Lower Keys Vacations from $801
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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.
The Latest Lower Keys vacation packages
Price found within the past 48 hours. Click for updated prices.
Paradise Inn Key West - Adults Only
Old Town Key West
$1,782
per person
Nov 25 - Dec 1
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,014 reviews)
The room I was given was not the room I booked on this website. Room Air Conditioner was loud and made it hard to sleep,TV was not working properly, bathroom needs some repair. Resort fee was added to the room rate in addition to the rate I paid on this website. Parking on site was and additional fee. Spoke to hotel staff No solution or action was taken to improve my stay. However it was close to Duval St. Most likely I will not be booking a stay in this place on my next visit to KW.
Reviewed on Sep 4, 2026
Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
Old Town Key West
$3,278
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
10/10 Exceptional! (1 review)
Loved the closeness to Duval st and the privacy
Reviewed on Oct 17, 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
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 Sugarloaf Beach 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.
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.
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.
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.
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.
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.
Coupon Bight Aquatic Preserve
Commune with nature and explore the great outdoors at Coupon Bight Aquatic Preserve during your travels in Big Pine Key. While in this relaxing area, you can enjoy the restaurants.
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.
What to do in Lower Keys
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
$79
per adult
94% of travellers recommend
Miami to Key West Day Trip with Activity Options
$39
per adult
84% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
$69
per adult
88% 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
$223 total
Sep 7 - Sep 8
Total with taxes and fees
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
Sugarloaf Key RV Resort & Cottages
311 Johnson Rd Summerland Key FL
9.4/10 Exceptional! (29 reviews)
"It was close to Key West and the price was fair. The room was clean. Although I would put blinds on the windows, it's too bright in the morning for sleeping in. And although it showed the tiki bar area open at 4pm. It wasn't opened either night we were there which was very disappointing."
Reviewed on Aug 28, 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.
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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- Key West Visitors Center
- Coupon Bight Aquatic Preserve
- Tennessee Williams Key West Exhibit
- Sombrero Beach
- National Key Deer Refuge Visitor Center
- Smathers Beach
- Visit Downtown Key West
- Visit Big Pine Key
- Key West Firehouse Museum
- Visit Sugarloaf Key
- Seven Mile Bridge
- Key West Vacations
- Waterfront Playhouse
- Boca Chica Nude Beach
- Jackson Square
- Old Town Key West Vacations
- Fort East Martello Museum and Gallery
- All inclusive Vacation Packages Key West
- Key West Burlesque Theater
- Summerland Key Vacations
- Key West National Wildlife Refuge
- Looe Key National Marine Sanctuary
- San Carlos Institute - Casa Cuba
- Visit Little Torch Key
- Sails To Rails Museum at Flagler Station
- Bahama Village Vacations
- Big Pine Key Flea Market
- Schooner Western Union
- Duval Street
- Calusa Beach
- Upper Sugarloaf Sound
- Museum of Art & History at the Custom House
- Key West Historic District Vacations
- The Kite House
- Mallory Dock
- Ernest Hemingway Home and Museum
- Clarence S. Higgs Memorial Beach Park
- Big Pine Key Vacations
- Marathon Vacations
- Mallory Square
- Fort Zachary Taylor Historic State Park
- Cook Island
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.