Key West Historic District Vacation Packages

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Price found within the past 48 hours. Click for updated prices.
  • Terrace/patio
    Jul 21 - Jul 23

    MirabileCondoDwntown MIA Brickell w PRKG + Flight

    Downtown Miami
    2 nights
    5.0 star property
    2.0/10 - (2 reviews)
    "We were unable to stay at this property and the person at the door would not us in. The person I spoke to by phone insisted someone(unidentified) sent me an email saying there was no vacancy. There was no email and I prepaid for two nights. We had to find another place at 1:30 am. Glad we had rented a car."
    Reviewed December 12, 2023
    Roundtrip • Toronto (YYZ) - Fort Lauderdale (FLL)
    YYZ - FLL • Nonstop MIA - YYZ • Nonstop
    CA $1,500
    CA $713
    per traveller
    found 1 day ago
    MirabileCondoDwntown MIA Brickell w PRKG
  • Terrace/patio
    Jul 5 - Jul 11

    The W - Bayshore Unit 1003 + Flight

    East Fort Lauderdale
    6 nights
    3.0 star property
    7.4/10 - Good (3 reviews)
    "I thoroughly enjoyed my stay at this hotel. The host was incredibly friendly and attentive, and the communication was prompt and efficient. The hotel itself was beautiful, and the staff was incredibly kind and helpful."
    Reviewed May 20, 2026
    Roundtrip • Montreal (YUL) - Fort Lauderdale (FLL)
    YUL - FLL • 1 stop FLL - YUL • 1 stop
    CA $3,646
    CA $1,406
    per traveller
    found 1 day ago
    The W - Bayshore Unit 1003
  • Apartment
    Jul 9 - Jul 12

    Brickell Bay 3505 + Flight

    Brickell
    3 nights
    3.0 star property
    9.4/10 - Exceptional (3 reviews)
    "Great place and location! The pool was amazing."
    Reviewed May 9, 2026
    Roundtrip • Toronto (YYZ) - Fort Lauderdale (FLL)
    YYZ - FLL • Nonstop FLL - YYZ • Nonstop
    CA $2,034
    CA $853
    per traveller
    found 1 day ago
    Brickell Bay 3505
  • Family Studio, 2 Double Beds, Non Smoking, Partial Sea View | View from room
    Aug 5 - Aug 12

    Casablanca Miami Beach + Flight

    North Beach
    7 nights
    3.0 star property
    5.8/10 - (324 reviews)
    Roundtrip • Toronto (YYZ) - Miami (MIA)
    YYZ - MIA • Nonstop MIA - YYZ • Nonstop
    CA $13,324
    CA $6,000
    per traveller
    found 1 day ago
    Casablanca Miami Beach
  • 3 outdoor pools
    Jul 5 - Jul 11

    The Retreat Collection at 1 Hotel & Homes South Beach + Flight

    South Beach
    6 nights
    5.0 star property
    8.0/10 - 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 June 22, 2016
    Roundtrip • Montreal (YUL) - Miami (MIA)
    YUL - MIA • Nonstop MIA - YUL • Nonstop
    CA $39,363
    CA $18,731
    per traveller
    found 1 day ago
    The Retreat Collection at 1 Hotel & Homes South Beach

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

Old Town Key West

3 out of top 10 points of interest in this area
3.5/5(8 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.

Find hotels in Old Town Key West

Key West Historic District Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
The price is CA $311 per night from Jun 15 to Jun 16
CA $311
CA $451 total
Jun 15 - Jun 16
includes taxes & fees
8.8/10 Excellent! (3,338 reviews)
"Staff were all amazing, easy check in, with a wrist band that we really liked. No searching for room card. Easy walking through the main streets. There was a lot of sargassum in the ocean front but, Mother Nature, nothing they can do about that at the resort. I like to take a dip in the ocean but, ..."

