept
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Clean room , many options for guests to do around property. Close to key west and marathon"

Reviewed on 10 Sept 2025

Parmer's Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy, Summerland Key, FL
Fully refundableReserve now, pay when you stay
The price is NZ$190 per night from 1 Oct to 2 Oct
NZ$190
1 Oct - 2 Oct
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"Good"

Reviewed on 11 Sept 2025

Sugar Loaf Lodge
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 NZ$391 per night from 28 Sept to 29 Sept
NZ$391
28 Sept - 29 Sept
includes taxes & fees
8.6/10 Excellent! (258 reviews)
"Really I have the best experience and soon I want to go again"

Reviewed on 11 Sept 2025

Old Wooden Bridge Resort and Marina
See all 818 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.

Discover the most popular places to visit in Lower Keys

Boca Chica Nude Beach

Why not spend a lazy afternoon at Boca Chica Nude Beach during your trip to Key West? Discover the area's great live music or seek out its cycling trails.

Boca Chica Nude Beach

What to do in Lower Keys

12 hours Day at Key West With Boat Tour and Snorkeling

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

NZ$46
per adult
78% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

NZ$85
per adult
92% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
12-Hours Day Trip in Key West from Miami

Full Day Trip in Key West from Miami

NZ$46
per adult
Full Day Trip in Key West from Miami
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 cancelling 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 travellers 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 holiday 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 travelling 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 organising 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 travelling 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.