Lower Florida Keys Vacations from $487
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Your Lower Florida Keys Vacation
With a Lower Florida Keys vacation package, you can forget about the hassle of planning and instead focus on experiencing everything this amazing destination has on offer. Your trip to Lower Florida Keys wouldn't be complete without experiencing some of its most well-known cities, starting with Key West. Two of the top attractions here include Smathers Beach and Mallory Square. Cudjoe Key is another favorite with Lower Florida Keys travelers. Visitors to this city love Florida Keys Beaches and Sugarloaf Beach. When it's time to stop dreaming and start discovering, Expedia will help turn your Lower Florida Keys vacation into a reality.
The Latest Lower Florida Keys vacation packages
Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $734, price is now $487 per person
$487
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
8.8/10 Excellent! (1,732 reviews)
Room smelled moldy. Did not get pillowcases for pull out couch pillows, took them a long time to get
Reviewed on Nov 10, 2025
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,028, price is now $577 per person
$577
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,021 reviews)
Very nice facility. Loved that we had our own space yet could walk a short walk to the pool, breakfast area or the bar.
Reviewed on Nov 9, 2025
Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $1,053, price is now $622 per person
$622
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.6/10 Exceptional! (1,016 reviews)
Very friendly and helpful staff.
Reviewed on Nov 7, 2025
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $1,007, price is now $608 per person
$608
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,010 reviews)
The room was spotless and staff incredibly helpful. We enjoyed the pool the most and it was convenient to be a 10 minute drive away from Duval Street.
Reviewed on Nov 7, 2025
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $4,235, price is now $2,802 per person
$2,802
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (498 reviews)
Super friendly staff. Clean updated room. Perfect location.
Reviewed on Nov 11, 2025
Don't see what you're looking for?
See all available trips from Columbus to Lower Florida Keys
View all tripsWhere to stay in Lower Florida Keys
Find the best Lower Florida Keys areas and neighborhoods for the activities you enjoy most. Learn more about Lower Florida Keys
Old Town Key West
3 out of top 10 points of interest in this area
4.5/5(226 area reviews)
Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.
Discover the most popular places to visit in Lower Florida Keys
Duval Street
4.5/5(3,475 reviews)
Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.
Mallory Square
4.5/5(3,096 reviews)
Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.
Southernmost Point
4.5/5(3,182 reviews)
Snap a memorable photograph from the edge of North America at this monumental landmark.
What to do in Lower Florida Keys
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
$50
per adult
92% of travellers recommend
Key West Sunset Sail with Live Music, Drinks and Appetizers!
$80
per adult
92% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
$27
per adult
80% of travellers recommend
Lower Florida Keys Hotel Deals
Parmer's Resort
565 Barry Avenue, Summerland Key, FL
Fully refundableReserve now, pay when you stay
$158 nightly
The price is $178 total per night from Nov 16 to Nov 17
$178 total
Nov 16 - Nov 17
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
Excellent service and ammenities. We enjoyed our stay, very personable resort and we took pleasure in getting to know the other patrons at the pool. The Resort is in the perfect central location, we travelled to both Islamorada and Key West a couple of days. A fishing charter picked us up right at ...
Reviewed on Nov 8, 2025
Sugar Loaf Lodge
17001 Overseas Hwy, Summerland Key, FL
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $111 total per night from Nov 30 to Dec 1
$111 total
Nov 30 - Dec 1
Total with taxes and fees
8/10 Very Good! (998 reviews)
…
Reviewed on Nov 5, 2025
Looe Key Reef Resort
27340 Overseas Highway, Summerland Key, FL
Fully refundableReserve now, pay when you stay
$192 nightly
The price is $216 total per night from Nov 23 to Nov 24
$216 total
Nov 23 - Nov 24
Total with taxes and fees
7.4/10 Good! (1,003 reviews)
Room was really clean and receptionist very friendly. Travelling with my son so had a nice big bed each. Balcony was nice and its only 35 mins to Key West which was oerfect
Reviewed on Nov 9, 2025
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 Florida Keys Vacation Packages
Lower Florida Keys Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Miami Intl. Airport (MIA) |
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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.
