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.
Kona Kai Oasis
Old Town Key West
CA $1,365
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8/10 Very good! (650 reviews)
La propiedad está bien ubicada… no hay personal físico para la atención … pero todo se puede realizar vía telefónica, inmediatamente responden y dan solución a tus inquietudes… todo muy bien…
Reviewed on Aug 22, 2026
Island City House Hotel
Key West Historic District
CA $2,271
per person
Nov 11 - Nov 18
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.6/10 Exceptional! (1,003 reviews)
Very good stay, the room was clean and had everything we needed. Staff were very helpful and friendly. The balcony could have been tidier but this is only due to the amount of trees near the balcony so cannot be helped really! Location is perfect and only a 5 minute walk from bars, restaurants and shops. There is also a seafood market across the road which does an amazing lobster roll!
Reviewed on Aug 21, 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
Cutthroat Harbor Estates
While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Venture Key are some notable places to visit nearby.
Big Coppitt Key
If you're spending some time in Big Coppitt Key, Shark Key and Wilhelmina Harvey Park are top sights worth seeing.
Sugarloaf Shores
While Sugarloaf Shores isn't home to many top sights, Florida Keys Beaches and Upper Sugarloaf Sound are some notable places to visit nearby.
Cudjoe Gardens
When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Florida Keys Beaches, some noteworthy sights in the nearby area.
Bay Point
Bay Point might not have many top sights, but Lower Sugarloaf Sound and Florida Keys Beaches are two attractions nearby that you can check out.
Ready to book your vacation to Lower Keys?
Lower Keys Hotel Deals
Parmer's Resort
565 Barry Avenue Summerland Key FL
CA $140
CA $203 total
Aug 31 - Sep 1
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
"The resort has a family owned feeling. Nothing fancy and perfect for a stay while exploring the keys. The resort has everything you need and great water views. I enjoyed the breakfast and afternoon cookies and lemonade + the coffee was delicious!"
Reviewed on Aug 26, 2026
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
9.8/10 Exceptional! (624 reviews)
"The Property was really nice But no pets on the beach that was A down"
Reviewed on Aug 24, 2026
Old Wooden Bridge Resort and Marina
1791 Bogie Drive Big Pine Key FL
CA $125
CA $335 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (366 reviews)
"Love being on the water in the houseboat. The dark skies were nice for stargazing"
Reviewed on Aug 15, 2026
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.
Stay near popular Lower Keys attractions
Bahia Honda State Park
9.4/10 (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.
Photo by Sérgio Veludo
Calusa Beach
7.8/10 (9 reviews)
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.
Sandspur Beach
10.0/10 (1 review)
Why not spend a lazy afternoon at Sandspur Beach during your trip to Big Pine Key? While you're in the area, wander around the natural setting.
Boca Chica Beach
8.0/10 (1 review)
Why not spend a lazy afternoon at Boca Chica Beach during your trip to Key West? Stroll along the area's seaside, or simply savor its lively bars.
Key West Visitors Center
8.4/10 (85 reviews)
After visiting Key West Visitors Center, make a plan to see the other sights and activities in Big Pine Key. Amble around this relaxing area's marina, or seek out the fishing spots.
Upper Sugarloaf Key
8.6/10 (54 reviews)
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.
Cook Island
9.2/10 (5 reviews)
Commune with nature and explore the great outdoors at Cook Island during your travels in Big Pine Key. While you're in the area, wander around the natural setting.
National Key Deer Refuge Visitor Center
8.4/10 (50 reviews)
National Key Deer Refuge Visitor Center is just one of the places to see in Big Pine Key, so why not enjoy the other things to explore during your travels? While you're in the area, stroll along the beaches.
What to do in Lower Keys
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $63
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $78
per adult
88% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
CA $85
per adult
86% of travellers recommend
Frequently asked questions
How much does a Lower Keys vacation package cost?
From just CA $1,365. Yes, you read that correctly. Our Lower Keys packages are the easiest way to stretch your budget further. Combine your preferred hotels, flights and car rentals and discover this vibrant destination.
How do I get a cheap travel package to Lower Keys?
Crafting your own Lower Keys vacation package with Expedia is a great way to save. We offer access to over 550 airlines and 1,000,000 properties worldwide. With such an awesome range to pick from, you'll have no trouble pulling together your ideal escape.
What are the top hotels in Lower Keys?
For properties in Cudjoe Key with friendly service and comfy beds, you can't beat Margaritaville Beach House Key West and Southernmost Beach Resort. If you're swinging by Summerland Key as well, you can look forward to a solid night's sleep at 24 North Hotel Key West or Faro Blanco Resort & Yacht Club.
How far in advance should I book my Lower Keys vacation?
It can be tricky to know exactly when the best time is to book your Lower Keys trip. But generally the earlier you book, the more affordable the prices. In some cases, you can secure your flights and hotels up to a year prior to your departure date. If you're thinking of a last-minute getaway, no need to worry! There are incredible deals popping up on Expedia all the time.
What does an Expedia Lower Keys travel package include?
Travel packages include flights, rental cars and hotels, but you can mix and match them to create your perfect Lower Keys escape. You can also add on fun things like activities and experiences once you've made your booking. You're the boss! When you combine your bookings with Expedia, you'll get access to deals you won't find anywhere else.
What should I know before booking a Lower Keys travel package?
Booking all the parts of your escape together is a simple way to save. Combine car rentals, airfares and hotels into one package. But you're not limited to hotels. Expedia features all kinds of properties, including vacation rentals such as beachside villas and serviced residences. Your choices are almost endless!
Can I choose my airline with a Lower Keys Expedia vacation package?
Expedia offers access to more than 550 partner airlines globally, so you sure can! Just pick your preferred carrier and put together the perfect Lower Keys escape.
If I'm not able to travel, can I cancel my Lower Keys vacation package?
Yes, it's possible to cancel your Lower Keys booking if your travel plans have been upended. Whether you'll be charged a fee or not depends on your airline, hotel or car rental company. It may be possible to cancel or change your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal for more information.
Explore a world of travel with Expedia
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- Veterans Memorial Park & Beach
- Marathon Vacations
- Everglades National Park
- Seven Mile Bridge
- Fort East Martello Museum and Gallery
- Visit Doctor's Arm
- Curry Hammock State Park
- Mallory Square
- Visit Ramrod Key
- Visit Little Torch Key
- Southernmost Point
- Sunset Park Beach
- Anne's Beach
- Duval Street
- Boca Chica Nude Beach
- Visit Big Pine Key
- Calusa Beach
- Smathers Beach
- Sombrero Beach
- Fort Zachary Taylor Historic State Park
- Visit Sugarloaf Key
- Key West Vacations
- South Beach
- Visit Summerland Key
- Florida Keys Eco - Discovery Center
- History of Diving Museum
- All inclusive Vacation Packages Sugarloaf Key
- Harry S. Truman Little White House
- Key West Lighthouse and Keeper's Quarters Museum
- Visit Big Torch Key
- Islamorada Vacations
- Crane Point Museum and Nature Center
- Mel Fisher Maritime Museum
- Beach Vacation Packages Cudjoe Key
- All inclusive Vacation Packages Key West
- Clarence S. Higgs Memorial Beach Park
- Visit Cudjoe Key
- Key West Shipwreck Museum
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
