Key West Historic District Vacations from $496
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Your Key West Historic District Vacation
Experience all the wonderful things this neighborhood has to offer with a tailor-made Key West Historic District vacation package. However you imagine spending your time here, you'll find endless opportunities for relaxation, fun and adventure. Can't wait to explore the sights during your trip to Key West Historic District? Be sure to check out nearby attractions such as Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square. Stop dreaming and start doing. When it's time to lock in your ideal vacation to Key West Historic District, Expedia will help you get there.
The Latest Key West Historic District Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Luxuri Suites
South Beach
$496
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
6.8/10 (57 reviews)
Ok the fact we had no desk for check was terrible. I could not check in due to a code for door and room acess never being sent to my email resulted in me not checking for 3hours until I was told about a sister property 3 blocks from where I was stay had to walk in the rain to the siater property for thwm to grant me acess codes to get into my room now at 3am. I wouls likw to be reemburst for that night and day. My TV had no working batteries and once I go batteries the TV volum did not work.
Reviewed on Jul 9, 2026
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
$12,309
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
The Local House
South Beach
$952
per person
Nov 1 - Nov 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
9.2/10 Wonderful! (1,000 reviews)
I liked everything about this hotel...friendliness of staff, very clean rooms, great bar and restaurant. In walking distance to everything. Pool area was nice,but needs to be updated or upgraded
Reviewed on Aug 23, 2026
Where to stay in Key West Historic District
Find the best Key West Historic District areas and neighborhoods for the activities you enjoy most. Learn more about Key West Historic District
Old Town Key West
4 out of top 10 points of interest in this area
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.
Downtown Key West
If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.
New Town
Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Key West Tropical Forest and Botanical Garden.
Uptown - Upper Duval
If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.
Historic Seaport
Many of the best parts of the southern portion of Florida are rolled into one location. Enjoy your time experiencing attractions in this historic area.
Key West Historic District Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$203 nightly
$228 total
Sep 1 - Sep 2
Total with taxes and fees
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
$261 nightly
$294 total
Sep 7 - Sep 8
Total with taxes and fees
9/10 Wonderful! (1,019 reviews)
"Room was clean and comfortable. The cold water was warm at best but we dealt with it."
Reviewed on Aug 22, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$272 nightly
$306 total
Sep 13 - Sep 14
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.
Stay near popular Key West Historic District attractions
Duval Street
9.2/10 (20,928 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
9.2/10 (15,939 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.
Ernest Hemingway Home and Museum
9.2/10 (8,543 reviews)
Meet six-toed cats and watch as the life of one America’s great writers unfolds before your eyes at his former home.
Key West Butterfly and Nature Conservatory
9.2/10 (1,711 reviews)
With about 60 species of butterfly, an indoor waterfall and a tropical rainforest, this nature conservatory is one of the most popular attractions in Key West.
Key West Lighthouse and Keeper's Quarters Museum
8.6/10 (548 reviews)
Climb to the top of this historic lighthouse for unparalleled photo opportunities and then visit the former home of Key West’s lighthouse keepers.
Harry S. Truman Little White House
9.0/10 (995 reviews)
Visit the winter home of President Harry S. Truman to see where some of America’s most important post-war decisions were made.
Key West Shipwreck Museum
8.6/10 (361 reviews)
This interactive museum is home to unbelievable relics pulled from the bottom of the sea and a watchtower with views across the Gulf of Mexico.
Florida Keys Eco - Discovery Center
8.8/10 (128 reviews)
Learn about the area’s important marine ecology at this comprehensive attraction that addresses global environmental concerns, interesting for visitors of all ages.
Things to do
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
$79
per adult
94% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
$69
per adult
88% of travellers recommend
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- Tennessee Williams Key West Exhibit
- Schooner Western Union
- Mallory Dock
- San Carlos Institute - Casa Cuba
- Red Barn Theater
- Museum of Art & History at the Custom House
- Harry S. Truman Little White House
- Florida Keys Eco - Discovery Center
- Key West Museum of Art and History
- Southernmost Point
- The Kite House
- Mel Fisher Maritime Museum
- All inclusive Vacation Packages Key West
- Saint Mary Star of the Sea
- Duval Street
- Jackson Square
- Sails To Rails Museum at Flagler Station
- Fort Zachary Taylor Historic State Park
- Fort East Martello Museum and Gallery
- Key West National Wildlife Refuge
- Old Town Key West Vacations
- Key West Vacations
- Boca Chica Nude Beach
- Donkey Milk House
- Key West Shipwreck Museum
- Visit Downtown Key West
- Audubon House and Tropical Gardens
- Key West Butterfly and Nature Conservatory
- Key West Lighthouse and Keeper's Quarters Museum
- Visit Key West
- Key West Cemetery
- Ernest Hemingway Home and Museum
- Bahama Village Vacations
- Custom House Museum
- Key West Burlesque Theater
- Waterfront Playhouse
- Mallory Square
- Sunset Key Vacations
- Key West Firehouse Museum
- Smathers Beach
- Curry Mansion Museum
- South Beach
- Clarence S. Higgs Memorial Beach Park
- Robbie's
- Key West Tropical Forest and Botanical Garden
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.