Lower Florida Keys Vacations from $625
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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.
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $1,061, price is now $625 per person
$625
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,010 reviews)
El lugar es hermoso, con un ambiente muy tranquilo y personal amable. Disfrutamos mucho la estancia, las áreas comunes están muy bien cuidadas y la ubicación frente al mar es excelente.
El único detalle fue que el aire acondicionado no enfrió bien y la cortina blackout no cerraba por completo, lo que hacía entrar bastante luz por la mañana. Aun así, la experiencia fue positiva y volvería sin dudar si mejoran esos pequeños detalles.
Reviewed on Nov 3, 2025
The Key West Hotel
Key West Historic District
Price was $4,993, price is now $2,644 per person
$2,644
per person
Jan 16 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (498 reviews)
Great location and friendly staff. They have remodeled a lot and are doing a super job. Nice decorations and LOVE the tiki bar and pool area. Key West Aloe products were a nice touch as well as the key lime cookies. The porch deck and handrail outside the Envy/Lust room needs a little attention. Overall, very comfortable and accommodating. I would definitely stay here again.
Reviewed on Oct 17, 2025
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Price was $2,076, price is now $1,132 per person
$1,132
per person
Jan 16 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,021 reviews)
Room was v clean, staff super friendly, continental breakfast was ok. The balcony was a communal balcony so we did not use it
Reviewed on Nov 3, 2025
Oceans Edge Key West Resort, Hotel & Marina
Price was $1,827, price is now $1,087 per person
$1,087
per person
Jan 16 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8.8/10 Excellent! (1,732 reviews)
Room was typical Florida room. Clean, but musty. Staff was very nice. Location not good. Nothing around the hotel. Can’t stand the $50 resort fee add on - just include it in the advertised room rate
Reviewed on Nov 4, 2025
Ella's Cottages - Key West Historic Inns
Old Town Key West
Price was $1,955, price is now $1,218 per person
$1,218
per person
Jan 16 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (378 reviews)
Walking distance to main street
Reviewed on Nov 2, 2025
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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
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
Snap a memorable photograph from the edge of North America at this monumental landmark.
Mallory Square
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
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! (1,007 reviews)
Everything was excellent 5 stars we stayed at a lot of resorts this was best by far Sue was very helpful and even talked with cleaning staff was so friendly. They ALL go above and beyond. Will be back to our private little getaway.
Reviewed on Oct 30, 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! (999 reviews)
This was an excellent value for the price - the room was spacious and clean, the property was quiet. There was a beautiful view with a balcony. I could not have been happier with my experience!
Reviewed on Oct 6, 2025
Looe Key Reef Resort
27340 Overseas Highway, Summerland Key, FL
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $202 total per night from Nov 23 to Nov 24
$202 total
Nov 23 - Nov 24
Total with taxes and fees
7.4/10 Good! (1,001 reviews)
We enjoyed our three night stay. We dived Looe Key reef every day through their dive shop. Safe shallow diving with excellent storage, easy access and excellent staff. Left the afternoon/evening open to relax or go into town. About 50 minutes from Key West. Recommend car rental for your stay
Reviewed on Oct 17, 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.