Key West Historic District Vacations from $417
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Solé Miami, A Noble House Resort
Ocean Four
Save 100% on your flight
Price was $794, price is now $417 per person
$417
per person
Mar 17 - Mar 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,935 reviews)
The suite was clean and well prepared. Unfortunately, there was no furniture on the tbalcony and we had to bring out the chairs from the room
Reviewed on Feb 6, 2026
Hyatt Place Miami Airport-East
Palmer Lake
Price was $980, price is now $473 per person
$473
per person
Apr 12 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (2,247 reviews)
The staff were all amazing and no one was anything but kind to me. However, our room had some problems. Not hot water, our toliet didnt flush, there were ants, and we discovered wads of hair in nultiple towels.
Reviewed on Feb 5, 2026
Casablanca Miami Beach
North Beach
Price was $1,117, price is now $565 per person
$565
per person
Apr 9 - Apr 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
5.8/10 (311 reviews)
I stood in the multiple bed 1 bedroom everything was good beach right there pool and security where very friendly
Reviewed on Nov 12, 2025
Cavalier Hotel South Beach
South Beach
Save 100% on your flight
Price was $1,249, price is now $669 per person
$669
per person
Mar 17 - Mar 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Prime location within walking distance to all the hot spots. Included are 2 beach chairs with towels per day. Philip at the concierge received us warmly…checking us in early and giving us great recommendations. Room was a great size, A/C, with bathroom amenities. Overall, totally recommend.
Reviewed on Jan 31, 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
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.
Key West Historic District Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
The price is $596 total per night from Feb 8 to Feb 9
$596 total
per night
Feb 8 - Feb 9
8.6/10 Excellent! (3,047 reviews)
Always our favorite spot. Staff is wonderful. Can’t beat the views and amenities.
Reviewed on Feb 1, 2026
Pier House Resort & Spa
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
The price is $685 total per night from Feb 8 to Feb 9
$685 total
per night
Feb 8 - Feb 9
9/10 Wonderful! (1,022 reviews)
Great room right in the heart of the action.
Reviewed on Feb 4, 2026
La Concha Key West, Autograph Collection
430 Duval St Key West FL
The price is $693 total per night from Mar 8 to Mar 9
$693 total
per night
Mar 8 - Mar 9
8.8/10 Excellent! (328 reviews)
Perfect location for exploring the town and everything
Reviewed on Jan 29, 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.
Discover the most popular places to visit in Key West Historic District
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.
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.
Ernest Hemingway Home and Museum
Meet six-toed cats and watch as the life of one America’s great writers unfolds before your eyes at his former home.
Things to do
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
$126
per adult
96% of travellers recommend
Shipwreck Treasure Museum Tickets
$19
per adult
78% of travellers recommend
Key West Sandbar Safari & Dolphin Playground Experience With Food & Drinks
$126
per adult
100% of travellers recommend
Explore a world of travel with Expedia
- Key West Hotels
- All-inclusive Resorts in Key West
- Cheap Hotels in Key West
- Oceanfront Hotels in Key West
- Hotels near Duval Street
- Beach Hotels in Key West
- Adults Only Resorts & in Key West
- Houseboats in Key West
- Pet-friendly Hotels in Key West
- Condo Rentals in Key West
- Romantic Hotels in Key West
- Family Hotels in Key West
- 4 Star Hotels in Key West
- Hilton Hotels in Key West
- 5 Star Hotels in Key West
- Honeymoon Resorts & in Key West
- Hotels near The Kite House
- Resorts in Key West
- Hotels near Key West Cemetery
- Boutique Hotels in Key West
- Kimpton Hotels in Key West
- Cabin Rentals in Key West
- Cottages in Key West
- B&B in Key West
- Luxury Hotels in Key West
- Gay friendly Hotels in Key West
- Historic Hotels in Key West
- Hotels with Kitchenettes in Key West
- Hotels with Free Airport Shuttle in Key West
- Guest Houses in Key West
- Best Western Hotels in Key West
- Wyndham Hotels in Key West
- Hotels with smoking rooms in Key West
- Golf Hotels in Key West
- Vacation Homes in Key West
- Hotels with Hot Tubs in Key West
- Hotels with Free Breakfast in Key West
- Villas in Key West
- Hotels with Free Parking in Key West
- Hyatt Hotels in Key West
- Hostels in Key West
- Hotels with a Pool in Key West
- Fishing Resorts & in Key West
- Hotel Wedding Venues Hotels in Key West
- Resorts & Hotels with Spas in Key West
- Apartments in Key West
- Hotels with Early Check-in in Key West
- Hotels with Childcare in Key West
- Key West Vacations
- All inclusive Vacation Packages Key West
- Ernest Hemingway Home and Museum
- Duval Street
- Key West Cemetery
- The Kite House
- Saint Mary Star of the Sea
- Donkey Milk House
- Visit Key West
- San Carlos Institute - Casa Cuba
- Old Town Key West Vacations
- Key West Lighthouse and Keeper's Quarters Museum
- Tennessee Williams Key West Exhibit
- Jackson Square
- Curry Mansion Museum
- Oldest House Museum and Garden
- Red Barn Theater
- Sails To Rails Museum at Flagler Station
- Key West Burlesque Theater
- South Beach
- Schooner Western Union
- Fort Zachary Taylor Historic State Park
- City Zoo Gallery
- Harry S. Truman Little White House
- Bahama Village Vacations
- Audubon House and Tropical Gardens
- Mel Fisher Maritime Museum
- Key West Butterfly and Nature Conservatory
- Southernmost Point
- Roy John-Karl Gallery
- Custom House Museum
- Visit Downtown Key West
- Romantic Vacation Packages Key West
- Key West Museum of Art and History
- Mallory Dock
- MLK Community Pool & Community Center
- Florida Keys Eco - Discovery Center
- Visit Old Town Key West
- Simonton Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.