Key West Historic District Vacation Packages

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Price found within the past 48 hours. Click for updated prices.
  • 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 $1,989
    CA $789
    per traveller
    found 2 days ago
    Brickell Bay 3505
  • Terrace/patio
    Jul 25 - Jul 29

    MirabileCondoDwntown MIA Brickell w PRKG + Flight

    Downtown Miami
    4 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 • Montreal (YUL) - Miami (MIA)
    YUL - MIA • 1 stop MIA - YUL • 1 stop
    CA $2,751
    CA $1,152
    per traveller
    found 1 day ago
    MirabileCondoDwntown MIA Brickell w PRKG
  • House
    Jun 23 - Jul 8

    Hollywood 1811 + Flight

    Hollywood Hills
    15 nights
    2.5 star property
    Roundtrip • Hamilton (YHM) - Miami (MIA)
    YHM - MIA • 1 stop MIA - YHM • 1 stop
    CA $7,409
    CA $3,152
    per traveller
    found 1 day ago
    Hollywood 1811
  • 12 outdoor pools
    Jul 10 - Jul 15

    Brickell Bay 3304 + Flight

    Brickell
    5 nights
    3.0 star property
    Roundtrip • Montreal (YUL) - Miami (MIA)
    YUL - MIA • 1 stop MIA - YUL • 1 stop
    CA $2,895
    CA $1,248
    per traveller
    found 2 days ago
    Brickell Bay 3304
  • 12 outdoor pools
    Jun 25 - Jun 30

    The W - Bayshore Unit 1003 + Flight

    East Fort Lauderdale
    5 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 • Hamilton (YHM) - Fort Lauderdale (FLL)
    YHM - FLL • 1 stop FLL - YHM • 1 stop
    CA $2,711
    CA $1,184
    per traveller
    found 2 days ago
    The W - Bayshore Unit 1003

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

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 $312 per night from Jun 7 to Jun 8
CA $312
CA $452 total
Jun 7 - Jun 8
includes taxes & fees
8.8/10 Excellent! (3,327 reviews)
"The resort was very nice. The pools were great and the room was updated and clean. Great location on Duval Street. Highly recommend."

Reviewed on May 22, 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 $322 per night from Jun 14 to Jun 15
CA $322
CA $455 total
Jun 14 - Jun 15
includes taxes & fees
8.4/10 Very Good! (671 reviews)
"The ocean was not that great because of the sargassum seaweed. but the pool and views were excellent"

Reviewed on May 23, 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 $289 per night from May 26 to May 27
CA $289
CA $372 total
May 26 - May 27
includes taxes & fees
9/10 Wonderful! (401 reviews)
"Great and friendly service!"

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.
All Inclusive Vacations
All Inclusive Vacations
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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

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

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

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.