
Lower Keys Vacations from $965
Book a Hotel + Flight or Car together to unlock savings
Photo by Rick Tuers
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.
The Latest Lower Keys vacation packages
Price found within the past 48 hours. Click for updated prices.


The Key West Hotel
Key West Historic District
Price was $3,521, price is now $2,386 per person
$2,386
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (564 reviews)
Clean, clean, clean. Hidden! Elite Backyard Oasis. Top Tier bar and fantastic nightly entertainment. If your traveling with anyone under 25, choose different. Will be back, no doubt!
Reviewed on Oct 29, 2026


Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was $2,362, price is now $1,646 per person
$1,646
per person
Jan 21 - Jan 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
8.6/10 Excellent! (3,630 reviews)
Great service, everyone was incredibly friendly. Great location!!
Reviewed on Nov 6, 2026

The Marker Key West Harbor Resort
Key West Historic District
Price was $2,422, price is now $1,700 per person
$1,700
per person
Jan 21 - Jan 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,033 reviews)
Doesn't present in real life like it does online. Hallways were hot. Pools were very small and we felt like sardines in a bathtub. The room itself was styled well.
Reviewed on Nov 6, 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 Key and Venture Out Keys are some notable places to visit nearby.
Stay near popular Lower Keys attractions
What to do in Lower Keys

Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
$79
per adult
94% of travellers recommend

Champagne and Sunsets: A Key West Catamaran Adventure
$59
per adult
94% of travellers recommend

Shark and Wildlife Viewing Adventure in Key West
$99
per adult
100% of travellers recommend
Lower Keys Hotel Deals

Parmer's Resort
565 Barry Avenue Summerland Key FL
Fully refundableReserve now, pay when you stay
$198 nightly
The price is $223 total per night from Nov 30 to Dec 1
$223 total
Nov 30 - Dec 1
Total with taxes and fees

Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL

Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $181 total per night from Nov 9 to Nov 10
$181 total
Nov 9 - Nov 10
Total with taxes and fees
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.
Find the Best Lower Keys Vacation Packages
Lower Keys Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
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Frequently asked questions
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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.




























