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.
Caribbean House

Caribbean House

3 out of 5
Old Town Key West
Price was CA $2,380, price is now CA $1,890 per person
CA $1,890
per person
Apr 21 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (327 reviews)
Upon arrival, our first thought was that the room was way too small!! However, we couldn't get over how clean the room looked and how fresh it smelled. We arrived after office hours and was a little lost at first, but the very very friendly guests that were visited from New York, helped us out a ton. They were some of the nicest people we met on our vacation and they seemed to even fit in with the property. The atmosphere was so relaxing and the room served its purpose. Quaint and elegant are the first words that come to mind. I do hope to return some day. The room and everyone about it was amazing!! Not to mention we were steps from Duval Street.

Reviewed on Mar 9, 2026

The Gardens Hotel

The Gardens Hotel

4 out of 5
Old Town Key West
Price was CA $4,243, price is now CA $3,039 per person
CA $3,039
per person
May 1 - May 8
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9.8/10 Exceptional! (1,001 reviews)
The Gardens Hotel is an oasis in Key West. Walkable to anywhere you want to go in Old Town. Staff is amazing!

Reviewed on Mar 9, 2026

Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

3.5 out of 5
Old Town Key West
Price was CA $3,322, price is now CA $2,429 per person
CA $2,429
per person
May 14 - May 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (442 reviews)
From check-in with Dwight (who goes above and beyond!). Breakfast was wonderful, plenty of choices. Pool area is great, sunscreen and towels available. All staff friendly and kind. Thank you for a wonderful stay.

Reviewed on Mar 8, 2026

Spindrift House by Brightwild Huge Pool Dock

Spindrift House by Brightwild Huge Pool Dock

2 out of 5
Price was CA $16,547, price is now CA $12,509 per person
CA $12,509
per person
Apr 24 - May 1
found 21 hours ago
Roundtrip flight included
Edmonton (YEG) to Key West (EYW)
No reviews
Suncoast House by Brightwild Pool Boat Dock

Suncoast House by Brightwild Pool Boat Dock

2 out of 5
Price was CA $16,817, price is now CA $13,114 per person
CA $13,114
per person
May 14 - May 18
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Key West (EYW)
No reviews

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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
Bahia Honda State Park beach in the Florida Keys near the overseas highway bridge.

Big Coppitt Key

If you're spending some time in Big Coppitt Key, Shark Key and Wilhelmina Harvey Park are top sights worth seeing.

Find hotels in Big Coppitt Key

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Lower Keys Hotel Deals

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! (503 reviews)
We loved everything about our stay and can’t wait to return.

Reviewed on Mar 9, 2026

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Sugarloaf Key Hotel at KOA 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 $231 per night from Apr 1 to Apr 2
CA $231
CA $451 total
Apr 1 - Apr 2
includes taxes & fees
8.6/10 Excellent! (309 reviews)
No pool Could see bay

Reviewed on Mar 7, 2026

Old Wooden Bridge Resort and Marina
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 $317 per night from Mar 11 to Mar 12
CA $317
CA $401 total
Mar 11 - Mar 12
includes taxes & fees
9/10 Wonderful! (1,011 reviews)
Ocean views and warm pool!

Reviewed on Mar 10, 2026

Parmer's Resort
See all 816 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.
All Inclusive Vacations
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Discover the most popular places to visit in Lower Keys

Calusa beach Pequena praia de águas tranquilas dentro do Bahia Honda State Park. Ideal para famílias passarem o dia. Tem mesas e bancos para picnic. A bela vista da ponte desativada é um incentivo para a fotografia. Banheiros impecáveis e totalmente equipados. Estranhei a areia cheia de algas mas um cartaz me esclareceu que as algas faziam parte do ecossistema do parque e que por isso não eram removidas. #calusa #beach #bahia #honda #bridge #florida

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
Beautiful dog friendly beach in the Florida Keys. Two smaller Sandy beaches on either side of this rocky outcrop.

Veterans Memorial Park & Beach

During your trip to Big Pine Key, enjoy the surf and sand at Veterans Memorial Park & Beach along with the fishing. Stroll along the marina or discover the sunrises in this relaxing area.

Veterans Memorial Park & 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 entertainment choices, or seek out its biking trails.

Boca Chica Nude Beach

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
Combo image of activity in Key West

Key West Rum & Reggae: Snorkel & Sunset Sail Combo

CA $75
per adult
88% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
Aboard the trolley in Key West

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

CA $83
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
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.