Lower Florida Keys Vacations from $781
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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.
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,180, price is now $781 per person
$781
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,006 reviews)
Was an amazing experience. The staff was lovely ......my only complaint was the roosters but thats a Key West thing lol strongly reccomend and will be returning
Reviewed on Aug 31, 2025
Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,596, price is now $841 per person
$841
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (779 reviews)
it’s a great location but quiet. Love the free breakfast, pool and rooms! staff was great too!
Reviewed on Aug 23, 2025
Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $1,546, price is now $918 per person
$918
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.6/10 Exceptional! (1,011 reviews)
We enjoyed our stay for the most part. Convenient location and not super busy. The weather closed the pools a few times. The shower was Hot, didn't go cooler which was preferred since we stayed at the end of summer. It was calm and we walked down to the ocean to watch the sunrise.
Reviewed on Aug 30, 2025
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,191, price is now $791 per person
$791
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,729 reviews)
In general, I enjoyed my stay at Ocean Edge Resort. The room was clean and comfortable with a nice view of the ocean and the Marina. The property in general looks beautiful with an island vibe touch and it’s really pleasant to walk around. The staff at the front desk were friendly and polite. My only complaint is the restaurant. Extremely overpriced for the poor quality of the breakfast offered and the terrible customer service. The only thing I can save is the key lime pie. My advice, if you are looking for a nice place to stay in Key West, this is a lovely option, just don’t go to the restaurant.
Reviewed on Aug 31, 2025
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $1,430, price is now $951 per person
$951
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,008 reviews)
Absolutely beautiful 2 beds 2 bath village. We really enjoyed. Clean, comfortable. Loved the doble shower bathroom.
We definitely come back and will recommend this hotel to anyone.
Thank you Cheryl for let us feel to welcoming at the check in.
Reviewed on Aug 29, 2025
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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.
Southernmost Point
4.5/5(3,182 reviews)
Snap a memorable photograph from the edge of North America at this monumental landmark.
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.
What to do in Lower Florida Keys
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
$27
per adult
78% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
$40
per adult
92% of travellers recommend
Lower Florida Keys Hotel Deals
Parmer's Resort
565 Barry Avenue, Summerland Key, FL
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $167 total per night from Sep 8 to Sep 9
$167 total
Sep 8 - Sep 9
Total with taxes and fees
Looe Key Reef Resort
27340 Overseas Highway, Summerland Key, FL
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $127 total per night from Sep 3 to Sep 4
$127 total
Sep 3 - Sep 4
Total with taxes and fees
Sugar Loaf Lodge
17001 Overseas Hwy, Summerland Key, FL
$99 nightly
The price is $111 total per night from Sep 1 to Sep 2
$111 total
Sep 1 - Sep 2
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.
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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.