Reviewed on May 26, 2026

Southernmost Beach Resort and Guesthouses
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $327 per night from Jun 21 to Jun 22
CA $327
CA $461 total
Jun 21 - Jun 22
includes taxes & fees
8.4/10 Very Good! (678 reviews)
"Stayed at Casa Marina in Key West and overall had a great experience. The property itself is very nice, well maintained, and definitely one of the better resorts on the island. The service was exceptional throughout our stay, and it really felt like the hotel has a renewed focus on customer service. ..."

Reviewed on May 26, 2026

Casa Marina Key West, Curio Collection by Hilton
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $351 per night from Jun 17 to Jun 18
CA $351
CA $441 total
Jun 17 - Jun 18
includes taxes & fees
9/10 Wonderful! (403 reviews)
"Very nice facility very clean"

Reviewed on May 24, 2026

La Concha Key West, Autograph Collection
See all 1,697 properties in Key West Historic District
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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Frequently asked questions

How much does a Key West Historic District vacation package cost?
Less than you might think — from a low , actually! By combining flights, hotels and car rentals into a custom-built vacation package, your Key West Historic District escape is just a few clicks away.
How do I get a cheap travel package to Key West Historic District?
Book everything in the one place with our Key West Historic District vacation packages. We have deals on flights, hotels, tours and more that'll keep your pocketbook happy and adventurous side satisfied. And, with more than 550 airlines and 1,000,000 hotel options throughout the world to choose from, you'll have the flexibility to mix and match as you want.
Where should I stay in Key West Historic District?
Travelers come from far and wide to experience Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens in Key West Historic District. Book yourself a room within a stone's throw of these must-see attractions to make sightseeing easy.
What are the top hotels in Key West Historic District?
Secure a room at Southernmost Retreat: 2 Blocks From Duval In Old Town. It's one of the area's most sought-after hotels. Another top option in Key West Historic District is Walk to Duval Waterfront Marina View 2-Bed Galleon + Beach + Sunset Tiki Bar.
How far in advance should I book my Key West Historic District vacation?
Savvy travelers book early. Air carriers typically release flights up to 12 months ahead of departure, and this is an excellent opportunity to pick up some of the lowest prices. Just been told you need to take some vacation time next week? Don't fret. Expedia are never short of fantastic deals to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Key West Historic District travel package include?
Hotels, flights and a cool set of wheels for your road trip adventures. Simply select your preferred bundle and get access to incredible deals. Once you've made your booking, add on a few sightseeing tours and watch your savings stack up. When it comes to creating your Key West Historic District break, you're in control!
What should I know before booking a Key West Historic District travel package?
You'll enjoy amazing savings when you combine your flights, hotels and rental cars into a travel package. Plus, booking everything together will make your trip planning easier. So why waste time or money? Whether you're putting together a ritzy romantic getaway or a budget solo adventure, check out our vacation packages today.
Can I choose my airline with a Key West Historic District Expedia vacation package?
Yes, and with more than 550 airlines to select from across the globe, you have loads of choice. Look through the available options and see which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Key West Historic District vacation package?
If your vacation plans in Key West Historic District have changed, it's a relief to know that it's possible to cancel your booking. If your booking was made less than 24 hours ago, you may be eligible for a refund. If your booking is older than that, your hotel, airline or car rental company may charge fees. To learn more, check our Customer Service Portal.

Discover the most popular places to visit in Key West Historic District

Duval Street

Duval Street

4.5/5(164 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.

Duval Street
Mallory Square

Mallory Square

4.5/5(150 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.

Mallory Square
Harry S. Truman Little White House

Harry S. Truman Little White House

4/5(28 reviews)

Visit the winter home of President Harry S. Truman to see where some of America’s most important post-war decisions were made.

Harry S. Truman Little White House

Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

CA $61
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

CA $76
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Snorkler waving underwater in Key West

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

CA $75
per adult
86% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
See all activities in Key West

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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.