Lower Keys Trip

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Top Lower Keys Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was ₹117,659, price is now ₹90,360 per person
₹90,360
per person
4 Dec - 8 Dec
found 4 hours ago
Return direct flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,093 reviews)
The property was very well maintained and preserved. Only missing thing was the pool was under maintenance and still got charged resort fee.

Reviewed on 3 Oct 2025

Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

3.5 out of 5
Old Town Key West
Save 100% on your flight
Price was ₹146,275, price is now ₹91,058 per person
₹91,058
per person
4 Dec - 8 Dec
found 4 hours ago
Return direct flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (375 reviews)
We really enjoyed our stay at Ella’s Cottages. It is a short walk to Duvall Street with lots of dining options close by. The suites were tucked into a beautifully landscaped property. I truly felt transported to a tropical island sanctuary. There were beach/pool towels on the lounge chairs by the pool. The pool itself is small but very clean and refreshing after a hot day. There were also tables in the pool area to dine or gather. We upgraded our room to a larger room with a patio. The bathroom was nicely updated and very clean. Our bedroom area also was nicely updated and clean. The window AC unit worked hard to cool our room on the lowest setting. The ceiling fan helped. The staff was very friendly and helped us find good suggestions of places to eat. The continental breakfast was: essentially it’s a basket of croissants or bagels, bottled orange juice, yogurt cups, coffee, cheese packets, detox shots and two egg bites. I would highly recommend Ella’s Cottages and would stay here again.

Reviewed on 30 Sept 2025

Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

3.5 out of 5
Key West Historic District
Save 100% on your flight
Price was ₹158,610, price is now ₹112,952 per person
₹112,952
per person
4 Dec - 8 Dec
found 4 hours ago
Return direct flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (819 reviews)
Everything was amazing. we arrived early and in a rain storm my two kids and I were soaked head to toe and the water even entered our luggage. they let us check in early got us en upgrade to. amazing staff and perfect spot close to all in Key West

Reviewed on 25 Sept 2025

Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Key West Historic District
Save 100% on your flight
Price was ₹168,598, price is now ₹124,068 per person
₹124,068
per person
4 Dec - 8 Dec
found 4 hours ago
Return direct flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,005 reviews)
Great and fabulous staff

Reviewed on 3 Oct 2025

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Old Town Key West
Price was ₹146,125, price is now ₹112,973 per person
₹112,973
per person
4 Dec - 8 Dec
found 4 hours ago
Return direct flight included
Boston (BOS) to Key West (EYW)
8.6/10 Excellent! (2,750 reviews)
Hardly any beach view from our room. 4 adult woman staying in one room. We had to constantly ask for extra towels. Wash clothes, hand towels etc..

Reviewed on 3 Oct 2025

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

Top hotels in Lower Keys

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 ₹10,308 per night from 5 Oct to 6 Oct
₹10,308
₹14,493 total
5 Oct - 6 Oct
includes taxes & fees
9/10 Wonderful! (1,002 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
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 ₹6,321 per night from 10 Oct to 11 Oct
₹6,321
₹19,597 total
10 Oct - 11 Oct
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
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 ₹8,789 per night from 5 Oct to 6 Oct
₹8,789
₹9,889 total
5 Oct - 6 Oct
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"Everything was fine even better as it was there for longer"

Reviewed on 27 Sept 2025

Sugar Loaf Lodge
See all 835 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.

Popular places to visit

Calusa Beach

Calusa Beach

Why not spend a lazy afternoon at Calusa Beach during your trip to Big Pine Key? While you're in the area, wander around the natural setting.

Calusa Beach

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 lively festivals or seek out its cycling trails.

Boca Chica Nude Beach

Big Pine Key Flea Market

You can enjoy retail therapy at Big Pine Key Flea Market during your stay in Big Pine Key. Stroll along the marina or discover the sunrises in this relaxing area.

Big Pine Key Flea Market

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.